I Hooked Up With [M]y Ex-Girlfriends [F]riend

A couple of years ago, I was in a weird spot romantically. I had dated this girl for about 3 years and it took me a while to fully get over her. While we were dating, I had become very close with her family and her friends, to the point where I could go to her house and hang out as if it were my own family even if she wasn’t around. Her friends had become my friends (guys and girls) and I would hang out them even if she was not with us.

When we broke up, I, of course, didn’t hang out at her house anymore, but I was still pretty close friends with her sister and their friends. There were no hard feelings about any of it. It wasn’t like we had a custody hearing over who got which friends.

By the time that this story happened, my ex and I had been split up for maybe a year, but I still felt like it wasn’t over (it was) and I had already hooked up with one of her other friends by this point and felt bad about it (I’ll tell that story another time). This time though, it happened so unexpectedly, I barely even had time to process what was happening. So enough backstory, let’s just jump into it.

I am an average looking guy, with an average body, and an average penis. I have curly brown hair and I can get decently tan in the summer. The one thing I have going for me is that people just seem to like me. I usually can jump into a group and make friends or tell interesting enough stories that people will think I’m fun to talk to. I think THIS is the only reason I’m able to get the caliber of girl I’m able to get sometimes.

The night that this story takes place, I had decided to stay in. It was early winter/late fall and I lived in a college town that is small enough to walk to and from the bars. You don’t really need a cab or an Uber to go anywhere. I didn’t want to deal with walking in the cold, so I just did some pre-gaming with my roommates before they went out. We always started the pregame pretty late, so it was probably 10PM before we were all a few shots deep and they had left for the bars. I grabbed a beer and hung out on the couch playing video games and doing just a little casual drinking for about an hour before I get a call.

It’s my friend Stephanie (who I know through my ex, and who has ALWAYS been a purely platonic friend up to this point) calls me and asks what I’m doing. She’s outside the bar a couple blocks from my house with some friends and wants me to come down there and hang out. I tell her that I’m staying in tonight, but she and her friends could come over to my place if they get bored at the bar.

“LAME!”, she called me, before trying to pry me off my couch. I stayed firm and said if she wanted to hang out so bad then they could make the journey over. She told me I was no fun and hung up.

I figured that would be the end of it until 20 minutes later she texts me saying “I’m running down the street. come outside and meet me so I don’t get murdered”.

I laugh when I realize she actually decided to come over and I hop outside and start walking in the direction of the bar. Sure enough, soon I see her shadowy figure jogging down the road toward me, so I pick up the pace to meet her in the middle.

I’m cracking up when I finally meet up with her, her heels in hand so she could run more easily.

“I didn’t think you’d actually come down here. Where are the friends you were with?” I asked.

“The bars were lame and everyone wanted to stay there so I figured I’d come hang out with you instead.”

Sidenote: Stephanie is absolutely gorgeous. Again, I don’t understand how this story even happened between us, because I should not be hooking up with this caliber of a woman. She’s probably no taller than 5’ 2” with an incredible figure. Her huge boobs on her frame do not make sense. I don’t really know cup sizes, but they are at least D’s and are easily the biggest on any girl I’ve ever been with. In fact, I typically had only been with with women with pretty small boobs up to this point besides a couple mediums here and there. She had a cute athletic butt, but because of her boobs, it was not something that ever really stood out. She played volleyball so in general she was pretty toned. Her hair was long and dark and she was relatively pale, but her defining features were her eyes. They were huge an piercing blue. It looked like they had been photoshopped onto her face. Before this event, I had always thought that she was attractive, I had always recognized that her boobs were huge, but none of that really mattered because she was a friend and we had never had an indication that we’d be anything beyond that. BUT her eyes, I have always been deeply attracted to them. Whenever I saw her, I just couldn’t help but think how beautiful they were. One other thing I want to mention is that Steph had just gotten out of a long term relationship maybe 6 months before this. I was also friendly with the ex-boyfriend which also played into why I had never really thought of her as anything but a friend.

