I Love Anal Sex

I love anal sex. I love to watch it, read about, and especially have it. You could say I’m an anal fanatic so when I find a woman willing to give her ass to me I know I’ve found something special. As I’m sure you know, not every woman today lets a man stick his big, hard cock into her tight little butthole, but thanks to porn and the growing depravity of the world, more and more women are curious and willing to give it a try. Some take to it like a fish to water, some, once they’ve had it, prefer it over vaginal sex… that’s the kind of woman I can get behind (pun intended).

I’ve discovered it’s usually the middle aged woman. Women that have been married and divorced. See, what I think happens is the marriage and sex gets boring so they experiment and dabble in a little anal during their marriage and get a taste for it. Then, life happens, the marriage doesn’t work out and they find themselves single and for some reason horny again. They remember the anal… that’s the sex that they remember having with their x-husbands… for some reason it’s the most memorable… maybe it’s because of how he acted, how it made her feel… the taboo, the excitement… but they remember it.


So they find themselves single, horny and ready to get themselves back out there. Maybe have even started going to the gym, tightening up that thirty something body that’s popped out a couple kids already. They start losing the flab, getting their bodies back, seeing good things in the mirror after six months to a year after the divorce. They start to think, “I’m hot… I’m a catch now… my stupid x-husband will be so jealous when he sees me again, oh and man I’m horny, I need a good hard cock!”

Next thing they know they are out on the town the weekend their x-husband has the kids. All dolled up in their new skin tight, short mini dress trying to blend in with the 20 something’s at the clubs. I can spot them a mile away. Tonight it’s a blonde, on the edge of the crowd, trying to dance like the younger girls but failing miserably. She realizes it after a couple more songs and I watch her try nonchalantly to work herself out of the crowd to the bar. She sits down, orders a drink and looks around, hoping someone will come by and offer to buy her a drink. I let her sit until her drink is gone, the doubt shows on her face. I begin to wander my way toward her, making sure she can’t see me yet.

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She’s about to leave, probably thinking to herself what a fool she is to come to a place like this at her age. Just as she stands to leave she turns and almost bumps into me. She has to raise her head to look up at my face and as she does her eyes widen slightly and she suddenly can’t speak. She mumbles an apology before trying again to leave.

“No need to apologize, it was my fault,” I say, catching her eyes again and keeping her planted to her spot.

She’s speechless again.

“Name’s Jordan,” I say, holding out my hand.

“Umm. Sam… Samantha,” she stutters.

“Can I buy you a drink, Samantha?” I ask.

“Umm… what? Me? umm, sure… I guess,” she says, totally discombobulated.

I kind of have this effect on women. It’s less with younger girls my age but with these more mature women it’s potent. Just the fact that I’m speaking to them at all is incredibly flattering. Yeah I know what you’re saying… what a conceited prick… I’m not bragging even when I say it’s just a fact. I’m just painting the picture for you.

So there we are, sitting at the bar again and Samantha finally gathers herself, smiles at me and remembers what kind of drink she would like. I can see the veins in her neck pulsing. Her heart must be pounding but she starts to relax and begins to comprehend what’s happening and that yes… I am truly interested in her. She is after all a beautiful woman… Her natural blond hair is curled for tonight’s ‘night on the town’ and the fake breasts her x-husband bought her are on full display in her low cut mini dress. Her skin shows signs of age on her face and above her beasts where she’s seen too much sun at the kid’s soccer games or whatever sport they play. Her blue eyes aren’t as bright as I’m sure they were ten or fifteen years ago but they are still beautiful. Smile lines show distinct around her mouth and the corner of her eyes, but all in all she’s taken good care of herself.

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Her toned legs are crossed and I can still see the tiny outline of where her wedding ring used to be on her left hand. We make pleasant conversation, mostly about me because she doesn’t want to tell me how many kids she has, how long she’s been divorced or how horny she is. After we finish our drinks I ask her if she wants to get out of here. The relief on her face is blatant as is the excitement.

Once we’re in my car the thing I love about these older women comes bursting forth. She’s mature enough to know why we are both at the club and what we want tonight. The younger women make it way too hard and the chances of getting what I really want is severely diminished with girls in their twenties who haven’t had enough years of normal sex to be bored enough with it to try anal.

As I get in the driver side and sit down, she reaches across the car, grabs my head and pulls me in for a kiss. It’s hot and wet and I can tell she isn’t used to drinking much alcohol because she’s already half-drunk with just two drinks. The kiss lingers, sloppy and wet but tells me everything I need to know… sex is a lock and anal is more and more a possibility.

The kiss breaks, she’s still holding my face as we look into each other’s eyes. I say, “My place?”

“Yes, and drive fast!” she responds.

Samantha can’t sit still, she’s fidgeting with her dress and trying to figure out what to do with her hands as I drive, toward my place. I finally reach over and grab her left hand, placing it on my leg before returning my hand to the steering wheel. She gets the hint and soon inches it closer to my crotch until she finally bumps into my trapped cock and balls. She hesitates before moving again but soon is caressing my shaft through my thin slacks and jockey’s. It plumps up at her touch but can’t fully emerge.

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“Are we almost there?” she asks.

“Almost,” I kind of chuckle.

Pulling into my driveway, she removes her hand as the car stops. I get out, walk around to her side and let her out. Inside, Samantha attacks me with the ferocity of a woman who hasn’t had sex for over a year it seems. As we kiss and tear off clothing, I lead her toward my bedroom and she pushes me over onto my bed when I bump into it. The mini dress is already off, she’s standing over me in just a matching black bra and panties that look brand new like the dress. She knows her x-husband paid good money for her rack and that’s the next thing she wants to show me. Unclasping her bra, she takes the straps off her shoulders, covers her breasts with her hands and lets the bra fall to the ground. She’s teasing me now as I lay shirtless on my bed with my cock still wedged in my pants. She bites her lip and removes her hands to show me her gorgeous c-cup enhanced breasts with small areolas and nipples. The surgeon did an excellent job. I smile, staring at them as the nipples gather and raise slightly. She climbs on the bed, hands find my pant legs and run up my thighs to the black belt she begins to work on unbuckling. She’s interested in the present she has yet to see beneath.

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