It’s been ten years, and I’m ready to tell this story (sorry, it’s a lengthy one). This is entirely true, and I’ve changed the names to protect people’s privacy (obviously).
When I was 24, I was in a weird situation. I was going through my sexual discovery (I discovered I was bi during this time, but this story isn’t about that), which basically made me who I am today. I had a girlfriend of three years at the time (who was a lazy, do-nothing freeloader), and I was miserable. I worked in a deli, but I was involved in a social acting group, well, improv mostly. We met all met up two to three times a week, one night at a dive bar’s private catering room and the other at the home of the guy who ran the activities. Over the years, he and I became good friends, and would shoot the shit pretty regularly.
Where it gets complex is his wife: we’ll call her “Amy.”
Amy and I were friends, but over time her “character” and mine became close as the storyline for the troop progressed. I thought nothing of it as it was all fictional, and there was a pretty big age gap between us. Like I said, I was 24, and Amy was 42. She was beautiful in a mature way, and she always carried herself elegantly. She was full-hipped, had a beautiful smile and could stare piercingly through you with her eyes. She wore glasses, but on the nights we were out publicly she wore contacts. Like I stated, beautiful.
I know that part is slow, sorry. I’ll skip to the interesting part.
One night, during a meet-up at the story teller’s home, Amy took ill. Our show runner was too busy with running the event (which in hindsight was pretty shitty of him) , so I offered to escort her to another room for quiet. We went to the basement, and I assisted with setting her up on the couch, offering to bring her water or anything else she needed. Amy told me she actually felt fine, and she wanted to talk with me. She wore a black knee-length skirt and a v-neck blouse.
As I sat, Amy told me she was fed up with her husband: His interests were only with the events with no time for her, and such. I told her to speak with him about this, but she told me she no longer had interest in trying. Amy said they’d tried counseling, but it just wasn’t working. I didn’t know what to say, but I told her I would speak with him in confidence about this. “Fuck him, I’m done trying.”
Then, she leaned in towards me and placed a hand on my arm. Frozen in shock, I asked what she was doing.
“You’re so sweet. I hate to see the situation you’re in. And we get along really well.” She kissed me on the cheek. Blushing, I asked what she had in mind. Our friends, my girlfriend and her husband were in the rooms upstairs, sound of the activities were still coming down the steps. Honestly, I was nervous about this.
“I want to feel something real again.” Amy kissed my cheek, then my neck. Her land rested on my thigh.
Unlike most porn (or maybe just like most porn?), my first reaction was to pull back. I asked if this was a good idea. She nodded, then her lips pressed against mine. It was an awkward first kiss, but I did warm to the idea. Amy’s lips were soft, and her tongue was quick and darting. My hands found her hips, hers were placed on my waist and we drew close. When we pulled away, we laughed a bit, caught in the act.
“I’ve always wanted to do that. Better than the fantasies.” I asked what she meant. “I’ve thought about us doing things.” Her hand drifted to my crotch. “Are you circumcised?” Wow. I asked if she’d like to find out, and she stood, pulled me to my feet, then knelt, undoing my belt. The buckle came loose, she undid the button of my pants and pulled down the zipper. Her hands went to my boxers and, gripping the waist band, pulled them down until my now stiff cock popped out.
Amy pulled back suddenly. “Oh my God.” I asked if she was still ok with this. “Yes. Your dick is perfect.” And like that, she came close and took my cock in her mouth. Her hands traced my sides and ran along my stomach as she worked me with her mouth. I stifled my groans and sighs as best I could, but fuck, she felt amazing. Her eyes were closed as she bobbed up and down my shaft, and I was in heaven. Nothing else mattered at that point.
As she let me slip from her lips, “I needed to taste you.” I hadn’t cum yet, and now I was hungry for her. I asked if I could taste her too. “Of course.” She stood. I dropped to my knees, and she slowly began to hike up her skirt. As it slid up her thighs,I noticed something and smiled. She wasn’t wearing any panties. She was mostly shaved with a small patch of fuzz above her slit. I leaned in and kissed her thighs, my hands on her ass as my lips and tongue traced their way to what I wanted. I licked her lips back and forth, she was so wet just from sucking my cock, and she parted easily to my probing tongue. Amy was softly moaning, her hands gripped my head as my tongue found her clit. I alternated between that wonderful bud and pressing deep into her. She tasted so wonderful. Then, Amy shuddered violently, her juices coated my tongue while it was deep inside her incredible pussy.
Amy stepped back, trying to regain her composure. I sat back on the couch, pants still around my ankles and my cock sticking straight up. I asked if she wanted to continue. She licked her lips.
“I’m on birth control.” Such a simple comment, but it spoke volumes.
Amy came over, skirt still hiked high, and straddled me. Her pussy was so warm on my cock, and our lips met as she impaled herself on me. She shuddered again, and she clutched at my shoulders, cumming on my cock just from penetration. My hands gripped her hips and I told her to take her time. As the waves subsided, she looked deep into my eyes, kissed me, then started to ride me, lifting almost all the way off, then slowly sliding back down. She took me all the way to the hilt, throwing her head back in ecstacy and picked up her pace. We continued like this, the couch creaking with our pace, when she brought her lips back to mine. When our kiss broke, “I need your cum. You’ve had mine, please, I want it.”
It’s a man’s kryptonite.
“Please cum in me. I need it, baby. Let go.” I told her I was so close, then, as the intensity increased to no return, she slid all the way down on me. The cascade was intense, I threw my head back and my cum shot deep inside her. Amy shuddered and spasmed, her own orgasm in sync with mine.
We stayed this way for a while. As our senses returned, our lips and tongues met again, our hands holding each other tightly.
This was the first of many times we met up.
Thank you for reading. I hope you enjoyed this story as much as I did living it, and now re-telling it.
Source: reddit.com/r/gonewildstories/comments/dgps8j/a_reminiscence_the_first_time_mf
Did her husband ever find out?
Sound intense