Hey guys, sorry its been such a long time since my last post. I’ve had a lot going on recently and I haven’t found the time to sit down and write (and I’ve been helping my girlfriend write her stories for reddit too!)
So those of you who have read my old stories will be aware that me and my ex had a kind of open relationship and both slept with other people whilst we were together. When we broke up I was single for a long time, and then I wrote about having sex for the first time since my breakup. Then my new girlfriend wrote about how we got together and I’m going to share our stories with you guys as we make them!
So Holly, my girlfriend, has never been in an open relationship before, however after talking to her about it. We’ve agreed to take things very slowly, but she’s happy to try new things and see how she feels. This brings me to this story, and experimenting with the idea of adding other people to our sex life. So Holly knows everything I had done with my ex, and I explained to her the conversations I had with Mary about how we felt about certain things and why we felt certain ways.
Holly said that she was more than open to trying new things in the bedroom, with me and with other people. This was as long as it was one step at a time, we planned the situations in advance and if anything ever became overwhelming or if she didn’t like something knowing where the line was and not crossing it. Holly has never been with a woman before, and is bi-curious, so we discussed the idea of maybe bringing in another woman first. I don’t have any female friends who would want to do that, and Mary wouldn’t mind asking her friends, but wanted to explore other options first.
I then said maybe we could bring in another guy first, Holly has been with her share of guys, so she knows what she is doing. It didn’t bother me and also we knew we could easily find a guy who would agree to join us. I blacklisted my friends, they know I had an open relationship with Mary, but I wouldn’t ever let them join in with any of my partners. Holly said she knew three guys that she would feel comfortable with if they joined.
Guy number 1 was someone who Holly was friends with benefits with for a while before COVID. They matched on tinder and he was just looking for sex and Holly was ok with that. She enjoyed the sex they had so they did it a few times, before covid stopped people from seeing each other.
Guy number 2 was Timothee Chalamet, Holly’s celebrity crush, but neither of his knew his number so that was not gunna work.
Guy number 3 was one of Holly’s best friends, she told me they were really close and that they’ve been in certain situations before which meant she knew it wouldn’t be awkward depending on how things went. The thing slight problem was he was dating another one of Holly’s best friends. So we were looking at a foursome, not a threesome.
Holly was a bit overwhelmed with the idea of there being 4 of us, and chose guy 1. She got into contact with him and explained the situation, she was in a relationship now and was hoping to add someone else into the picture. Would he be down to have a threesome? He thought about it and ultimately declined, he wasn’t comfortable having a mmf threesome, even though he and I wouldn’t have done anything, he still wasn’t open to the idea.
This meant we were left with Holly’s friends. They’re called George and Keira. They had been dating since school, they’ve been together for like 7 years. Holly told me that they have had sex infront of Holly more times than she would like to admit. I had met them a few times already on nights out etc, and they were really nice people. The difficulty we had was, as they had been together for so long, and had always remained monogamous, would they want to change that after 7 years and try something new?
We invited them over to my place for dinner and told them we had a proposal for them. We pitched it as a double date initially. So that weekend they came over to mine, I cooked us some food and we all sat around the table and had a few drinks with the food. Me and Holy kept looking at each other, waiting for the other one to bring up our plan. We both wimped out and we finished dinner without saying anything. We cleared up and moved to the lounge, we stuck some music on the TV and had a few more drinks.
Once I had a few drinks in me, I plucked up the courage to talk about what we had planned.
“So Holly told me that she told you guys I was in a polyamorous relationship before” I said
“Oooh, yeah she did, was she not supposed to?” Keira replied.
“Oh no, its fine” I explained “I was actually going to ask what your views were on polyamory and monogamy were as a couple who have been together for so long”
There was a very slight awkward silence for only a moment, but enough that even drunk I thought I had maybe intruded a bit too much. I looked over to Holly who was waiting eagerly to hear their reply
“Well its something we’ve actually spoken about before” George said to break the silence.
