Sex stories, milf, I opened my eyes and smiled, tonight was the night! After six weeks of saving every extra dollar I could, I was only twenty dollars short of the two hundred I needed and I was going to make that this morning! I lay there staring at the ceiling, my cock already stirring as I envisioned the night to come.
Glancing over at the other side of the room, I saw Jimmy was still asleep. He was lying on his side with his back to me and sliding my hand under the covers; I grabbed my now fully erect cock and started to stroke it. Closing my eyes, I thought of a pair long well shaped legs wrapped around me and imagined what those big tits would look like out of her sexy black lace bra. I could all but feel the wet heat of her mature pussy and just as good; the warm, wet and experienced mouth of an older woman who knew how to suck cock better than any girl my age.
I thought of that long blonde hair trailing down my stomach, fanned across my thighs. I had no idea what her face looked like, but pictured big blue eyes to go with that blond hair. Those eyes would be looking up at me while her lips were wrapped around my cock. My hand moved faster and I held back a moan; I was already close. My mind jumped to having her on her knees, grabbing those curvy hips and watching that well rounded ass while my cock slammed into it.
I would be fucking her as hard as I could and with no complaints because older women loved getting it hard and fast and could care less what you thought of them, they were just out for a good hard fucking. I’d whip my cock out and tell her to roll over and spray my hot cum in her mouth and all over her face. Unlike other girls I’d been with she wouldn’t say no, because end of the day I would be paying good money for her to do anything I wanted and most likely a hot cougar like her would love…
“Oh!” a gasp escaped me as my cock exploded in my hand and I felt a warm sticky stream of cum splash onto my stomach.
I continued to pump, all the time imagining my load going into a pretty mouth and not all over myself. When I was finished, I lay there with my heart pounding while holding the sheet over my sticky stomach.
“Hey Nick, you awake?”
I quickly slipped my boxers up and dropped the sheet, wincing as it stuck to my stomach. Sitting up, I looked over to see Jimmy was now sitting on the side of the bed facing me. Shit, how long had he been awake?
“Yeah.” I said simply.
“Good,” Jimmy got up and after stretching, picked up a pair of sweat pants and slipped them over his boxers. Walking towards the window he said, “It’s going to be a great day. Look at it out there.” leaning on the windowsill he took a deep breath, “Clear skies, only in the seventies and it’s a Saturday after a week of rain, we’re going to get some calls today!” Facing me, he asked. “We got Mrs. Williams at eight and The Donovan’s for nine thirty, but that’s it right?”
“So far.” I said. “But you’re right, we’ll get more.”
“Well do me a favor, and check the e-mails and bump our ad, I want us on top of those other guys.”
“Yeah, sure.”
I started to slide my legs off the bed and could feel the sheet sticking to me. There was no way I could get up in front of him. After a minute he asked, “Well?”
“Oh, well I…I’m not wearing anything.”
Jimmy scrunched his face up, “Come on man, why would you do that?”
“Habit.” I shrugged, “Anyway, you want to turn around for a sec?”
“No problem, I don’t want to wake my mother up laughing.”
“Yeah, okay. More like you don’t want her to come in here and see me naked, I’d end up being your step father.”
“Asshole.” He said, but laughed and started to turn around.
I slipped out of bed and was just reaching down to grab my jeans to toss on before I showered, when he turned back around.
“I knew it!” he exclaimed, pointing at my crotch where there was a large wet stain. “You were jerking off, you pig!”
“I…” oh, what the hell there was no denying it. “Hey, what can I say?”
“Dude that is nasty!” he waved his hand disgustedly at me, “Do that shit at home will you?”
“Oh, like you’ve never done it at my house?” I pulled my underwear down, causing him to turn his back to me. Slipping my jeans carefully over my cock, I zipped them up, “You’ve been sleeping over there once a week since we were in middle school.”
“You’re right, I did.” He turned back and grinned at me, “But I had an excuse, I was thinking about your sister in the next room.”
He laughed and I held back from saying anything. Jimmy had been busting my balls about my older sister Kelly for years. He had a thing for her, but had promised me as my best friend he would never ask her out, but that didn’t stop him from busting my balls. I usually fell for it, but time gave it back to him.
“Maybe I was thinking about your mom.”
“My mom?”
“She is pretty damn hot.” I walked over to his desk and opened his lap top, “Best looking cougar I know.”
“Don’t be a jerk, my mother treats you like you’re my brother.”
“Maybe I’d rather her treat me like a cub; her little boy toy.” I grinned as he frowned and tapped the side of my head as if thinking, “Maybe she lays there and thinks about me.”
“Yeah I bet she does. All those sexy things like the time you threw up when we took you to six flags and, oh.” he snapped his fingers, “The time she caught you peeing in our pool and especially that time she found a pair of her panties in that bed” he pointed to where I had just gotten up. “Pretty sure she knew I didn’t take them.”
I felt myself turning red, “I was fourteen and they were mixed in the sheets! I…I just was looking at them.”
“Got eyes in your nose?” he asked.
We stood there staring at each other then after a moment we both burst out laughing.
“Okay,” I waved my hand at him, “You got me, those were the only panties I’d seen that weren’t my mother’s or sisters.”
“Could have at least brought a pair of your sister’s over as a trade.”
“Whatever, anyway I wasn’t thinking about your mom.” I grinned, “Got something hot going on tonight and, well you know, sometimes it gets to be too much”
“Wow, score!” he reached out and slapped my arm. “Anyone I know?”
“Nope.” No one I knew either, at least not yet.
“Who is she?”
“I’d, uh, rather not say. It’s sort of a hook up, nothing serious and I don’t want to kiss and tell.”
“Fine, be like that.” He shrugged, “But speaking of my mom, roll up those sheets and I’ll toss them in the wash, she don’t need to be seeing your spooge.”
“Fair enough” grabbing my underwear I tossed them in my gym bag and yanking the sheets from the bed, rolled them up in a ball.
Turning around I threw them at Jimmy who caught it and with a look of disgust made a show of holding the bundle at arm’s length as if it were going to bite him.
“I’m going to run down and put these in the wash, bump the ad.”
“You bet.” I told him as he left the room and headed downstairs.
Sitting at the desk, I opened a browser and brought up Craig’s list. Finding services I scrolled down until I found our ad for landscaping and after copying it, clicked new add, pasted it in and hit submit to put us back at the top of the list. We had done lawns last summer, but didn’t make too much money. All we had was our cars and people would look at us funny when we would show up with lawnmowers and rakes sticking out of our trunks and backseats.
But this spring, Jimmy’s father, who for the most part was pretty useless, had come up big and given Jimmy his old ford 250 pick up so he could make more money landscaping to help with school. So far it was only late July and we’d each saved over a thousand dollars. My parents took half to put in the bank for books and school expenses and after I paid for insurance and gas and had some fun I was still usually broke, but pretty content as there was nothing I really wanted.
That was until a few weeks ago. Figuring Jimmy would be a couple of minutes I clicked out of services and went over to adult services. As all the ads came up featuring young college age girls who were offering their services at hourly and half hour rates, I began to scroll through them, looking for the one that had caught my eye over a month ago and had since been obsessed with.
“Shit.” I whispered when I didn’t see it on the first page. “Please be around.”
I hit the second page and halfway down sighed with relief at the words Milf for Hire! Clicking on the words I sat back and smiled at the picture that came up. It featured a woman from the neck down dressed in black lingerie that included stockings, lace panties and a transparent bra that showed not only her large round tits, but her nipples were visible. She was leaning against a doorway, with her hands under her tits, cupping them.
Although her face wasn’t visible there was plenty of long blonde hair showing and I could not imagine that she wouldn’t be as beautiful as her body. And that body! I would never say she was chubby, but she had a full set of hips and her thighs looked soft and inviting. Her ass looked to have some curve to it and overall her body was a sharp contrast to the slender girls I went to school with.
Most of them had smaller perky tits and tight little asses. Not that I was complaining, I’d had some serious fun with the couple of girls I’d been with at PC, but the woman in the ad’s body seemed so…I kept coming back to the word inviting. The fact that it belonged to a woman who according to her ad was over twice my age was one hell of a turn on. Pulling my eyes from the picture, I read the ad that by now I was sure I could quote by heart.
“Are you tired of those skinny inexperienced little things in those other ads? Well if you are, then I’m the woman for you. That’s right, woman, not a girl. This forty two year old Milf is sexy, fun and most of all experienced!
