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The time I nearly had a threesome  

jgibson2248 47M  
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10/15/2020 8:56 am
The time I nearly had a threesome


This is an absolutely true story about one of the most amazing sexual experiences of my life - the time I nearly had a threesome, and which I still think about to this day wondering what could have been.

This story might sound like some excuse just to go on about being complimented for having a thick cock, but the fact is I do, and this night was fantastic, because I was not (am not) someone who thinks he is great or the best thing since sliced bread, but to have two pretty girls compliment me on my cock several times over a few hours just did so much for my self-esteem at the time. Let’s face it, what man would not enjoy that?

When I was in my mid twenties, I had a girlfriend with a high sex drive. She was giggly, fun, and absolutely could not get enough of my cock - such a shame we parted ways! For the sake of telling this story I’ll call her Claire.

She had great legs, lovely firm boobs, a fiery temperament, cheeky smile. She was way out of my league I thought, but we had a big group of mutual friends, and had enjoyed the attention she got from me and we started going out. Once we started going out she started complimenting me about my cock, which I hadn’t really known was particularly thick before then.

It was a regular joke between us that she would say she was only with me to perfect her cock-sucking technique because the width of my cock made it the most satisfying to suck, and I used to say that’s fine by me. She definitely flattered my ego a lot while we were going out - the first time we shagged, I’ll never forget her closing her eyes, and saying “ that is so thick and satisfying”. At the time, I couldn't really believe it, and it did a lot for my self-esteem.

She’d told me about her friend, who for the sake of the story I’ll call Lisa. She kept mentioning that they had found each other attractive, and experimented a little, but only kissing, and they would never take it further. Obviously, my mind went into overdrive, and although I didn’t say anything about it, I kept wondering if I could engineer a threesome. “She only goes for power types”, Claire said. I definitely did not consider myself to be that, so I stopped thinking about it.

Lisa lived about an hour away. One day Claire arranged for Lisa to come over, and for us to go for a curry. Lisa was pretty attractive - totally different to Claire though. We went out, had a few drinks, and went for the curry.

Claire knew me well enough to know full well what was on my mind. The drinks had made me quite a bit braver, so I was flirting in a jokey kind of way, nothing over the line, and we ended talking the of us quite a bit about sex in general. When talking about past and current partners, Claire mentioned the width of my cock a few times, general giggles and jokey ooohs of interest from Lisa. My cock hurt, I was so turned .

Lisa went the bathroom and Claire turned , put her hand my crotch, kissed and said “No fucking way, not a chance, don’t even think about it, just enjoy the fantasy because it isn’t happening”. Fair enough, I said, and meant it. I wasn’t stupid, and wasn’t going try anything that Claire wasn’t happy about, as she was a star of a girlfriend really.

We got fairly mega drunk, had a great time, and went back the house. Lisa went and collapsed Claire’s bed, and Claire told I was the couch. I pulled a mega face and said I’d never get any sleep there. I’ll sleep in our bed, but I won’t try anything on I said. Claire said I’d better not, but ok.

So, cut a long story short, Claire and Lisa got changed, Lisa fell asleep, I got changed, got in the middle and started cuddling Claire with the biggest hard on I ever had in my life. “No way, stop it”, she said, and I eventually settled down, accepted nothing was happening, and went to sleep.

In the middle of the night, I woke , find my arms around Lisa, which I totally hadn’t realised I’d done. I was just figuring out how to extract myself without waking her, when she took my hand and put it under her pajama top and on to her breasts. We then had maybe ten minutes of her grinding her ass into my cock while I squeezed her tits and nipples. I wanted to fuck her so badly. We knew we couldn’t / shouldn’t go any further, and went back to sleep, although I was in such a state I got very little sleep.

In the morning, we gradually came round, then the of us sat in bed and had a few laughs about the night before and being in bed together. I had the most insane morning hard-, and it was clearly visible as I sat . Both girls clocked it at the same time, our eyes met, I said “I am so sorry girls”, and everyone collapsed in laughter, but my hard-on just got harder in my cotton boxers.

“So”, said Lisa, “this is that thick cock you were talking about - you weren’t kidding were you. Can I just put my hand on it?” Claire laughed and said go on then, but just your hand. Lisa put her hand on my cock and grasped it firmly. “ that is nice”, she said. She left it there for about 5 seconds, then removed it, and we giggled some more. Fair enough, I thought, that’s the end of that. I knew that Claire would suck my cock later out of sympathy, she was pretty much always horny anyway.

