My Loving Grandma. Part 1. (My Grandmother begins my sexual education!!)
As this older woman bends over on all fours in the bed in front of me. The first thing I notice is her wide ample hips and ass. For an older lady in her mid-sixties, her ass still causes guys to turn their heads and check it out.
As she looked back at me over her shoulder, with a come-hither look. I happily oblige and get on the bed behind her with my raging hard on leading the way.
I take my erect 8-inch-long 2.5-inch-thick, throbbing, uncircumcised cock, in my hand, slide the foreskin back, behind my engorged head. Every time I do that, it’s such an exquisite feeling. It feels like a small electric shock on my cock head. But it’s a pleasant one.
This time it’s different. This the biggest and hardest erection I’ve ever had in my 21-year-old life. This older lady asked me an hour earlier to take a small pill.
“Even though you are young and have a big cock. This will make you bigger still.” she told me. “Trust me honey. An hour from now, it will be very worthwhile for both of us you took it. Not to mention for the following 12 hours.” she cooed followed by the hottest French kiss ever.
I decided to trust her and took it with a glass of water. She then took off the chastity cock cage she had locked my rod in for the last week. She put it on me without me even realizing it. More on that in a bit. Once my cock was free, it was a welcomed relief and it instantly began to get hard. I looked over at the clock it said 10am.
It’s after an hour of foreplay, we’re finally at this point in bed, about to fuck for the very first time.
I press my massive cock against the entrance to her snatch. As I do, I can feel her heat and wetness before I even penetrate her. She reaches back with both her hands, places them on her ass cheeks and slowly spreads herself open to me.
“Let me have it. I want to feel your massive manhood in me. It’s been too long since I’ve had a real cock in my pussy. Don’t pull out when you cum, either honey. You can cum all you want in me. I can’t get knocked up. So, fuck my brains out.” She tells me with sheer raw lust in her voice.
Without saying a word, I ram my rod deep into her pussy. I begin to feel her pussy tighten around my cock. This woman’s pussy is tighter than the two girls I fucked in college a few months before.
I didn’t think it possible, but I feel my cock get even bigger! The feeling of getting even larger in her tight pussy around my very sensitive cock head is incredible!! I let out a guttural moan of satisfaction.
“Gawd… the pill… I gave you an hour ago… is kicking in now!! I just… felt you… get even bigger inside me!!” She lustfully moans out.
I start to fuck her with everything I can. She starts to moan louder and louder now. The room is filled with the sounds of her moaning and my hips slapping against her ass.
After just a few minutes of pounding her, I feel her get even wetter and her pussy starts to spasm. She has a massive first orgasm. To which she lets out a loud moan and groan. It’s something neither girl I fucked before did.
But I don’t stop fucking her, instead I begin to fuck her even faster. She has another orgasm. She starts to cum over and over again.
“Fuck!! No one has ever made me cum like this!! Don’t stop honey!! Don’t stop!!” She yells out in between her louder moan and groans.
I don’t stop. I just keep fucking her. Her pussy is now literally a fountain as she starts soaking us. As I’m enjoying this older sex pots tight pussy. I look down and see her asshole staring at me. I decide I had to fuck her in the ass as well.
Once again, I feel my cock get bigger!! I groan out a loud fuck.
“No!! It’s not possible!! She screams with utter lust and sheer excitement in her voice!! She felt my cock grow inside of her again!
I start pounding her snatch into utter submission. She’s screaming, moaning, groaning, squirting, and cumming nonstop. I sneak a peek at the clock it says 1230p. I had been drilling her pussy for an hour and half non-stop. I hadn’t cum yet. I feel my balls get bigger and heavier. I decide to take a quick break so I pull my cock out of her incredible pussy.
As I pull out, she soaks me. It’s just like one of the many female porn stars I’ve jerked off to while watching their videos online. But this time it’s for real. The sight and experience, excite me even more.
I finally look down at my cock and the pill really did what she said it would do. My cock is indeed at least another two inches longer and an inch and half thicker by just looking at it. I think for a second what was in that pill she gave me. My cock is now 10.5 inches long x 3.5 inches thick. John Holmes would be proud I think to myself!
