I’ve always struggled to finish stories from my imagination, so I figured I’d write about a real event. Problem is, my sex life has been fairly tame, so most stories are just ‘a couple has sex’…
I figured I’d start with the first time me and my current boyfriend James were sexual and the first tine we have sex, which is kinda a two part story a few days apart. It might turn out rubbish or boring – we’ll see.
(Writing this after finishing the story. It came out way longer than I thought. I hope it’s not boring but tell me if it is! Anything you think I should change, or what you like and don’t like, I’d love to hear it. It’s not the most kinky story, in fact it’s quite tame. But every word is true and happened to me!!)
So me and James have been friends since pretty much our first day of university. We met on a freshers-week pub crawl, and soon realised were on the same course, and had lots of other stuff in common.
At the time, I was single (and still a virgin), but he wasn’t – he had a serious girlfriend from school, and they were in an LDR while they went to different universities.
But it didn’t stop us becoming close friends. We would hang out together between lectures, and spend weekends exploring London. I met his girlfriend and I liked her, though I was highly sexually frustrated at the time and I couldn’t help feeling a bit jealous that she got to have sex with this guy I liked so much.
But soon after, I resolved my frustration by finally getting a boyfriend. He was another guy from my course, my lab partner, who I also liked a lot. We got together one evening after a lot of liquid courage, and after some tricky fumbling I finally lost my virginity.
But even though I was in a couple, James and I remained close friends. Towards the end of the year he split up with his girlfriend, and I was there to talk to him and help drown his sorrows. We were best friends, defying the old adage that ‘men and women can’t be friends’, and everything was great.
For the next 2 years we both had relationships start and finish with other people, but the two of us were never single at the same time. People would sometimes joke ‘you two should really get together’ but it was never on the cards, with one of us always in a couple with someone else.
And then it happened. He was single, having broken up with a girl he’d been seeing. And a few weeks later I broke up with the boyfriend I’d had for the previous 18 months.
We were each other’s shoulder to cry on, with plenty of nights at the pub. But now there was something new. For the first time there was real sexual tension between us.
But for weeks, nothing happened. Both of us were afraid to make a move, both fearful of spoiling our very close friendship.
Eventually, he was the one to break the deadlock. We were at my house one evening, sitting on my sofa watching a movie and chatting about this and that. My housemates were out, fortunately. We’d had a few drinks, but we weren’t hammered, just cheerful and giggly. He teased me about something and we laughed, I rested my head on his shoulder, and he finally made a move… as I leant against him he put his hand on my thigh. I was wearing a dress, so it was skin on skin, and the sudden sexual thrill of it was like electricity, zooming up my leg, straight into my pants.
I turned my head to his, eyes together, both aware this was something which had been unspoken between us for years. And we kissed. His mouth tasted of wine and the strawberries we’d been eating, I guess mine did too. He kissed gently, his lips soft against mine, and when he used his tongue it was just a light flicker against my own.
It was one of the best kisses I’d ever had, and powerfully arousing. But there was a problem – he’d chosen to make his move right in the middle of my period! I was on day 2, my heaviest day. I’ve never been one of those people who likes the idea of period sex – I find the blood pretty gross to be honest. And I certainly wasn’t going to do it with someone new, and someone as important as James.
But for a few minutes I said nothing. I didn’t want to stop, to break the spell of closeness and arousal and passion that was building between us. He lifted my dress and touched my bum, and I pulled it fully off over my head, so I was kneeling on the sofa, in my bra and panties. He knelt in front of me, his hands on the bare skin of my torso as we kissed again.
‘Umm, would you like to move to your bedroom?’ he asked, shyly.
*Oh god yes* screamed every part of my body, especially the parts between my legs. But reason had to prevail.
‘I’d love to,’ I said. ‘But we’ll have to wait a few days, I’m afraid. Bad timing….’
He looked confused for a sec, then realised. ‘Oh, ok! That’s fine. I can wait.’ He smiles.
I stroke his hand. ‘I’m not sure I can. But we have to. Sorry.’ I stare into his eyes. ‘God I’ve wanted this a long time.’
‘Me too,’ he says. And he leans back in to kiss me.
This time as we kiss, he strokes my breasts gently through my bra, before pushing one of the shoulder straps down and sliding his fingertips over my bare breast, gently caressing my nipple.
The sexual arousal from this is almost overwhelming. The beautiful kissing, his tongue so gentle and sensual on mine, and his fingertips on my breast, are pushing me close to orgasm, my vagina literally throbbing with desire, the urge to touch it impossible to resist.
We are both kneeling up, facing each other as we kiss, and I slide one of my legs between his, pulling his between mine so I can grind my pussy against his leg.
We kiss and kiss, and I push myself against him, waves of pleasure going through me. He puts his hand flat against my tummy and sides it down, over the top of my panties. I pull my panties away from my tum, and with my own fingers over his, guide him down inside, through my pubes, just far enough to reach my clit, feeling my own slippery wetness.
He curls one finger forward, sliding over my clitoral hood, and strokes my clit with little quick strokes.
It makes me come almost immediately. My hand on his back, holding him close, my lips snatching breathless kisses in between my high, sharp cries of pleasure. He holds me against him with his other hand, supporting my body as the orgasm makes me shake and spasm, and eventually collapse against him, laughing in pleasure and joy and happiness and relief, after years of wondering what an orgasm from James would feel like now I knew: it felt so, so right.
He sits back and looks at me. I’m naked apart from my panties, my bra off my shoulders and bunched up around my waist. He strokes my breast gently. I’m still tingling from the orgasm. ‘You’re so beautiful,’ he says, looking at my body.
