Letting My Girlfriend Explore Her Bisexuality

I didn’t fit in much at school. I had a very small friend group and they were all guys. We played lots of video games, not much sport, slightly nerdy but still underachieving. You understand the type. When we all moved to University we were spread out across the country so I was forced to make new friends at uni. My year 1 flat mates were cool, there was 6 of us in student accommodation and they sort of became friends of mine.

One person I got really close with was a girl named Ashley, she was outrageously beautiful, in a very classy way too. She had a rich family and was studying psychology at uni, she was tall and slim with perky little tits and an above average looking ass. However I found out very quickly that she was a lesbian, so our friendship was always only platonic. This didn’t stop us however talking about girls to one another. We were both on tinder, looking for girls and we would often match the same person too. Ashley actually ended up meeting her current girlfriend on tinder, her name was Megan. They dated for a few months before becoming an item and they’ve gone from strength to strength since. After year 1 of uni, we moved accommodation and I was in a different flat to Ashley. Now in a relationship too, I started to see her a lot less. We would still catch up maybe once a month over some coffee and texted frequently, but naturally we grew apart slightly.

In 2nd year I also found myself a girlfriend. Her name was Holly. We met on tinder and to be honest at that time we were both just looming for a not strings attached hookup. We didn’t even go on a date before she came round mine and we slept together. However, neither of us expected to have such a spark from a proposed one night stand. The morning after out first night together, she decided to stay with me for the day and we actually started chatting. A few months later we decided to make things official and I was in my first serious relationship.

Things went really well, we had the occasional bump in the road but nothing that really derailed us and going into our third and final year of uni we got a place together. We had only been dating about 9 months at this point in time, but Holly had more or less moved in with me anyway by that point so we found a place together. We made it to a year, then to 18 months and then we graduated. We both found jobs and stayed in our flat and after 2 years together, everything was amazing.

Our sex lives were incredible too. With this being my first ever relationship, my only sexual experiences before hand were completely casual and very boring. I never got to try things I wanted to try, try things the other person wanted to try etc etc. After 2 years of sex with Holly, I think we had tried just about everything under the sun. We both explored the kinks that we had and found out what we did and didn’t like. We had sex very regularly and I was in wonderland. Holly worked out a lot so her ass was perfect and she had a stunningly toned stomach. Her tits were C cup which for me was perfect, not too small, not too big. I was obsessed with her body and she couldn’t get enough of me either.

There was however, one thing that Holly had never had a chance to explore. She was bisexual, and she had never been with another girl. Don’t get me wrong, I was more than open to seeing Holly get busy with another girl, as long as I was allowed to get involved too, but neither of us had any idea how to find a one time partner for a threesome. It also was something that Holly wanted to try, but wasn’t desperate for. We just left it at if we ever found ourselves in a situation where that situation came up, we would take it.

Some more time passed, and one day I had a catch up drink with Ashley. She was still going really strong with Megan, she was really happy, had a good job and it was really good to see her. As more and more drinks were had, our conversation started to turn. Like I’ve already said, our friendship was always platonic, but that never stopped us talking about sex and things we liked and didn’t like. I’d heard so much about Ashley’s Uni sex life it was like I was in the room whilst it was happening, and it was the same for her. I told her about all the things that me and Holly had experimented with and that at some point we were hoping to have a threesome.

Ashley said that herself and Megan had also done their fair share of experimenting too, including straps on and the like. At one point whilst we were talking Ahsley joked that holly could join her and Megan one evening to get a chance to explore. It was no secret that Ashley was attracted to Holly, but we laughed it off and bizarrely I moved past the idea pretty quickly as I wasn’t involved.

At the end of the evening, we went our separate ways, and the next day I was talking to Holly about our evening. I remembered that Ashely had joked about an female threesome with Holly. I told this to Holly in a jokey way too, like “ha, can you believe she suggested that” kind of thing. However Holly was left more curious than amused. She started asking me questions like “do you think she was serious?” “Would they actually want to do that?” Etc etc. I was slightly confused as the plan had been wait for an opportunity to arise where I could also be involved. But I don’t think I would have overly welcome in a foursome with 2 lesbians.

