My x-wife got me started

Wow

Well it wasn't long before Kate wanted to try it again but this time she had to go away on business leaving me to do the searching; the adult dating sites she used came in handy.

One night - it was a Sunday night, I was alone at home, horny and talking to a couple named Paul and Ali.
Older than us (we were early 20's they were early 40s) but without without any preamble they shared their webcam with me.
I accepted and shared mine. They were already on the bed getting it on; although it was a bit of a crappy feed actually, the room was dark and webcams in the early 2000's didn't have the highest resolution.

Regardless I did what anybody else would do and I started watching and jerking off.


And after a while Paul came over to the keyboard and simply typed "Join us"
I was a little shocked at the abrupt invite I clarified, "Come over?"
"Yes"

He gave me his address and mobile and said that if I wasn't there by the time he finished, bad luck.
I was just supposed to find partners for Kate and I and wait until she came back - wasn't really supposed to play.

My erection said otherwise.

I quickly had a shower, pulled some clothes on and started driving.


I got there in about 40 minutes and parked in their driveway which was relatively dark anyway. I knocked on the door ... Paul answered the door nude, hard. I was new to online meeting so I admit I was totally taken aback; wasn't quite used to this level of openness at the time. But I suppose, there wasn't any illusion to what I was there for.

We said hellos and he lead me into the bedroom where Ali was on the bed waiting; I was saying hello to her as I was stripping off to join them nude.
I said I was surprised by the sudden invite but was told that since I was bi, it made all the difference. I took that as a cue and I joined them on the bed. I reached out and grabbed the base of Paul's cock and sunk my mouth over him. I was answered with a satisfied moan - from both him and Ali.

He was sitting up in bed and I was semi lying on my side between his legs.
Ali watched me for a bit as I gave him head then she started touching me, made a note I was uncut. Paul found that interesting and told me to sit back and he got down in front of me, and fondled me for a little bit before giving me some head. Ali and him swapped over and she half rolled on her back as he entered her bareback ... he said he was allowed but I had to use protection which I was quite ok with, meeting for the first time.


Ali reached under the pillow and pulled out a condom and told me to put it on. Paul kept on fucking her while I unwrapped and put on the condom. When it was on Paul slid out and Ali invited me into her. I slid into her - Kate had been away for two weeks already and the feeling of warm vagina on my cock felt magnificent. I got distracted a bit while inside Ali, I wasn't really paying attention to what Paul was doing. I didn't really get much of a warning, but next thing I knew I felt him lubricate me up ... which made me stop like a deer in the headlights. I hadn't had much contact with them before so I had no pre-dialogue for expectations etc and I wasn't anticipating anal sex at all.


I wasn't entirely ready but I was caught up in the moment so all I said was "Condom?".
He assured me he had one on and I felt him grip my hips with one hand, the other steadying the cockhead now pushing against me.
I'd stopped fucking Ali and he started entering me ... It had been about 4 years since I'd had anal so I was a little worried, and given his size I thought I'd have a lot more of an issue, but he took it really slow and actually didn't have to back out at any time and try again. Every inch that disappeared into me added a new level of over-sensitivity to my cock. In a werid metaphysical way it was almost as if my cock just became an extension of his (not exactly but hey, I was in the moment).


When he was all the way in, I think I had a bit of a half-glazed look on my face, he held himself in there and asked if I was ok. My cock was hypersensitive, still half inside Ali. I said to try slowly for a little ... and he only had to pull out and thrust a little and I kinda half moaned a little - it felt really really good. I asked how he felt - he replied that I was going to feel him cum in me very soon. The intellectual side disapproved that I wasn't going to be consulted, while my cock threatened to ejaculate there are then.

He pushed deep into me and stayed there as I entered Ali again, once that was established I let him set the pace and I had my very first MMF sandwich.
The whole thing really didn't last long, they'd been fucking for ages and I was being supercharged.
Less than two minutes later he gripped my hips and started grunting. He cried out and pushed into me as deep as he could and I felt him cum in me.
The pulsations set me off instantly and there was a brief moment when I was cumming with him.

With her man cumming in her by proxy, Ali started cumming soon thereafter.
When we all finished cumming we stayed there panting and catching our breaths before Paul pulled out of me and I pulled out of Ali.
Paul and I went into the bathroom and had a quick shower and disposed of the condoms.

They were keen to play when Kate returned from business ... I said it would be a very interesting night when it happened.

Great story. And, we know it happens like that. Sometimes you have an opportunity, and you take a risk. There were a few times I was slow, or misread a cue from a girl, but usually I was able to catch the signals and press on. You cant always control it; you have to make a leap of faith.
 
When I got home from work the next day I was chatting to a couple (let’s call them Ray and Janice) that I had only just started communicating with online (MSN messenger was the medium of choice back then). I told them what had happened with Paul and they said they'd seen him on the swinging website.

They asked if Kate was back; I told them she was still away for another two weeks or so. They followed up with a short notice yet friendly invite over for dinner and a casual chat. I went up with no expectations at least, but I suppose you could say dessert was served hot.

