Hi, I posted this on another thread, but it seems apt here as it is a confession, this is an updated version. I'm 55. I have a friend in his 40s who has a very attractive wife. He knows I fancy her and he likes the idea of other guys lusting after her. When we were drinking at his house one evening, and his wife was out, he decided to show me some photos of his kit car. Ive seen it plenty of times and there was no need, but I went along with it as he is very proud of it. I soon realised his motive. He had the pics on his TV on a sim card. We went through the car pics and then surprise surprise there just happened to be some of his wife on the beach in her bikini. I didnt complain as she is very attractive. Then, they became topless. I asked him if he was OK with me seeing them and he said yes, as he knows I like her, and frankly, he enjoys it. I could see he was getting horny and aroused, and, so was I. He was asking me to comment about her body and at first I was a bit uncomfortable with it but I said a few remarks about her, the usual blokey stuff, which he clearly enjoyed. He asked if I would like to see more and I said yes, and the next set was of her naked in their hotel room, in various poses. I asked him if she would be OK with it and he assured me she would be. But I suppose he would say that wouldn't he? **(Update, she is aware and is pleased we are having fun with her.)** By this time he was very aroused which was obvious as he was wearing joggers. I was also in a similar state, but my jeans were hiding it. He then admitted that he was rock hard and the fact I could see his wife naked was driving him wild. I looked across and he was rubbing his dick through his joggers! He stopped straight away and apologised. He seemed to sober up at that point and apologised saying I must think he's a pervert, and switched off the TV. To be honest, I was quite enjoying it by that time and told him so. I also told him I was very turned on by the pictures and also the sight of him so hard and aroused. He didn't need telling twice. He put the pictures back on and asked me how hard I was. I showed him the bulge in my jeans He told me he loved the thought of me masturbating over her. I began to rub my cock through my jeans and he was groaning and doing the same. After a short time he had got his cock out and was stroking, and it wasn't long before we were both sitting there on his living room chairs, wanking over his wife. To cut a very long story a bit shorter, as you get the picture by now, we have repeated this many times since, but after a few times there is no awkward introduction, and we get naked completely. Then one time he said "Just imagine if Carol (name changed) came home and caught us at it! Looking at her pics and wanking each other!" "But we aren't wanking each other" I said. "But we could", he replied. I found the idea so horny I just sat back, put my arms behind my head and said, "Go on then, wank it! and so he did. I ejaculated so hard it went on my shoulder. It was so intense. So now here we are, regularly meeting up and wanking each other off over his wife. Is this a bad thing? **Update... she is very intrigued by our activities and wants to watch us play together. I'm not sure but I bet it will happen. He wants her to join in. I'm loving it but have a nagging doubt it will all end badly. Should I be worried? Should I stop? I would love to read your opinions.
I'm glad you think so. To be honest, sharing it gets me very aroused. I will happily tell you more if you like.
Had a similar experience. I was more like your friend during this particular experience. I’ll have to share someday.
Please do...would love to hear more & have a friend like that. But honestly...first chance to wank him, I'd have his cock in my mouth & be swallowing
I've been masturbating with a female friend lately. We've only done it three times in the past couple months. But we really enjoy it. Actually, the first time, only I masturbated and she watched me do it while naked. It was because we were showering together and she mentioned how much she admires how little I care about our friends seeing my penis given how small it is. I told her erect my penis is plenty big. The issue I've always had that I can't help and don't care about is cumming too fast. She asked how fast? I told her sometimes it's only a couple seconds and she wanted to see. Now, she really loves watching me masturbate and gets off seeing how quickly I ejaculate. And I have fun showing it off.
We all need more friends like these! When I was growing up I had a friend that loved to wank and suck my little cock. Like Sand book I am tiny soft but grow to an almost average size erect. He really liked to make that happen. He had a huge cock and I loved the feel of the weight as I swung it around it was massive and We loved to grind on each other. I wished we had brought girlfriends into the mix… I find Rogers story very exciting and would also love to hear more about how it’s played out both past and present - did it progress? Did Carol join in? Have you sucked a cock yet? it gets me extremely hard just reading about it and remembering how exciting it was to be in a similar position. If like Roger the opportunity was to present itself I’d be so into it. I had a buddy from work that had a hot wife and on a few occasions his slide shows that were always running on the TV when I was over had her in tiny short shorts and half open shirts draped over his car. I would catch a glimpse then they were gone again. Things were just getting interesting when my current partner got all jealous one drunken evening and didn’t want to see them. anymore… too bad as it was those drunken nights we would all get a little handsy with each other. Oh, maybe that was the issue… Ah all in good fun.
Back in the 1980s me and my masturbation buddy ended up each wearing a pair of my mum's french knickers wearing a condom and wanking over some porn mags. We started out like usual talking about wanking, when I told him about finding some of my dad's Game porn mags(softcore) and I was telling him how hard I got reading them and wanking over the pics and stories. I was telling him about this one story where this guy's gf got him to wear her knickers in bed and I was saying I'd put on a pair of my mum's Lacey knickers and had tried it. He was fascinated when I said how it got me horny and cumming so much. I asked if he wanted to see my dad's mags, he jumped at the chance. We were reading them next to each other both still dressed but showing big bulges, he came across an advert for durex condoms and was saying that he wondered what they were like. I said I'd found a pack of durex gossamer in the back of the draw, it had fallen behind the draw, but there were a few in the draw. My friend got really excited and asked had I tried wearing one, I hadn't. He suggested we should both put one on when we started wanking, I was ok with that. As we stripped off ready he looked a bit sheepish which was odd as we had wanked together a fair amount of times and he was well hung. I asked him what was up and he said he was wondering was it really that much of a turn on wearing women's knickers while wanking, I told him I liked it It was at this point he said can we give it a go, I was all to ready to do that, so I got a couple of pairs out of the draw, we put them on, leaving our cocks sticking out, we grabbed a couple of condoms from the pack and read the instructions, and slipped our foreskins back, we unrolled them on our dicks and and grabbed the mags and started to wank. It wasn't too long before we were both cumming, he said you were right this is fucking horny, I don't think I have ever cum so much. Though we didn't use condoms much, we did wear either my mum's or his mum's Lacey knickers when we wanked at each others houses.
I've done it with female friends many times. One, early on, was married and he was never home so we used to hang out and watch movies or a ball game. One night she said that she was going to use her "BOB...Battery Operated Boyfriend" as soon as she went to bed. So, of course, I offered to do her which was a hard NO but she said if I needed it so bad I should just take care of myself and that turned into our first, but far from last, mutual masturbation session. The closest she got to doing anything TO me was a couple of times when I was getting close, she would reach over to stroke me off. I returned that favor a few times as well. Very relaxing when you're doing it with a friend and have no real pressure to do anything else. Just watch and get off together.