I’m back: Unexpected threesome with my good friend and her friend [m/f/f]

Some of you might remember me. I posted under a different ironman name up until recently. I deleted my account, because it got hacked. Some of the stories I posted over the last couple of years are gone forever from reddit, so I figured I would come back and start posting some old ones to make sure they aren't lost. I will post new stories as well when I have a chance. Here is an old one. Hope you enjoy:

Like I've said in previous posts. I figured it would be fun to go back to my promiscuous (man-whore) days and recall some of the stories from back then. I'm generally considered a really good-looking guy (used to model, 6’3”, dark hair, blue eyes, swimmers build, workout regularly), so that enabled me to have quite a fun sex life. These stories are 100% true and not embellished in any way. I think that a straight honest story even if not as exciting at times is a bigger turn on, so that is what I will continue to try to give.

I had been friends with this girl Anna for about 3 years, but we never had any kind of romantic/sexual relationship at all. I originally met her through a girl my friend was hooking up with. Through hanging out with mutual friends we became friends. She was a really funny girl and had a twisted sense of humor, so I always really enjoyed hanging around her. Our relationship was weird, because everyone always thought we were dating whenever they would meet us since we got along so well. We had never even come close to hooking up at any point though. It just never felt right and we just enjoyed being silly with each other way more and sort of in an unspoken way didn’t want to complicate things.

I had definitely fantasized from time to time about having sex with Anna though. She was an attractive girl, about 5’5” brown hair, skinny/athletic, B cup tits, perky ass and she looked kind of like Lizzy Caplan. When she was in her late teens she went through a really promiscuous phase from what she told me and slept with quite a few guys. That was a few years before I knew her, but she said she decided that wasn’t the lifestyle she wanted. She was a college graduate now and had a good job at a bank so I guess she decided she needed to mature.

Anna had dated guys here and there through the course of our friendship, but nothing too substantial. I think the longest she dated anyone during that time was for 3 months or so and from what she tells me had kind of turned into a prude, at least from the standpoint of how long she waits before she has sex with a guy. I never got jealous and was always friendly with the guys she brought around. She tried to hook me up with friends of hers a couple of times, but nothing ever came of any of them. She was the kind of girl that was very vulgar when she spoke around me. She would talk about sex very openly and would ask me after I hung out with her friends if I fucked them etc. I never had and she would act pissed that I didn’t have any “good stories” to tell her. We would laugh about it and that was about it.

One Thursday she texted me and asked what I was doing on Saturday. She said her and her friend Molly were going to hangout at her apartment pool and drink during the day. I said I was up for it. I met Molly once very briefly at a bar she was bartending at when I met up with Anna and her friends for about 20 minutes. Saturday arrives and I get to Anna’s apartment and we start having a few drinks. We head out to the pool and continue drinking. We are just relaxing and talking, slowly getting pretty buzzed. Molly gets up and heads to the restroom. While she’s gone Anna tells me that Molly “thinks I’m hot.” My interest was piqued, because Molly was definitely pretty hot herself. She was about 5’3”, skinny, perky B cup tits, black hair, half Persian/half white, incredible ass, and kind of looked like the actress Lily Collins in the face (but not quite as pretty). After she told me that I just kind of smiled and said, “cool.” I didn’t want to be too aggressive or anything, so I just noted it in my head and hung out like I had been. Knowing this though I did start to realize Molly was very subtly flirting with me here and there and I would catch her looking at me occasionally.

We continued to drink. At some point I got in the pool and Molly followed a few minutes later. We rested our arms on the edge of the pool and talked to Anna who was still lying on one of the chairs by the pool. My leg drifted over unintentionally and brushed up against Molly’s. It sent a little shockwave through me, touching her for the first time. She kind of looked over at me and smiled. The sun was going down and the air was getting cooler, so we decided we should head inside. I walked behind the girls as we walked towards Anna’s apartment. It was great watching both of their asses in their bikini’s as they walked. Anna always joking and trying to be vulgar said, “are you looking at our asses?” We all three laughed and I just said, “no comment.”

We get inside and Anna said she was going to take a quick shower to rinse off. Molly and I decide to continue drinking. We stood in the kitchen talking and laughing. She asks, “so were you really looking at our asses?” I said, “well yeah it’s kind of hard not to.” She asked if I liked hers and kind of turned to show me her ass and laughed. I said, “well from what I can see it is amazing. I’ve been looking at it all day.” Things got a little less jokey and a little tenser in that moment. She asked if I needed to see more to make a final conclusion. I said, “yeah, I think so.” She turns around and slides her bikini bottoms down just enough to reveal her ass and bends over slightly. She quickly pulls them back up and kind of giggles. I just said, “holy shit.” I told her that I definitely still thought it was amazing. About that time Anna comes back out from the bathroom and said, “what are you two doing?” I guess the mood was obviously awkward when she came out and seemed like something was going on. We just laughed and said, “nothing.” Molly asked Anna if it was cool if she took a quick shower as well. Anna said sure and Molly headed into the bathroom.

