My first threesome

[Ryancastle]

Having chatted to friends on here I’ve been encouraged to post some of my writing.

Hope you enjoy this one. It’s a true story from what feels like another lifetime to me now...

 

[Ryancastle]

My first ever experience of three way sex was with Brad and Lisa, naturally every growing boy fantasises of multiple women parading before him, tending to his needs and playing with his manhood. Few dream of teaming up with their best friend to tend to the needs of a very demanding woman, but such was our fate.


Brad had been one of my best friends from school, and as young men in our 20s we still had a strong bond. Lisa was Brad’s girlfriend. A 19-year-old, dark haired bundle of joy, energy and mischief. If Brad and I went to the pub, Lisa would often meet up with us at some point, and usually create more chaos and havoc upon arrival then either Brad or I were ready for. We memorably got thrown out of our local when Lisa had come up with the idea of ‘pub Olympics’, trying to high jump the pool table Lisa landed flat across it, ass in the air flashing her pink panties to everyone in the bar.



One night, Lisa had gone out with her friends and I’d dropped in to see Brad and ended up staying for a drink to two. We’d settled in to watch a film when we heard the key in the front door followed by a lot of giggling. We figured Lisa had probably drank one too many cocktails and so thought nothing of it. We then heard her yell “Ohhh Baby, I’ve been thinking about your cock all night, I want to take you right there on the sofa…” at that point she stepped into the lounge completely naked. Lisa was short, slender with full, pert, rounded breasts. She was wonderfully curvy and despite being my best friend’s girl I’d caught myself checking her out many times. Seeing her bold as brass, butt naked right in front of me she looked even better than I had imagined. Despite my embarrassment I couldn’t take my eyes off her. She yelled in surprise when she saw me on the sofa with Brad, there was a moment when none of us knew what to say and then we all burst out laughing. “Hi Lisa, you look well” was all I could manage when I finally got my words together. Now we were all really close, so despite being completely naked Lisa just went with it, gave me a twirl and a wink and in husky voice said “Why thank you very much”.



I got up to leave muttering “Well, I’ll leave you to it, I’m sure you don’t want me hanging around”. It was meant as a joke, but Lisa as ever always took the joke one step further. She plonked herself in Brads lap, grinding down on the bulge in his jeans. “Hmmm, I don’t mind if you stay” she purred. Then she whispered something in Brads ear that made is eyes nearly pop out. At that point I should have left, but my feet were rooted to the spot. Lisa was sprawled across Brad now caressing her breasts and thighs, looking straight at me.


Brad seemed to decide something and then said “Ryan, I don’t mind if Lisa sucks you off, but I’m the only one that’s fucking her”. And with that it got crazy. Lisa leapt up like a rocket getting down on her knees in front of me her hands reaching out to my belt. Still frozen in shock I let Lisa pull down my jeans and boxers, my hard cock bouncing out to meet her. I couldn’t believe what was happening. Brad was stripping off in front of me, and Lisa was gripping my shaft with both hands, her open mouth about to swallow my head whole. “Holy fuck!” I exclaimed, which only made Lisa clamp down on me more. Brad meanwhile was positioning Lisa so he could take her from behind. His eyes fixed on what his girlfriend was doing with her mouth to his best friends cock. I could see the hunger in his eyes, it was clearly tipping him over the edge. I felt him enter her for the first time, she squealed with delight and sucked deeply on my shaft. Her hands were working me hard now, pumping me into her mouth and swirling my balls in her palms. It all became a frenzied mess of fucking and slurping, I’ve no idea who came first, it seemed to last forever, all of us shouting and yelling with pleasure. We collapsed on the floor, dizzy and gasping for air. As we came down from the sexual high another fit of giggles ensued. None of us could quite believe what happened. It was Lisa who finally moved first. She stood up, kissed Brad on the cheek then gave me the filthiest wink I’ve ever received “Ryan, you’re definitely coming over again”….. and I did, many times.

 

[bloodhoney]

That sounds like a great time! Thank you for sharing, much appreciated

 

[Scottishlass07]

That was a very enjoyable read definitely looking forward to more!

 

[Ryancastle]

That sounds like a great time! Thank you for sharing, much appreciated

Thank you! I had fun revisiting that....

 

[Ryancastle]

That was a very enjoyable read definitely looking forward to more!

Your’re welcome! More you say... well I’d hate go disappoint....

 

[bloodhoney]

Thank you! I had fun revisiting that....

I'm very glad you did! I'm with @Scottishlass07, we want more if you're willing to share!

 

[Ryancastle]

“Sucking on more than I expected...”

