Hello,
This is a story about the first time my girlfriend and I had a threesome with another guy.
Let me start off by telling you a little bit about the two of us. I'm Caucasian, about 6 feet tall and in pretty good shape. I don't have a perfect 6 pack by any means, but I also don't have a beer belly either. My dick is above average in length, about 8 inches hard, and about your average thickness. I've always tended to think of myself as a pretty decent looking guy too, which I assume is how I was able to pull off my crazy, sexy girlfriend who we will call Hope. I won't describe her as these pictures will give you all you'll need to know about her.
This all began after about two years of us dating. We got moved apart by about two hours due to work and school and what not, but that was never really a problem because we would make arrangements to see each other about every other weekend. With her not being as close as she used to be, that meant I wasn't getting as much as I previously had been, so I did what every other guy does, jack off. I would watch porn probably every other night, and after a while I began to get interested in a certain category. I loved seeing women get stuffed by these guys that have monsters in their pants, and before I knew it I started to picture Hope in the girl's positions in the porn video. This was frightening at first, because I had never really considered myself bi or anything, but just the thought have Hope getting drilled by one of these got me so hard! So I set out on a mission to get her to have a threesome with me and one of these guys who was packing some heat.
I thought the best way to get her into the idea would be to start slow with maybe some toys or something, so after a bit of convincing she agreed to go to the sex store with me. We looked around for a while and I had kept hinting at getting one of the thick long ones but she was pretty hesitant. After a little encouragement and telling her we could just try one and see how she likes it, she agreed. We ended up with a pretty big dildo that could vibrate, and was about 9 inches long and a little thicker than my dick.
Skip ahead to that night, we are having regular sex when we both agree it's time to try our new toy. We figured the best way to use it would be for her to go in doggy position and for me to use it from behind. So I grabbed some of the lube that we got as well at the sex store, lubed it up and started to enter her slowly. As soon as the head got inside of her she started to brace and grab the pillows really hard and let out a "oh my god". I immediately stopped and asked if she was okay and all she says was, "yes. Keep going."
So that's what I did, I slowly started pumping it in and out of her faster and faster each pump until she was practically screaming in ecstasy. She started to say things like "oh my god it's so big" and "harder baby harder" and "fuck yeah it feels so good", which was new to me because we never really talked dirty to each other before. After pounding her with this thing for about five minutes or so I noticed that the sound started to sound a lot different when I would push it in. It sounded as if I was just sticking the dildo into a pool of water or something which was weird because she never got that wet whenever we would have sex. She started to say how she felt like she had to pee and she thought I should stop but I knew exactly what was happening so I started to pushed harder.
I gave it another 10 or so real hard pumps until I pulled it out real fast and she let out a huge moan and a stream of liquid shot straight down towards the bed. I couldn't believe it, I just got my girlfriend to squirt! So I put it back in her and kept doing it until she came real hard probably three more times. This turned me on so much that I threw the dildo to the side and flipped her on her back, and my dick just slid right in. She's usually super tight, especially because I'm only the second guy she's ever had sex with, but it almost felt as if I just had my finger in there or something because there was barely any pressure around my dick. I started to just pound her as hard and as fast as I could.
However this barely phased her and I wasn't quite sure if it was because how exhausted she was from squirting a few times and having some killer orgasms, or if the size of of the dildo made it so she could barely feel me. Either way, it took me only maybe two minutes before I had to cum so I pulled out quick and shot it on her stomach. She used to be on the pill and always asked me to cum in her but I was always too scared so I would pull out, but she was having some side effects from the pill so the doctors took her off of it a month or two before so I would make extra sure that I pulled out after that when we had sex.
After we got cleaned off and everything we hopped in bed, and I asked what she thought. She just looked at me and said, "that was amazing, I had no idea it could feel that good" and I chuckled a bit and said well yeah you know what they say, the bigger the better. She kind of got frustrated with this and reassured me that I was big and that I pleased her too.
So when we would have sex after that, after a little while she would always hint at me that she wanted me to use the toy on her in which I would obviously do so. She would have great orgasms and got soaking wet, and it always made the sex better for me because she was wetter than ever! It had seemed that step one in my plan was a full success, so I proceeded to step two where I would introduce the idea of another guy to her.
A few months later after we had been using the toy for quite some time, I suggested that maybe I should lay under her and she can suck me off while I use the dildo on her as she's in a doggy type position over top of me. Of course she was down for the idea, so that's exactly what we did. I laid down and she got on top of me in a 69 style position and started to suck my dick, and I stuck the dildo in her pussy. I started pumping in real hard, then even started to lick her clit while I was pumping it in and she was having the time of her life. She was moaning louder than I had ever heard, I could clearly tell she liked what was happening. So after a bit I pulled it out and we flipped around and she started to ride me. I said "god it's so hot watching that go in and out of you while you go down on me" and she kind of moaned and said "oh you like that?" with a wink. I then said "yeah baby. What if that was someone else behind you with a cock that big?" She got mad at this, and hopped off and stormed to the bathroom asking why I would even say something like that. It appeared that step two of my plan was a complete disaster, so I kind of put the thing to the back of my mind to try and forget about it for a while. That was until she mentioned it again a week later.
