When I was 22 and about to graduate from college I went home for spring break. I thought it would be a blast, getting home, seeing the old time friends before we all blasted off across the world for jobs or grad school and just new experiences in general. Turns out, everyone seemed to already be doing that. I was the only one back in the home town. Hell, my best friend has gone to Ireland. So to Craigslist encounters I went…
I cruised for a while, a long while, but no hits and no one looking for anything up my little alley. In the end I did what we all did; I posted my own advertisement.
Young educated cock looking for older woman, was the general statement. In the end, after perusing through the bots and the crazies, I arrived.
She was visiting from Texas, her husband was back in the Lone Star and she was on a temporary job. Her photo was cropped with her husband taken out of it. If that wasn’t hint enough. She had medium length brown hair, a fit toned body and she informed me of her new C cup implants. They were to be my first bolt on tits and I couldn’t even fucking wait. Her age I’d guess was 40, but it could have been 45. There were good bracelets on her wrists, a locket between her perked and silicone breasts, and a whitened smile that was cute as hell.
The email she wrote was one of lusting to be listed after, to see a ‘real man’s’ body again, to feel a cock hard and wanting in her hand. I could tell from her cropped photo that her husband was tubby. I lift heavy up to six days a week and have muscle to spare. This was all what I loved. I’m open and sexual and just ravaging hungry for any woman and any want they have, cause I know we all have the same urges. I’m just always ready to admit it and give in to it. Always.
I gave her my address and she said she’d be over the next day late afternoon. She didn’t want to go to far or too far sexually but her smile couldn’t hide her anticipation and her words were alway fast laced and tripping over one another. In a giant F-250 she pulled into my driveway, and hopped down. She was way shorter than I had though. Barely 5 feet tall and her ass fit good in those white trimmed and boot cut jeans over her cowboy boots.
With a hand to push back her hair behind her ears she came in. Looking down and a bit shy but her eyes glinted. Checking to make sure I wasn’t a serial killer and to catch glimpses of my body. I answered the door shirtless. No sense wasting time.
With a little small talk and a lot of flattery by me, it wasn’t faked, she was in all honesty perhaps the hottest woman I’ve still been sexually involved with, I lead her to the bedroom.
With a hop and a little ass pat from me she gets up onto the elevated bed. I remain on the floor and before I can get up she turns towards me, lays down and just starts rubbing my bulge through my jeans. She had committed, I thought to myself. She’s all in.
With her hand she pulled me nearer and I popped by button and unzipped. There’s almost no feeling as great to me as being naked and being naked for the first time in front of someone. I’m not shy or embarrassed, especially with my clothes off, but it is so freeing to me. To be naked. Open. And that first skin on skin touch, the moment before anything goes further is a moment like orgasm and ASMR and newness all condensed. Fuck I love it.
Her smile splits her face wide as my cock veers free from my jeans and toward her. Those lips spread for a moment, just a few millimeters, almost reflexively as if she could never imagine resisting. She kisses the tip gently, but backs up a little and begins to work my cock with her manicured hands like it’s never been handled before. They were strong, and she knew just the pressure boundaries. She was running my life with those hands, I melted as I stood there, just letting this cougar queen stroke me to oblivion and back again for who knows how long. I didn’t care.
I cum hard, those ones where it bursts from you. I finish in forceful spurts. I can feel my balls flexing up, forcing my cum to drain from me. 10 years later I still dream about that orgasm. And she’s tender with me after it, sliding her fingers along my shaft, slightly scratching into my low cut and square pines, and the lovely cup of the balls.
When I settle she asks me if I’d like to see her new Tits. I couldn’t say yes and fuck yes fast enough. They were orbs of beauty and pale moon skin and I lost myself again holding them, massaging them, squeezing them, and nipping at the tiny areolae on them. They were strawberry pale and they tasted even sweeter.
In the end I fingered her a few times and she gave me the next greatest handjob of my life after the first one.
I tried to find her again but her email went dark after. I always remember she asked me why I didn’t have a girlfriend. I told her I didn’t, but I did. Guess it’s just the lies we tell ourselves are the ones we with were true.
Source: reddit.com/r/gonewildstories/comments/gapw6j/mf_texas_cougar_gives_me_a_spring_break_treat