I catch my breath and quickly set that thought aside. I line up my soaking wet cock up to her asshole, ready to drill her ass. She’s probably thinking I’m going to shove my cock in her pussy again. I don’t give her any indication what I’m about to do.
Without saying a word, I press my monster erection against her asshole. Before she can say a word or protest, I ram it in! Past her anal sphincter and I feel it pop.
“Fuck!! Arrrghh!! No!! Stop!! It’s to fucking huge!! You’re going to split me in half!! I’ve never been fucked in the ass!! You’re too fucking big!! Pull it out!!” She screams.
Her comment takes me by surprise. I figured with an ass like hers. She got ass fucked frequently.
I ignore her pleas to stop. I just keep sliding my rod up her sexy ass. This was another fantasy cum true for me. To fuck a woman in the ass. Once I’m in balls deep in her ass, I stop and enjoy the moment and sensations. From watching the pro and amateur pornos on-line of women getting fucked in the ass and enjoying it. I knew it was something I had to try.
I then realize her ass is even tighter than her pussy! My head is spinning I’m so excited that not only am I getting to fulfill my fantasy. Not only that I’m doing it with this sexy older woman! But I just took her anal virginity!!
I don’t move at all for several minutes. I give her time to get used to my monster cock in her ass. All she can do is just to continue to moan, groan, take deep breaths and move her ass around. Trying to adjust to being anally impaled for the first time in her life.
She finally blurts out… “Okay honey. You just took my anal virginity with that monster of yours… Fuck. So, I need you to go very slowly at first… Fuck… why did I wait forty-four years to finally get ass fucked!! Fuck! It feels so good!!”
Yes. This woman is 65 years old and I’m just a few days past my 21st birthday. I had lost my own virginity the year before while I was at college. But I had decided to take a year off from school. Little did I expect my education would take a turn like this.
I do as she asks and start to fuck her ass with a very slow, long stroke. Again, she moans loudly as I feel her pussy twitch thru her ass and her anal sphincter clamps down on my cock.
After several slow, long deep strokes, she snaps her head back and screams. She has her very first ever anal orgasm. I slowly step up my pace just a bit and keep pounding her tight ass. She starts cumming and cumming over and over from the butt fucking I’m giving her.
After a good 15 minutes of butt fucking her. Her body goes limp and she falls away from me on to the bed. My cock slips out from her ass still throbbing and hard as steel. She’s orgasmed out she tells me.
“No more please… I’ve never cum like this. Ever” she groans out as she’s trying to catch her breath.
“I need to cum!” I tell her.
She rolls on to her back and I see her ample 48D cup tits with very nice nipples, naked for the first time. The reason I know her size was from looking at one of her bras she had hanging in the bathroom.
My curiosity got the better of me that day. I remember seeing how big her bra was. I grabbed it and looked at it. It was black and made of a soft silky material. Then I saw the size tag, 48D. My eyes nearly popped out of my head and my cock instantly got hard. I instantly fantasized what it would be like to titty fuck her. Needless to say, I had to jerk-off otherwise I’d walk out of the bathroom with my hard-on sticking up in my shorts.
That’s when I saw her black lacy boyshorts in the pile of dirty clothes. I held them up, they were size 12 from the tag. I looked them over. I don’t know what came over me, then I did it. I sniffed them. I quickly pulled down my boxers and wrapped her panties around my hard cock. I began to jerk off with them. I fantasied what it would be like to fuck this hot, sexy, older woman.
I didn’t last long. I had one of the hardest orgasms ever up to that point in my life. I shot several massive wads into the crotch of her panties. Soon as I finished, I quickly stuffed her now cum soaked panties to the bottom of the dirty clothes pile.
Thanks to this my fascination with big titty women began. Not to mention Big Beautiful Women or BBWs. (This is why I would end up with my sexy Beth a few years later.)
I move over and straddle her chest. I put my cock in between her cleavage, push her massive rack together and sandwich my cock in between them. Again, I can’t believe this is happening. That I’m actually titty fucking her.
After a few strokes I begin to feel my cock start to twitch. My orgasm is starting to build up and it’s going to be a massive.
I let her rack fall to her sides and I sit up. I quickly reach down, grab her short sliver hair with one hand. Then pull her head back to force her mouth open. With my other hand I give my cock two quick strokes. My foreskin is still “stuck” you could say, behind my massive cock head.
