When I was about mid 20s my friends and I would go to the bars in a certain area every weekend. One time I had just broken up with a short term girlfriend who I dated after a long term gf. So my best friend said we were going just to get laid.

We go to our favorite bar and meet these 3 girls. One had a bf so my buddy said he was going to hit in the blonde one. I said hi to the other one but her ditziness distracted her so I went to talk to another girl. Her and I chatted for a good bit when my friend said he was leaving with those girls but was with the ditzy one. I asked where the blonde was and he said her ex showed up and was causing drama so they were leaving them. They left and I chatted with the other girl and toward the end of the night she told me she really enjoyed talking to me but had a bf and couldn’t do anything. So I went home.

Next morning my friend calls and says come meet him and the girls for breakfast. So I do and I sit next to the blonde (Jen) and we all talk while we eat. We all had a nice meal and agree to meet at the bar the next weekend. Next Friday comes around and we go to the bar. Right away Jen comes up and we end up hanging out all night, drinking and having a great time. We all end up going back to their house and my friend and the other girl go to their room and Jen was in her room but with the door open. I had a choice, leave, or be bold and go see what she is doing. I go to her room and she is just making her bed. So I help. Then we end up making out. She asks if I want to stay and of course I say yeah. She closes the door and starts taking her clothes off to her bra and panties. I drop to my underwear and we get into bed. We keep making out and u reach around to undo her bra. She had big tits, latter learned a 34D, so they were fun to play with. I slide my hand down and go inside her panties and slide up and down her lips. She was already pretty wet. I find her clit and start to rub it. She moans and says it feel good but then says just so you know, I don’t have sex on the first date so hand stuff only. I agree and we keep going.

Not long after she is pushing tight to me and moaning in my ear faster and faster. I can feel it building in her and she clenches her body around me and I think she is having an orgasm. After a minute she lets go and say moves so I and not touching her anymore. She whispers that was amazing. Thank you. Now let me repay you. By now I’m hard as a rock and ready to burst out. She reaches down and grabs my dick thru my underwear then stops kissing and pulls the covers back. She doesn’t say anything but she tells me to take them off (meaning my underwear) so I shimmy out of them. She grabs my cock with one hand then goes back to kissing while stroking. After a couple minutes she says, do you want to have sex? I said ok, sure. She lays back on her back and moves her legs open. I get in between to line up for missionary. Inside in nice and slow and she wraps her legs around me and grabs me around my shoulders pulling me down in her. I go in and out, like half of my dick, and she is already panting and moaning. I start to push as much as I can in that position until I feel the old familiar squishy feeling and she winces a little. Then she rolls her hips up as I was doing it and it’s pretty incredible.

I leaned back and grabbed her legs pulling her against me and picked up the pace slightly. She was squirming and moaning quietly as she came again. I leaned over her and kissed her more as I continued thrusting. I felt like I was about to come so I pulled out and hands free started pumping on her stomach. She put her hands out because she didn’t want to get it on her face. I asked if we should keep going and she said yeah so I went right back in and we kept it going. She came again then asked if I was close and I said yeah should I pull out ? She said she was on the pill so it didn’t matter. I came inside her, spilling out making a mess. She said she had to be done because she was sore. Then went to the bathroom. I went and cleaned up next then we went to sleep (passed out was probably a better term. lol)

The next day her roommate and my friend open the door to see if we want breakfast and I was still naked and apparently my dick was hanging out visible to them both. Didn’t know until later though. We got up and dressed and had breakfast. The one girl said she had to go meet her mom for the afternoon and didn’t want to smell like sex so we all parted ways to go get clean.

That night we all went to dinner together then to the bar after. We ended up at their place again and after we had sex again (twice again) we were laying there and I said, thought you said you don’t have sex on first dates? She replied, well, that was before I saw your dick. I laughed and said really? That is what changed your mind? She said yeah, you have a pretty penis and I wanted it.