I lost my virginity late. For way too long I made sex way more complicated than it needed to be and didn’t realize that women were just as horny as men.
In my early twenties I finally started to figure things out and had my first no-stings-attached friend-with-benefits. We met at a bar one night and fucked that night. She told me she had a great time but didn’t want anything serious. Just wanted something casual. This was music to my ears.
Two days later I finished an early morning workout and called her. She wasn’t out of bed yet, and I told her I was coming over. I didn’t ask. I just said it.
When I arrived at her apartment, she buzzed me in and I found her door ajar and her still in bed. She was naked and pretending to sleep but we both knew she wasn’t. She had opened the door after all.
I undressed and crawled into be behind her. I was already hard and my cock pressed against her ass as I reached around to cup her breast and I kissed her neck. She purred and ground her ass into me. She half turned to return my kisses, but after a second she rolled fully onto her stomach and raised her ass slightly.
Without talking about it, I straddled her thighs and guided my cock into her pussy from behind. My thrusts started shallow, but as we warmed up I pinned her shoulders to the bed and she raised her ass to meet me and allow me deeper access. There was nothing fancy that morning. Just a nice fuck first thing in the morning.
A couple of nights later she invited me over to watch a movie. When I arrived I discovered she had a female friend with her. Now, I would love to say the night ended in a threesome, but it didn’t. And it didn’t end with me fucking both of them. I didn’t have that type of game then (nor do I now). But she introduced her friend as someone that was staying for a couple of days, and I wondered if I wasn’t getting laid that night.
We settled onto the couch to watch a movie and her friend on the other couch. After twenty minutes I started to see how far I could push my friend. I took her hand and ran it over my cock underneath the blanket. She didn’t hesitate. After a couple of minutes, I unzipped my fly as quietly as I could. My friend quickly reached inside and grabbed my hard dick. A couple minutes later I undid the button and she was able to stroke me more fully. And about halfway through the movie I had my pants around my thighs under the blanket and my friend spent the rest of the movie stroking my cock.
As the movie came to an end, I tried to as-discreetly-as-possible, pull up my pants under the blanket and tuck myself back in. My friend waited until I was ready, then stood and walked towards the bedroom taking me by the hand. “Good night” she said to her friend.
“You two have fun”, the friend replied.
We closed the door and quickly undressed. She lay on the bed and I straddled her chest as she wrapped her tits around my hard dick. I reached behind to finger her as I fucked her cleavage. Then I crawled off of her expecting to give her some attention, but she quickly got on all fours as we repositioned ourselves. “She already knows what we are doing so there is no sense in being quiet, I guess” she said.
I took my cock in hand again and slowly teased her pussy for a second before sliding inside her from behind. We quickly settled into a good rhythm of my hips slapping against her ass and trading “oh shit” and “fuck yeah’ back and forth, partly out of appreciation, and partly knowing her friend was 6 feet away on the other side of the wall.
“God your pussy feels great” I told her.
“Don’t stop fucking me” she replied.
We switched to missionary and I lifted her legs up over my shoulders. This was just hot animalistic fucking and I wanted to be as deep inside her as I could. Plus I knew that position was her favourite and the best to make her cum.
It wasn’t long before she was moaning a little more and I could feel my cock start to harden even more. I increased my tempo a little, which got her where she needed, and we both came together.
After we settled down, we looked at each other and laughed before falling asleep. I had to be up early the next morning, and when I left the bedroom her friend was still on the couch against the wall that separated us all night.
“Good morning” I said.
“Sounds like you guys had a good night” she replied.”
“We did,” I answered. “I hope you enjoyed listening.”
And then I left. I sometimes wonder if I should have tried for something more, but it didn’t seem right in the moment. I guess I’ll always have to wonder.
Ladies, did I do the right thing? Or should I have tried for something more?
Source: reddit.com/r/gonewildstories/comments/diu8q9/my_first_fwb