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This story, and any subsequent stories, have taken place over the last 6 months. I am a physical therapist working in a major city. I am currently single, keep myself in shape but no incredible physique, and will jump onto applications from time to time for hook ups, but otherwise been content with staying out of dating after an awkward break up during COVID, and keeping myself busy with masturbating.
At the clinic I work at has both a mix of PTs and PTAs, or physical therapy assistants. One of which is who these stories are about, we will call her Kristy for these stories. Kristy is in her early 50s, a divorced mother of 2 school kids. She is not “model” beautiful but she is very pretty with a big smile and good cheek bones. She used to compete in gymnastics and has kept active since her collegiate days with mostly running, yoga, and pilates. That has contributed to her keeping her great ass and legs toned, as well as a trim stomach even after her two kids, in her short, petite frame. She normally wears joggers and a quarter zip sweater or cropped hoodie over a shirt, but with the former she can show a bit of her belly button if she stretches overhead while sitting.
Now, I am an ass man. And as I mentioned, Kristy has got a great one. With the joggers you can see its truly has some muscle behind it, being able to look firm without the need of yoga pants or leggings to assist. Throughout the day I will sneak glances as she walks by or more frequently when she rests one leg up on one of the plinths/tables when she is documenting or working with a patient. I am also clearly not as conspicuous as I think, as I am pretty sure she has caught me a few times, with a soft smirk on her face when she does. Also pretty sure she deliberately will pick a table in front of my view so she can hike her leg up just like I mentioned, knowing I seem to enjoy the view.
Now our current story begins about ~ 6months ago at a happy hour after work. Our whole clinic went out on a Friday night, you know, the usual group outing stuff with a few drinks and applications. I didn’t notice anything different about how Kristy was acting earlier on, we just acted as we normally did with everything throughout the day. Eventually everyone began to make their way homes, however Kristy and I stuck around and had another round or two of drinks, chatting about mundane things and life, with a lot of the questions being directed at me, and ultimately into my relationship status.
“So anon, why don’t you have a girlfriend?”, Kristy asked.
“Well, I, uh, just ended a long term one a few months ago that really hasn’t had me get ready for something serious yet.” I reply, fumbling with my beer glass. “I am keeping the door open for opportunities, but for now I am just focusing on fun.”
“Mmmm, some fun, I know what you mean.”, she said, looking at the table, before bringing her eyes up to meet mine. “Is that why you keep stealing glances at my ass?”
I nearly spit out my beer. “I, uh, I…well, that um”, I choke out. Kristy, laughing now at this point, “Relax, it’s okay. You would’ve found out I knew in a less friendly environment if it bothered me.” I smile sheepishly as my response. “Besides,” she follows, “It feels good to see and know that I am still able to steal some looks. To be wanted. To be fantasized about.”
Kristy then went into details about her divorce, with it happening during the COVID pandemic, and how difficult it was for a 50+ year old to understand an app and get back out there. I tell her I find out, and while clearly not divorced, I get how stressful these applications and dating scenes can be.
Smiling appreciatively about this mutual understanding, the next few moments froze in time for me with her question:
“So, do you want to see me naked?”
The room began spinning that this situation was unfolding, nearly dropping my glass. I figured maybe we talk about what we look for in a partner or a sex story, but to accelerate right to this was not on my bingo card. Still reeling, I stammer out “Uh, im sorry, can you repeat that?”
Her smile turning more devilish and seductive, Kristy leant in and said, “I am asking, do you want to take all those fantasies you have about me, and turn them into a reality? What do you say?”
I am still comprehending that this is being asked of me, and after taking to moment to realize she is genuine with moving forward on this, I tell her “nothing would make me happier.”
She smiles her enormous bright smile, saying “Let’s see about that”, with a wink, “finish your drink and lets get going.”We head to her place, being the closer to the bar we were at. She kept it cool the whole way, acting and talking typical, though with a hand on my lap as we rode public transportation. Meanwhile, I must’ve been telegraphing “im about to have sex” like i was 16 again, because that was how it was feeling inside.