“How did you and your ex decide you wanted to include other people in your relationship?” Keira interjected
I explained how it started as accidental exhibitionism, and just eventually evolved into what it was. We took things slowly and both had the opportunity to try things that lots of people possibly won’t. They explained that they lost their virginities to one a other, and had only ever been intimate with each other, and that after 7 years its definitely something that had been talked about, but never put into action.
The one time they tried, they tried to organise an ffm threesome, as keira was interested in being with another girl. They tried a couple of dating apps as a couple, but couldn’t find anyone they were happy to include.
I think the penny eventually dropped as to why I had asked. Me and Holly then explained that we were hoping to try some things, for Holly, to see if an open relationship would work for us. They were flattered that we had chosen them to experiment with, but they said they would have to think about it and talk about it together seriously before agreeing or declining. Me and Holly were fine with that we moved on and finished our evening and it wasn’t brought up again.
After about a week and a half, they messaged Holly to say that after thinking about it, and talking together, they were happy to have an experimental foursome with us. We organised the time and place with them and agreed we would lay down the rules in person before on the day before anything happened. It was going to happen at mine on the following Saturday.
The weekend rolled around and once again the four of us found ourselves at my flat, with a couple of drinks talking about what we were going to do. As I was the only one out of the four with experience of having group sex, I let the others decide their initial limits and explained that if anyone wants to stop or anything we would obviously all stop no matter what.
After some discussion, we agreed initially on not setting any limits, but to play it by ear, take things slowly and talk about how we all felt as things were happening. Holly was the most hesitant out of the four, it felt like Keira and George were going in with the expectation of having a full swap. After we finished agreeing some ground rules, we all started to loosen up and I suggested to get things going we play a strip game of some sort, that way we can all gradually get comfortable being naked with each other in a fun way.
We agreed and we decided to play strip uno. We set the rules that each time you had to pick up 2 or 4, you had to take of an item of clothing, and if you won a round, you had to pick someone else to take off an item of clothing. The rules were pretty loose as we made them up on the spot, but nonetheless, the game started.
After a couple of rounds, we were starting to get to the business end of the game. I was the first to be down into just my underwear. Holly had her shirt, bra and panties left. Keira was basically fully dressed still, she had taken off her socks and that was all. George was shirtless, but still had trousers and boxers to go. We play the next round and Holly is made to pick up 2, so takes off her top. George is made to pick up 2, so joins me in just his boxers. I win the round and I’m the first person to make someone from the other couple take off some clothes after winning. I get keira to take off her jeans and she obliges.
With the inevitability of someone being naked the next round, we go again. Keira is made to pick up 2, and takes off her top. We’re now all down to our underwear. Holly is made to pick up 2 and unclips her bra. The three of us had all seen Holly’s boobs before, so it was still exciting, but nothing new to any of us. Keira is made to pick up 2 again. Its her turn to take off her bra. Nothing new for Holly or George, but this was the first time me seeing her tits. She whips off her bra and she reveals her two small but perky tits. I think she is an a cup, but despite being small, she had very nice nipples and they were incredibly pointy.
Holly wins the round, and she makes me take off my boxers. I’ve got a semi that I was hiding whilst sat down which is about to be revealed to everyone. I stand up, with my bulge very prominent and drop my boxers to the floor, I kept my eyes on keira to see her reaction, she grabbed an eyeful and made a slightly awkward and nervous chuckle, I glanced across to George and he was also getting an eyeful. I sat back down and we played the final round. George was next to strip, and he also stood up like I had done to take off his boxers. He also had a semi from the looks of things and he dropped his boxers to the floor.
He had a pretty decent cock, it looked roughly the same kinda size as mine however he was circumcised whereas I’m not. He sat back down and finally the round finished with neither girl being made to pick up. Instead of the winner choosing one of the girls, they just agreed to strip at the same time. Me and George made them stand next to each other and drop their panties simultaneously. As their pussys came into view, I watched Holly first, despite seeing her naked plenty of times before, it was her vagina I wanted to look at first.