By the time of this eventful night the three of us had played together a few times. We were becoming quite a trio. True there had been some initial weirdness, Brad was understandably worried about what it meant for his relationship with Lisa. They really loved each other, and I wanted to reassure him that I wasn’t trying to split them up. For me, as long as they were both happy I was more than willing to be a part of the adventure. Lisa, was the driving force behind our three-way antics, we always left it to her to decide if she wanted to play. As it turned Lisa was very hungry for more cock, but I don’t think any of us had imagined what was about to happen.


It was another night which had begun just Brad and I out for a few drinks and a game of pool. We were both working to keep our friendship despite the bizarre sexual rollercoaster we were on. Lisa once again supposed to be out with friends decided to come home early. Brad opened a text from her which read “I’m home naked in bed waiting for you, don’t be long or I’ll start without you… P.S bring Ryan too I want you both!”. He laughed heartily and passed me his phone to read for myself as he drained his pint in one swallow. “Are you really ok with this mate?” I asked passing his phone back, “It’s all been pretty full-on recently”. Which it had, and this night was supposed to be about Brad and I keeping our friendship on track.


Brad’s brow furrowed, for a long pause I really didn’t have an idea what he might say. He looked at me with considered sincerity “To be honest I’m pretty mixed up about it. It’s been amazing don’t get me wrong, but it’s pretty weird watching another guy fuck your girlfriend. The funny thing is, it seems ok that it’s you. Anyone else and I think I’d take their head off” He left that threat hanging awkwardly for a moment, then burst out into another hearty laugh. I laughed with him then picked up him in a bear hug. I really loved Brad, we been through a lot. And in that one remark I felt like I knew exactly what he meant.


I put Brad back down and we made moves to go “Best not keep the lady waiting any longer, who knows what we’ll find when we get back…”


What we found was Lisa completely naked lying on top of the bed, sprawled out and touching herself all over. In the dim lights, with low base soundtrack she honesty looked like a porn film come to life. “I started without you” she giggled, continuing to gently slide a finger over and round her pussy lips. I smiled at Brad, “I think we’re in for a long night… You have some time with Lisa, I’ll get us some drinks”. Much as I wanted to pounce on her there and then, she was still his girl. As Lisa squealed with delight at Brad undressing I left the bedroom and poured myself a whiskey. Taking my time enjoying the drink, and the sounds coming from next door, I stripped off too and made my way back to join them. I stood in the doorway enjoying the sight before me, Lisa on her knees beside the bed, her bare back toward me. She was slowly sucking Brad’s thick hard cock as he sat on the bedside. Brad looked up at me and grinned, he was clearly happy with the world. I stood a little longer, enjoying watching my two friends, lost in the pleasure of each other and I felt an incredible warmth towards them both. I was swept up in this feeling of wanting to be with them, less lust and more joy. I simply wanted to share in they enjoyment of each other. I knelt behind Lisa, my hands slowly and gently caressing her shoulders. I knew how much this made her melt, especially when combined with the soft kisses I was planting on the back of her neck. She leaned back against me letting out a long moan of pleasure. My hands swept round her stomach caressing her breasts, I could never get enough of stroking her soft pert tits. I squeezed and moulded them in my hands, making her giggle as she tried returning to sucking Brads cock. Brad, by this point had laid back on the bed, he was quite content with the blowjob Lisa was expertly providing. “you’re very distracting” she said as I leant close into her again, my body pushing up tight against her, my mouth exploring her neck once more. “Oh, I’m so sorry” I replied in mock sincerity, “Do you need help with that?”


Lisa, turned to look straight into my eyes. She had that saucy devilish grin on her face as she raised her eyebrows at my challenge “Oh really…?” And, I don’t really know what happened then. I think it was mix of her mischievous face and the heat of the moment. Without thinking I reached around and took Brads hard thick shaft in my hand. It felt hot, and solid. Yet his skin moved like silk across it. I was mesmerised for moment, completely lost in this new sensation. Both Brad and Lisa were stunned, but I carried on enjoying Brads cock, he certainly wasn’t stopping me. In fact he lay back on the bed and let out a long slow moan of pleasure, his hand reached out for mine and I thought he was going to stop me. He touched my arm gently, as I made to pull away he steered me back, moaning again. I looked back into Lisa’s eyes again, and saw a completely different expression. Part amazement, part pure lust. I felt the same sexual electricity, and leaning in I kissed her deeply, my other hand running through her hair – pulling her into me. We broke off, and I fed her Brad’s cock. Still stroking him I guided the tip between her lips. Watching her lick his head, as I was wanking him off was exhilarating, I suddenly felt hungry for more. Leaning in I gently drew Brad’s cock from Lisa’s mouth, and replaced hers with my own. Another wave of sexual energy crashed over me as I slid his head between my lips. I pushed, him in deep and deeper straight away, I suddenly wanted his cock so badly. I felt Lisa’s hand on mine, over Brad’s thick shaft. I’d heard both of them exclaiming “Oh fuck!!!” as I was sucking him off, now it was Lisa’s turn to take over. She kissed me again with animal like hunger, her tongue snaking into my mouth. She, sucked Brad deeply herself, then with delight she pushed him back into my mouth letting out another squeal as she did so. The energy and heat was rising, and none of us were trying to control it. Brad had been moaning and writhing around, what happened next was only to be expected. His whole body shook, and as Lisa and I were locked in another kiss he fired jets of hot cum all over both of our faces. It felt amazing! We licked his cum off our cheeks, kissing and giggling as we did so. Then we both turned to look at Brad. He was clearly blown away, I don’t think any of us could comprehend what just happened.