“All those young girls are doing is going through the motions, trying to get you off and out the door for the next one. But this hot cougar is out for more than just the money, honey! When you’re with me you’re not only enjoying me, but I am enjoying you just as much because this slutty little blonde loves to get a good hard fucking as much as you love to give one!”
“So whether you’re a gentleman my age looking for a fun time or a young man who wants to know what it’s like to be with a real woman, two hundred dollars will get you all that you want and more!”
I went back to the picture and for the hundredth time wondered what had me so interested. I had never been into Milf or cougar porn before. Truth be told, the only woman in her forties I considered hot was Jimmy’s mom, Wendy. I wasn’t alone in that. Poor Jimmy had been getting his balls busted about his mother for years.
I grinned at the thought that the panties they had caught me with weren’t the only pair I’d gotten. I’d smuggled a black pair out of his house once and had jacked off with them several times while thinking about my best friend’s mother. I still thought she was hot, but no longer used her inspiration.
Once I’d started dating it had gotten me over thinking of Wendy along with the fact that when I’d gotten a little older I realized this was my best friend’s mother and she had been very good to me. Wendy even kept it from my parents about her finding me with her panties. I recalled when she found them and I tried to stutter out an apology she simply said, “Boys will be boys and there’s worse things than a cute boy thinking I’m sexy, but let’s not let it happen again, or I’ll have to tell your folks.” She’d never mentioned it again, but it had taken a month before I could look at her without blushing.
But other than her, no older woman had done it for me and even Wendy was mostly because she was the first woman I knew who I thought was sexy. So I found it odd this ad grabbed me the way it had. I’d only found it by accident when Jimmy and I were working on our first Craig’s list ad and for fun he had decided to click on the adult services. While he was joking about which ones he would pick or wondering if any of them were fellow PC students he had spotted this one and clicked on it.
Jimmy had laughed and said, “Man, imagine fucking someone your mom’s age?” then after a moment had added, “Bet a woman that old gives a hell of a blow job.” He had clicked off of it, but the ad stuck in my mind and later that night I’d looked at it again. After that I’d gone online and watched some milf porn, which I’d formally had no interest in and became hooked.
Now it was all I thought about, how much better an older lover could be. The girls I had been with were fun, but fun for my age, which is what they were. They were still a little shy and hung up on some things, a woman that age? She would know exactly what she wanted, how to get it and would be damn good at it. But even though I was watching movies my thoughts kept turning back to that add, the fact there was a woman that age available that would do whatever I wanted was killing me.
Finally after three weeks of jerking off, including several times while staring at the picture in the ad it occurred to me why not do it? I could save up the money and it’s not like anyone would know. I’m sure it was something my parents would frown on, and I wouldn’t tell any friends, especially Jimmy because I would never hear the end of it.
Once I’d decided to chase my fantasy I’d looked at the ad every day hoping that whoever she was she would keep doing this. Right now all my bills were paid including the money to my parents to go in the bank. I had a hundred and sixty stashed and after the couple of jobs today would have two. Staring at the ad I wondered if I should contact her now. No, I had to get to work and…
“What are you doing, looking at hookers again?” I jumped as Jimmy came up behind me. “Shit, all the hotties we saw and you’re looking at the old lady?”
“Like you wouldn’t tap that.” I responded, pointing at her.
“I wouldn’t pay for it.” Slapping me on the shoulder he laughed, “Hey, Nick you want to bang a cougar, Miss Jennings is single!”
“Ugh.” I gave a mock shudder, “Dude, she has false teeth.”
“Then she can take them out and give you a gum job!”
I shut the computer off and got up to see Jimmy tossing a t-shirt on. “You about ready to go?”
“I have to shower.”
“Why, we’re going to get all sweaty.” He reminded me, “But really, you know if you want some desperate housewife go hit the bar over on Broadway lot of lonely ladies there.”
“How do you know?”
“Oh, well…” he looked away.
“No! You fucking dog!” I exclaimed “Have you really…?”
“I’m not proud.” He made a show of hanging his head, “But she was lonely and upset and I took one for the team and made her…”
“How old was she?” I asked.
“I don’t know, maybe thirty,” he grinned wickedly, “Old enough to know some tricks.”
“You never told me.”
“It’s none of your…”
We looked up at the sound of heels coming down the hallway.
“What’s your mom doing up before nine on a Saturday?”
“I have no…”
He stopped at a knock on the door and Wendy calling, “Hey you guys decent?”
“Yeah,” Jimmy called back as I reached down and grabbed a Red Sox shirt from my bag and started to put it on.
“I should say as decent as a two twenty year old boys can be anyway.” Wendy laughed as she entered the room.
“Morning, Wendy, I…” I stopped in mid sentence when I saw her.
Wendy was wearing a black skirt so short I doubted she could bend over in it and a pink short sleeved blouse that wouldn’t be anything special if the buttons were secured. Instead the top half was wide open exposing a red shirt beneath it that was low cut to where I could not just see the top half of her tits, but a red lace bra.
Her long blonde hair was down despite how hot it was outside and I noticed she was wearing eye shadow to accentuate her blue eyes and her lips were painted a deep red. Catching myself staring at her chest, I dropped my eyes down and was now confronted with her almost totally exposed legs. Wendy sun bathed by the pool every day and her legs were not only long and well shaped, but as tan as I was from working outside all summer.
Her legs were made to look even better by a pair of what had to be four inch black heels. Unable to help it, my eyes worked the length of her legs right up to the hem of the skirt which I swore couldn’t be more than a couple of inches lower than her crotch. If she sat across from anyone today they would be getting a show.
She was standing with her legs slightly apart and I couldn’t help staring at the inside of her thighs. Like the woman I was hoping to meet tonight her thighs weren’t slender, but still had a nice shape, thick some of the guys at school would call them.
“Mom!” Jimmy spoke up, “What the hell are you wearing?”
“I’m going to work.”
“Like that?” he pointed, “Can you sit in that thing?”
“I’m working at the lounge today.” She shrugged, “I won’t get tips in jeans.”
“The lounge is open this early?”
“I…” she paused then smiled, “No, but I’m seeing George for breakfast first and figured I’d give him something to think about.”
“Him and everyone else.” Jimmy shook his head, “That’s way too short of a skirt, mom.”
“I’ll keep that in mind dad” she said with more than a little annoyance in her voice.
“Yeah, okay.” Jimmy sighed.
“Anyway, I came in here to tell you I’ll be home for a little bit later, but I’ll probably be gone for the night before you get back. There’s left over pork chops and mashed potatoes in the fridge.”
“Where you going,” he looked annoyed, “George’s again?”
“Yes,” she told him, “Why, do I need permission?”
“No, just wondering why he never stays over here.”
“Maybe he’s afraid of my guard dog son.” She reached out and touched his cheek, “I love that you look out for me Jimmy, but I’m a grown woman and I feel more comfortable at his place. I don’t have to look around his house and be reminded of your asshole father. I’ll be home for breakfast okay?”
“Sure.” Wendy kissed him on the cheek and as she turned away gave me a little wave. “You boys go out and make some money today!”
“Maybe I should wear a short skirt.” I laughed and ignoring Jimmy’s dirty look went on, “Maybe I would get better tips.”
“Nah, you don’t have the legs for a skirt.” She told me, then surprised me by adding, “But you do look good with your shirt off, bet some of the horny housewives would tip you extra then.”
“Mom.” Jimmy sounded aggravated.
“Oh, honey.” She laughed, as she turned away from us “It was just a joke.”
She left the room and I saw Jimmy still looked pissed. “Everything okay? I was only joking about the skirt.”
“I’m not mad at you. Mom’s been acting weird. She comes and goes all the time and she’s dressing like…well you saw her.”
“Yeah, but she’s a cocktail waitress right?”
“Yeah that was all she could find when her office closed, but she works messed up hours. She’ll be gone three four hours, come home, go back out later, she says she splits shifts.”
“I take it you don’t like the boyfriend?”
“I might if I ever met him.”
“You never met George?”
“Nope, not yet, and I don’t know why. I mean he’s banging her every Saturday night and some Friday’s too, so I guess it’s serious, but she won’t bring him around.”
“Maybe she thinks you’ll give him a hard time.”
“Whatever.”
“Hey, Jimmy, she’s single and she is pretty damn hot. Good for her.”
He stared at me, then smirked, “Your sister is single and pretty hot too, maybe…”
He stopped when his cell started ringing and picking it up off the desk he answered, “Hi, yes this Jimmy.” He gave me a thumbs up, “Sure Miss Clancy, we can get there today, how’s eleven? Great, we’ll be there.”