We get to her apartment and I before she gets the chance to show me around my hormones take over, I grab her by her hips and spin her into me before a brief moment to breathe before I don’t think straight for however long this takes, and kiss her. It starts simple between us both but builds more intensely fast as I feel her tongue search around my mouth for mine. I slide my hands down her hips to her ass, take a good handful of cheek in each hand and squeeze, feeling how plump and firm it felt at the same time. I squeeze so much that I lift her off the ground a bit, and as she comes back down she brushes up against my already hard dick. I feel the smile across her lips as we continue to make out and her hand finds my bulge and she rubs across the length of it.
“I wanna see this cock.” Kristy tells me as she pulls away, taking my hand and guiding me to her couch. She sits me down, kneels in front of me, and undoes my belt as I pull my polo off. My dick pops up into her face as she pulls my pants and boxers down, admiring it as she grabs and gently strokes it. While still looking it up and down Kristy says, “wow, if I knew you had this great of a cock, I would not have waited so long. I want this very, very badly”, the last few words slowly roll off her tongue as she approaches my head and begins to suck my throbbing cock. I am beyond horny at this point and fighting with everything I have to not burst on the spot from seeing my co-worker give me head. After a few moments she gets up, takes her joggers off, turns while revealing her perfectly round ass, and then bends down to take her thong off, showing me her pussy and asshole. She then sits down on the opposite side of the couch, spreads her legs wide, resting one over the back, showing all her pussy to me, her trim stomach sneaking out from underneath the crop top tank she kept on, and beckons me over to eat her out.
I dive in immediately, smelling and tasting her soaking wet pussy. I work high on the top of it, teasing her clit just enough while letting my fingers work along the bottom, with my other free hand stroking my cock. It clearly works as her hands discover my head and push me further into her pussy, thrusting her pelvis forward with each wave of pleasure she gets. This continues a bit longer before her hands instead pull me away, as she tells me between panting “thats enough now, I can’t wait any longer”.
Kristy gets up from the couch and walks over to her kitchen island, and when there she hikes one leg up onto the counter, the exact position that drives me crazy, raises on the toes of her other leg to firm up her ass, giving me the greatest view I ever saw.”So,” she says, seemingly barely hanging on to her own cognitive function over giving into her carnal thoughts, “is this exactly what you were imagining?”
I grab her face and make out with her once more, lining my dick up and teasing her pussy lips with the head of it, and tell her its even better than I could have. I slide right in without problem, hearing Kristy moan as I hit her pelvic bone with mine. I begin at an even pace, trying to take in how she feels, the warmth around my cock in her vagina, but that quickly goes out the window as she begs me to fuck her harder and faster.
“Fuck me, just fuck me. Harder, please, yes, yes, FUCK ME”
And at this point, I have no way of stopping. I just keep going, giving every thrust I have the most deliberate impact while trying to keep fast pace for her to love. Somewhere along the way she takes her top off and I see her back all the way up to her neck. I slap her ass with my thrusts, watching it jiggle as I slam into her. I kept trying to hold my load in as much as feasible but it was a losing battle. As I feel this load start to fill and reach the breaking point, I exclaim “Kristy…im…cum-”
She immediate slides off my dick and spins around onto her knees and grabs my cock, giving it a stroke or two, not that I wasn’t about to explode, as I covered her face and chest. Realizing this is the first time I am seeing her tits, she has perky B cups, with a tear drop hang, as she wipes ropes of my cum off of them. I fall back down in the nearest chair and catch my breath, Kristy still cleaning her self off of my seed, licking it off her fingers.
We move to the shower and fuck again after we clean off initially, and fall asleep soon after. We wake up and fuck again after coffee. Those two times were nothing like the first, but still great lays. After sitting for a few moments after the morning sex, feeling more confident, I tell her “So this could be a lot of fun”, trying to hint at the idea of keeping this going. She looks up at me and smiles back “Oh I agree, this could be a ton of fun”, as she traces her finger down to my cock one last time for the weekend.
We continue to fuck a few times a week/month over the last 6 months. During that time, I have two other sessions that stand out as great stories that I will tell in the future.

NSFW: yes

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