Anna asked me what I thought of Molly and I said she was really attractive and that she seems cool. Anna kind of poked at my side and made that “oooooo” sound that people do when they are teasing you. Anna and I continued drinking and talking. Anna looked hot, she was wearing a black tank top with little cheerleader type shorts and her hair pulled up kind of messy on top of her head. She was just one of those naturally cute/pretty girls. I would normally begin to notice this more or let myself notice this more when I was drunk.

Molly came back out from the bathroom and I decided that I should take a shower to rinse off as well. I felt sweaty and had chlorine all over my body. I headed into the bathroom and got undressed. I was in the shower and my dick was semi-hard just from thinking about Molly and how she flashed her ass and wondering what would happen that night if anything. I heard the girls at the door while I was in the shower whistling and Anna said “I’m going to send Molly in okay?” I just froze wondering if she was serious or joking. Molly quickly said, “shut up Anna oh my gosh.” I just laughed it off and finished my shower.

When I came back out into the living area Molly kind of blushed, because of what Anna said while I was in the shower but that quickly subsided. We all three continued to drink and talk eventually deciding to watch a movie. Molly sat down on the right side of the couch and Anna sat in a big chair and ottoman just to the left of the couch. I sat on the left side of the couch leaving some space between Molly and me. About 30 minutes into the movie Molly kind of lays on her side and extends her legs out a bit and her feet are in my lap. Anna passed out about 40 minutes into the movie, which didn’t shock me since we were all three really drunk.

We were watching that movie Unfaithful with Diane Lane. It has a really hot sex scene in it and I start getting hard. I kind of shifted in my seat and Molly just kind of looks at me and says, “hot scene huh?” and giggles. I start lightly running my fingers along her leg and it only takes about a minute before she sits up and positions herself beside me and we start making out. Anna meanwhile is still very much asleep in the chair.

The kissing is intense and she puts her leg on the other side of me and straddles me as we kiss. I grab her ass and squeeze as we make out and start thinking about heading into the bedroom. I am really drunk though and she seems to have no intention or thoughts of moving from the couch. She takes her t-shirt off revealing her perky tits (she had no bra on). I immediately start kissing her stomach up to her chest and tease her nipples. I start sucking on them and licking them and she lightly moans.

After a few minutes of this she gets off of me and I think that she probably wants to head into the other room. To my surprise she quickly pulls down my shorts and takes my cock in her hand. At this point I’m thinking, “holy shit, Anna is asleep right there, what if she wakes up?” It was kind of thrilling, but I also didn’t know if she would be pissed or what. I honestly think Molly might have just completely forgotten Anna was still there asleep in the chair, at least for a moment, but I’m not sure. I just rolled with it and Molly started licking up and down the side of my cock. She then took it in her mouth and started sucking and sliding her tongue up and down. It is loud and sloppy and I keep glancing over thinking Anna is going to wake up at any moment. The movie is still on, so I thought our sounds would get mixed up with movie sounds and might not wake her up.

Apparently they didn’t mix enough, because I see Anna move slightly and rub one of her eyes. My heart jumped into my throat not knowing what would happen next. I just closed my eyes as much as I could while still being barely able to see, so it wouldn’t look like I was looking at her if she looked over at me. A few seconds later both of her eyes open and it takes a second, but she looks directly over at us. I still had my eyes closed (or at least they looked closed) and Molly didn’t even notice that Anna was awake. The reaction that came was not what I was expecting at all. Anna just lay there and watched as Molly sucked my cock. She kind of had her mouth slightly agape as if she was somewhat shocked or maybe just turned on.

Eventually I opened my eyes and just looked forward. It took about a minute before I had the balls to glance over at Anna and she just kind of smirked and still didn’t move. She kind of had her finger hanging from/touching her lip at this point. Molly gets up from sucking my cock and still does not notice that Anna is awake. She drops her shorts and panties and straddles me and slides my cock in her soaking wet pussy. Anna’s mouth opens wider and she kind of lays more on her back than her side. Molly slides slowly up and down on my cock over and over. I grab her ass and start slamming her up and down onto me and it feels amazing. I am pretty much looking at Anna the entire time and it is turning me on like crazy. Anna places one of her hands over her breast from outside her shirt and squeezes. I can’t see her other hand, because she has a blanket over her legs but I can tell she is rubbing herself from outside her shorts. After a few minutes of this Molly gets up off of my cock wanting to change positions.

She gets on all fours on the couch facing sideways I lick her pussy from behind for about a minute and then slide my cock in her from behind. I start going slowly and I see the moment that Molly realizes Anna is awake. Molly just looked at her and kind of laughed like “oh fuck please don’t be mad at me.” Anna just gave a little smile, but honestly looked too turned on to even respond much to Molly. Either way Molly got the point that this was cool with Anna. Molly’s ass looked great fucking her from behind and I just savored the view slowly sliding in and out. Molly began moaning loudly. I think she might have been turned on that Anna was watching too.