Ending the call he smiled, “Miss Clancy and her double lot, another forty apiece for us today.” He reached out and slapped my arm, “Going to be a good day, Nick.”
“Yes it is.” And hopefully a much better night!
*****
I pulled into the driveway and all but ran into the house. My parents went over a friend’s to play cards every Saturday afternoon so after tossing half of today’s earnings into the cookie jar, I raced into my room and closed the door behind me in case Kelly came home early from work. Stripping off my sweat soaked t-shirt; I tossed it in the hamper and threw myself in the chair at my desk.
Flipping open my lap top I went to favorites where I had book marked the adult personals and started scanning for the ad
“Please, please, please.” I muttered, then smiled when I found my hot little milf halfway down the page.
That meant she’d bumped it at some point today so she was around. Hopefully she wasn’t booked so to speak. I clicked on reply to and with my fingers trembling with excitement typed;
“I love your ad and am looking to have some fun tonight, any time works for me, are you available?”
I added my e-mail address then frowned, but really didn’t know what else to say and it’s not like I could ask anyone how to approach an online prostitute, so with fingers crossed, I hit send. Sitting back in the chair I let out a deep breath, well I’d started it rolling, but now who knew how long it would take her to get back to me? Getting up, I grabbed a clean pair of shorts and another shirt and started to leave the room to take a shower.
Behind me I heard the loud beep of an e-mail notification coming from my lap top. My heart pounding, I ran back to the desk and clicked open my yahoo page.
“Oh, yeah.” I breathed when I saw an e-mail with the heading “CL Ad” opening it I read,
“Why hello there! I am so glad you love my ad, but I bet that’s not love written on your face right now, LOL! I am available tonight sweetie, but before we hook up you need to text me from a phone I can text back to so I know you’re for real. Here is mine.”
I pulled my phone out, and then stopped. Did I want her to have my number? Would she call me after this, would she find out who I was? Try to get me in trouble? Tapping the phone nervously I thought it through; She was a prostitute who more likely than not fooled around with married men. She could end up in more trouble than them if she tried to blackmail them. And as for me? I was a college kid, what could I have that she could get from me? Taking a deep breath, I texted the number she provided.
“Hi, texting about your ad.”
I sat back and the phone vibrated less than a minute later.
“Hey, baby, you looking for some fun tonight?”
It was a local area code which made me feel better, some of the women on the personals were from Mass and Connecticut and I’d have to explain where I was for that long.
“Yes,” I texted back, “I’d really like to hook up tonight.”
“How old are you, baby?”
I thought about lying, but if anything I looked younger than my twenty years.
“Twenty, is that okay?”
“20, oh, honey that is more than okay! A young stud like you is going to give it to me nice and hard aren’t you?”
I sat there staring at the words and felt my cock growing; oh my God this was going to be worth every penny! The phone jumped in my hand.
“Have you done this before, baby?”
“No” I sent back. Part of me wanted to lie, but I was pretty sure I would be nervous and may as well own up.”
“You’re a virgin? LOL!”
“NO!” I typed back, “First time I did this.”
“I know, I was playing.”
Great, I slapped the side of my head. I was looking like a fool over the phone,
“Okay.” I sent back.
“Well you have nothing to worry about, baby, this girl is going to take good care of you! What’s your name?”
“Scott” This time I would lie. “What’s your name?”
“Miranda. So Scott here is how this works. I am at the gateway on Hartford Ave, room 12. Does 8pm work for you?”
“8 is fine.” My cock was now throbbing in my pants and I was debating whacking off in the shower so I would last later.
“Great. Now for a hundred I will give you the best blow job you’ve ever had. For two hundred, I’ll suck on you and you can fuck me around the world any position you want.”
“Oh, man.” I said staring at the phone, my hand straying for my cock.
“For three hundred you can have my ass.”
Holy fuck! I thought about taking money out of the jar and dealing with the consequences later, but then thought better, I didn’t need to try to explain what happened to the money.
“I have two hundred.” I responded.
“Then we’re going to have a good time!”
“Can I play with you?”
“Play?”
“Can I go down on you?” I typed quickly before I lost my nerve.
“You can do anything you want to me except for what will cost you more money 🙂 Do you have any other requests?”
“I like the black stockings in your ad.”
“Then I’ll wear them for you! See you at 8 Scott!”
“Bye Miranda.”
It was lame, but who cared? It was already six. A sandwich, an hour nap, then a shower and I would be on my way! Grabbing last year’s Biology text book from shelf on my desk, I opened it and removed the envelope from the middle of the book. Removing the money inside I added twenty from today and counting it out to make sure I had two hundred, smiled, this was going to be the best gift I’d ever bought for myself!
*****
I stood outside of room 12 and looked around nervously. The motel ran the length of the parking lot with all the doors outside. There was a small diner next to it and several people on their way in and out of it. I had the irrational feeling I night run into someone I know, but who the hell would be here? Nonetheless, I’d parked my car two blocks away at the bowling alley which also had an arcade and some pool tables so if anyone said they saw my car it wouldn’t look that weird.
I was standing a few feet from the doorway, trying to convince myself that I had come this far and was only moments away from a hell of an experience. For the tenth time, I reached into my pocket and felt the wad of money to make sure it was there. Someone came out of a room three doors down, and started coming my way. I turned away and walked along the motel rooms until I came to a vending machine and stood there pretending to decide what I wanted.
The person from the other room walked past me and staring into the glass window of the machine, I ran my fingers through my sandy brown hair and looking into my brown eyes whispered, “Hi, Miranda. I’m Scott.” What after that, so is there when you get on your knees? I frowned at my reflection, I shouldn’t have shaved; I had a baby face to begin with and wondered if she would make me show my id to prove I was twenty. The girls I’d dated said I had a cute boy next door look, but doubted an older woman would be into ‘cute’
“Oh, who cares?” I muttered, “I’m paying her, she’s going to take care of me so just let it happen.” Nodding to my reflection, I turned and walked back to door 12,
Before I could lose my nerve I knocked on the door and stood there shifting my weight from one foot to another. There was no response and wondering if I’d been stood up, I went to knock again, when the door opened a few inches.
“Scott?” a soft voice asked.
“Yes.” I answered
She was standing behind the door and all I could see was her hand on the frame. Her slender fingers ended in long nails painted a deep red and my heart started beating faster.
“You’re right on time, baby.” She purred, still standing out of sight, “Come on in.”
The door swung open further and I entered the motel room. It was small and simply furnished with a small chair in the corner and a queen size bed taking up more than half the room. There was an end table on either side of the bed that contained a lamp. The lamps were off at the moment, the light replaced by a pair of candles on each table. Their glow left a lot of the room in shadows, but was bright enough to show the covers had been turned down on the bed.
“You have something for me, baby?”
“Oh, um sure!” reaching into my pocket, I removed the money and began to turn around, but she said
“Don’t turn around just yet, I wasn’t quite ready and want to be just right for you.”
“Okay.”
She was speaking so softly I could barely hear her and as I placed the money on the night stand I remained standing with my back to her.
“Nice shoulders.” She purred, her voice closer than before, “Ass is nice too,” she giggled. “I think I’m going to make out just fine tonight.”
“Thank you.” I said resisting the urge to turn around.
“And manners.” Another giggle, “Your mom did a good job.”
This time I just nodded and staring down at the bed felt my cock beginning to twitch at the thought of how close I was.
“Turn around and sit on the bed sweetie.”
Trying to hide the smile on my face, I turned around and began to sit on the bed,
“That’s funny. You look more like a Nick than a Scott.”
This was spoken in a normal volume and in an all too familiar voice. Standing straight up, I exclaimed “Holy shit!”
Standing in front of me in a short red robe was Wendy.
“I guess your mom taught you manners, but not morals.” She said with a wicked smirk on her face, “You’re a bad boy Nick.”
I stood there speechless; Jimmy’s mother selling herself! He had been right; there was no George and probably no cocktail bar. My first thought was there was no way I could tell him this. My second thought was damn, she looked good. Wendy’s blonde hair was down and had been teased out. Like this morning she was wearing a lot of makeup, in fact her eye shadow and lipstick looked to be caked on and it hit me she was deliberately going for a slutty appearance.
The red silk robe was as short as her skirt had been earlier and was tied loosely enough for me to see the inner half of her large breasts. As she had promised over the phone her long legs were encased in black stockings and she was wearing the same fuck me heels as she was this morning.