We moved past the idea, or so I thought. A few weeks later, I had completely forgotten the whole discussion until Holly told me that she had messaged Ashley behind my back. She told me she let curiosity get the better of her and that she had planned to meet with Ashley and Megan to discuss in person the prospect of a threesome. I was left a bit stunned, slightly hurt that Holly had gone behind my back, but I knew and trusted Ashley so I came round to the idea pretty quickly. That weekend, Ashley and Megan came round to our place to be more serious over the idea of this happening.

Obviously as Hollys boyfriend, I still had a say in what happened, when and where etc. Holly was obviously excited about the idea of being with intimate with 2 women, but not at the cost of our relationship. And Ashley was the same but with the cost of our friendship. So that evening the ladies joined us and got talking. We all agreed on the following, the threesome would take place at mine and Holly’s. I was allowed in the room, but I had to keep it in my pants, and do my best to not gawk over Ashley and Megan. We would do it next Friday and finally we agreed that at any time if anyone was uncomfortable or wanted anything to stop. We would all immediately agree to stop and talk.

That week my feelings yo-yo’d all over the place, one moment I was thrilled to be able to watch a lesbian threesome with 3 attractive ladies with my own two eyes. Then I was worried about what it would do to my friendship with Ashley, if seeing her naked, having sex with my girlfriend would ruin anything. I think I had every thought under the sun that week until finally it was Friday.

Ashley and Megan arrived at ours in the evening, and we got straight into business. Holly lead the girls into the bedroom, and I awkwardly followed behind. In our room, the ladies made themselves at home on the bed. I had moved a chair into the room earlier in the day for me to sit on whilst I watched the action.

Despite being incredibly attractive, I was more nervous than excited to see Ashley naked. I’d known her for quite a few years at this point and once I found out she was a lesbian I’ve never looked at her in that light. However before we got that far, the girls took things slowly initially. There was a lot of kissing and groping, but not much else to begin with. It was strange seeing my girlfriend kiss someone else. It was hot, but also slightly uncomfortable. After a lot of kissing, items of clothing started to be removed. Eventually the three girls were down to their underwear.

This was the point in which it was difficult for me to sit comfortably, my cock was growing and restricted by my jeans and it was only going to get more uncomfortable for me. Ashley was the first to remove her bra, however she was sat with her back to me at this point, so I couldn’t get a look at her perky little tits. Megan quickly followed and I got a glance at her breasts, she had the biggest boobs out of the three, and personally slightly too big for my liking. I tried my best not to ogle at her too much. Finally Holly took off her bra and I looked at those familiar tits and they looked back at me.

The girls conversed about what they wanted to do first and who was going to do what. They decided that Ashley and Megan would take turns eating out Holly. I’m pretty sure I even heard Ashley joke and say “then you can feel what’s it’s like when someone who knows what they’re doing is in control”. Holly laid back and the others pulled her panties down her legs and off her body. They were thrown in my direction, a reminder that they knew I was sitting there. With Holly laid back and Ashley and Megan hunched over by her pussy, that meant they were both positioned in doggy with their asses aimed straight at me.

I know I had agreed before hand to not stare too much at the girls, but no one could see where I was looking right now and I was fully taking in everything on view. Both girls still had their panties on so my view was limited, but both girls looked amazing from behind. I could hear Holly moaning as the girls worked their magic on her until finally I heard Holly start orgasming.

Holly suddenly sat up and let the girls know she had cum and needed a minute. She said it was incredible and having 2 people go down on her at the same time and it was a sensation she could never dream of before. Ashley now said it was time for Holly to return the favour. She laid down where Holly had just being lying and wiggled her legs, motioning Holly to take off her panties. My view was still partially blocked by the bodies but now I had the familiar sight of Hollys wet cunt infront of me. Holly slipped off Ashley’s underwear and threw them my way, subtly but intentionally. They landed on my lap and I folded them and placed them on the floor next to me. It was pretty surreal handling Ashley’s wet panties, but I tried to not get ahead of myself.