As Brad lay back on the bed, completely spent. Lisa and I laid beside him, still fully charged up we need to fuck. Lisa held Brads hand for the whole thing, I drove deep inside of her and before long we were both shaking and quivering as we came together.

 

[Ryancastle]

I'm very glad you did! I'm with @Scottishlass07, we want more if you're willing to share!

Just posted the follow up.... I might need a lie down myself now...

 

[bloodhoney]

Just posted the follow up.... I might need a lie down myself now...

Fuuuuck that's hot....

 

[Ryancastle]

Fuuuuck that's hot....

Thanks!

I have to say reliving the memory was a very enjoyable experience! I really do feel like I need to lie down. That was a pretty special night, and my first time ever even touching another man... who knew I’d end up covered in his cum. It certainly wasn’t the last

 

[Scottishlass07]

Just posted the follow up.... I might need a lie down myself now...

Another fantastic very well written read....that was hot as!....

 

[SexyScarlett]

“Sucking on more than I expected...”

By the time of this eventful night the three of us had played together a few times. We were becoming quite a trio. True there had been some initial weirdness, Brad was understandably worried about what it meant for his relationship with Lisa. They really loved each other, and I wanted to reassure him that I wasn’t trying to split them up. For me, as long as they were both happy I was more than willing to be a part of the adventure. Lisa, was the driving force behind our three-way antics, we always left it to her to decide if she wanted to play. As it turned Lisa was very hungry for more cock, but I don’t think any of us had imagined what was about to happen.


It was another night which had begun just Brad and I out for a few drinks and a game of pool. We were both working to keep our friendship despite the bizarre sexual rollercoaster we were on. Lisa once again supposed to be out with friends decided to come home early. Brad opened a text from her which read “I’m home naked in bed waiting for you, don’t be long or I’ll start without you… P.S bring Ryan too I want you both!”. He laughed heartily and passed me his phone to read for myself as he drained his pint in one swallow. “Are you really ok with this mate?” I asked passing his phone back, “It’s all been pretty full-on recently”. Which it had, and this night was supposed to be about Brad and I keeping our friendship on track.


Brad’s brow furrowed, for a long pause I really didn’t have an idea what he might say. He looked at me with considered sincerity “To be honest I’m pretty mixed up about it. It’s been amazing don’t get me wrong, but it’s pretty weird watching another guy fuck your girlfriend. The funny thing is, it seems ok that it’s you. Anyone else and I think I’d take their head off” He left that threat hanging awkwardly for a moment, then burst out into another hearty laugh. I laughed with him then picked up him in a bear hug. I really loved Brad, we been through a lot. And in that one remark I felt like I knew exactly what he meant.


I put Brad back down and we made moves to go “Best not keep the lady waiting any longer, who knows what we’ll find when we get back…”


What we found was Lisa completely naked lying on top of the bed, sprawled out and touching herself all over. In the dim lights, with low base soundtrack she honesty looked like a porn film come to life. “I started without you” she giggled, continuing to gently slide a finger over and round her pussy lips. I smiled at Brad, “I think we’re in for a long night… You have some time with Lisa, I’ll get us some drinks”. Much as I wanted to pounce on her there and then, she was still his girl. As Lisa squealed with delight at Brad undressing I left the bedroom and poured myself a whiskey. Taking my time enjoying the drink, and the sounds coming from next door, I stripped off too and made my way back to join them. I stood in the doorway enjoying the sight before me, Lisa on her knees beside the bed, her bare back toward me. She was slowly sucking Brad’s thick hard cock as he sat on the bedside. Brad looked up at me and grinned, he was clearly happy with the world. I stood a little longer, enjoying watching my two friends, lost in the pleasure of each other and I felt an incredible warmth towards them both. I was swept up in this feeling of wanting to be with them, less lust and more joy. I simply wanted to share in they enjoyment of each other. I knelt behind Lisa, my hands slowly and gently caressing her shoulders. I knew how much this made her melt, especially when combined with the soft kisses I was planting on the back of her neck. She leaned back against me letting out a long moan of pleasure. My hands swept round her stomach caressing her breasts, I could never get enough of stroking her soft pert tits. I squeezed and moulded them in my hands, making her giggle as she tried returning to sucking Brads cock. Brad, by this point had laid back on the bed, he was quite content with the blowjob Lisa was expertly providing. “you’re very distracting” she said as I leant close into her again, my body pushing up tight against her, my mouth exploring her neck once more. “Oh, I’m so sorry” I replied in mock sincerity, “Do you need help with that?”