“Now what would your mommy think, her little boy at a motel paying a…”
“Me?” I asked, getting over my surprise, “You’re a hooker!”
“I prefer call girl,” she winked, “Scott.”
“Whatever, what would Jimmy say about his mother being a hooker?”
“Nothing because you would be a lousy friend if you told him.” she sighed, “Imagine how upset he would be.”
“He would be! I mean….”
“But he’s not upset when I’m able to keep him in school and when he has food to eat. He wasn’t upset when I bought him that new I-pad last month.” She shook her head, “I had to work hard for that one, four guys that day. Thank God for showers!”
“Wendy, I have to tell…”
“You tell, I’ll tell.” She said walking up to me and putting the tip of her finger on my chest. “Jimmy will ask how you know and what will you say?”
“Well…”
“See the way this works is we working girls get you to contact us on your phone so we have a way of finding out who you are and you don’t think about doing anything stupid. I have our texts from earlier. I have proof that you were hooking up with me.”
“But I’ll say I didn’t know who you were until I got here.” I countered, thinking more rationally than I thought I could, considering the situation.
“Your parents will still find out you were hiring a prostitute.” she tapped my chest, “Wonder what your school counselor would think. You’re on a scholarship aren’t you?” she made a clucking sound with her tongue, “And your sister, what would your straight A, goody two shoes sister think of her perverted little brother?”
“I…”
“Okay, let’s start over. First sit down.”
Putting her hands on my chest, Wendy gave me a shove. Caught off guard, I fell into a sitting position on the bed. I started to get up, but Wendy stepped up between my legs and put her hands on my shoulders. My face was level with her tits and I couldn’t help staring at them. The top half of her impressive breasts were deeply tanned, but the robe showed enough to expose the tan lines of the lower half. I could just make out a hint of black; she was wearing the outfit I had been staring at for two months.
It struck me that the body I had been lusting after enough to pay two hundred dollars and risk a lot of trouble for belonged to my best friend’s mother. I lowered my eyes and took in her stocking encased thighs. I could smell her perfume and looking up into her eyes realized she had the blue eyes I’d fantasized about making me wonder if she were the reason I had hoped for blue eyes in the first place? Had I still had a thing for her?
“Here’s what I think Nick. If you say something it’s going to cause a lot of trouble. Poor Jimmy is going to be heartbroken and you’re going to have to admit how you knew and that’s going to be messy for you isn’t it?”
“Yes.” I nodded, trying to find a safe place for my eyes.
“But like they say ignorance is bliss. You don’t tell, I don’t need to tell and everything is fine.”
“But I’ll….”
“You’ll what? Know I’m a call girl?” she laughed, “Well hey, that would just give you more reason to stroke it to me no?”
“I…I don’t do that.” I tried to sound convincing, but it was pretty hard with her tits less than a foot from my face
“Oh, no? You weren’t going to jerk off into my panties that time?”
“That was…”
“Just like you did the other pair that went missing?” she laughed when I lowered my head. “And what about that ad Nick? You jerk off to my body? You spend a lot of time thinking of tonight? Blowing a nice big load thinking about what that slutty little cougar was going to do to you tonight?”
“I didn’t know it was you.”
“But it was me, see?” untying the robe she let it fall to the floor.
“Oh my God.” I whispered.
Wendy was wearing the outfit from the ad. Even as I told myself to look away there was nothing in me that could do it. Her tits looked incredible! The bra only had half cups and they were black lace allowing me to clearly see her rose colored nipples. Those nipples were hard and poking through the lace. Her stomach was soft, but flat, and her hips flared out enough to give her a damn good figure.
The stockings were thigh highs and the only thing above them was the string of the black thong she was wearing at the top of her hip. Like the bra, the front of the thing was lace and I could just make out the shadow of her pussy. That pussy was framed between those delicious looking soft thighs and…delicious? I swallowed hard, this was Jimmy mother. No matter what she looked like and what she was doing to make money, this was the one woman I shouldn’t be looking at.
“See something you like, baby?” she purred in a voice that, like her appearance, screamed sex. She raised her arms over her head. “It’s what you wanted right?”
Her arms going up lifted her tits to an even better angle and my cock was responding to the amazing woman standing before me. Wendy made it worse by turning around. The thong was only a string in the back and I was now gawking at her well rounded ass cheeks being shaken almost directly in my face.
Turning back around she smiled, “So, baby, what do you say?”
“S…say? About what?”
Wendy sighed and reaching out took my chin in her hand. “You really are a sweet kid Nick. Look at you trying to pretend you don’t want me.” When I didn’t answer she asked, “So tell me Nick. If I wasn’t Jimmy’s mother would you want me? If you showed up here and it was another woman who looked like this would you want them?”
“Yes.” I nodded.
“Well that’s good because see right now I’m not Jimmy’s mom, I’m that hot milf you were going to pay to give you the fucking of a lifetime.”
“Wait, you want to?” I shook my head, “But I’m…”
“Jimmy’s friend?” she laughed, “Not right now, you’re not.” Making a show of looking me up and down, she slowly ran her tongue across her red lips. “Oh, no Nick, right now what you are is a good looking young man who came here to lay down his hard earned money for a night with a hot woman.”
“I…you think I’m good looking?” Somewhere in the back of my head a voice told me I had just made a mistake and to get up and leave, but damned if I could get my body to agree.
In fact at that moment my cock was in full agreement with Wendy as it was now fully hard and bending painfully in my pants.
“Oh yeah I do.” She purred, “I told you this morning you look good without that shirt.” Pointing she said, “Take it off baby.”
“Wendy I…if I knew it was you I wouldn’t have called and if you knew…”
“I knew it was you Nick.”
“What?”
“You think I don’t know your phone number?”
I hadn’t thought of that. Before I could answer, Wendy swung one long leg over my right thigh and sat down on my leg. Even through my jeans I could feel the heat between her legs and leaning forward to put her arms around my neck, she placed her lips next to my ear.
“I saw your number and wasn’t going to respond, but then I thought about it. And you know what I thought about? I thought about how I’ve played with myself to you thinking about you thinking about me. I pictured you sniffing my panties and using them to stroke your cock. I thought about how good you look and know what else?”
“W…what?” I whispered into her hair. My lips were almost touching her neck and I had to fight the urge to kiss her.
“I thought about what a turn on it would be to fuck my son’s best friend.”
“A turn on.”
“Hmm-mmm” she purred in my ear and I gasped when her tongue flicked across it. “As you can see I’m a dirty girl Nick. I do this because I love sex and thought why not make money doing something I would do anyway? Sometimes the guys are older and not much fun, but some have been a good time and you? A guy half my age who I already know wants me? Baby, I want to do this.”
She brushed her lips against my neck and I released a soft whimper. Her tits were pressing against my chest and she was rocking her hips grinding her crotch into my leg.
“Baby, I sooo want to do this.”
“Oh, shit.” I mumbled as her tongue ran down my neck.
“He wants to do this!”
I moaned when her hand dropped into my lap and squeezed my cock.
“Oh, you do want me don’t you baby?”
“I…oh, please.” I groaned as she began rubbing my cock through my jeans.
“You don’t have to beg baby, after all you’re paying to get anything you want. So hope about you and I do what you came for? How about you tell your best friend’s nasty mom what you want her to do.”
“I can tell you what to do?”
“Of course you can! That’s what you’re paying for!” she kissed my neck and sitting back on my leg, smiled, “No one needs to know. It will be our hot dirty secret and every time you see me after this you’ll think what a dirty girl I am and I’ll think about how good your cock felt,” she licked her lips, “And tasted!”
“I…”
“Besides, if you’re going to do something like this it should be with someone who’s going to extra special care of you!” Still rubbing my cock, she kissed me softly, “Let your hot little milf take care of you baby,” she expertly unsnapped my jeans with one hand and tugged my zipper down; “He wants to be taken care of doesn’t he?”
Her lips brushed mine again, then slid down my neck where she began gently sucking just under my ear. I was beginning to sweat and thought my heart was going to pound out of my chest. My zipper was down and her skilled fingers had worked their way into my boxers and I gasped when her fingernails caressed the shaft of my cock.
“No one will know” She repeated in my ear. “They’ll never know that your best friend’s nasty mom sucked your cock dry.”