As she’s still trying to catch her breath, she tries to blurt something out. Before she can I ram my cock in her mouth and as far down her throat as possible.
When I hit bottom, I explode at last. I blast out one of the most massive loads of cum in my life. I keep blasting one massive load after another down her throat. It’s a welcomed relief after not being able to cum for a week.
As I’m emptying my balls down her throat. I realize this older sexpot isn’t gagging at all. She swallowing every one of my massive cum blasts. She grabs my ass and pulls me deeper into her face. Then she gives me a final surprise. She quickly shoves her middle finger up my ass and presses it against my prostate. It’s a first for me.
I groan louder than ever before as my orgasm intensifies. Her prostate stimulation causes me shoot even more hot, thick cum down her throat. Which she eagerly continues to swallow. She just fulfilled another fantasy of mine. Another one Id thought about after seeing it done in a porno online.
After I blast my final load down her throat, she slowly pulls out her finger from my ass. In turn let her hair go, I pull my cock out from her throat and let her head fall back on the bed. I fall over next to her were both now laying side by side catching our breath. I look at the clock and its 2pm.
Several minutes later I finally turn to her and say. “That was incredible! I’ve never cum that much or been that hard before!”
She answers. “It was incredible honey. I’m so glad I secretly saw you jerking off into my dirty lace panties, last week. I was upset when I saw you doing that. That all changed when I saw your incredible cock and my pussy instantly got wet. So fucking wet in fact. I actually had to go and change my panties. That hadn’t happened to me in many years. I also started having fantasies about you fucking me.”
“I’m sorry. I was so turned on when I saw those sexy, lacy panties of yours. I couldn’t imagine you wore those panties. They turned me on so much I had to jerk off. I don’t know what made me do it. The lacy material felt incredible when I wrapped them around my cock.” I replied.
“What?? An older lady like me can’t have or wear panties like that?
“It’s not that. It’s that you have them, wear them, and the lace felt awesome! That’s really turned me on.”
“I knew you had a hell of an orgasm by the way your body were twitching. When I looked at them afterwards. It turned me on even more to see and feel you had left them soaked with your cum. I knew then I wanted to fuck you.”
“You did look at them? I thought you wouldn’t notice?”
“Well I did. Why do you think I had them on tonight?
“Ohhh.” I reply causing her to smile.
“Then you got drunk the next night over at the neighbor’s birthday party. You passed out in your room when we got home. Luckily for me you didn’t close your bedroom door all the way. I had to sneak a peek so, I did. Seeing you there spread out on your bed, knowing what you had under your shorts was too much for me. I went in my room, got a few of my toys out and gave myself several orgasms.”
“You have sex toys? Can I see them?” I asked her.
“Yes. I have sex toys. You’ll get to not just see them but use them on me. But don’t change the subject on me.”
“Okay. Sorry.”
“Even after cumming several times that night. I still I couldn’t fall asleep. The thought of your cock and seeing you jerk off in my panties kept me awake. I knew there was only one way I would finally be able to get any sleep. I was scared to do it. I didn’t know how you would react when you’d wake up. I finally gave in. I dug out the cock and ball cage. I looked at them and hoped it would fit you.”
“I did pass out didn’t I. I didn’t hear or feel anything when you put it on me.”
“Yes. I was afraid you’d wake up. But you didn’t even move. By that time, you had stripped down to your boxers. Luckily you wear loose fitting boxers. It made it easy for me to uncover you. I was completely surprised you were completely shaved too. Of course, when I saw that uncut cock of yours, my pussy instantly got soaking wet again.”
“You like that I’m shaved?” I asked her.
“I love it! Its very sexy!” she replied “Since you didn’t have any hair. I knew the cock cage wouldn’t hurt you by pulling your hair. Which made it easier for me to put it on you. I carefully wrapped the base ring around your balls first.” Then she paused.
“Go on.”
“Then came the tough part. Since you are uncircumcised, I had to slide your foreskin back over your cock head. Otherwise the cage wouldn’t go on right. Plus, you would have problems going to the bathroom as well if I didn’t do that.” She paused again.
