Skip to the line break if you don’t want any backstory: I met *A* off of Tinder a little over a year and a half ago, I [28M] have a thing for older women and she [48F] has a thing for younger men and redheads, in hindsight I was a goner the moment she saw my profile.
It was a match made in some steamy backroom of a bar in Purgatory, if what we had was sin I don’t want to be forgiven. From the very first time we hooked up the sex was pure electric, the best either of us had ever had. I’ve never had sex with anyone that was so in tune with me.
For my part, I’m a ginger guy with a ‘muscley average’ body: Broad shoulders, strong chest, full beard, and (her words not mine) a “cute ass and a nice cock”
For her? Picture a late 40s beautiful brunette, petite (~5’4″) with the figure of a woman a decade younger and a really elegant classy face, if you saw her you’d immediately think “smart & sexy.” She isn’t a fitness model, just enough extra that you got curves to grab in all the spots that matter. Women half her age could take notes on how to make men look (Note number one: Have an *incredible* ass.)
This particular meet-up was sometime in the autumn of last year. There have been a lot of ‘99% as good as this’ meetups, the sex is mind-numbingly good, but this is the best memory I have with *A*. This is long because I can’t do this justice otherwise.
*******
*A* and I hadn’t seen each other in over a month. Life kept getting in the way and plans kept falling through on one side or the other.
This didn’t stop the frequent texts talking about the next meet-up or telling the other just how badly we wanted to fuck their brains out, discussing anything from details about our previous meetups to things we’d like to try out. During these conversations, one of the things I’d mentioned to her was how stockings & arm sleeves were really sexy to me.
Monday morning, first text of the day: She tells me that we’ll *finally* get a chance to meet that coming Saturday in the morning. The work days drag by with glacial slowness. Constant sexy texts between us has my mind in an absolute fog of lust starting Monday morning that persists the entire work week. I can barely focus on my job I am *so* fucking horny. I tell *A* this and she just teases me even more. I don’t ‘take care of it’ myself, I save that energy and tell *A* I’d be taking it out on her when we met up.
Saturday morning finally rolls around, I’m at her door at 11:00 AM. *A* likes it when I’m a little dressed up so I’m wearing my favorite work outfit. Dark blue jeans, tan dress shoes, form fitting dress shirt with the top button undone, and a light application of the cologne I like. Outwardly I look sharp and ready to work, inwardly I’m ready to burst at the seams.
*A* texted me in advance that the door is open and to come right in, they’re waiting for me on the landing of her second story apartment, just out of sight from the stairs coming up. This woman is gorgeous any day of the week and they went out of their way this time. She’s wearing heels, thigh-high lace stockings with matching long arm gloves, and a red lingerie dress that highlights everything good and sexy about her, her hair is still just slightly damp from the shower.
My heart stops and so do I, just staring at her for a long moment. She gives me a cheeky, wicked grin and says “Hey”
Normally we chat at least a little bit before the action starts, all I can manage is growling back a “Hey” of my own before I’m pressing her hard against the wall behind her. I shove one knee between her legs, putting us body to body and immediately press a kiss onto her mouth, drawing out a long, delicious moan from her.
A few chaotic moments follow, unthinking hands struggling against each other for places to grab and squeeze while we make out, like we’re trying to work out the entire month’s sexual frustrations in a single kiss. The only sound either of us really manages are moans and gasps. A gets control for a brief moment, arms locking around my neck as we break apart, panting for breath with our eyes locked on the other.
I use the opportunity to look down and take her in again, soaking in how utterly sexy this creature in my arms is. *A* unhooks her hands and reaches down, undoing my belt and jeans and pulling my neatly tucked dress shirt free, unfastening the lower buttons. My cock is rock hard at this point, precum starting to soak through the all-black boxer-briefs that its pressing to get out of, A gives me an appreciative grin and squeezes my hardness through the fabric.
This squeeze sets me off. Not gently at all, I grab A by the shoulders and spin them around, pressing her face-first against the wall. My body is firmly against hers, my cock grinding on her ass through my underwear and her red dress. One hand reaches up and cups her throat, the other snakes down and pulls the fabric of her dress high enough to slip between her legs, teasing into a heat that almost feels like a furnace.