Back to the story: With just the streetlights in her, I could see that she was wearing a skin-tight black dress. You could tell that she was trying to show off that night. We walked back to my place and she was talking to me about the bars and how they kept playing some song she hated and how her friends were hanging out with some guys that she didn’t like. When we finally stepped back into my house, I got a full-lit view of her. It was honestly incredible. Like I said, she was wearing a painted-on black dress that held on just below her ass. Her boobs were doing everything they could to try and escape. And my god, her eyes… seeing her in the full light, made me out loud say “Holy shit! Look at you!”

“Shut up. I clearly don’t look good enough!” She pouted.

“Good enough for what?” I laughed at the idea. She could have gotten away with murder, the way she was looking.

“There was this black guy at the bar that I was trying to flirt with. I’ve never had sex with a black guy before, and I wanted to, but he told me I had a tiny ass. What do you think?” All of this information came out like a shotgun blast.

A) We have never really talked so openly about our sex lives.
B) Seemed kinda racist? Maybe I’m over analyzing
C) She was asking me to stare at, and rate her ass. This was a level of the friendship that had not been reached before.

Regardless, I looked down as she turned around and did a silly little shake. Maybe it was the alcohol in my system, maybe I was just feeling bold, but I threw out a little joke “I mean it looks pretty great to me, but I can’t really tell with that dress on.”

Without a second thought, she reached back and grabbed the hem of the dress and pulled it up to her hips as she slightly bent over and kept shaking her ass. She was wearing a black thong, her ass was engulfing the string while the frilly waistband framed her toned ass perfectly. Like I said, she’s a volleyball player and her muscular legs held her ass up like a sculpture.

At this point I was legitimately in shock. Again, maybe it’s a confidence thing, but I should not be getting a girl who looks like this, so I still wasn’t even sure if she was flirting with me. (I know I’m an idiot.)

“Ok, now that looks fucking great.”

“Not great enough for the guy at the bar. Let’s take a shot!” She pulled her dress down and went to the kitchen.

My dick is rock hard now, but that whole presentation had happened so quickly, I just assumed she was being playful and was done with it. So I try to calm my little buddy down and go have another drink with her.

We took our drinks and then I tell her I’m going to go outside and smoke a cigarette. She comes out with me and we sit on the couch. We talk for a little while about her flirting at the bars. She said she’d been trying to have sex for a couple weeks and hadn’t been able to find a guy. I didn’t realize until reflecting on the evening that I was not picking up on ANY of the signs she was throwing at me. She was suddenly being so candid about sex and it was fun to have these conversations with her. I could not tame my cock because every word out of her mouth made my mind feel, but I just assume she’s talking. When I drink, I’m a light chain-smoke so I’ve already lit up a second one. She’s still in her tiny dress in late fall and is clearly freezing. “Fuck your cigarette, let’s go back inside.” She said through chattering teeth.

“No way, you go inside and I’ll come in when I’m done.”

Then she said it: “I’ll suck your dick if we go inside right now.” And she giggled a little bit.

“Yeah right…” I cautiously replied. This was all so out of nowhere that I honestly couldn’t tell if she was serious.

She shrugged and said “Well listen, it’s getting late, so I’m just going to stay here. You can either stay out here with your cigarette or you can come inside and help me find something to sleep in.”

Immediately she got up and walked inside. I threw my cigarette down, stomped it out and followed right behind her. She ran up the stairs and into my room as I followed close behind. When I got in the room, I turned around to close the door. When I turned around again, she was standing there looking at me with her dress on the floor.

She was in nothing but that sexy black thong and a matching strapless bra. It was around this point that I finally realized what was going on.

We quickly walked toward each other and met in the middle of the room. Our mouths met as if we needed each other to give us life-saving breath.

As I kissed her, and her tongue quickly found mine, I reached down and grabbed and handful of her athletic ass. I lifted one leg up at the knee to pull her body closer to mine. I pushed her backwards toward the bed an laid her down on her back. I quickly pulled my shirt off and dropped my pants to the ground. We were both now in our underwear, more intimate than we had ever been with one another in the years that I had known her.

She looked up at me and smiled as I got down on my knees in front of her and grabbed the waistband of her thong. I ripped it off of her and threw it to the side. There I was face-to-face with my friends pussy. It was completely hairless, likely as an anticipatory measure for her attempt to get laid at the bar, and soaking wet. For all I know, she could have been planning since she originally called me and maybe had been getting worked up the whole time I was too stupid to notice. I couldn’t decide if I wanted to just ravage her and let us fuck like animals, or be more sensitive and try and make things last a little longer.

