Where it happened: My house
Langauge: English
Sex: Male
Rating: 8
Category: Straight
Jilly and I had been friends for 3 or 4 years, she was my best girl friend and I was her best boy friend, but we had never been girlfriend/boyfriend. For a while I’d wanted more from the friendship but it was the old story about not wanting to risk ruining the friendship. But when she was about to move down to London we knew it would probably be the end of the friendship as we knew it anyway, as this was a time before cheap flights and the internet. One night as we were talking about how we would miss having each otherto talk to she took my hand looked me in the eyes and quietly said “I guess we couldn’t do any harm to our friendship if we kinda “got together” before I go away, could we?” She wanted to lose her virginity before going off on her new life, and wanted to do it with me.
My parents were away on holiday the next week, and her parent’s weren’t around much anyway and her brothers had a pretty relaxed attitude, so she basically moved in with me for a week. We talked about what we wanted to do, and decided that as we had time we should take things day by day and make the most of this opportunity to learn to please each other.
The first day we agreed would just be about discovering each others bodies and I’ll never forget that moment when I first removed her bra and slid my hands slowly down from her shoulders and circled my fingers round her hardened nipples. Jilly was tall and slender and although not large her breasts were magnificently perky. I moved lower and playfully sucked and tugged those delicious nipples and moved my hands toward the buttons of her jeans, nervously undoing them as she similalry moved for my zip. Quickly were were lying on the bed side by side each telling each other how we felt as I slid my fingers inside her and she stroked my shaft until I exploded for the first time. We lay for hours giving each other bigger and better orgasms as the night went on before falling asleep in each others arms.
As the second day was to be all about oral pleasure we started it with a shared bath after breakfast and then as we dried each other off she said “Your turn first” and crouched down taking my cock in her mouth and swirling her tongue around the head. The previous day’s practice with her hands had made sure she knew exactly what motions would hit the spot – this may have been her first blowjob but she was fucking amazing! When I came she swallowed completely and announced that “it didn’t taste that bad actually” but then insisted I lick a little that had spilled from her lips – which seemed only fair really. She then said she wanted to see how long it would take me to cum again and quickly was gently sucking to revive my somehwhat flagging dick. This was much slower this time and rather than juststanding there, I was able to start giving her breasts and nipples some attention.
After I had cum the second time I said it was now her turn and laid her down on the bedroom and parted her short pubic hair and placed my mouth at the entrance. I was unsure about this and to be honest found the smell a little offputting despite knowing how fresh she was, but after some gentle rubbing I decided to go for it and started to dart my tonge quickly in and out – her pleasure was immeiately obvious as she thrust against me and I moved my tongue deeper and deeper inside her. She had been quiet and breathless as she had cum the day before but now she was unrestrained screaming quietly “God yes, oh God yes, yes, yes” For the rest of the day we continued to perfect our techniques icluding me teaching her exactly where and where not was a good place for me to feel her teeth!
The next day was to be our day for actually losing our virginities and after a shower which quickly evolved into a revisal of our previous days oral skills we moved to the bedroom. Jilly was on the pill for other medical reasons and although we had decided we would use condoms later on as part of our learning, we wanted our first few times to be rubber free. We lay down missionary style and I sld gentle into her and she grimaced a little as she pulled me further inside. We kissed as we upped the intensity of our movements but then I moved her on top which she seemed to prefer. Despite all of our build up I struggled to make her cum this first time and had to squuez a finger or two inside to help finish things off. When we went for it again a short while later we were a lot more confident about it and not so worried we might “break” anything. We realised that once she was suitably wet we really could put a lot of energy into it as long as our timing was good. After bouncing around the bed and floor for 15 minutes she was crying with pleasure as she came while I gently stroked her long dark hair. We lay with me inside her for waht seemed like hours, before showering again and starting over with various condom types to find which we liked.
The final couple of days are now a bit of a blur – we just constantly made love in so many places and positions – even sneaking out to a nearby dark wood on evening to experience it outside, and also using some silk scarves and blindfolds but in the end we both found that we didn’t need any “extras”. Jilly said we could try anal if I was keen but it wasn’t something that either of us liked the sound of so we left that out.
She left for London the following week and although we had a few more sessions on visits there we had always known there was no future in the relationship, but we had shared something special with someone that we truly loved and cared for as friends. We keep in touch nowadays but as we are both married there isn’t anything sexual going on, but we’ll always treasure that weeke when we learned so much.
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