"Would you actually like to see me fuck another guy?" I thought this might be a trap, but I figured what do I have to lose. "I mean yeah I think so, it's so hot watching you in ecstasy and getting to actually see and enjoy it without me lost in that pleasure too" I said. She thought for a minute and said "well I've been thinking that maybe I would like to try it out and have a threesome, but with some obvious ground rules first." I couldn't believe what I was hearing, my plan actually worked and she actually wanted to go through with it! So we talked about it for a little while and we came up with these ground rules: no kissing with the other guy, everyone has to use condoms at all times, either of us can stop it at any time, and if either of us don't enjoy it after it's over then we will move on from it forever. Other than that, it was all fair game. We agreed that she got to pick the guy, but I had to approve of him before we went through with it.
So about two weeks passed by and Hope and I went out to a bar on a Thursday evening to grab some food and a couple drinks since we both took that Friday off. After we were there for an hour or so I get a text on my phone, and it's from Hope who is sitting right across from me at the table. Her text says "I think that guy over there in the blue shirt and black joggers is like super cute and he's looked over here probably five times, can I go talk to him?" I look over and see this guy probably 6'2" tall, very muscular and very good looking. I texted back "go for it".
She gets up and walks over and they began to talk and she sat down at the stool next to him. She was over there for probably 30 minutes before I saw her walk up and go to the bathroom. As soon as she get in the bathroom and texts me "I think we found the guy, I told him we wanted to have a threesome and he seems super down. Are you okay with that?" All these thoughts started to run through my head. Did I really want to go through with this? Did I really want this guy to put his dick in Hope? I texted back "let's do it". So we left the bar and took an Uber back to our place because we all had some stuff to drink and no one felt comfortable to drive.
When we got back, I fixed up a couple drinks and we all sat around and talked for probably an hour or so. The guys name was Chris, and he was a few years older than us and seemed like a great guy. Conversation started to sputter a bit so I said "well, let's get this show on the road" to which they both agreed, so we all headed back to our bedroom. Once we got in the bed room I started to make out with Hope, and Chris took off her shirt and started to play with her nipples. I could tell she was really liking this because she was getting real in to making out. Before I knew it, Hope's pants were off and Chris' head was between her legs going to town on her freshly shaved pussy. She started to moan, and not long after she told me to get inside of her.
So I grabbed a condom from the night stand, slid it on and laid down on the bed, and she got on top of me and sat right down on my dick. And started to get into it real fast and began bouncing up and down pretty hard. She leaned forward some so I could suck on her nipples some, and after maybe 30 seconds I heard her gasp, so I stopped and looked over and Chris had taken off his pants. And I don't blame her for gasping, because the size of this guy's cock was almost too unbelievable, he was probably 9 inches in length and wasn't even fully hard yet, and twice the thickness of mine! She said "I don't know if this will fit!" and proceeded to grab his cock with her compareably tiny hands. She was in utter disbelief at Chris' junk, and that's when I started to question whether or not this was a good idea, but it was too late to turn back so I started to suck on her nipples again and from there we went. We scooted real close to the edge of the bed, and she started to suck his cock as she was riding me. It took all the rhythm out of what we were doing, I could tell she was more concerned about pleasing him than me and it was beginning to not even be pleasurable. I could barely see what she was doing because of the angle we were at, but I could just hear the slurps and spits and it sounded like she was doing a decent job because we was quietly moaning.
She pulled his cock out of her mouth and said "alright let's switch it up, how about you two trade spots". So I got up and went over to the edge of the bed where Chris had been standing, and he laid down where I was. I now noticed that his cock had grown and was fully erect, and was definitely over 10 inches long at this point. I tossed him a condom from the night stand and he slid it on and she began to mount him. We figured this would probably be the best way for them to start so she could adjust to it how she wanted.
She slowly started to ease his head in her and her mouth just dropped. She said "oh my g...." and slid down a little further. She came all the way out, then started to slide back down again this time a little further. She kept doing this again and again, going further each time, until she was almost all the way down. The look on her face was priceless, she had no words and her mouth was completely wide open as if she was about to scream. Then he started to move it in and out, slowly at first, then ramping it up to a good steady medium pace. She was in absolute heaven, saying how much she loved his huge cock and how she had never felt anything like this in her life and telling Chris to go faster.
I caught myself just staring for probably five minutes, so I decided to go over so Hope could suck me off. I put my dick near her lips and she let it go in, but I kind just let it sit there while she moaned with every pound Chris was giving her. She had completely forgotten I was even there, even though my cock was in her mouth. They went at it for another five or so minutes before I said I wanted back in. So Chris got up and I told Hope to lay on her back, and I got on top of her and my cock slid right in. It felt almost like it felt after we would use the dildo but this time even worse, I could barely even feel anything other than wetness, so I bet she barely felt it at all. She kind of laid there motionless as I started to pound her. It wasn't but two minutes before she noticed Chris was just standing off to the side stroking his cock, and she said oh we can't let out guest just stand there let's switch it up. She asked Chris what position he would like to do, in which he responded doggy style. So she hopped up to the foot of the bed, turned around and got on her hands and knees, and stuck her ass up high in the air.