Lisa, turned to look straight into my eyes. She had that saucy devilish grin on her face as she raised her eyebrows at my challenge “Oh really…?” And, I don’t really know what happened then. I think it was mix of her mischievous face and the heat of the moment. Without thinking I reached around and took Brads hard thick shaft in my hand. It felt hot, and solid. Yet his skin moved like silk across it. I was mesmerised for moment, completely lost in this new sensation. Both Brad and Lisa were stunned, but I carried on enjoying Brads cock, he certainly wasn’t stopping me. In fact he lay back on the bed and let out a long slow moan of pleasure, his hand reached out for mine and I thought he was going to stop me. He touched my arm gently, as I made to pull away he steered me back, moaning again. I looked back into Lisa’s eyes again, and saw a completely different expression. Part amazement, part pure lust. I felt the same sexual electricity, and leaning in I kissed her deeply, my other hand running through her hair – pulling her into me. We broke off, and I fed her Brad’s cock. Still stroking him I guided the tip between her lips. Watching her lick his head, as I was wanking him off was exhilarating, I suddenly felt hungry for more. Leaning in I gently drew Brad’s cock from Lisa’s mouth, and replaced hers with my own. Another wave of sexual energy crashed over me as I slid his head between my lips. I pushed, him in deep and deeper straight away, I suddenly wanted his cock so badly. I felt Lisa’s hand on mine, over Brad’s thick shaft. I’d heard both of them exclaiming “Oh fuck!!!” as I was sucking him off, now it was Lisa’s turn to take over. She kissed me again with animal like hunger, her tongue snaking into my mouth. She, sucked Brad deeply herself, then with delight she pushed him back into my mouth letting out another squeal as she did so. The energy and heat was rising, and none of us were trying to control it. Brad had been moaning and writhing around, what happened next was only to be expected. His whole body shook, and as Lisa and I were locked in another kiss he fired jets of hot cum all over both of our faces. It felt amazing! We licked his cum off our cheeks, kissing and giggling as we did so. Then we both turned to look at Brad. He was clearly blown away, I don’t think any of us could comprehend what just happened.


As Brad lay back on the bed, completely spent. Lisa and I laid beside him, still fully charged up we need to fuck. Lisa held Brads hand for the whole thing, I drove deep inside of her and before long we were both shaking and quivering as we came together.

My ultimate fantasy! So want to play with 2 guys! So hot and very sexy and well written, Thankyou for sharing

 

[Ryancastle]

My ultimate fantasy! So want to play with 2 guys! So hot and very sexy and well written, Thankyou for sharing

Your very welcome Scarlett, and thank you x

It was unbelievably hot between the three of us. I’m 40 now and I’ve haven’t messed around with another guy for at least 10 years, but reliving this I have to say I wouldn’t mind having a suck on another cock again.

I’m happy to help you explore your ultimate fantasy more... in your imagination, or maybe real life ? ? ?

 

[SexyScarlett]

Your very welcome Scarlett, and thank you x

It was unbelievably hot between the three of us. I’m 40 now and I’ve haven’t messed around with another guy for at least 10 years, but reliving this I have to say I wouldn’t mind having a suck on another cock again.

I’m happy to help you explore your ultimate fantasy more... in your imagination, or maybe real life ? ? ?

I’m very picky with choosing guys lol maybe that’s my problem. Your story sounded perfect though 2 people you could trust, I think that’s very important in any threesome

 

[Ryancastle]

I’m very picky with choosing guys lol maybe that’s my problem. Your story sounded perfect though 2 people you could trust, I think that’s very important in any threesome

You should continue to be picky! That’s really important, not just from feeling safe but also in how it works. Brad and I used to climb together, we would regularly put our lives in each other’s hands. So that level of intimacy and communication was already there.

Lisa and I spent a lot of time together just the two of us because Brad had to work most Saturdays. As a 3 we were really knitted together well.

I’ve had other 3 somes since, including trying to hook with a married couple. They’ve had varying degrees of success. But, the hook up was a disaster. I don’t think either Husband or Wife were really comfortable with what they were doing. In the end I got dressed and left, there was just no energy there.

Glad you liked the stories so far.... there’s more to tell. I haven’t got to ‘the circus years yet’

 

[marriedsharon50]

I’m very picky with choosing guys lol maybe that’s my problem. Your story sounded perfect though 2 people you could trust, I think that’s very important in any threesome

i totally agree hubby and i regularly have 3sum's with his best mate 100% trust, i can let myself go and act out my fantasies with them