Her fingers had encircled my cock and she was starting to jerk me off in my underwear. She couldn’t move her fingers far, but I moaned at the sensation of her touch. “That’s it baby,” she whispered, “And you asked about going down on me? I’ll let you, Nick. Would you like that? Licking my smooth wet pussy? Making Jimmy’s mom cum for you?”
“Wendy?”
“What is it baby?” she asked.
Closing my eyes and hoping I would be able to live with myself after this, I asked, “Will you take off your bra? ”
“Anything you want sir!” she laughed as she sat back, “You are the boss after all.”
Still holding my cock she reached behind her with her free hand and unclasped her bra. With a teasing smile, she slipped first one strap, then the other down her arms until she was holding the bra to her tits with her hand.
“How about you first?”
“I thought I was….ohhh!” I groaned as she worked her fingers down far enough to caress the swollen head of my cock.
“Please, take off your shirt sir?” she pushed her full red lips into a pout, “Then I’ll take off my bra,” she winked, “Then your pants.”
Despite how badly I’d wanted to touch her, my hands had stayed by my side. But with seeing her tits on the line, I quickly stripped off the black polo shirt I’d worn and tossed it on the floor.
“Hmm, you do look good!” Wendy cooed. Reaching out, she ran her hand up and down my chest and stomach and I noticed she was beginning to breath as heavy as I was. “Damn you feel nice.” She gave my nipple a playful pinch, causing me to gasp. “Oh, honey we’re going to have some fun tonight.”
“Bra?” I reminded her.
“Yes sir.”
Sliding off my knee she eased the bra down her tits to show off the darker skin surrounding her nipple, then with a flourish whipped the bra off and sent it to join my shirt on the floor. Cupping her tits, she asked, “You like?”
“Goddamn.”
Wendy’s tits were even bigger than I’d imagined. They weren’t just bigger than any I’d seen before, but were nice and round and although weren’t as high as the girls my age, they were standing up pretty damn well for their size and her age. The sight of her hard rose colored nipples was causing my mouth to begin to water and I could feel my cock beginning to drip against my thigh.
Cupping her heavy tits, she lifted them and lowering her head, began to suck on her own nipple. Her lips made a wet smacking sound and as I watched with my heart poundings and my cock throbbing she started teasing it with the tip of her tongue.
“Bet none of your little girlfriends ever did that for you, did they?”
“No.”
“You jealous, baby? You want to suck on my tits?”
“Oh, yes please.”
“Please?” she laughed, “I guess I still get respect even as a call girl! Ask again, but say my name.”
“Please, Wendy?”
“I love it! You always were polite.” Stepping closer she placed her right nipple just in front of my mouth. “But you never asked for anything like this before did you?”
“No.” I whispered, then flicking my tongue out tried to catch her nipple.
With a laugh she pulled it away and letting her tits go took my face in her hands. “Tell you what, before your,” she winked, “Our tongues start wandering how about a kiss?”
“A kiss?”
“Hmm,” she leaned closer, placing her lips close to mine. “I never kiss any of my clients, but I think I would like to give my son’s naughty little friend a little treat, before his big treat.”
Before I could respond she kissed me. I couldn’t hold back a long moan as her soft red lips began to work against mine. Her hands dropped to my chest and she began running her long nails lightly up and down. My hands trembling with excitement, I put them on her hips and started sliding them up and down. Wendy made purring noise in her throat when I began enthusiastically returning the kiss while enjoying the feeling of her soft skin beneath my touch.
She leaned against me and I groaned at the feeling of her hard nipples and soft tits pressing into my chest. Her tongue pushed between my lips and as it caressed mine I was struck by the thought that I was making out with Jimmy’s mom. A few minutes ago I would have felt wrong for even thinking that. But right now with her tongue in my mouth and her all but naked body against me, it was nothing but a hot turn on.
With her tongue probing my mouth, Wendy grabbed my wrists leaned back far enough to place my hands on her tits. I groaned at the feeling of her soft and surprisingly heavy breasts in my hands. I gave them a squeeze and as she moaned into our kiss, she began moving her hands over mine, encouraging me to fondle her. I didn’t need much encouragement at this point. I began sliding hands across her tits and she sighed as my palms began rubbed across her hard nipples.
Slipping her lips from mine, Wendy whispered, “Play with my nipples, baby, they’re all yours.”
She lowered her head and I closed my eyes and moaned as her lips and tongue began working up and down my neck. Taking her nipples I rubbed them between my fingers and she released a muffled moan into my neck. Her hands slid down my chest again, but this time kept going. I gasped when she slipped them both into my boxers. Easing my cock up from where it had been pushing down my leg, she began pumping it with one hand. Her other hand slipped down further to caress my balls.
“That feels good.” I told her as my hips started moving into her hands.
“Damn straight it does,” she answered as she pulled back from my neck, “You’re so fucking hard! I can’t wait to have that nice thick cock in my mouth!”
Those words sent my cock thrusting into her hand and with a smile, leaned over and pressed her tits into my face, “How about you put something in your mouth first?”
I eagerly sucked her rosy nipple into my mouth and as I circled it with my tongue, Wendy sighed contentedly and removing her hands from my pants, put her arms around my neck. I didn’t complain; as good as it felt, I was already so worked up I was afraid I would have cum in her hand. Wendy pulled her nipple from my mouth, but quickly replaced it with the other.
Once again straddling my thigh she drew my face into her tits and moaned as I worked my tongue from one to the other. Her hips began to rock against my thigh and again I could feel how hot her pussy was. Sliding my arms around her, I ran my hands through her long blonde hair then up and down the soft smooth skin of her back.
“That’s it honey, let those hands wander.” She purred as her fingers ran through my hair.
Heeding her words my hands wandered down to the curve of her hips and after toying with the string of her thong, slipped further down and grabbed her ass. Like her breasts her ass was round and soft and she giggled when I gave her cheeks a hard squeeze.
“Bet you can’t wait to spank them!” she laughed.
“Spank?” I asked around her nipple.
“Hmm-mm while you’re fucking me on my hands and knees!”
“Damn.” I sighed as I continued to fondle her ass.
“You like that idea? Fucking your friend’s mom doggy style? Giving his mom what she needs?”
With her nipple in my mouth and her ass in my hands I guess there was no denying anything right now. “Yes.”
“Hmm, slamming me with that nice young hard cock? Fucking me so hard I’m calling your name and begging for more?”
She was using that phone sex voice and even with her not touching me I was squirming in the chair and moaning softly around her nipples as I continued to go back and forth from one to the other.
“Speaking of hard, baby, how about I start earning my money?”
She slipped off my thigh and began swaying back and forth, her hips and tits shaking seductively. Lifting her long blonde hair over her head she did a quick spin, giving me a shake of her ass and turning back to me gestured with her fingers.
“Stand up for me.”
I did as she asked and she pressed her body against me. Placing her hands on my arms, she placed her lips to mine while working her body side to side, sliding her hard nipple across my chest. Her lips left mine and she kissed the top of my chest as she began to shimmy her body lower. I gasped in surprised when she started licking my nipple, but the visual of her tongue caressing it while she looked up at me was a promise of things to come and I felt myself begin to relax. Man, this was going to be incredible!
Wendy did little to dispel that last though when she grabbed my jeans and boxers and yanked them down, finally freeing my aching dick.
“Oh, look at that pretty cock.” She purred, “All for me, baby?”
“Oh, yes.”
“Hard for Jimmy’s mom? “Shame on you!”
As horny as I was I wished she would stop bringing him up, It was…
“But shame on me too, because I fucking love that you are!”
She followed her words, by making a show of slowly sinking to her knees in front of me. Any semblance of guilt fled my mind when she grabbed my cock at the base and looking up at me with her big blue eyes, asked, “How do I look on my knees, baby?”
“Incredible.” I answered, my voice shaking in anticipation of feeling her mouth on my cock any minute now.
“Yeah? You like me looking up at you with this big dick in my hand?”
“I do.” I said, resisting the urge to shove my cock in her face. She was teasing and it really was driving me crazy.
“It looks good from here too!” she giggled and using just the tip of her tongue, licked the tip of my cock.
I watched the pre cum stick to her tongue and slipping it back into her mouth she closed her eyes and sighed, “Hmm, I love how you taste.”
She gave my cock a squeeze and I groaned when more sticky fluid oozed from the tip. This time Wendy placed a soft kiss on my cock and started rubbing her lips back and forth. I started to reach for her, but stopped and forced my hands down to my sides. Wendy grabbed my wrist and tugging on my hand, placed it on the back of her head.