He’s still clothed, in jeans and a t-shirt. I should have started unbuttoning his jeans there and then, leant forward and taken his cock into my mouth. I wanted to. But I didn’t – my shyness took over, so I just kissed him again.
He spent that night with me, in my bed. Both naked apart from my panties, we slept side by side, his arms around me. Poor guy must have had the most awful blue balls!! I lay there, his body against my naked back, and thought how I should have made him cum. Eventually I went to sleep.
In the morning we woke face to face. I was worried about my morning breath but he didn’t seem to care. We kissed, his hands running over my body, and this time I did reach down under the cover, and take his erect cock in my hand.
I wanted to give him a blowjob but still I was too shy, so I stroked his cock as we kissed, loving its hardness in my hand, feeling his body tense and his breath come faster until I made him cum, spurting onto my tummy and the bottom of my boobs. He gave a deep low moan of pleasure or maybe just of relief as he pumped spurt after spurt against my body, until I could feel it running off me and onto the sheet.
We lay there for a while. I was extremely aroused. I wondered if he’d finger me again, but he made no move between my legs. Months later he told me he wanted to, but wasn’t sure with my period whether I really wanted it. When it comes to sex, we’re both a bit shy.
Eventually he had to leave, to go back to his house and shower and change for college. After he’d gone I couldn’t resist. I went to the bathroom and pulled out my tampon, then spread a towel on my bed and got a vibrator from my drawer. It’s a lovely smooth red silicon one with a gentle bulge at the top – my only insertable toy. I lie on the towel, not caring about the mess, and slide the toy inside me. I imagine his cock, how it felt in my hand, and fantasise about having it inside me as I fuck myself. I don’t turn the toy on, just slide it in and out, my other hand rubbing my clit, imagining him on top of me, my mouth kissing his imaginary mouth. It takes me about 30 seconds to come!!
I don’t see him in lectures that day, but we send a few texts and emails. Both saying we’d had fun last night. After a few messages he asks if I want to come walking with him that Saturday, on the South Downs (they are a range of hills between London and the south coast of England. Very pretty, especially in summer). Saturday was about 3 days away – my period would be finished by then! I said yes, thinking, maybe we’ll stay overnight somewhere and pick up where we left off.
We met early on Saturday morning on the train. It was a beautiful sunny day. We were comfortable and happy together, holding hands, flirting a little. A tiny bit of kissing when we met, but nothing major. In the previous 3 days I’d masturbated thinking about him, more than once. I wondered if he’d done the same about me.
We walked from the station up onto the hills, under a beautiful blue sky. Chatting, relaxed, we laughed and walked and talked. High on the hills we walked along a ridge, looking down to Brighton on one side and open country on the other. Amazing views. There were a few other walkers on the path, not many, it was still early in the day.
A little way from the path was a curious concrete shelter, a little like a bandstand. We walked to it and climbed onto the flat platform – wondering what it was. Standing together in the middle, holding hands, we turned to each other, and kissed properly, deep and soft and sexual, like we had the other night.
We jumped down from the strange bandstand thing and walked a little way down the hill, away from the path. There were some raised lumps of grass, and we sat down on them – the amazing view of England stretched out beneath us, and the odd bandstand thing, plus a few bushes, hiding us from the path.
I pulled him close and we kissed again. Deep and slow and gentle, then more passionate, feeding each other’s desire.
I moved onto his lap so I could be closer, my legs wrapped around his body, and pulled myself in against him. In that position he had to tilt his head back to kiss me. He kissed my mouth and then my neck, downwards towards my chest. I was wearing a dress with a v neck, and he kisses down between my boobs, sliding his hand onto them over my dress.
And suddenly I can’t wait any more. I don’t care that we’re in public, I don’t care that I have no protection with me, I don’t care about anything except having sex with him, right now, right there.
I lean back slightly on his knee and fumble with the button on his shorts. I say nothing, but he realises what I’m doing and helps me, undoing them himself.
I stand, his legs still between mine, and push my panties down from under my skirt, hooking them off one leg, leaving them wrapped around the other shoe. I’m inpatient now, urgent.
I sit down again and undo his zip, reach into his shorts and pull out his cock. He’s fully erect, and so beautiful. I touched his cock earlier in the week but this is the first time I’ve seen it, and it’s lovely.
I raise myself up a little and move forward, holding his cock in my hand. I kiss his mouth, and line up his cock with my vagina. I’m soaking wet, and the tip slips easily past my labia. With a glorious, incredible, indescribable explosion of pleasure, I sit back down and slide him fully inside me.
Our mouths locked together, kissing with passion and lust and years of repressed desire, we fuck there on that hill. Our bodies moving together, I rock up and down against him, sliding him inside me as he thrusts up to meet my movements.
We last less than two minutes. My orgasm comes first and triggers his – he pushes my top and bra down and kisses my nipples as I come, then explodes inside me with a low moan of pleasure I have come to know so well.
We clutch each other for a minute, then laugh helplessly as I stand and his cum runs out of me, covering his legs and shorts.
We cover ourselves up and go back to the path, more relaxed and happy than I’ve ever been.
And that’s it. We came back to London that night, and spent the entire night having sex. On the Monday morning I had a small dose of reality and went to the sexual health clinic for the morning after pill, and they recommended I have an IUD fitted instead, so I did. And so in the whole 4 years together and thousands of shags since then, we’ve never once done it with a condom!!
Hehe. There you go. I hope you enjoyed it! Any feedback good or bad would be very welcome.
Source: reddit.com/r/gonewildstories/comments/8y6qo2/mf_the_first_time_me_and_my_boyfriend_21f21m_at