My name is Tim, I am 32 years of age and single, average height, average looks and average size where it matters. My problem is that I am socially awkward around women. Don’t get me wrong, I’m not unintelligent, I am university educated and I work in a pharmaceutical lab, it’s just that I find it difficult to chat up women. Occasionally, they might come on to me, but I tend to keep them at arm’s length, not allowing them to get too close. It is possible that the cause of my situation is that my parents never talked to me about sex, it seemed to be a taboo subject, so nobody sat me down to tell me the facts of life when I was young. I have, of course, read all about it since then, but that attitude towards sex seems to have become embedded in my psyche. Needless to say, I am a virgin.
I learned about SH, and decided to post a profile offering to be a voyeur to a couple, I thought that watching someone else would be more practical than reading about it in a book, and it might give me more confidence. I was inundated with all sorts of replies, many were single (possibly married) men and many were couples where the husband wrote ‘come round and fuck my wife’. There were some who were more gentle and considerate, particularly the older couples where I thought their experience would be good for me, but I was put off some by the size of the lady. A large lady with voluptuous breasts didn’t do it for me, as I had visions of them trying to ‘mother’ me.
Eventually, I whittled it down to a few couples and started to arrange social meets with them. Sometimes, the ‘come round and fuck my wife’ attitude emerged, and I would have to politely tell them the spark wasn’t there. I had a couple of social meets with a couple called James and Helen, both 28 years of age and married for 4 years. They both had busy professional jobs, a very happy sex life when they had time, and thought that a voyeur would provide an extra spark to their love-making. I did find Helen particularly attractive, at 5’ 4” slightly shorter than me, petite with quite small breasts, and I would have been more than happy if she had come on to me.
After the second meeting, James texted me to suggest I went round to their flat one evening the following week, a few more texts criss-crossed and it was eventually agreed that Friday, the end of a busy week, was good for both of us. When I arrived at 8.30 pm, I presented them with a large bunch of flowers and a bottle of quite expensive wine. One of the things about living on your own is that you acquire a taste for good food and wine. They had already opened a bottle of good quality red, so we continued to drink that. James indicated I should sit in a chair, and they sat together opposite me on a sofa.
We chatted about life in general, our jobs, sport (briefly) and I didn’t forget to compliment Helen on her appearance. She was wearing a light summer dress with a floral pattern, which I genuinely found attractive. As we chatted, they started to become a bit ‘touchy-feely’ with each other, he put his arm around Helen and she started to rub the inside of his thigh.
We had nearly finished the bottle of wine when James said “shall we adjourn to the bedroom then”, we all smiled and they led the way through. James pointed to a chair for me to sit on at the side of the room, and they began removing their clothes. As they got onto the bed, James turned to me and said “we’re happy for you to masturbate if you want”, so I quickly extracted my cock from my trousers.
They made love to each other on the bed before me. To cut a long story short, she sucked his cock, he went down on her and ate out her pussy, during which she had a massive orgasm, and eventually he fucked her missionary. From time to time, one or both of them would look over to me masturbating and they would smile, it seemed to spur their efforts with each other.
As you will imagine, I have had some experience with masturbating, so I have developed the skill to control my ejaculation until I am ready for it. I had dropped my trousers and pants to my knees, and undone the buttons of my shirt so I could pinch my nipples for added stimulation. As they reached their climax, Helen had her legs locked behind James’s back and she was gasping for breath, I noticed his buttocks clench giving several firm thrusts into Helen as he came too.
By this time, I was ready to cum too, so I shuffled down on the chair so I was semi-reclined and ejaculated up my chest. It was very powerful, the first couple of spurts nearly hit my chin, and I closed my eyes with the sight of them orgasming together firmly printed on the inside of my eyelids. As I recovered from my orgasm, I opened my eyes to find them, still locked in intercourse although she had released her legs from behind his back, and they were both smiling broadly at me.
James indicated that I could clean up using the box of tissues on the dressing table beside me and afterwards, I pulled my trousers back up. They both came to the door to see me out, both still naked, and I kissed Helen on the lips and shook James’s hand. Helen said they planned to go back to bed after I had left and they were both smiling with a naughty expression on their faces.
Over the weekend, James texted me to say that Friday evening had been a great success for them, they hoped it had been for me too, and they would like to do it again sometime. Long story short again, we arranged for me to go to their place again two weeks later, this time on the Saturday evening. I took with me the obligatory bunch flowers and bottle of wine, and we greeted each other warmly, with a warm handshake between James and me, and a hug and almost passionate kiss with Helen. I think I already knew our friendship was not a 5 minute wonder.
