Where it happened: My house
Langauge: English
Sex: Male
Rating: 4
Category: Straight
My girlfriend and I had been going out since almost the beginning of college (UK) – a relationship that continues on to the day that I am typing this.
Within a month we knew it was love, we just suited so well together. However our first real sexual encounter wasn’t until March (4 months after asking her out); we had been staying round each other’s houses for a few months now and our parents were perfectly happy with us sleeping in the same bed. In the months leading up to this day we had been hugging/kissing in bed and I was working my way from playing with her hair to her stomach, bum and boobs however had never once touched her vagina. That night that changed and for the first time I got a single finger inside her and played with her clit. Over the coming year and a half it stayed like that, sex was something that we didn’t indulge in. I’d like to think it was due to lack of opportunity but it was simply a lack of communication and understanding – mainly since I was saying that giving her pleasure in that way also brought happiness to me (although not in the same way).
Things changed again last Valentine’s Day, we had booked ourselves a short holiday in a local self contained holiday park (that simply had everything) and were staying in a small apartment like room. Night came and we went to bed, more fingering followed (by now I was quite the expert however we were both still virgins) and after the second orgasm we started talking. Nearing the end I simply asked ‘Do you want to have sex?’; by that time we were both very tired but I remember her saying yes – the next morning however we woke up and she instantly asked me ‘Did you ask me if I wanted to have sex?’ in a startled way – I response with yes and her eyes latterly lit up. We spent the rest of the morning talking about it with the main topic being protection – she was quite concerned that any method of protection had a slim chance of failing. I also found myself answering loads of questions about ‘how it works’ and probably learnt more about my girlfriends attitude to sex in one morning than I ever have/will. Ultimately we decided that we should wait for a day were we can be better prepared.
That day didn’t come until months after that very first chat, it was during the holidays – my parents and sister were away and my girlfriend was staying over. We had been talking about this as being ‘our big opportunity’. A week or so before I had ordered some condoms (found it much easier than going to the shop and physically buying them) and they arrived just in time for me to ‘try a few out before the big day’. During the day we talked about how it was going to work…I was going to come down the stairs in my Air Cadet uniform which she was going to take off of me while I undressed her (this was her idea of the perfect way to start and it sounded fine to me).
So just that happened, as I put on the uniform I slipped two condoms into my pocket, I walked down stairs (we were sleeping on a air bed in the living room because my bed wasn’t big enough) to greet my girlfriend asking her to check my pocket where she found them.
A few minutes later we were lying on the bed, I was the only one with anything on (boxers),by this time we had progressed on to ‘eating out’ as well so after a quick session of that (to warm her pussy up) I moved up as asked if she wanted to? I could feel my heart racing at this time – this was the question which would end up in me losing my virginity to the woman I loved. She said yes and so I rolled onto my back – she sat up and pulled off my boxers while I slipped on the condom.
I got back on top of her kissing her body as I lowered myself onto her, I could feel my heart going even faster (as was hers) as I slipped it in for the very first time. As I’m sure many of us have done I asked ‘Is it in?’ and she only nodded, we continued on for a few minutes before I cummed – it was the most fantastic feeling ever even if it was far too soon (but after 2 and a half years of giving I think it was understandable to be given some lattitude).
Afterwards we decided to have a shower together (apparently the condom felt mucky) before getting back into bed and talking about the whole thing.
While it may seem like a long time to go from fingering to actual sex it was certainly worth it – sex was certainly the one big thing that was missing from our relationship and now that we enjoy it regularly (almost every chance we can – time for some catch up) we feel closer together than ever before.
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