Holly is completely clean shaven down there, and she has an amazing cunt both to look at and fuck. I took a look, then looked at her in the eyes and gave her wink, she was smiling ear to ear and winked back at me. I then look to my right, where keira was standing, she had a trimmed bush above her vagina, and she looked very very hot standing there completely naked.
I was starting to get very turned on and suggested we should all move into the bedroom. We took our drinks and headed to my room, I have a large double bed, so there was plenty of room for us all to spread out on my mattress. As we got into my bedroom and set our glasses down. We stayed in our couples initially, I sat on the foot of my bed and Holly came up and stood between my open legs, we kissed each other and I reached back, grabbed her ass and pulled her closer to me. Her tits squeezed against my chest and my cock pressed against her stomach.
I didn’t pay much attention to what keira and George did initially they went to the side of my bed and I think they watched us make out for a moment before doing the same themselves. As I continued to squeeze Holly’s ass, I explored further with my right hand and reach back until my hand dipped below her asshole and onto her pussy. I was expecting her to be a lot wetter than she was, I was now fully erect and turned on and assumed she would have been too. She still moaned as my fingers ran over her pussy. As I slowly and gently rubbed her, she started to become wetter and I could feel her whole body loosen up.
Holly dropped to her knees so her mouth was level with my cock and she started to give me head. I took this opportunity to turn my head and see how the other couple were getting on. They were still making out in a similar position to how me and Holly just were, but they both clearly had one hand touching the others cock and pussy.
For now we were staying in our couples, like we had agreed before hand. Everyone wanted to see if they felt comfortable being naked and intimate infromt of each other before considering any kind of swap. I turned my attention back to Holly who was really giving it 110% on the blowjob she was giving me, doing her best to show off. She then took all of me into her throat and gagged slightly as she lifted herself off. The noise was enough to draw the attention of the couple behind me who Holly was looking over at.
I turned my head back and sure enough they were both looking over at us, more specifically looking at my cock which was half inside of Holly’s mouth. I stood up and made Holly get onto the bed. I got her onto all fours, as if we were about to fuck in doggy, however I crouched behind her and started to return the favour. I buried my face into her pussy and ass and I let my tounge explore all the familiar corners of her vagina. I could hear Holly moaning, a lot more than what she would normally be if it was just the two of us. It felt like she was exaggerating the pleasure slightly infront of our guests. It worked for me though, hearing her moan made me go for it even more and I slipped a few of my fingers into her as I continued to please her.
Eventually I pulled my face away and observed what had happened since I went down on Holly. There was still an imaginary wall between the couples as everyone was sure to be on different sides of the bed. Holly was still on all fours on the left side of the bed with me behind her, and to our right, George was laid on his back with keira sucking him off on all fours next to where Holly was. Me and Holly were both watching as keira was giving George head. I also took the opportunity to have a good look at keiras pussy as it was bent over and on display, and my god was it a beautiful sight.
“So how is everyone feeling so far?” I asked. There was a flurry of answers as everyone said they felt good and was comfortable with what was happening so far.
“Ok”, I said “well how do we feel about Holly maybe leaning over and helping keira?” I asked. Holly looked over her shoulder at me with a smile to say she was happy. George and keira looked at one another and kinda nodded and agreed they would be OK with that.
As me and Holly had initially agreed to introduce another guy first, and George and keira had mentioned they tried to introduce a girl first, I thought the first logical step would be for the three of them to experiment first. I stood back and watched as Holly leaned across and started to help keira with sucking off George. I didn’t mind standing to the side for a moment on my own and watch as Holly grabbed hold of George for the first time and ran her tongue up the side of his cock. It was actually really hot and I started to masturbate standing up watching the three of them enjoy each others company.
Occasionally i would reach across to Holly’s pussy and rub her clit gently, but I didn’t want to overwhelm her as she was busy concentrating up the other end. I was still completely happy just watching on, and I didn’t want to rush anyone into doing something different or mixing it up, but after a few minutes the girls said it was only fair for them to lay me down and give me the same treatment.