This time, James said they were happy for me to strip off completely if I felt comfortable, so I removed all my clothes, thinking it would avoid the risk of cumming over my clothes. Initially, it was pretty much the same as last time, they made love on the bed, James going down on her, making her orgasm noisily, and me gently masturbating myself in the chair. This time, however, when Helen had calmed down from her orgasm, I noticed they were spooned together on their sides facing me. Helen said “can I suck you”, which quite surprised me as I thought I was only there to watch. James had an expectant look on his face, I realised this was something they both wanted, so I said yes.
Helen came over to me to kneel on the floor between my feet and grasped my very erect cock. She licked round the head a little before engulfing it in her mouth. I noticed that James had moved over from the bed and was kneeling behind her, he raised her hips slightly, wiped his cock around her pussy a little, and plunged in. Helen gasped as he did that, and her eyes opened wide, with a look of surprise on her face, although I realised this was what she was expecting.
James began fucking her, with increasing vigour, as she bobbed my cock in and out of her mouth. Although I have become quite adept at controlling my ejaculation when masturbating, being stimulated by Helen was a whole new experience, and I quickly realised I did not have the same level of control. I was going to warn Helen of my impending climax, but I think she knew as she engulfed my cock in her mouth, sucking me with increasing ‘passion’. I exploded into her mouth noisily, she hungrily swallowing as fast as she could, also quite noisily. This seemed to set James off as well, as he thrust into his wife with much gasping, and I assume spurting his sperm into her. Finally, Helen orgasmed too, taking my cock out of her mouth so she could breathe through her gasps, and my final few spurts splattered the side of her face.
As with last time, they went off to the bathroom to clean up, leaving me with the box of tissues. Before going to the bathroom, Helen made a point of saying “you don’t have to rush off do you, I’d like you to stay”. When we reconvened in the bedroom, them lying spooned on the bed and me back in the chair. They both said what a lovely experience it had been earlier, and I said it had been for me too. I said that I was supposed to be there as a voyeur only, but Helen said things change when you start to get to know people.
Helen said she had wanted for a long time to see James having fun with another guy, so I asked what she had in mind. She said that she had been bi-sexual for some years, and had regular fun with a girlfriend of hers that she met at university. James said that he was simply keeping Helen happy, but he thought he would be no more than orally bi.
Over the years, I have wondered whether my awkwardness with women might be because I was gay, I had heard tales of men who struggled with their sexuality for years. It even prompted me to consider advertising on SH for men, but decided against it because …… well, I just did. James seemed nervous about the discussion, and it was clear Helen was leading this part of their agenda and, on the spur of the moment, I said “well let’s see whether we like it then”.
James got up and came over to kneel at my feet, he reached out and took hold of my flaccid penis, and began to wank me slowly. Needless to say, my erection started to rise. I reached down so I could pinch his nipples, and I noticed his erection growing too. Helen had knelt on the floor beside us and was watching intently, with her hand between her legs stimulating herself. She said “why don’t you get on the bed, so you can both masturbate each other”, when I looked at James he smiled and nodded, so we both went over to the bed.
We lay side by side wanking each other’s cocks fairly gently. It was not unpleasant, he had shaved round his cock and balls, while I am still quite hairy, so there was a new experience for me. We now had very stiff erections. Helen suggested we move into a 69 position, so we could get ‘up close and personal’, I was conscious that Helen was definitely driving the agenda here. I swapped ends and we began stroking each other’s cocks, eventually I took his cock into my mouth. To be honest, I quite liked it, James was giving my cock and balls similar treatment to what I was doing, and I sensed he was enjoying it too.
Helen said “oh this is so erotic …… Tim, will you let James fuck you too”. I felt that this was a red line for me, I rolled away from James and said no. My objective at the outset was to feel more comfortable with women, which I thought I had achieved, although I had yet to test this out. I hadn’t minded playing with James a bit, it may have indicated I might be bi-sexual, but I was becoming more certain I was not gay. If they had asked me to fuck Helen, I would have been more than happy to lose my virginity to her, but the thought of James sticking his cock in my arse, for that is what I assume Helen had in mind, simply repulsed me.
I rolled over and sat up, noticing that my erection had completely disappeared. I said that she was asking me to go much further than we had planned and, frankly, I felt uncomfortable with the speed she wanted to move. Helen apologised, and said she hoped it would not stop me coming back to play with them in the future, I simply said we’ll see. James texted me the following week to apologise for what had happened, confirming that it had been Helen’s agenda, and he hoped I would come back to him in due course.
What I wanted was to develop friendships with women, and I thought I would be better placed to do that now. I have a few ideas on how I could progress this, ladies that I have ‘switched off’ before now, so I may have some more tales to post on here in due course.