Anna began to get bolder and had lifted her shirt up revealing one of her tits as she played with her nipple. I began fucking Molly harder as I watched Anna do this. I was ridiculously turned on and damn near killed the moment by busting, but I slowed way down and kept myself from getting off. Anna threw the blanket on the floor around this time and clearly had her hand down her shorts playing with herself. I still had no idea where this was going, but I couldn’t wait to find out. I didn’t know if I would just fuck Molly until I came and then we’d all just go to sleep, or if Anna would get involved, or if I would fuck Anna after Molly in the other room or what. A few moments later Anna answered that question for me.

She stood up and walked over to me as I was fucking Molly from behind. She leans down and starts kissing me and takes her tank top off. I couldn’t believe this was happening. We had always been just such good friends. I mean I always thought there was a slight possibility we would hook up some day, but I damn sure never thought it would be like this. I begin sucking on Anna’s nipples as I continue to slowly slide my cock in and out of Molly’s pussy from behind. I try sliding Anna’s shorts off with one hand, but can’t quite so she helps me out and pulls them off. I slide two fingers inside her pussy and she lets out a moan. Molly is glancing back occasionally watching what is going on with Anna and me.

Anna motions for me to stop and sit down. I pull my cock out of Molly and sit down on the couch. Anna kneels down between my legs and starts sucking my cock. This was amazing by itself, but the fact that Molly’s pussy juice was all over my cock made it even more amazing. Molly just sat there beside me rubbing my chest and abs as she watched Anna suck. I reached over and played with Molly’s nipples and rubbed her clit to keep her occupied. Anna looked amazing with my cock in her mouth and would look up at me making great eye contact.

After awhile Anna gets up on the couch and straddles me and slides my cock inside of her. Her pussy was extremely tight and felt amazing. We started off the first couple of minutes very slow. I have no idea if either of these two had a bisexual experience prior to this, but they were definitely open that night. Molly began licking one of Anna’s nipples as she slowly slid up and down on me. She also placed a hand on the side of Anna’s ass guiding her up and down on me.

After a few minutes Anna slides off of my cock and motions for us to come to her bedroom. We get to her bedroom and Anna pushes me down onto the bed. She quickly joins me and straddles my face. I knew that she loved to have oral performed on her just based on previous conversation I had with her. I began licking and fingering her pussy and licking her clit. Meanwhile, Molly takes my cock in her mouth and goes up and down a few times to get it wet. She straddles me and slides my cock in her pussy. She is really going at it hard this time slamming herself up and down on me. After a couple of minutes Anna begins to shake and orgasm. She slides down beside me to recover for a minute.

After recovering she returns the favor to Molly and starts sucking on her nipples as she rides me. After awhile Anna motions for Molly to lie down. She does and I spread her legs and slide my cock back inside her. Anna then lies beside us and just watches as she fingers herself. Molly reached down and helped Anna sliding her fingers in and out of her as well. With her other hand she was rubbing her own clit as I continued to fuck her. Molly began to orgasm and let out extremely load moans and her pussy started gushing (I wouldn’t call her a squirter, but it’s the closest I’ve ever experienced to that).

I pull my cock out of Molly and Anna quickly gets on all fours ready for me to enter her. I just immediately start pounding Anna from behind. I was so worked up from everything that I was just in an animalistic mode. Anna is letting out gasps and moans, as Molly just lies beside us watching, exhausted. After a couple of minutes I start to lose control and tell her I’m about to cum. Anna turns around and opens her mouth signaling to me where she wants it. I start shooting streams of cum into Anna’s mouth and down her chin. She swallows every bit of it and I fell back in exhaustion. I think I lay there looking at the ceiling for a good five minutes before I even moved. It all felt like a dream. I couldn’t believe I just fucked Anna and I damn sure couldn’t believe I just had a threesome with her. Hell, it was my first threesome ever.

We all just lay there for a while not saying anything. Molly actually fell asleep after a few minutes. Eventually I got up and headed to the bathroom. When I came back Anna just gave me this awkward look and kind of laughed like, “wow, did we just do that?” I told her they could just sleep in the bed and I would sleep on the couch, so it wouldn’t be too weird in the morning in case anyone ends up regretting what happened. We woke up the next day and had some very awkward hung over moments. None of us really knew what to say and had headaches that didn’t allow us to put much thought into it. I eventually left and went home.

Anna and I tried to just go back to normal. We had a big talk and said we should just chalk it up to being a one-time thing and that’s that. I hung out with Molly a couple of more times and we had sex both times. The reason that stopped is because Anna asked me if we could talk. She told me that it turns out she wasn’t cool with just being friends after all of that and that she realized she has feelings for me. I agreed, so we decided to give dating a shot. We ended up dating for about a year and had an amazing sex life. Ultimately things didn’t work out, but we are still fairly good friends to this day.

Also, if you are a female and live near me you should send me a message. Might be a long shot, but would be cool/interesting to have sex with someone that enjoys my stories and then becomes a story haha

Source: reddit.com/r/gonewildstories/comments/3p5z96/im_back_unexpected_threesome_with_my_good_friend