“You can touch all you want, Nick.”
As she spoke her eyes remained focused on my cock and the look in them sent a thrill through me. Unless she was just good at playing the part she looked genuinely turned on and after kissing my cock slid her lips down the side of my shaft. I felt my entire body tremble as she took her time working her soft lips down to my balls where she coaxed a moan from me by gently sucking on my balls. Parting her lips, she worked her way back up and this time I could feel her wet tongue pressing against my shaft.
When she reached the tip, she quickly sucked just the head into her mouth and my fingers clenched in her hair when she swirled her tongue around my sensitive flesh. She released it with a smack of her lips and with a teasing smile, started rubbing my cock against her cheek, smearing my pre cum all over it.
“How’s your cock look in my face?” she asked, switching to the other cheek.
“It would look better in your mouth.”
I’d spoken without thinking and as her eyes widened in surprise, started to say I was sorry. Wendy cut me off with a delighted laugh,
‘Oh, baby, I like that!”
“You do?”
“You’re the boss, honey.” She replied and with no hesitation took my cock deep into her mouth.
I moaned loudly as her warm wet mouth surrounded my cock and her tongue swirled against my hard shaft. Her blue eyes wide and fixed on mine; Wendy began slowly bobbing her head. The feeling of her soft lips and wet tongue working up and down my cock caused me to moan again and I added my other hand to the back of her head and began paying with her hair as she blew me.
As she blew me! The words echoed in mind followed be the thought that Jimmy’s mom was sucking my cock. This time there was not even a hint of feeling bad, right now all that mattered was Wendy was on her knees and working my cock with her amazing mouth. Opening wider, she worked her cock all the way down to the base of my shaft and I groaned in pleasure when she slowly shook her head back and forth.
My hands were clutching at her hair and grabbing them she eased them from her head and pulled them down to her tits. I eagerly began fondling her nipples and she moaned around my cock. I was still buried to the hilt in her mouth and I released a surprised moan when her tongue slipped out and she began licking my balls. Wendy slid her mouth back up so just the head of my cock was in her mouth and gave me a hard suck. I cried out at the sensation of the pre cum being sucked my cock and releasing it, she waggled her glistening tongue at me.
Ducking her head she began licking and sucking my balls while beginning to jerk me off and I could feel my knees starting to tremble. I started to ease back, but she said, “Stay right there baby, I like being on my knees while you’re standing.”
Damn, she was into this I thought as her tongue bathed my balls with a mixture of my pre cum and her wet mouth. She sucked gently on each one, before licking up the length of my shaft and taking me back into her mouth. This time she began bobbing her head faster while her fingers followed the wet trail her mouth left. Wendy’s eyes found mine again and when next she had just the head in her mouth she parted her lips and let a long trail of spit ooze down my cock.
She winked and sucking my cock back into my mouth made loud slurping sounds as she cleaned it off.
“Oh, fuck, that feels good!” I moaned.
She took my cock down to my balls again and shook her head back and forth again, but this time as she worked back up to the tip. My cock sprang from her mouth with a loud sucking sound and staring up at me while pumping my cock I her fist she whispered, “You want to cum for me, baby? You want to shoot a nice hot load in my mouth?”
“I…um,” It was hard to think I was so worked up. “Well does that mean I can’t…”
“Fuck me?” she squeezed my cock. “Trust me honey, you’re going to fuck this pussy tonight. This is just going to slow you down for me.”
“Okay.” I said like an idiot.
“Well that and I want to suck you off.” She giggled, “Just something about who you are is making me want to be especially dirty tonight!” She licked her lips, “Now tell me what you want and what you really want, don’t play nice. I’m your whore Nick, treat me like one.”
Her words caused my hips to twitch, thrusting my cock into her hand. Looking down into her eyes I said, “Wendy I want you to suck my cock until I cum in your mouth.”
“Yes, sir!”
Opening wide she took me into her mouth and this time began sucking so fast and hard, I cried out in surprise. She was taking my entire length effortlessly and not only stroking my cock, but her free hand cupped my balls and began caressing them as she sucked. Afraid I would pinch her nipples I let her tits go and releasing my cock with her hands she took mine and put them on the back of her head. Looking up at me, she winked, “Hmm-mm”
She stopped moving her head and taking her meaning I began thrusting my hips pushing my cock into her mouth. I moved as fast as I dared and closing her eyes, Wendy sighed and began moaning each time my cock slipped between her willing lips. I could see down her back and noticed her hips were grinding as well. I couldn’t believe it! She was as hot as I was just from sucking on me! I started pushing and pulling, guiding her head up and down my cock and she moaned her approval. She tapped my hand and when I looked saw her pointing to the side.
I followed her finger and my eyes widened. There was a mirror over the one bureau in the room and in it I had a full view of Wendy on her knees while I fucked her mouth. I felt my cock twitch and a low whimper escaped me as the sight of my best friend’s smoking hot mother giving me a blow job took me to the edge. My legs were starting to tremble and I was now unable moaning uncontrollably.
Wendy put her hands on my hips and when I stopped thrusting, she removed my cock from her mouth and gave me a gentle push. “Sit back and enjoy, baby.”
I did as she said and no sooner had my ass touched the bed, then Wendy had me back in her mouth and was not sucking, but devouring my cock. She released another lob of spit and was making wet slurping sounds as she took me down to my balls with each bob of her head. I could feel her tongue pressed to my shaft and her soft lips around me. Her blue eyes were back to staring into mine and she was moaning as loud as I was.
I was breathing hard and my hips were moving, desperately thrusting into her hot mouth. My legs were shaking so badly she put her hands on my knees to steady them. I gasped as I felt the cum racing through my cock and with a loud cry of pleasure I erupted in her mouth. Squealing around my spurting cock, Wendy stopped bobbing her head as deeply and was no sucking hard with just my spurting tip in her mouth.
“Oh fuck!” I groaned at the sensation of my cum spilling into her amazing mouth.
My hands were pushing on her head, causing her to take me deeper, but her only response was another eager moan and a series of loud slurping noises that kept my hips moving and my cock squirting. I couldn’t remember ever cumming this hard, but then again I’d never gotten a blow job like this either, never mind who it was sucking my cock.
Sorry, Jimmy, I thought as I let out a long pathetic sounding whimper as Wendy coaxed the last drops of cum from my cock. Sliding the tip from her mouth, she looked up at me and opening her mouth showed it to me.
“Holy shit.” I said softly at the sight of a large pool of cum in her mouth.
Wendy made a show of wagging her white coated tongue at me and closing her mouth titled her head back and gave an exaggerated swallow. She opened wide again, showing off her now empty mouth and laughed, “Did I do a good job sir?”
“Oh my God.” Was all I could come out with.
“I’ll take that as a compliment!” she said, then standing up stepped up to the bed and grabbed the strong of her thong. “How about you get down where I was and take this off for me?”
I slipped off the bed so fast my knees hit the floor painfully, but I could care less. I turned so I was behind Wendy who was holding the strings of the thong out for me. Grabbing them, I forced myself to slowly slide them over her hips and work them down her legs. My hands caressed the black stockings on the way down and when the thing reached the floor she raised her right foot.
“Take my shoes off, baby. I don’t want to hurt you with those heels.”
I slipped her heel off, then the other and putting my hands on her legs began sliding them up and down her legs, enjoying the feel of her stockings. Of course once I reached the top of the thigh highs the soft smooth flesh of her inner thighs felt much better. Sitting up on my knees put Wendy’s amazing ass directly in my face and remembering she said I could do what I wanted, I grabbed her cheeks and squeezed them.
“There you go, baby, play with that ass.” She giggled, “How about you kiss it?”
Not needing to be told twice I pressed my lips to her left ass cheek and started kissing and sucking on her flesh while my hands caressed and fondled her round ass.
“I like that.” She purred, “You look good in that mirror. Now let me give you something else to kiss.”
Bending over the bed, She reached back and grabbing her ass, spread it open.
“Oh, yes.” I whispered as I was now confronted with the sight of her smooth pussy peeking out at me from between her tan thighs.
“Go ahead, baby, you…oh fuck!”
Wendy called out in surprise as losing all control I buried my face between her thighs and plunged my tongue into her pussy. Her wet flesh was hot against my face and the sweet scent of her pussy caused me to grab her cheeks and spread them further to try to get my face even deeper into her. My probing tongue swirled through her wet lips until I found the entrance to her pussy and slipped it in.
“Yes, oh, baby, I knew I’d love this as much as you!”