“You’re already so fucking wet”, my voice sounds raspy and shaky in my ears, its the first thing either of us has said in what feels like an hour even though its barely been minutes. *A* doesn’t reply, she just turns her upper body enough to lock her mouth back onto mine, moments pass with my cock slowly grinding against her ass, my fingers between her legs, sharing an intimate kiss.
I’m the one to break the kiss off, both my hands cupping her breasts and pulling her body close to mine, half cuddling half grinding. One important thing about *A*’s red dress is that it has an open back, and she has a *very* sensitive neck and shoulders.
I start kissing the nape of her neck and shoulders and get the moans I’m looking for in response, I spend time on these sensitive spots: Gentle, teasing kisses and nibbles. Still kissing as I go, I begin a slow descent down her back, constantly kissing bare skin until the fabric of her dress starts again, I keep kissing at her ass through the dress until I’m fully kneeling behind her.
Starting at A’s knees, I run my hands up the outside of her legs until the dress starts, pushing it upwards with my hands until I’m cupping her bare ass and the dress is hiked up around her hips. Like I mentioned earlier, *A* is fresh out of the shower and her ass is incredible. I start kissing all over it, squeezing her ass in between the kisses before I move between her cheeks. My tongue starts teasing at her asshole, my hands still squeezing at her cheeks, her ass dominating my view.
I’d have been content to stay there like that for way longer than *A* allowed me, but a couple minutes later one of her hands grabs my hair and pushes me off as she turns around to face me. *A* is pretty short, but between me on my knees and her in heels, I’m like a supplicant kneeling for his Queen.
Cheeky grin back on her face, *A* grabs my hair in both hands and pulls me back between her legs. A satisfied growl escapes as I press my face onto her pussy, taking in her wetness and her scent and taste, my hands grabbing firmly on her hips. *A* has a neat patch of pubes, burying my nose into them as I lick her is just the most natural and right sensation in the world.
After (again) less time spent than I’d have liked, she pulls me onto my feet directly into a sloppy, open mouthed kiss. *A*’s lips and tongue dance against my own that had just been teasing at her ass and pussy. One of her hands dips down and squeezes my ass possessively before moving to the front of my waistband and sliding in.
I moan into her mouth as one soft hand grabs my cock, the other tugging my jeans further down and pulling my boxer-briefs out of the way. At this point, I’m standing with my jeans and underwear low enough for my cock to stand free. Both of A’s hands are playing with my cock and I’m cupping her face in my hands, kissing her. She looks so beautiful and sexy between my hands, my heart actually hurts a little bit at good it is.
My internal view of *A* is either ‘Goddess that needs worshiping with my mouth’ and ‘Personal fuck-sleeve that I use how I want’, there isn’t really any middle ground between those two but the switch flies back and forth, constantly, that’s just the kind of relationship we have.
*A* breaks the moment and takes the initiative to grab *me* by the hips and turn us around, shoving me hard and not gently at all against the wall. I barely have time to get my breath before she is on her knees, hands and mouth teasing at my cock.
There are a lot of moments during sex that I wish I could capture and revisit. Looking down at this gorgeous older woman with her elegant face and happy grin worshiping my cock, eyes locked on mine the entire time? Its a memory I’ll always treasure.
I’m a vocal guy, and *A* takes ruthless advantage of that, teasing the most sensitive parts on the head of my cock, moving down to suck at my balls while pumping my hardness with a free hand, kissing at the place where my groin meets my cock and balls. We’ve been fucking for the better half of a year at this point and we both know all the spots that makes the other person moan, its all I can do to keep steady against the wall and not wake the entire building with her mouth on me.
Finally, she relents. *A* kisses the head of my cock before taking a page from my book and kissing her way back upwards into my arms. We share a slow, luxurious kiss. My hands are holding her at the hips, hers are on my chest.
“The bedroom?” is all I can manage, my voice isn’t any less shaky or raspy than before.
***
Part 2 incoming once I can write it up..in the meanwhile, I’m going to take a quote out of Pratchett’s books:
> “Words like ‘full’, ’round’ and even ‘pert’ creep into the narrative, until the writer has to go and have a cold shower and a lie down.”
Source: reddit.com/r/gonewildstories/comments/ie9tcb/mf_my_favorite_hookup_with_my_gorgeous_older