[mf] The bet.

‘I bet I can make you cum in less than 5 minutes…’

Another true story from university days. I’m 19, sitting in my friend David’s room at Cambridge university, and we’re chatting about sex. David has been one of my closest friends since we were little kids, growing up in the same village. We went to school together, primary then secondary, and though we hung out with a big group of mates we would probably refer to each other as best (opposite sex) friends.

Despite this, we had never been a couple. People would say ‘seriously why did you guys never get together, you’d be great’, but we never did. I don’t really know why, there’s no single reason. We both went out with other people through school, neither of us really seeing the other as a potential partner, but we stayed close and shared secrets just the same. We are still close friends to this day.

People would also ask ‘doesn’t the sexual tension between you guys just get unbearable?’ It didn’t, for the simple reason that we had, on a couple of occasions, had sex. Nobody knew, not even my closest female friends – it was our deepest mutual secret.

In fact there were three occasions when David and I had stepped over the line into sexual contact. The first was when we were 16, both still virgins, but both in relationships which were starting to involve some sex. At that age, that meant habdjobs, fingers, and of course, oral. David and I confessed to each other that we were both crap at oral, neither having any real experience with the private parts of the opposite sex! So we decided to practise on each other. Over 2 nights on his sofa, when his parents were still at work, with the help of some books (such geeks) we taught each other oral sex. He was the first guy to cum in my mouth, the first guy to ever give me an orgasm with his tongue. We both took these skills back to our respective boyfriend and girlfriend, to great appreciation!

The second time was a year later. Nearly 18 now, I’d had sex with a couple of guys but David was still a virgin. He was seeing a girl who was happy to do oral but wouldn’t go any further. Being a horny teenager, of course, David was desperate to go further. He didn’t want to dump her just to find somebody to have sex with – he’s too nice a guy. But he desperately wanted to have sex. At that age, these things seem like an impossible ethical minefield! So I solved it for him by taking his virginity in the woods on my parents farm.

The third occasion was another 18 months after that. Deep into the late stages of A-level revision, stressed and sleep deprived, I was at home desperately trying to learn some damn thing. Giving up for the night, I texted David to complain about the stress, the workload… we texted back and forward until I said ‘you know what I need right now, a massage with a happy ending!’ With the revision workload, I hasn’t seen much of my current boyfriend and it had been weeks since I’d had sex. ‘Want me to come over and give you one?’ said David. And I thought, yes – I do! He only lived 10 minutes walk away. It was after midnight but he dressed and walked over and, with surprising mature hands (his girlfriends must have taught him well) he massaged my shouders and back, calves and thighs, gradually getting more intimate until he finished with his fingers on my clit and me, still face down on the bed, burying my face in the pillow so my family wouldn’t hear my orgasm. Once he’d finished I offered to return the favour but he was like ‘nah, I had a wank just before you texted’. He went home, leaving me blissfully relaxed for the first time in weeks.

After A levels, another year on, I’m sitting in his room in Cambridge, drinking cheap wine, and we get to talking about sex. ‘Seriously,’ he says ‘I’ve got so much self control now. I control exactly when I cum – if I need to I can hold off and just go as long as I need to until the girl is ready.’

‘Bollocks,’ I said. ‘I know you, remember! I bet you last 30 seconds tops! I don’t believe you can just keep going.’

‘I can, honesty, I read this book about sexual control and I can just focus on controlling the sensation and cum or not, whenever I choose’.’

‘Ok, bet you I can make you cum, from cold, in less than 5 minutes.’

He smiles. ‘No chance. 5 minutes is nothing, if I focus you won’t even be able to get me hard.’ Ha boy, you are SO going to regret saying that.

‘Ok you’re on. Set a timer for 5 minutes, hit start, and I bet you before it beeps you’ll be mopping up some cum.’

‘Ok,’ he says ‘what’s the bet?’

‘Sex,’ I said. ‘If you can hold out for 5 minutes, we can spend the rest of the weekend in your bed having as much sex as you like. If I win, which I will, no sex but you’ll have cum so you won’t care, and you take me out to dinner.’

‘You are on.’ He gets his watch out as sets the timer. ‘Where do you want to start?’

‘Sit in that chair,’ I said. There is a comfy chair by his desk, which faces the end of the bed. I sit on the end of the bed. We’re both fully dressed, I’m wearing a dress which has buttons up the front (I already know this is going to be helpful). He has jeans on. ‘Only rule,’ I said, you have to do what I say.

‘Sure,’ he said confidently. ‘Ready?’ I nod, and he starts the timer.

‘Take your jeans and boxers off,’ I said, ‘then sit back down.’ He does it. ‘Now just watch.’

I’m planning carefully how to use the time. Knowing him quite well, I know that like a lot of guys he is very visual in what turns him on. I also know that in my handbag, I have a little silver bullet vibe, which is going to come in useful.

I undo two buttons on my dress, enough to show my bra, and shuffle back slightly on the bed, so I can put my feet up. I hitch my skirt up and spread my legs, giving him a great view of my pussy, currently covered by my fairly dull M&S pants. ‘I’m kinda hoping you’re going to win this,’ I say ‘because the thought of fucking you is already getting me quite wet.’ I stroke myself through my pants, watching his cock which is still soft, lying between his legs. I pull my pants to one side, and slide a finger down and into my vagina, before sliding it out to my clit. I wasn’t lying, I was already very wet – the situation was turning me on a lot, and I moaned softly as my finger slid across my clit.