As Holly got to work Megan relocated until she was sat ontop of Ashley’s face. She discarded her panties just before she sat on top of Ashley, but this time they were thrown to the side, away from me. This new position meant that Megan was able to look straight in my direction, and she could watch me as I watched them. I kept focus on Holly’s pussy as much as I could. I got glimpses of Ashley’s body, her tits looked perky as she laid on her back. I could now also see Megan in all her glory. Her body was 10x hotter than her face and her stomach was beautifully toned. Her big tits hung symmetrically from her chest and she had a thin, neat landing strip above her pussy. I could see her grinding herself up and down Ashley’s tounge. Her clit repeatedly coming into view and back out of it again. She groped her left tit the whole time, and massaged it as she relished in the pleasure she was getting from Ashley’s tounge.

However, I was obviously doing my best not to stare at her like agreed. I kept as much focus as I could on Holly, her pussy was wet and it gleamed at me from behind as her back was arched over and her face was buried in Ashley’s vagina. I was hard now, there was no hiding it. I was sat in lounge shorts and my buldge was not easily hideable. The only person who could have seen was Megan, and she didn’t look that interested in me. I promised to keep it in my pants, but it was getting more and more difficult to oblige. That was when Holly read my mind, and everything changed.

“I know we said we would keep this between us three, but I could really do with getting fucked in doggy right now” Holly said “Would you girls mind if that happened?”

The girls didn’t seem phased by the suggested and invited me in. I was stunned into silence, the girls looked into my direction excepting me to jump into action. I was overcome with stage freight, I couldn’t move, I couldn’t think, I was actually about to join in. I stood up and wandered over to the bed and stood behind Holly. I was still rock hard in my pants, but I was psyching myself up to get it out. Eventually I snapped out of it and came to my senses. I pulled my shorts down and my cock sprang into action, from where I was standing neither Ashely or Megan would have been able to see my cock and I raised it up and rubbed it against Holly’s pussy.

She was still soaking wet from where the girls had been eating her out moments before, I wetted the head of my cock by rubbing it up and down her slit, before finding her opening and easing myself into her, she was tense and tight and I was as hard as I think I had ever been before. I started slowly as to not effect Holly eating out Ashley, but my new view was incredible it was hard to hold back. I could now see most of Ashley, this was my first real look at her tits and her body, she was insanely hot. I was speeding up, thrusting faster and faster behind Holly. I was deep inside my girlfriend, but all I could look at think about was my best friend being utilised at both ends.

I could suddenly feel myself reaching orgasm. I couldn’t cum yet, that would have been embarrassingly quick and I wanted to see where things went from here. I had to slow down and regain composure. The four of us stayed in this position until I heard Megan start orgasming. She was moaning loudly already but now she had her head tilted back and her eyes closed, still holding one of her breasts. Her moaning was getting louder and louder until she collapsed off of Ashley and onto the bed. This was when I made eye contact with Ashley for the first time in this whole interaction. She smiled at me, with Megan’s cum gleaming on around her mouth.

I pulled out of Holly, I assumed the girls were going to change position again now that Megan had orgasmed. I stood to one side, but this was the first time Ashley and Megan had a chance to see my fully erect cock. My stage freight had well and truly gone and I stood there with the girls attention totally on my cock. It was kinda weird having Ashley, a good friend of mine, lay her eyes on my length. After Megan came back down to earth her eyes obviously made their way towards me for the first time and she blurted out

“Damn, nice cock bro”

The four of us laughed, it was so unexpected and it addressed the elephant in the room in the best way. It also opened up yet another door I never saw coming.

After the laughter had settled, there was a slight awkward silence. No one wanted to make the next move, Holly and myself didn’t have the experience to deal with new people and the girls looked like they were adjusting to having a cock in the bedroom with them. We were all waiting for someone to take charge. I had 1001 ideas running through my head, but I was lucky to even be allowed in this close. I wasn’t going to open my mouth and get myself kicked out the room. For now I stood there, slowly stroking myself waiting for my next opportunity to get involved. Megan moved herself over to Ashley and they laid alongside one another, kissing and exploring with their hands. Holly managed to squeeze herself next to them on the bed and I climbed on top of her ready to fuck her in missionary.

