A few years ago, I had an engagement fall apart. I took a few months to get myself in order, before I wanted to start dating.
During an alumni weekend at college, I met a recent grad. She was 24, and I was 31. I portrayed myself as a tech start-up guy (not entirely untrue), and got her number. I was already planning on coming back next weekend for something else, so promised her a date.
We texted throughout the week, and got connected on Facebook. I wasn’t driving up to Saturday, but started getting some flirty texts Friday night. She asked what we were going for dinner, when I was getting there, etc. I had planned on taking her to a cool bar before dinner, then a decent Italian place down the street.
When I was in school, this was the “fancy” place that students would go for special occasions, and I was hoping that was still the case. Thankfully it was, and she was impressed. Started texting about what to wear, and sending me pics of various dresses she was picking out.
She was a gymnastics coach, which had surprised me since she was much curvier than I pictured a gymnast, but she said that’s why she was a coach. Big tits made it harder to compete through high school and college, so coached instead. But, I would find out she had the flexibility.
With that body, I told her I liked a low-cut black gypsy-ish, flowy dress she showed me. I texted the comment “Now just match the underwear and wear thigh-highs lol”.
I made the 3-hour drive the next day, occasionally texting her to let her know my status. I got to my hotel, checked-in, cleaned-up, and picked her up at 6:30.
She looked amazing. The dress was better than I expected, and showed a lot of cleavage. I had stalked her all week on social media, but she did look better in person.
Dinner went great, and we did really click. For me, it was a confidence boost since this was the first time I was on a date since getting dumped.
I brought her back to her place, when she invited me in for a drink. As we sat on the couch, she crossed her legs, making the dress ride-up a bit. She pulled it up more to show that she was wearing thigh-highs.
“You like?”
I did. We chatted a bit more, but the obvious tension was reaching a head. She had put some music on, so I stood up and invited her to dance. The moment was right, and the kissing started. Her body pressed against mine, the drinks working, and her sweet, mall perfume was maddening.
Back to the couch, our hands were all over each other. I loved sliding them up her thigh, feeling the smooth fabric turn into skin. She had firm, muscular thighs, and I couldn’t stop grabbing them.
“Let’s go to the bedroom. I have more to show you.”
I kicked off my shoes and got on the bed as she lit candles. Finally, she undid her dress. As it slipped to the floor, I could see that she had matching dark purple and black lingerie. She did a twirl with her arms above her head, and the thong showed an amazing large ass.
She crawled into bed me, and I started undoing her bra. Her tits were amazing. Still so firm, despite being more than a handful. I sucked her nipples, and a hand started sliding into her panties. She was totally smooth, and I could tell it was fresh today. She was already getting wet, and I rubbed her mound. As she moaned, I whispered in her ear, “I want to taste you.”
I removed her wet thong and dove in. I’ve written before about my love of eating pussy, and this was true here. She moaned louder as I worked her with my tongue.
After 15 minutes, I’m pretty sure she had some sort of orgasm. She told me to roll over, and started undoing my belt. I was rock hard, and she started stroking my cock as it was next to her head.
“Mmm… you were great. I’m going to re-pay you.”
It was good head, and I loved seeing her ass in the air at the end of the bed. She tried doing some weird things, but I was enjoying it.
Finally, I simply said “I want to fuck you.”
She looked up for a second. “I wasn’t planning on it tonight, just mouth stuff.”
I’ve never been a guy to force a girl into sex, so I simply said “Sure, this feels amazing. You just have me so turned on.”
She went back to sucking for 10 seconds, before climbing on me. “Fuck it. You have a great cock. You’re clean right? Haven’t been a man whore since your break-up?”
I nodded no, and she lowered her self onto me. She was alternating between grinding on me, and bouncing up & down on my cock. It was amazing, and she did back arches that only a gymnast or dancer could do.
As she switched to reverse cowgirl, she simply said “I have an IUD. You can cum in me.”
I didn’t need to be told twice. I slapped her ass a few times, and pulled her hips down as I thrust up. I had jerked off the night before, but this was the first sex in months. The relief was amazing. We later fell asleep laughing about unexpected sex, and how I wasted money on a hotel room.
We dated for a few more months, and she was great in the sack. I remember the day I took her pantie shopping and fingered her in the dressing room before being asked to leave.
Source: reddit.com/r/gonewildstories/comments/5ua9u9/mf_getting_back_in_the_game_with_a_20something