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Teaching a Friend

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by Britbob55 I first met Julia on a trip abroad – a whole group of us were working together. We’d been pulled together for a project from around the world, and no-one really knew anyone. She was nice enough, but I was dating someone already. The work lasted a week or so, and then we all went back home. I didn’t really keep in touch with any of the group until I found myself in the same town as Julia, so I called her and we had dinner. It was a good evening, as we had a good laugh about the group from when we’d last met, poking fun at the more irritating ones. After dinner, she invited me back to her flat, and we sat at either end of the sofa, chatting about relationships, and the kind of men she liked. I got to admire her body and realised I’d not seen her in anything other than bulky jumpers and trousers. This night, she had been wearing the same, but had taken off the jumper when we got back and was just wearing a light cotton top. She had nice breasts, quite small, but very firm, and I could just about make out the nipples, which looked large. At one point, she looked a little wistful and, out of the blue, said she’d never really enjoyed sex, and had never had an orgasm that way. I was a bit surprised at where the conversation had gone, but happily talked for a while, asking her how relaxed she got, how romantic the men were and other stuff. It turned out she hadn’t really had great luck in the men she’d been with, and also that she had a small pussy and didn’t enjoy penetration by well-endowed men. It hurt, and so it didn’t seem much of a surprise to me she wasn’t enjoying sex. None of the men had ever tried anything other than a fuck, and she really didn’t like a man licking her pussy. It was weird, having this conversation with an attractive girl on her sofa, alone, but it was also obvious she was just looking for friendly advice and felt she could have an intimate conversation with me, as she knew I was dating, and so didn’t see me as a threat. Much as I might have wanted to give her some real hands on experience, I didn’t want to abuse the trust. Anyway, just chatting about it made me horny enough and I knew I could relive some of the conversation later when I was on my own. All too soon, I realised it was late and I had to leave. I kissed her cheek on the way out and went back to my hotel. On the way, I came across a shop with video booths, and went on my own into a booth, flicking through the various films, until I found a girl who looked like a bit like Julia. She was being interviewed about masturbation, lying naked on a couch. After chatting for a while, she used her fingers to get off, then the photographer gave her a vibrator to try, and filmed her having a lovely orgasm with that. I love watching girls masturbate, and the fact that she looked like the girl I’d just spent an intimate evening with meant I soon came myself, producing a surprising amount. Julia was due to move to the same town as me, so I thought we might meet up again and of course I hoped the conversation might turn to sex again. It was a few months later when she called to say she was in town, and we met for dinner. W chatted about nothing much and finished dinner early. She was complaining about how stiff her shoulders were, and I give quite good massage, so suggested she came back with me for a rub. She looked slightly suspicious and said that was all I was going to get. I laughed and reminded her about what she’d said about sex last time – I said I my cock was far too big for her. We went to my bedroom. I turned down the lights, and she lay face down on the bed. I tried to persuade her to take her top off, but she wouldn’t, so I just rolled it up as I high as I could and knelt by her side, giving her a nice gentle massage. I really am quite good at this, and Julia began to relax and so I steered the conversation back to sex. I asked her if she ever masturbated and she started to tell me about how she’d tried different ways, that she got very wet, enjoyed it, but never really had a mind blowing orgasm. Her preferred way was to lie on her stomach, with her dressing gown bunched up between her legs, or a pillow, and she’d rub her cunt on this. Again, I was surprised at how willing she was to talk, but I suppose I am quite a good listener, and I felt quite honoured she would trust me like this. I was of course getting as horny as hell, but didn’t want to push it and abuse her trust. She told me she masturbated most days, usually in the morning before getting up and again at night before going to sleep. Then she asked me if I masturbated. Although we’d been having such an intimate chat, I was s bit embarrassed, but equally happy to talk about one of my favourite activities. I told her that it was a healthy part of a relationship too, and that most of my girlfriends had been willing to masturbate for me, that they usually liked to watch me, and how nice mutual masturbation is I stopped massaging her, and she sat up at the end of the bed to listen. I told her about my current girlfriend, who, after we’d fucked hard, and I was drained, liked me to suck her nipples whilst she fingered her pussy, until I got stiff again. At this, Julia said she thought that sounded nice, and in the dim light, I saw her lift up her top and pull both tits out of her bra. They looked delicious, framed at the top by a bunched up cotton T-shirt, and still held up below by the bra. I moved down the bed and took one in my mouth. It was strangely analytical, as she told me what was nice and what didn’t work. I don’t think anyone had ever checked with her before about what things she enjoyed. She preferred it when I chewed quite hard on one nipple whilst being slightly rough on her other breast. I tried to get my hand between her legs as I thought she might be willing to let me finger