The four of us were spread out across our double bed, but there was not much space and I had to rest one of my legs across Ashley’s and Megan legs. For this period both couples focused on their partners. I was sensually fucking Holly in missionary, kissing her and totally captivated by her. And next to us Ashley and Megan were doing the same, Ashley was on top of Megan with her fingers doing the fucking. The four of us in harmony were moaning and enjoying ourselves. After a short while, Ashley got up so she could grab some water from the kitchen. Megan, alone to our side leant across and interrupted mine and Holly’s kiss so that she could get involved. She leaned in and took Holly’s lips from mine. I stood back, still with my cock inside Holly and looked down at the two girls making out. Megan then reached across and started to rub Holly’s clit, with my cock centimetres away from her fingers. I continued to fuck Holly whilst Megan kissed her and circled her clit with her fingers.

Every now and then her fingers could brush against my shaft, she never reacted, she didn’t seem to mind so I kept going. Megan was currently laying on her side to my left, I was stood at the foot of the bed and was standing over the two girls. From the earlier established rules, I was still trying my best to not stare too much at Megan, but her body was so inviting. To make things worse, she had her legs spread wide and I had a full, open view of her cunt. She was thrusting her body as she was kissing Megan. I was so so tempted to reach across and play with her like she was currently playing with Holly. It looked like she was moving her hips in a way where she was telling me to touch her, but I needed a surer sign I was reading the situation properly.

That’s when I felt her hand wrapped around my cock. As I was fucking Holly, mid thrust when my cock was out Megan moved her hand lower and grabbed my cock. She pulled it completely out of Holly and started to stroke it. I froze, not knowing how to respond, but once my brain clicked into gear I took the opportunity to accept her invitation and reached over to play with her. Infact both me and Holly did. I started to rub Megan’s wet pussy and moistened my fingers so I could squeeze a few of them into her. Whilst I was doing this, Holly reached across too and played with her clit. As we worked together to pleasure Megan, she continued to stroke my cock with her hands. She was clearly inexperienced with a cock. Her grip was very loose and she was very very gentle. The last thing I wanted to do here was tell her to change what she was doing.

It was at this moment that Ashley returned. I must have looked like a deer in headlights, my best friends girlfriend had her hands all over my cock and I had several fingers inside her pussy. Expecting our fun to come to an end, I jumped back so that I was no longer touching, or being touched by anyone else. Ashley didn’t seem to care though, she walked back over to the bed with her glass of water and sat next to Megan. I was waiting for permission to continue, expecting a telling off for breaking the rules.

“I didn’t miss him fuck you yet did I?” Ashley asked Megan.

“No, but I think you’ve scared him off” Megan cheekily responded.

I was confused and not sure how to act. That was when Megan explained that she was bisexual, and she had pre agreed with the other two that if the opportunity arised, she was allowed to experiment with me. Just like Holly had been doing with them. I suddenly realised that the three girls has plotted this without me knowing. They knew this was going to happen and they had all agreed on it before hand. Holly told me that the girls wanted some time just the three of them before I got involved, so hid it from me, knowing I would jump into action without hesitation when called upon. I felt slightly betrayed, but I was overwhelmed with excitement and eagerness.

I found myself being lured back towards Megan, now understanding that all the pre determined limits were gone I was ready to get involved. She sat herself up on the edge of the bed and when I made my way over to her she reached out to grab my cock and guide it into her mouth. Once again, I could immediately tell she was inexperienced. Her tounge nervously made its way around my cock, gently tickling my head and my shaft. She took me very deep into her mouth and gagged a couple of times when I hit the back of her throat. It did feel good, but I found myself desperate for more.

Meanwhile Ashley and Holly had got themselves into a scissoring position, they were doing their best to rub their pussys against one another. Now I was no longer afraid to stare this was the first time I really looked at and savoured seeing Ashley naked. Her boobs were perfect, her pussy had a shaped and trimmed bush above it. Her stomach was flat and toned. She eventually caught me staring at her and our eyes met, I held her glare whilst her girlfriend gagged once again on my cock and I made her know that I was enjoying being in the same room as her.