I was laid down on my bed and the two girls took their places either side of me as Holly lead the charge by taking my cock and swallowing it before keira had a chance to touch it. Holly let go of me and let keira explore. Where she had only ever been with George who was circumcised, she was a bit confused what to do with my foreskin. We had a little laugh and Holly explained that it didn’t really do much different and she just had to do what she did with George.
I sat back and relaxed as the girls took turns taking me into their mouths. For the moment, George just looked on as his girlfriend sucked me off. After a minute or so of sucking me off, keira told George that he didn’t have to just stand there and that she wanted him to fuck her in doggy. He got behind her and spat into his hands, he rubbed his saliva around her pussy before pushing his cock inside her. As he initially started to fuck keira, she had my cock in her mouth and as she moaned I could feel it vibrate my dick and it felt so good.
Holly let keira take full control over both cocks for a moment as she moved herself up closer to me so we could make out. We kissed and I ran my hands over her and grabbed a handful of tit too. I could still feel keira going to town on my cock, she certainly didn’t hold back and she was pretty good at giving head. She was still getting fucked from behind by George who was clearly enjoying himself from the grunts he was making. Whilst kissing Holly, with one of my hands I leaned forward and rubbed her pussy, I didn’t want her to feel left out.
She was soaking wet, I knew she was ready to be fucked so we all took the time to move positions and see how everyone was feeling. I asked if everyone was having a good time, and they all said they were having an amazing time. No one was uncomfortable with anything that had happened and I asked what everyone wanted to do next. I knew Holly was waiting to be fucked, but I wanted to see if she was willing to try being fucked by George or whether she wanted me to.
For now we agreed to get back into our original couples, have some time to talk to each other and see from there. George and Keira went out from my bedroom into the kitchen to grab a few more drinks and have a chat, and that let me give Holly my full attention. I laid her down on my bed, and climbed on top of her so that we could have sex in missionary. She was so wet I was able to slide in with ease and Holly wrapped her arms around my back and pulled me deep inside her. We kissed and fucked for a few minutes, I kept it nice and slow for this time so Holly knew that I was only thinking and focusing on her. If we were going to go further with Keira and George I wouldn’t want her feeling forgotten by me. We also had a chat about how she was feeling, how she felt sucking off George and seeing keira go down on me.
She told me it was a little strange at first, but she never felt awkward or it never felt wrong, it excited her and she really enjoyed having other people around. I then asked her how she felt about the possibility of having sex with George, or seeing me fuck keira and she was slightly hesitant in her response. She said she would definitely be open to trying it, just maybe not today. I completely understood and told her that works for me as I would get to fuck her all to myself.
After we finished talking I started to go a bit faster, still in missionary I was thrusting a lot quicker than I was when we were talking. It was at this point that George and keira re entered the bedroom. Me and Holly both looked to our side, whilst still fucking, and spoke to them about what we all wanted to do next. They said that they had really really enjoyed everything that had happened so far, and they were happy to keep experimenting as long as we were. We explained how we felt and for now we agreed we would just have sex in our couples for now and maybe consider finishing as a group.
I suggested that maybe we both could get into cowgirl, and that way, anyone could easily lean across and still touch and interact with the other couple. Everyone was happy to try that, so me and George laid down on our backs side by side on my bed. I was on the left and George was on the right. Our respective partners mounted us and started to simultaneously ride us. From my view I was able to look straight forward and see Holly bounce up and down on my cock, and also look to my right and see Keira do the same to George.
Both me and George ran our hands around our girlfriends body, but I wanted to see who would touch the other couple first. After a few minutes of being like this, I reached across and grabbed Keiras tit. I was the first person to reach across to the other couple and touch them whilst they fucked. Almost immediately George returned the favour and leant over to grab a handfully of Holly.
This continued for a little while before I took it a step further and also began to rub keiras clit and she rode George. She greeted my touch with a moan and encouraged George to do the same to Holly. He tried but seemed a bit nervous to do so, later I found out he was worried about potentially touching my cock. Nonetheless, keira then reached across and rubbed Holly’s clit instead. Before hand we had established that no same sex stuff would happen unless we agreed first. Both girls were kinda bi curious, but didn’t want to do that today. However Keira just helped herself to a rub of Holly’s clit and absolutely no one cared. The surprise of it was a real joy for Holly, I could feel the shock she felt as her pussy tightened around my cock.