I pushed my tongue in as deep as I could and began eagerly licking and sucking, moaning at the taste of her sticky fluid in my mouth. Wendy was squirming in my face as my tongue explored her hot little box and she was moaning softly as I shook my head, rubbing my nose into her pussy.
“Oh, I like that!” she groaned, “Now suck that clit!”
Slipping my tongue from inside her, I worked it up through her lips and finding her swollen button gave it a quick kiss before caressing it with just the tip. A shudder went through her thighs and she released a long moan as I pressed my tongue harder to her swollen button. Sliding my hand up along the inside of her thigh, I continued my bold moves and slipped a finger inside her.
“Oh, look at you! You bad boy; sucking your friend’s mother’s pussy!”
“After she sucked my cock.” I said into her pussy, “Guess you’re a bad girl.”
“I love it, Nick!” She laughed, “You are better than I thought you’d be! Now put another finger in there, and don’t be shy, move them!”
I eased a second finger inside and began pumping them in and out while taking her clit gently between my lips and sucking on it.
‘God, that’s good! That’s why I like younger men! Guys my age want to fuck and run, young men like you are eager to please.” She sighed when I went back to licking her clit, “And you are eager, aren’t you baby?”
“Yes I am.” I told her while giving her ass a quick slap with my free hand.
“Ohh, save that for when you fuck me.” She said, “Now hold on, as good as this is I want to roll over on my back. Know why?”
“It feels better?” I asked while reluctantly removing my face from between her lush thighs and her fingers from her hot tight pussy.
“Nope, so I can watch my son’s best friend lick my pussy!”
Wendy crawled up onto the bed and rolling over on her back lifted her legs and let them fall open to expose her glistening pussy. Reaching down, she spread her lips open and teasing her clit with her long red nail, she said, “Come get it, baby.”
Placing my hands on the inside of her thighs, I once again all but attacked her pussy. Wendy squealed in delight when I pushed my tongue inside her to get another taste before I worked back to her clit. While my tongue probed her sopping pussy, she lowered her legs and draping them over my shoulders, worked her stocking feet up and down my back.
“Like those stockings, baby?” she asked, “I wore them just like you wanted.” She moaned as my tongue slipped through the wet folds of her pussy and teased a circle around her clit. “You think about them when you jerked off to that nasty whore in the ad? You cum thinking of them wrapped around you?”
“Every night!” I said, before taking her clit between my lips and sucking on it.
“Hmm, just like you thought of cumming on me when you were younger?” she gasped when I returned my two fingers and started thrusting them into her, harder than before. “You jerked off with my panties didn’t you, Nick? You shot that nice thick cum into my panties and thought about me doing everything I’m doing tonight didn’t you.”
I moaned first in agreement, then in pleasure, when she slipped her right leg from my shoulder and pressed her black clad foot onto my semi hard cock. She began sliding it back and forth and despite the fact I’d cum a few minutes ago my cock was already growing at her touch. Her thigh was now pressed to my cheek and I leaned against it as my tongue swirled quickly around her clit and my fingers drove into her. She was so wet she was dripping down her thighs and my cheeks were covered in her sticky juice.
I could hear my fingers sliding on and out and again taking her pink nub into my mouth I began sucking it in the same rhythm as my fingers were moving.
‘Oh, right there, baby!” she cooed, “Just like that! Hmm, you’re damn god for your age!”
Spurred on by her words, I started to suck harder on her clit and shoved my fingers deeper inside her until I could feel my knuckles pressing against her wet skin. Wendy moaned softly and started moving her hips in time with my fingers, driving her pussy down into them.
“Look at me, baby. Let me see that pretty face down there. I looked up and saw she was playing with her nipples. My tongue still dancing across her clit I watched her long red nails tease her swollen nipples and saw that Wendy’s face was flushed and she was breathing heavily through her mouth. Her eyes were on me and she whispered, “Yeah, look at you, you bad boy, sucking my pussy. You think about this those nights you slept over? You think about sneaking into my bed and fucking me? You…oh!”
She gasped and as her hips began to move faster I could feel her thigh trembling against my cheek. Between my legs she had eased her foot between my legs and the top of her foot was sliding along my balls. My cock was now fully erect and I couldn’t wait to slam it into the hot pussy I was sucking on.
“I hope you did, because I did.” She breathed. My eyes must have widened because she laughed softly, “That’s right, Nick. I thought about my sons good looking friend. I thought about you coming in and telling me how much you wanted me and me sucking your nice young cock and letting you fuck me!” she lifted her hips higher and I could feel her legs quivering, “Oh, oh, baby just a little more! Keep licking me!” he body shuddered and she whimpered, “So close!”
She pumped her hips hard into my fingers, then shocked me once again, by saying, “Slip a finger in my ass!”
I’d never played with a girl’s ass before and easing my finger to her ass began to slowly push it in. Wendy had other ideas and lifting her hips shoved them back down, driving my ginger hard into her ass.
“Oh, fuck yeah!” she cried out and clamping her thighs around my head, went off like a rocket.
Releasing a squeal that I’m sure the people on either side of us could hear, Wendy began bucking her hips wildly as her pussy and ass convulsed around my fingers. I couldn’t believe how tight her ass was and I could feel my fingers rubbing against each other through the thin skin between her ass and pussy. She’d lifted the foot that was on my cock in order to pin my face between her legs and I could feel her toes digging into my shoulders as she began emitting a series of short sharp yelps.
I was having a hard time breathing with her thighs clamped around my head and my face pressed against her hot quivering pussy, but at the moment I couldn’t think of a better place to be! Wendy’s pussy contracted hard around my fingers and I felt her entire body go limp. With a soft whimper her legs slid from around my head to dangle off the bed and she moaned, “Oh fuck, I came hard!”
She giggled when I gave her clit one last kiss and as I eased my fingers from her pussy and ass she laughed, “That was so much more fun than faking one. Honestly some of those guys couldn’t turn a switch on!”
I sat back on my knees unsure what to do. Wendy was still breathing hard and I watched her tits rise and fall with each breath and then shifted my gaze to her dripping pussy.
“See something you want baby?” she asked, sitting up.
“I want you.”
“And you’re going to have me! Now stand up for me.”
I stood and leaning forward, Wendy gave me a thrill by lifting her tits and placing them around my cock. I began moving my hips, sliding my dripping cock between her tits and lowering her head, Wendy flicked her tongue out, giving my head a quick lick each time I pushed it between her now sticky breasts.
“Hmm, you like tit fucking me?”
“I like it all!” I told her.
“Yes, you do! Now let me have that cock!”
She opened her mouth and I happily pushed my cock into it. I moaned softly as she began slowly bobbing her head. My cock was just as hard as it was before and after taking me down to my balls and giving them a quick lick, she popped my cock from her mouth and laying back on the bed, lifted her legs up in the air.
“Come on, baby, fuck that pussy!”
Pausing just long enough to kick off my shoes and jeans from where they were gathered around my ankles. I grabbed her ankles and after sliding my cock along the length of her slick pussy, shoved it inside her. I moaned at the feeling of her hot tight pussy and with no hesitation began fucking her hard and fast.
Oh yeah!” she cried out, grabbing her tits and toying with her nipples. “Take that pussy! You paid for it, its yours!”
Wendy pushed against my hands and spread her legs wide open for me. Shifting my grip, I put my hands behind her thighs and pushed her legs back as I began fucking her even harder.
‘Fuck that’s deep!” she howled as I repeatedly slammed my cock balls deep into her amazing pussy.
Letting her tits go, Wendy grabbed her own ankles and helped hold her legs back as I fucked her. That lifted her ass off the bed and I was now driving my cock almost straight down into her. She cried out again and again as I fucked her so hard my balls were slapping against her ass. I found myself staring at her black clad feet leaning over took her toes into my mouth and started sucking on them. She giggled, but that sound turned into another squeal as I leaned further over. Her foot moved and I had to release it, but it was worth it as I had her almost bent in half with her feet over her head and her hips completely off the bed.
“Oh look at you fucking me! Look!” She had turned her head and I did the same.
I watched with a smile on my face as I continued fucking her. I was slamming her harder than I’d ever dared do to any other girl I’d been with. Wendy was loving every minute of it, squealing and yelping and my eyes shifted to her huge tits bouncing wildly as I had her pinned to the bed and was pounding away at her sopping pussy. I could feel her juices squirting on my thighs each time I thrust into her and was aware all I could smell and taste was her pussy.