“This tastes a lot better than I imagined” Megan said, holding my cock just outside of her mouth. She was gleaming from the excitement of playing with my cock and I was ready to go further. I leant down and touched her pussy again, she was still wet from before and I wanted to let her know I was ready to fuck. I slipped a couple of fingers inside of her and hooked them back, massaging the inside of her vagina. She released my cock from her grasp and laid back on the bed, moaning to the feeling of my fingers inside of her. For now I would be patient and return the favour before sticking myself into her. I got onto my knees and started to eat her out at the foot of the bed.

The whole time, all I could imagine was not long ago, Ashley had her face buried deep inside here and I knew I had competition. I pulled out every trick I knew to make it feel as good as I could. I could hear it working as Megan moaned louder and louder until she eventually blurted out “please, just fuck me now”. Music to my ears.

I stood up and pushed the head of cock up and down her soaking pussy, making sure to be nice and lubed up before easing myself into her. I lubed myself up and slowly and gently pushed myself inside of her. She was tight and warm, her walls gripped me tightly as I got in deeper and deeper. She stopped me just before I could get all the way in and asked me to just be slow for the moment. I could tell she was adjusting to the feeling of having a warm thick cock inside of her so I did as she asked and slowly thrusted. Every time I managed to get myself in deeper until she managed to take me completely inside.

She was rubbing her own clit and holding her tit and I fucked her and I could see she was in a blissful state. She felt good for me too, she was tight and it meant that she was really gripping my cock with her cunt. I picked up the pace, and raised one of her legs up in order to make herself even tighter. As she got wetter and wetter I was able to get faster until I was at a really good pace for me. She felt amazing and I honestly was so hypnotised from the feeling I had completely forgotten about Holly and Ashley. Holly reminded me of her presence when she stood next to me and kissed me. The girls had finished scissoring and were just watching me and Megan. Holly wrapped her arm around me and cheered me on from the side.

Ashley was hyperfocused on the intercourse, her glare was aimed right at where my cock was fucking her girlfriend. I hope she was enjoying the show as much as I was giving it. That’s when the overwhelming pleasure almost got the best of me and I had to pull out of Megan before I came. I managed to regain composure and stop myself from finishing just too soon. Megan laid back, breathless from the sex. Not sure what to do now I let Holly gently stroke me as we decided what to do next.

Both Megan and Holly were all but done. They both had several orgasms and were now blissfully relaxed. I still had to cum and so did Ashley. I knew she was a lesbian and not bi so I wasn’t expecting us to do anything. Megan said she would deal with Ashley if Holly dealt with me. The two of us laid side by side as our respective partners got into position to make us cum. Holly gave me head and Megan was eating out Ahsley. Laying next to Ahsley, our bodies were touching, our arms awkwardly on top of one another. She eventually rested her arm on my chest, away from my cock and so I rested my arm along her side, but away from her tits and pussy. I wasn’t going to make this too awkward for her.

I was finally ready to cum and I could hear that Asley was close too. As I could feel myself starting to orgasm I warned Holly so that she could take me into her mouth or something. However she didn’t and I ended up spraying it everywhere. Some landed on Holly’s face, and the rest landed on my chest and therefore Ashley’s arm and hand. I apologised, thinking Ashley was going to freak out having my cum on her, however this pushed her over the edge and she started to orgasm too. Her hand squeezed my body as she came and she moaned loudly as she did so.

Once we all caught our breath, I started to clean up, I went to grab a towel for all of my cum. But that was before the biggest surprise of the evening. Both Megan and Holly started to lick the cum clean off my chest. Having their tounges parade around my body felt amazing and they managed to clear up all the cum that had hit me. I expected them to do the same to Ashley, however Megan suggested she tasted it for herself. To my amazement, Ashley took a long slow lick of her arm and hand and cleared my cum off her herself.

“Not bad” she smirked as she swallowed. The four of us were exhausted. We all rested for a while before redressing and actually clearing up. Ashley and Megan went home and me and Holly went to sleep. It was one of the most amazing evenings and I can’t wait for the next one.

Source: reddit.com/r/eroticliterature/comments/v7px16/letting_my_girlfriend_explore_her_bisexuality