The moan did the job, his cock moved, growing longer and pumping up and off his leg. The site of a man getting an erection is something I’ve always found intensely erotic, and not something you often get to see because so often, by the time the pants come off, the guys is already hard. So I’m watching David’s cock grow with genuine arousal, getting even wetter as I finger myself. I throw in some dirty talk ‘god I can’t wait to have that cock inside me, can you see how wet I am’ and stuff like that. He’s fully hard now, but not touching himself, and I judge we are about 1.5 minutes in.

I reach for my handbag and grab the bullet vibe. I quickly pull my pants off, aware that we don’t have much time. Holding up my skirt I walk towards him, standing over him as he sits on the chair, and bring my pussy close to his face. ‘Touch my clit,’ I tell him.

He reaches up and does as I say, sliding his thumb between my lips and onto my clit. I want him to feel how wet I am, plus it feels lovely, and I moan with genuine pleasure as he strokes me.

While he touches me I reach behind my back, pull down the back of my dress and unhook my bra. This is going to become useful in a minute.

I glance at his watch, beside him on the table. 2.5 minutes to go, time to finish this job. I kneel in front of him and put his cock in my mouth. He’s extremely hard, I can taste precum, and I know I’ve got this won. I slide two fingers, then my thumb into my pussy to get them wet, then use them to start rubbing his cock, where my wetness, my spit and his precum mix to make it extremely slippery.

I pick up the vibe and turn it on, using my other hand to hold it against the underside of his cock, right near where the shaft joins the glans, while still running my thumb in circles over the glans themselves. He moans.

‘Hold the vibe,’ I say, ‘keep it in the same spot.’ He takes it, following orders. I rewet my fingers from my pussy and use them to keep rubbing right above the vibe. With my now free hand I undo the rest of the buttons on my dress and let it fall off my shoulders. My bra is already undone so I take that off too, letting go of his cock for just a second to let the bra strap through. The bra brushes over his cock on the way past.

My nipples are hard, and his eyes are locked onto my tits, exactly where I want them. I know he loves my tits, and almost every other girl he’s dated has had similar size boobs to me. He’s a boob guy.

Bra off, I keep rubbing, he still has the vibe in the right place, and I have about a minute to go. I put my free hand between my legs, and start touching myself, moving my thumb in circles over my clit in sync with my other thumb, sliding over and over the underside of his cock.

It feels amazing and I’m genuinely close to orgasm myself, but I need to hold off at least at long as he does, because that’s the nuclear option. If it goes to the last 15 seconds I’ll make myself cum and hope that pushes him over the edge.

As it is I’m close to the edge, moaning and breathing hard and I know this will all be helping him lose control. ‘God I’m close,’ I say, telling the truth. ‘OMG just hold off for a few more seconds, just don’t cum,’ I tell him. ‘I want to fuck you so much, I want you to win this. God, I want you inside me so much.’ I’m only half lying at this point; I’m talking dirty cos I want to win, but at that moment genuinely want to fuck him. I’m hoping my sincerity is obvious, and hot enough to make him cum. 30 seconds to go.

‘God I need you, just few more seconds David, just hold it in…’ I rub, him and me, a little faster. I’m dangerously close to orgasm. Unlike him, I have no illusions about my own self control. ‘Just hold off and you can cum deep inside my wet cunt. God I want you hard inside me.’ I get quite foul mouthed when I’m very turned on! ‘God David, I need you to cum inside me, don’t cum now…’

He cums, with a loud tortured moan he spurts over and over onto my tits. I lean forward to take the last few spurts in my mouth, quickly rubbing my clit to push me into my own orgasm. I swallow the last of his cum as I come myself, letting go of his cock to rub his load into my tits.

The orgasm felt great, almost as good as knowing I’d won. Just like James Bond, the timer showed 4 seconds to go.

‘Fuck,’ he said. ‘I honestly didn’t let that happen on purpose. I didn’t think you’d do it in 5 minutes. God, I tried so hard, I really really wanted to fuck you.’

Haha better luck next time buddy, I said, grabbing a tissue and wiping his rather impressive load off my tits. ‘Fuck David there’s gallons of it, when was the last time you came?’

‘About two weeks ago,’ he said ‘I told you I’ve been practising self control.’

‘Seriously mate, give that shit up, you’re crap at it! Now let’s go out, you owe me dinner.’

Victory is sweet, and free dinner was pretty sweet too!

Source: reddit.com/r/gonewildstories/comments/66nndp/mf_the_bet

7 comments

  1. This is awesome. I find a story from you every morning, to coincide with my morning glory. A talented author with loads of experience. Happy times.

  2. Great Story!, so we’re you able to hold out, and not let him Fuck you all weekend?

  3. Great story. Takes me back to my final year at uni. In bed with my FWB, we wanted fish and chips for dinner and neither of us wanted to go and get them. It was only across the road. She challenged me to a 69 and who ever came first had to get dinner. I just won, but as her student digs we’re in a terrible area I did the gentlemanly thing and went anyway.

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