This must have also had an effect on George, the sight of his girlfriend touching someone else was getting him close to cumming. He had to stop keira from riding him and he stood up in order to prevent himself from cumming too soon. I have to admit I was happy he did because I was also incredibly close to finishing too. We then spoke about how we wanted to finish things up. If anyone wanted to try anything else today before we finished.
We decided we would save a full swap for another time maybe and for now we would focus on getting everyone to orgasm. I suggested we could lay in a square shape, all give and receive oral at the same time. They decided that was a great idea and we also thought that the girls should suck off their boyfriends, as neither girl was too keen on dealing with the other dudes cum. We all got into position. I laid on my side and positioned my cock so Holly was able to get her hands and moth to it. Keira then laid herself down infront of me, and spread her legs to allow me access to eat her out.
I have to admit, it took me a few minutes before I really got going. Her pussy was sweet and very tight, I was only able to easily get 2 fingers inside her, and the angle I was sat at made even that difficult. I also had some trouble initially reaching her clit with my tounge from how I was sat. So the first couple of minutes the poor girl probably thought I was never going to get her to cum.
All the while I could feel Holly taking me really deep into her mouth, I could also feel her moaning and it felt really good on my cock. I started to finally find a position that really worked for me. I was able to really enjoy everything Holly was doing to me, whilst doing my best to give keira a good feeling too. A few minutes like this passed and I heard a lot of grunts and moans from the other side of the square. It sounded like George was cumming, and he was. I couldn’t see what was happening, but suddenly keira moved her body back. She was clearly no longer suckjng off George and she moved into a more natural position for me to give her oral. I was now able to give her everything in a position I was used too.
With George being the first to finish, our oral square turned into a straight line. Leading it was keira who was now sat upright on my face, I was on my back and Holly was still sucking me off. She was on all fours and I assume George must have been behind her still giving her oral. This line meant I was able to give much better oral, but also receive it. Its very rare for me to cum during oral, but the occasion got the better of me and I was next to blow my load. I felt Holly’s lips wrap tightly around my cock and I pumped my loads into her mouth.
Now it was just the girls left and me and George continued to eat out each others girlfriends. Keira was still sat on my face and Holly had flipped to her back and had George buried in her lap. As Keira got close to orgasm, she started almost grinding my face, I could tell she was getting closer until she eventually pulled herself away from my mouth and crashed down onto the bed next to me. It was only seconds later than Holly also orgasmed and with that, we were all done.
The four of laid spread across my bed for a few moments, all of us to catch our breath. No one said a word, we laid their in a blissful euphoria, letting our bodies recover. Eventually George stood up and threw on his boxers, this was followed my thr rest of us. We all got redressed and spoke about how we all felt now that we had finished. Everyone had a really really good time. No one was unhappy with anything that happened and we all were eager to try it again sometime.
Once we were redressed, keira and George gathered their things and left. Me and Holly went to the lounge and watched some TV before heading to bed. We haven’t planned our next foursome yet, but it will probably be next weekend. We’re all excited to go further this time and I’m definitely going to write about it and post it here once it happens.
Source: reddit.com/r/gonewildstories/comments/spxkbh/me_and_girlfriend_experimented_with_her_friends
Super hot! One of our fantasies too!
Very hot and wholesome at the same time. Well done!
Great story. Thanks for sharing.
Wonderful story, real and loved the communication all throughout
Great story, looking forward to part 2!
Hey guys. Timmy C. Great to know I’m your celeb crush. DM me for personal details so I can jump in on this action. (Keep it in the downlow though…. Thanks).
In the meantime – keep writing and sharing. Maybe even some visuals too…
Damn, hot story and also some good tips on how to make these experiences successful. Well done!
Enjoyed this, thanks!
you seem like a chill dude to have a fourway with
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