“Go on.” I said again. I noticed her face had become red and her nipples were becoming erect. She was getting turned on.
“I licked my hand and gently wrapped it around your cock. When I did that, my clit swelled and it felt as if it was on fire. I felt my own wetness slide out from in between my legs.”
As she was telling me this, I felt my cock start to twitch. I knew that feeling. I was about to get hard again.
“I very slowly slid your foreskin back until it was back behind your lovely cock head. Soon as I did it. I had an orgasm. I had to quickly cum back to my senses as your cock was beginning to get hard. Not to mention, pre-cum started leaking out. That turned me on even more. I had to act fast otherwise I wouldn’t have been able to lock you up once you were hard.”
“Huh-uh.” I responded
“I quickly slid the cage over your cock and lucky for me it fit you like a glove and I locked it in place. Soon as I finished, I quietly slipped out of your room. I went back to my room hornier and more turned on that I had ever been. I locked the door and I got my toys out. I made myself cum until I soaked the bed. Right before I passed out I was thinking what I was going to tell you in the morning.”
“I just about died when I woke up with that thing on. I was so scared. I had to pee really bad so I went to the bathroom.”
“Did you have any problem peeing? She asked.
“Not really. But my cock head felt like it was getting electric shocks from the cage it was wrapped in since my foreskin wasn’t covering it. ” I replied.
“When I walked out of the bathroom you cornered me. You had a very angry look on your face. You told me you had seen me jerking off in to your panties the day before and I needed to be punished. The punishment was I had to keep the cage on my cock for a week. If protested you were going to tell my mom!”
“Yes! You did look like a deer caught in the headlights when I cornered you!”
“I was more scared of you telling my mom! Especially when you said; Be glad I don’t tell your mother what a pervert her son is!! It was a shock when or how you locked me in that cage. Or even why you had something like that.”
“Yeah. I knew I had to act that I was mad at you. Otherwise it wouldn’t work. Yes. you needed to learn your lesson in more than one-way young man. That cage is just one of the many toys I have I can use on you. But remember what I also told you?”
“You told me it would be worthwhile at the end of the week.”
“Was it worthwhile?”
“Yes, it was.” I replied.
“And the little pill I gave you before we started? Was that worthwhile too? Did it give you the biggest and hardest erection you’ve ever had?”
“Yes!! it sure as hell was worthwhile too!! I’ve never had a hard on like that before. Not even when I saw my first porno. Or when I fucked those two girls last year at school.” I replied while looking as cock getting hard again. I thought to myself then. I had to ask her where she got that pill, she gave me.
“Good. I’m so glad you are going to spend a year here with me. Your grandma has many, many more sexy things to teach you. More than any young inexperienced chic can teach you.” She said with a wicked grin.
“If you are a good boy. Maybe next month I’ll invite the widow Ms. Dishman over. I’ve seen the way she undresses you when she looks at you. Besides she needs a really good fucking. She hasn’t a real cock since her husband died four years ago. Not to mention she’s confessed to me she’s into some kinky things.” Grandma told me.
“Like what grandma?” I ask her.
“You’ll find out next month but only if you’re a good boy. Plus, after we’re done today. I’m going to lock your cock back up. I want you to learn self-control.”
“Aww…really Grandma?? Do you have to?? For a whole month!?!”
“No arguing with me young man! It’s not just self-control you need to learn. Especially If I invite Ms. Dishman over next month. So, when fuck Ms. Dishman in her ass. I want you give her a massive cum enema to start with. Then fill her pussy up and have her swallow lots of your hot cum. When you are finally done with her. I want you leave her a pile of mush, cummed out and covered in your cum.
“Really?” I excitedly asked my Grandma.
“Actually, I can’t lock you up for a month then since I need to get you ready for her. There is so much I need to teach you honey. ”
“Really?!?” I excitedly asked my Grandma once again
“Now just lie back in bed honey. Grandma wants to give you a blow job to end all blow jobs. Not to mention we have until 11pm tonight before the pill I gave you wears off.”
As I lay back in bed and my Grandma slides down to my cock. I look down and see my cock is back to its full, enhanced size.
“Hold on honey. Here I go.” My grandma tells me as she takes my cock in her mouth.
To be continued…
Added by E Guzman
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