Much my surprise, Claire then said “I’m off make a cup of tea. See you in a few minutes guys.” So she left the room, basically saying in not so many words that Lisa and I had full permission do whatever we wanted for a few minutes.

Lisa turned look at , put her hand back my cock, and kissed while slowly wanking . It grew about another 20% or at least felt like it. “I have got suck that, is that ok?” she whispered. “Ummm… yes.” I said. She pulled my cock out through the hole in the boxers, and put it straight in her mouth, wasting no time, and slipped her hand in the side of my boxers and started massaging my balls. A few seconds of sucking and exploring with her tongue and she looked and said “she’s not wrong - that is very suckable”, and started sucking again as I pulled her top and felt her boobs.

I can’t explain just how good it was have my sexy girlfriend’s mouth around my cock with my girlfriend downstairs knowing perfectly well what was happening. I think we both knew the<b> limits </font></b>that Claire was intending, and so after a couple of minutes, I had say I was going cum before long and we should stop, which we did. My balls ached so badly it was terrible. The whole previous evening of fantasising about shagging them both, then the night, and then this.

A couple of minutes later we heard Claire’s feet on the stairs, I put my cock away (although it was still clearly visible under the boxers), and we sat up in the bed like nothing had happened. Claire didn’t ask, and we just had a cup of tea, chatting away. We got up and dressed, went round town and had a coffee, and Lisa went home on the train.

As we walked out of the train station, Claire turned to me and asked with a big smile “so what did you two get up to while I went and made a cup of tea then?”. I was totally honest, and told her everything. I will never forget - she looked at me and laughed out loud and said “ you poor bastard! You’re telling you didn’t fuck her? I basically gave you permission! I couldn’t do a threesome with my best friend, but why shouldn’t you two have some fun and tell me about it later! Your balls must be aching, let’s get home.”

I was gobsmacked - I think Claire was just impressed I hadn’t just taken the piss and assumed permission for more than I had. We got home, Claire gave me the biggest sexiest kiss and led me upstairs. She got me on the bed, took off my trousers and boxers, spread my legs, started licking my balls, while keeping eye contact (she always kept great eye contact and just loved to see the effect of what she was doing) and told me to tell her exactly what it was like to have Lisa suck my cock. I told her, and told her about what had happened during the night. She laughed and then told me to tell her everything I had wanted to do to her and Lisa last night while she sucked my cock. I was fit to explode by this point, and as I was telling her how I wanted to spray both of them with cum as they lay back on the bed kissing each other and playing with each others tits, I could take it no more.

I tensed up, my cock grew about 10% as it does just before I come. As ever, Claire just clamped her mouth on tighter while looking up at me, and I absolutely shot my load in her mouth. I remember her eyes going wide and an exclamation of surprise because I had been so on the edge for so long, that there was loads of it. She was beautiful - not once did we break eye contact, she kept slowly wanking my cock as I kept coming for about 20 seconds. The cum had stopped flowing, but I was still orgasming, and she knew it, and just kept going until my cock stopped pulsing. She was (quite understandably) not a swallower, and she stood up smiling and giggling and headed to the bathroom to empty her mouth.

I was absolutely fucking exhausted after so long being on the edge. Claire came back and did what she often did if I had come first, which was to lie next to me, start wanking herself off, and ask me to kneel up so she could suck my cock again while I massaged her firm tits and squeeze her nipples, which she just loved being massaged quite hard. She told me to tell her everything again about what Lisa had done to me, and how much I had wanted to fuck Lisa, and fuck the both of them together.

As I told her, she moaned and moaned. As she was about to come, I squeezed her nipples quite hard, how she liked. She bucked and came so hard, it was just totally joyous. Her sucking me and getting me to tell her all about my fantasies had got me revved up again, and we lay together and I wanked myself off again while she kissed me on the lips and whispered in my ears about what they could have done to me.

We then went to sleep for about two hours, and then went down the pub and had a fantastic afternoon getting pissed and reminiscing and having a laugh.

It’s one of those things that makes you look back and realise that someone was your perfect sexual partner. She got the same thrill about pushing boundaries as I did, and we had many great experiences, but that was the only one involving someone else. Unfortunately, we were both very hot-headed at that time in our lives, and did not stay together. We are still very occasionally in touch through mutual friends, which I find to be torture to be honest, but I have great memories of her, and I hope she does of me.

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