her, but it was obvious she wasn’t after anything else. I also tried to guide her hand to my cock but again, she wouldn’t. I took my cock out and started to stroke it, but then she got all embarrassed and said she had to go. She apologised for leaving me “in that state” and I reassured her I was fine and would be perfectly capable of doing something about it after she’d gone. I kissed her on the cheek and she left. Of course, it took me about 30 seconds to cum, and it was another big one The whole thing was odd, but I figured I quite enjoyed teaching her and was happy to go as far as she would let me. It seemed such a shame that she hadn’t ever really enjoyed sex, and if I could help her get more fun from it, that was fine. I had some good material for masturbating, and was anyway still dating a fine girl and we still fucked regularly. The next time we met we were having dinner near her new flat, so it was easy for her to invite me back there. I was of course hoping for some more fun. We had a tour of the flat and a couple of glasses of wine and went into her bedroom, where she had her computer. She told me she had been looking up the best way to give a blow job on the internet and asked me what I enjoyed most. She was sitting at her computer and I was standing next to her. She only had to turn her head to one side and she’d have been two inches away from a rapidly growing cock, in the perfect place to practise. I had to remind myself again that I was only being her mentor. So I told her what I enjoyed about blow jobs as she surfed some sites. I stood behind her and started to massage her shoulders, which she really enjoyed. She stood up and went over to the bed and sat there looking at me whilst she took her bra off from underneath her top. She said I’d probably be undoing it later, so it may as well come right off. Although she managed to take it off without revealing anything, there was something really sexy about the way she did it, and me knowing her delicious tits were uncovered – well, at least underneath the top. Funny how sometimes the imagined is more sexy than the real. Anyway, Julia now lay face down on the bed, and I straddled her so as to get better access to her back. I lifted her top right up and of course had better access to her whole back, as there was no bra strap. This made my massage a lot better, but also meant my imagination was running wild – more bare flesh than usual, plus we were pretty much in my favourite sexual position – doing it doggy style. I started joking with her about this, and we started talking about positions she’d tried and enjoyed. It turned out that, because she masturbated face down, it was the only position she ever got close to orgasm. I started to get more adventurous with my massage – Julia was wearing a skirt, so I started on the legs to see how far I could go and still get away with it. I had one had still rubbing her back, and the other by now was right up to her crotch. She had tights on, so no direct contact, but it was obvious I was rubbing her pussy and she wasn’t complaining. All the time we were talking about sex in a very mater of fact way, and I was telling her about the porno that I enjoy. After a while, I offered to show her some clips I had on my laptop. So, I set it up on the bed and we watched several short clips, mainly cum shots and girls masturbating. I kept rubbing my hands over her, down to her crotch when I could. One shot of a girl playing with herself showed her getting really wet – almost spurting when she came. I asked Julia how wet she got, and she said she was really wet now. I asked if she would masturbate for me and she quickly rolled onto her front, and put a pillow between her legs. Again, I couldn’t see anything, but one hand was down in her pussy, and she was humping the pillow in way that made me wish it was me. She gave me a running commentary as well, but again wasn’t really able to orgasm. She was getting quite red though, and I thought it wouldn’t take much. She rolled over onto her back again, and her top had slipped up, so I just pushed it a little further to expose her lovely tits and started to chew on them. She was wearing a skirt, so my left hand was now running up her legs, pressing against her pussy. I could feel the heat and the damp of her cunt, but just couldn’t get inside past the tights. I soon realised the skirt had an elastic waist, so, whilst still sucking on her tits, which she clearly was enjoying, I pushed my hand down inside the waist band, beneath the tights and panties, and finally got to touch her warm, wet cunt. My finger slipped between her lips, and I moved it around, then back up to her clit. Julia arched her back off the bed and started muttering fuck fuck fuck as she came closer and closer to her best ever orgasm. She was really getting into it now and I had a hard job keeping my fingers in place as she bucked around and finally, a small scream coming from her lips, she came and collapsed exhausted on the bed. I pulled my fingers out and smelt her juices on them. After a little while, I said it was my turn, but she didn’t want to stroke me. I couldn’t do anything, so just decided to risk it and took out my cock, which was as big as its ever been, and with some precum on the tip. I was really close to Julia and she watched, fascinated as I slowly stroked my cock. Although I would have preferred to have her do it, it was really erotic doing it in front of her, as she looked me in the eye, then back to my cock, the first time she’d ever seen a man do this. I lasted longer than I expected, but finally came onto her tits, which she insisted on. We got cleaned up, had a slightly embarrassed chat and I left, kissing her again on the cheek. I didn’t wash my fingers though – and had another great cum later just smelling her cunt once more. I’d be delighted to chat to women and share more experiences

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