“Oh God, baby!” she cried, you are fucking me!” She let me give her several more hard thrusts before calling out, “let me get on my knees for you!”
I reluctantly withdrew my cock, but smiled, when she immediately rolled over onto her knees and backing up to the edge of the bed, put her incredible ass in the air. Grabbing her hips, I plunged my cock deep inside her and she released a high pitched squeal that inspired me to began slamming into her so hard if I wasn’t holding her hips she would have fallen forward.
“Fuck yeah!” she howled, “Fuck that pussy! Fuck his mother’s pussy! Give it to me as hard as you can!”
That was precisely what I was doing, thrusting into her hard enough for our skin to be making sharp slapping sounds. My balls were banging into her pussy so hard it was uncomfortable, but not enough to slow me down. Looking down I watched the mind blowing sight of my long glistening cock sliding in and out of her pink pussy. I could see her lips tightly clenched to my shaft and feel her hot flesh trying to suck me back in even as I pulled back. Our thighs were both covered in her juices and I could see a sheen of sweat on the smooth skin of her back.
Her long blonde hair was fanned across her back and sticking to it in places. Looking back at her ass I watched her round cheeks jiggling each time I plunged into her and remembering what she said before, gave her right ass cheek a hard slap.
‘Oh, yeah! Do it again, harder!”
I slapped her cheek again, then again harder each time. She yelped and spurred on I started slapping her other cheek then began going back and forth.
“Yes, oh fuck yes!” she moaned, “I love it! Spank me like the bad girl I am! Like your dirty whore, because that’s what I am! Your fucking whore!”
I slapped her ass several more times and marveled at the sight of my red hand prints on her ass. Grabbing her hips again I started fucking her as hard as I could and could feel my legs starting to shake as despite cumming recently I was going to fast to hold back much longer. I thought about slowing down and trying to go as long as I could, but the squeals and yelps coupled with the look of absolute lust on her face in the mirror kept me fucking her like an animal.
I jumped at the feeling of something hitting my balls and looking down saw Wendy was playing with her clit while I fucked her.
“Yeah,” she moaned, “Keep fucking me, baby! I want to cum on that nice young cock!” she yelped when I gave her another hard thrust, “I’ve never done that, Nick, never come with them fucking me, but I want to cum with you inside me!”
“I slowed up slightly to try to give her time to come, but her dirty talking wasn’t making it easy.
“Oh, god!” she groaned, “And fucking bareback! Oh it feels good not to use anything!”
I hadn’t even thought of that all I’d thought about was this as the hottest woman I knew and I was going to fuck her.
“Oh fuck, baby, I think I’ll even let you cum inside me! You want that? You want to cum in my hot pussy?”
I thought about it, but another image jumped into my mind.
“I want to come on your face.” I gasped while I continued to hammer away at her.
“Oh, bad boy!” she called out, “Tell you what, baby; you hold off until I come you can shoot that hot load all over my slutty little face!”
I closed my eyes and slowed down even more, trying to win the race. Beneath me, Wendy was alternately yelping and moaning as she rubbed her clit and drove herself back into my thrusting cock.
“Oh, harder, baby! I need it harder!”
I started to pump faster and could feel my cock twitching; there was no way I would hold off for her. Looking back down at her ass, I recalled how I got her off when I went down on her and spreading her cheeks shoved my finger deep into her ass.
“Oh my fucking god!” she screamed.
She slammed herself back into me so hard I almost lost my balance and released a long loud howl that had me hoping no one would call the cops. I added my own cry of pleasure to hers as her pussy clamped tightly around my thrusting cock and her ass squeezed my finger as her body went over the edge. Her pussy convulsing around my cock along with the fact I could feel my cock sliding in and out of her through her ass caused me to gasp and I once again released a high pitched whimper as my body told me it was more than ready.
I fought to hold back by giving her short sharp strokes instead of long deep ones and managed to stave off my impending orgasm as she bucked and squealed while slamming back and repeatedly impaling herself on my cock. Wendy threw her head back and let loose with a animal like howl. Her pussy quivered around my cock and I gasped at the sensation of gush of warm wet fluid squirting out around my cock and splattering my thighs.
“Oh, fuck!” she gasped as she let her body go limp, falling face first on the bed.
That pulled her pussy from me and with a desperate moan, I leaned over her and started to enter her sopping pussy.
“No, wait!” she called out, rolling over into a sitting position. “You get a reward for that one!”
Sliding off the bed and onto her knees, Wendy grabbed my dripping cock and taking it into her mouth began rapidly bobbing her head.
“Oh my god, oh my god!” I kept moaning as her skilled mouth and tongue caressed my throbbing cock.
I felt the cum building and began moving my hips, thrusting my cock into her mouth. Wendy looked up at me, her blue eyes glazed with lust and I was struck by the thought that I was seconds away from blowing a load in Jimmy’s mom’s face. That thought, one that I had been trying to shy away from all night, this time sent me over the edge.
“Oh, Wendy!” I groaned, “I’m going to…Fuck!”
Wendy whipped my cock from her mouth and pumping it furiously kept it aimed at her face. I cried out as my cock exploded in her hand so hard I thought my knees were going to give out. Even though I’d cum one already, an long thick stream of cum erupted my cock splattered against her cheek. Still pumping my cock, Wendy let the next spurt hit the other side of her face.
Opening her mouth she took the next squirt of thick white cum into her mouth, but using her tongue to push it out, let it drool down her chin. Wendy kept pumping and I kept cumming, spurt after spurt striking her face and mouth. I gave a low moan and had to rest my hand on the bed to stay on my feet as Wendy squeezed the last of the cum from my spent cock.
I started to sit then whimpered pathetically when taking my cock quickly in her cum covered mouth, Wendy sucked hard enough to coax a couple of more drops. Releasing my cock she laughed as I sank down onto the bed gasping for breath.
“Aww,” she cooed, as she rose from her knees and sat next to me. “Did I wear you out, baby?”
“You were…I…Goddamn!” I exclaimed, causing her to laugh again.
“Well it is my job to please after all.” She said, “Speaking of, baby, take a good long look before I wipe off.”
I turned to face her and took in the unbelievable sight of Jimmy’s mother sitting next to me with cum dripping off her face. There were streams of white sticky fluid oozing down her cheeks and chin down onto her huge tits and as I watched she ran her tongue along her lips and slurped some if it into her mouth.
“You happy with your purchase sir?” she asked.
“Hell yeah.” I nodded.
Reaching behind the pillow, Wendy removed a white towel and slowly wiped the cum from her face. I watched, enjoying every minute of it and taking in her naked body for as long as I could. Which wasn’t much longer. Tossing the towel into the bathroom across the room, she picked her red robe off the floor and slipped it on. After tying it, she smiled at me and picking up the money from the night stand asked, “Worth it?”
“Yeah, um…” I frowned. “Hey, did you mean it that you thought about me sometimes?”
“I did.” She smiled, “I wasn’t just saying that. I was horny and alone for a long time after Jimmy’s father left and had some nasty thoughts about you, why?”
“Well then,” I pointed at the money, “Are you really going to charge me?”
Wendy laughed, “Of course I am! The ad said Milf for Hire, not charity cases welcome!”
“Yeah, but you said it was a turn on and…”
“It was!” she told me. “It probably shouldn’t have been, but knowing I was fucking my son’s best friend had me damn hot.” She sighed, “Couldn’t you tell?”
“But I don’t have a lot of money and you had a good time so maybe…?”
“Nick.” She pointed at me. “You came here expecting to pay some stranger. Instead you got to fuck a woman you have dreamed about for years. And know what? You got a lot more than the other guys do. I let you cum twice, you fucked me bareback, and I came twice for you, once with you inside. I even let you finger my ass.” Holding up the money, she said, “Other guys would have had to pay a lot more for that, so you made out just fine.”
“Okay.” Picking up my jeans and boxers, I began to slide them on when I thought of something else. “Hey, could we, you know, maybe do it again another time?”
“Anytime you have two hundred dollars.”
“Two hundred?”
“I’ll blow you for a hundred.” When I frowned she sighed, “Sorry no discounts.” Looking over at the nightstand, she pointed at the clock, “You need to get going, Nick. I need to shower and change; I have another guy coming over in an hour.”
“Sure.” I stood up and as she sat there and began counting my money, she looked up and smiled,
“Hey, Nick, look at it this way. Jimmy’s birthday is next week and he’s going to love the new I-pod you just bought him!”
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