I chose the latter and began kissing the inside of her thighs before I realized that she had her own plans. She immediately drove her pussy right into my mouth and started grinding my lips and chin. The experience suddenly became so pornographic, my dock could have exploded right then and there. I pressed my tongue in as deep as I could and let her grind on my face. As she found the rhythm she wanted I began finding my own rhythm with my tongue trailing it out from inside of her to her clit and then back in again. She was losing her mind at this point. Honestly I think she knew what she wanted and was just going to get it. The way she moved her hips was so deliberate and technical, she had a goal and she was going to get there. She had pulled her bra down to reveal her incredible titties so she could play with them while she was writhing in pleasure. From my vantage point I couldn’t get a great view but I reached up myself to play with her left breast as I continued my work. It was not long at all before i felt the walls of her pussy squeeze around my tongue while her knees squeezed around my head. “I’m coming so fucking hard… stay right there…I’m coming…fuck…” right there, I couldn’t decide if my dick was going to pop from excitement or my head was going to pop from being squeezed to death.

As she came down from her orgasm, I felt better about being able to get what I wanted. While I was going down on her I had already taken my boxers off and was completely nude, my cock was at fully attention and honestly from my point of view was looking pretty thick from all of the excitement. Now I’ve never been a huge fan of blowjobs as a full event. I certainly like them, but I’d rather just have sex, and in my experience a lot of women are totally on board with it. I couldn’t tell if Steph really wanted to suck my dick, or if she was just returning the favor, but she instantly dropped to the ground and took as much of my dick into her mouth as she could in one motion. There was no build-up to it, no stroking the shaft or kissing the head, it was just full on dick sucking. She was sighing and making noises like she was running out of breath, slurping up and down, making it as wet as possible, which was perfect because after a few seconds of that I knew I would be able to slide into her with no effort. I grabbed her by the arm and yelled her up off of her knees. I saw that her makeup was starting to smear around her gorgeous, giant blue eyes at this point from watering from the blowjob. She looked me straight in the eye and said “Are you gonna fuck me now?” And smiled as she fell backward onto the bed.

Her laying there on her back was the first time I actually got a good look at her boobs. They were perfect. No, they weren’t perky, gravity-defying boobs, but they were fucking full and heavy and had perfect quarter-sized dark nipples which were fully erect.

And speaking of fully erect, I was pretty much doing everything I possibly could to not cum all over her spread naked body right then and there. For a second, I might have been in love.

I only had about a second to even take it in before I was pressing the tip of my rock-hard penis against her soaking wet opening. With not even a tiny bit of resistance, I slid into her. Her eyes widened even more as I watched her experience taking me in. I slid in as far as I could and then slowly pulled out. I think since she had come already, she was less focused on getting her nut and just willing to enjoy it. I was the same way, wanting to savor what we were experiencing. I pushed it back in this time with a little more force. Again, I slowly pulled it out. With each thrust a gained the smallest amount of speed . She had her legs wrapped around my ass and her hands were holding the back of my neck and my back as she pulled me into her. Soon our foreheads were touching and we were staring each other directly in the eyes and each thrust was a perfectly executed motion. I honestly couldn’t believe that I was able to hold on as long as I was, but I NEEDED her to cum one more time before I finished. I felt it in my bones that I needed to be staring her in the eyes while she cums.

So I continued pushing in and out trying to grind my pelvis against her clit. Until finally she forced the words out “I’m coming again… keep going …fuck… I’m coming… oh fuck…” I felt her pulsating on me as I stared into her eyes. They squinted just slightly as her climax came to fruition.as I saw her eyes reacting to the climax, there was pretty much nothing I could do to stop my own.

I took maybe one or two more strokes before I pulled out and exploded all over her stomach. For a moment, I couldn’t even tell what was real. I couldn’t hear anything. My whole body tended up. It was at that point one of the best organs of my life. I rested on her naked body as the two of us tried to come back to this planet.

We laid next to each other for maybe twenty minutes before one of us finally spoke. “We should talk about doing this again sometime.” I finally offered.

“Definitely” She said.

Source: reddit.com/r/gonewildstories/comments/d4771t/i_hooked_up_with_my_exgirlfriends_friend