I took the opportunity and laid down as if I was going to bed with my head up on the pillow almost, and positioned my cock right in front of her face so she could blow me while he was going in from behind. As I was getting situated he leaned in and said something to her, in which she just nodded her head and that was it. I didn't ask about it, and once I got positioned she took my cock in her mouth and he was getting ready to enter her. I could tell when he pushed in because I thought she was going to bite my cock off! She pulled her mouth off quick and grabbed my legs for bracing and yelled "holy fuck". I figured with this position, he must be able to go a little further and hit her spot so I sat back and enjoyed as she she gave me a very sloppy and unconcentrated blowjob. They went at this for probably 10 minutes and he was hitting places that she never knew could be reached. She was grabbing my legs, scratching, screaming and moaning, doing just about everything she could to keep sane while he was drilling her tight pussy from behind. Without notice, he flipped her over and began to really drill her in missionary. She was getting real into this I could tell, she already had at least two orgasms and I was sending another was coming soon.
All of the sudden she grabs his head and pulls it down to hers and she starts to make out with Chris, while I'm laying right beside her watching. We had made that rule that there was to be no kissing, but I was so turned on I didn't even care. She was attacking his face, launching her tounge down his throat in which he would do the same. They were hardcore making out, on my bed with me beside them, going to town, and I didn't even care. It wasn't long until I grabbed my cock and started to stroke it nice and slow as I was sitting back watching this live porno happen in front of my eyes.
They went at this for probably 20 minutes, with her having another two orgasms and soaking the entire bed, when I heard him say he was getting close to cumming. It was at this point when Hope wrapped her legs tight around his back and looked Chris in the eyes and said "fuck me harder". And somehow, that's exactly what he did. Chris started to slam her cunt harder than I ever dreamed of, and in less than 30 seconds he started to cum. Now I wasn't all that thrilled that he didn't pull out, but I figured she was in the heat of the moment and knew he had a condom on so she didn't really care and just let him stay in while he came.
It was at this point she turned over to me and said very softly "I hope you aren't mad at me..." and as I started to say why he pulled his cock out and to my very surprise the condom was nowhere to be found. I couldn't believe it, I didn't know what to do. I asked if it came off inside of her or what happened, and she told me that while he was getting ready to fuck her doggy style he asked if he could remove the condom and she let him.
I didn't know what to do, I was just laying there on the bed in shock that my girlfriend who is no longer on the pill let Chris shoot his load deep inside of her unprotected pussy. All she said was, " you better make sure you get it all..." Before I could even get the words out to ask her what she meant her destroyed and swollen pussy was shoved straight into my face. At this point I was still extremely horny from what I had just seen, even though she wasn't on the pill it was still extremely hot. So without even thinking I just started to go to town on her pussy. I felt his warm stream run right into my mouth and down my throat, and loved it so much I wanted more. I began to suck on her pussy and even slid a finger in to try and dig it all out, and she was loving ever last minute of it and started to take my still very erect cock in her mouth. Chris must have really liked what he saw because I saw him grab another condom and slip it on his already hard again monster cock. Since we were in the 69 position, I started to move out of the way as he approached so he could have access and he said I should be fine and to keep going to which I was confused but happily obliged.
Not even 5 seconds later I hear a screech come from Hope as she pulls my cock out of her mouth and latches it onto my leg. I was confused, but then opened my eyes and look up and Chris had his humongous cock halfway into her ass. I was so turned on by this, but immediately got confused because we had tried anal twice and she told me to stop right away. I didn't even have time to say something because before you knew it he was slamming in and out of her virgin asshole, and she started to love it. She was loving it so much, she started to say things I've never heard come out of her mouth "oh you like that asshole Chris? My bitch of a boyfriend hasn't even gotten close to it". After a few minutes of this punishing, he pulled out and pulled her off of me and flipped her on her back and wrapped her legs around his neck. And entered her asshole again and started absolutely obliterating it.
Hope asked if I would go grab them something to drink in which I did because I wasn't doing anything at this moment anyways, and wanted to make them as happy as possible. I was out fumbling with the liquor for maybe five minutes when Chris walked out buttoning up his shirt and said "see ya later bitch boi" and walked out of the door.
I went back in to see Hope just laying there in the bed, in utter disbelief of what just happened. I saw my chance and hopped on the bed and entered her as fast as I could. I could tell Chris just have finished inside of her because it felt unusually warm and I looked down and saw his load oozing out all over my cock. This turned me on even more and I was probably going to town on her for a minute and a half before I said I was about to cum. I told her I was just going to cum in her and she said "no don't do that I'm not on the pill anymore!" and pushed me out and I came on the bed.
I tossed over beside her and we both laid there a minute before she said "I hope you know that's the last time you're going to get to fuck me for a while. Chris will be coming over more often and said I only get to fuck you when he says I can." I didn't know what to say. I just laid there for a while, and realized what had happened. I accidentally cucked myself, and there was nothing I could do to stop it.
So this is my story guys, hope you liked it!
Me & Hope