His name was Ray and he was an amateur DJ with the vinyl records and mixing benches which, post dinner, was something to show off. He gave me a photo of a club he was at where he met ATB. He leaned over and was pointing out the photo with one hand and very casually put his hand right up on my upper thigh.

Literally took me a few seconds to realise his hand was there.

As you could guess, I didn't mind at all where Ray's hand was. Our eyes met and I gave his hand a glance and raised an eyebrow in a "Whattaya going to do with that?" look which was answered by him gently removing the photo with one hand and the other moving to gently grab me.

He started to unbutton my jeans and I leaned back to give him access. I wasn't wearing any underwear, and hence I had gotten hard at an awkward angle so I just lifted my hips and helped him remove them. I reached out to reciprocate; he was just wearing tracksuit pants, and he stood up and took them off.


All this was done relatively quietly, Janice had been caught up flicking through the vinyl records looking for something to put on, she didn't even notice. It gave us guys time to have a fondle/compare session. His cock was a little bigger than mine, circumcised. With mine not, it was a bit of a novelty for him. Us comparing clued Janice on and she finally noticed we'd … advanced, to which she was delightfully taken aback. She said she'd be back, just getting a drink.

Since Ray made the first move, I decided to reclaim some initiative and knelt down in front of him and took him into my mouth.

He relaxed back and let me suck on him for a while, Janice returned from the kitchen, naked, with three bourbons. She made a comment of 'Hot' as she set them down on the table and sat beside Ray.

Ray motioned for me to swap places so I sat down beside Janice and started making out with her and feeling her breasts while Ray sunk his head over my cock.

I said to Janice that I haven't had the chance to go down on her yet; she smiled and suggested we move off the couch to the carpet. She scooted back and ended up propping herself up on a leather bean bag and casually opened herself up for me.

First time I really noticed she had her pubic hair in a 'landing strip' style. I started licking her gently, just to judge how she liked it and worked up from there.

Ray just watched from the sidelines for a bit, but then he suggested a daisy chain so we could all play together. I scooted back so Janice could come forward and she leaned onto her side, I got between her legs and continued eating her out and soon felt Ray’s mouth on me. After a while I wanted to suck cock again so I suggested we swap, and I began to go down on Ray.

We didn’t do that for as long - Ray disengaged and said he’d be back, Janice and I took the opportunity to 69 for a bit with me on the bottom. I heard Ray return but I kept on eating out Janice. I felt her stop and hold me steady while Ray rolled a condom over my cock.

Janice rolled over and laid back with her head on the pillow; I got in between her and entered her relatively easily given the amount of head we just gave each other. As I took her, Ray watched, occasionally getting head from both of us but also just watching and jerking off in between.

After a little bit I said I was about to cum if I didn’t stop and they encouraged me to do so; Ray admitted he had been close in the daisy chain and used the excuse to get condoms as a break. Knowing it was safe to cum, I let myself go; Ray had already rolled a condom onto his own cock and he and Janice started fucking when I slid out. Janice said she was cumming which triggered him to do the same, not lasting long after me at all.

Afterward, we sat around naked and chatted in such an open, honest, and friendly way. Talked about the great experience we just had, verified everyone was comfortable, no boundaries broken etc. It really was just such a natural thing to talk about life and random stuff naked with these people, was awesome! They asked if I wanted to stay a little longer and I said I had nowhere else to be

After a little while, Janice went off to get replacement bourbons, I was starting to get interested again so I casually crawled over to Ray who was sitting down on the carpet and started to gently suck him erect again.

It took a little bit, and Janice had long since returned and we took turns, but he eventually rose to the occasion. We both slid into a side 69 so we could both have some bi action. The second session was pretty much a very long session of oral. Janice swapped out with Ray and we continued a 69. Ray came back in and we daisy chained again, were able to swap around a few times since we’d all had an orgasm.

Janice said she was close to cumming so we broke the daisy chain and Ray and I took turns eating her out, but she ended up cumming with him going down on her. We ended up somehow with Ray on his back with me giving him head and Janice making out with Ray while watching me on him.

After a little bit Ray asked if I swallowed, which I just smiled and said something like "You'll have to find out" ... which he was insisting that the answer won't be far off. So I kept on sucking him. It had been three or so years since I had swallowed cum, I was shaking with excitement and anticipation.

I didn't speed up, I just kept on going at my steady pace and after a moment I felt his hand on my head, and heard him moan as he started cumming. I let him fill up my mouth, I was a little out of practice and some dribbled out and down my cheek, but I swallowed his cum that remained. Janice came down to kiss me and share.

After I finished on him, he watched from the couch in post-orgasm bliss as I fucked Janice on the floor in front of him; I didn’t need long, and I ended up cuming inside her a second time to finish the night off.

We had a brief chat afterwards, again reassurance of a good time and Ray said I gave good head for a guy. It had been quite a while since he’d cum in a guy or vice versa - a lot of his meets it just worked out that the guys didn’t cum much in other guys. He was keen to reciprocate next time.

We wrapped it up and said our goodbyes, said we were keen to catch up when Kate returned. I drove home and spent time writing an email to Kate to tell her of the great night I had.
 
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