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Lost bet, I'm the prize! | Dianne Herbert | Medium | MyErotica.com

Dianne Herbert 15-19 minutes 10/22/2022
A hot dark-haired girl is taking her bra straps down revealing a lot of skin, while an attractive man is holding her from behind.
photo: SexArt

Erotic Fiction

Losing the bet makes me the prize!

Ruben was back for the summer and the biker boy would be mine!

Ruben was a hot guy with only one real flaw as far as I could see — that being that he barely noticed me. Not that he was rude or anything, and in a way that would have been better. It was just that having grown up together and hung out for years, he didn’t notice me.

He was always friendly and polite, but even when I came on to him at a party, he treated it like a joke and ended up going off with a cute blonde. Annoyingly, they looked good together.

I’m cute enough, and got plenty of action from blokes in clubs who didn’t know me, but, for some reason, I didn’t seem to be able to get past ‘little sister’ mode in the minds of some guys I wanted. They were nice to me, and there was never any trouble, but somehow I’d got friend-zoned.

That needed to change.

There is a famous old musical film called Grease where the leading lady starts off by dressing and acting like a librarian and ends up behaving like a full-on vamp. It wasn’t exactly subtle, and I didn’t intend to sing any songs, but I was going to take a leaf out of her book.

Ruben came back for the summer from university and surprised us all by arriving on a motorbike. It wasn’t exactly a Harley, but it was still impressive for those that hadn’t had much to do with such things.

He took me for a ride on the back, and although I had to wear a helmet and so didn’t get the full ‘wind in my hair’ effect, I loved it.

“Reuben, I want a shot on this by myself,” I said to him a couple of days later. “I’ll take care of it; you know I will.” As expected, he turned me down without even thinking about it, so I continued. “Then let’s make this interesting. Make a bet on it. If I win, I get the bike for the day.”

“And what do I get when I win?” he asked with a grin. “I don’t think you’ve anything of equal value that I will want to borrow for a day. So how does this get interesting for me?”

I slipped off my jacket and dropped it dramatically onto the floor to reveal what was underneath. A cropped black leather bustier that laced up the front. Most of my midriff was showing below it, and my arms and shoulders above were also bare. The lift and emphasis it gave to my boobs was quite impressive.

“I get the bike for the day… or you get my body for an hour.” I ran my hands up my sides and over the fabric, ending by lacing them behind my neck and shoving my boobs further out — just in case he’d missed them.

“Just for you in private, and no camera or anything making a permanent record, but you get to do whatever you want with me. And I mean whatever you want. Full access, nothing denied.”

I stepped in and put my hands on his chest. “Think of it, boy, my body sweating under yours as you get to use me in ways you’ve only dreamed of with other girls.” My lower half was deliberately pressing against his as I tried to see if he had an erection. Leaning in and whispering into his ear, I continued, “Interested?”

The bulge in his jeans was matched by that in his eyes as he took in the full sight of me. Clearly, the basic idea of getting him to see me differently was working, but that wasn’t enough for me. I could just have dressed up and come to see him, but that would have been boring.

“This is my thinking. I’m stronger and cleverer than you,” I said with a smile, both of us knowing this was not true, “so there is no contest of intelligence or power worth indulging in. We could toss a coin, but that’s dull. I think we swim for it. Two lengths — there and back — and the fastest wins. Fair enough?”

He couldn’t believe it. We had both been members of a swimming club for a while and he knew that he was faster than me over that distance. That this was a contest totally in his favour. Of course, what you don’t know in life is often what hurts you the most. While he’d been away at university for two years and had barely been near a pool, I’d re-joined the club, got a new coach, and improved massively.

We met the next morning at the local leisure centre to use the pool. It opened early for a couple of clubs to use, but those disappeared shortly before school time, and then there was an adults-only session before it opened for all to use during the day.

He’d arrived on the bike and, as we paid our entrance fees, I delighted in teasing him that it would be me riding away on it at the end of the session. We changed in our separate cubicles, isolated only by the thickness of the plywood walls, and then came out to put our clothing in the nearby lockers.

He was wearing standard swimming shorts, the kind that came with pockets, although what you were meant to put in them, I didn’t know. The locker keys at this centre were the kind with a plastic strap going around your wrist like a watch. Anyway, I’d not trust a key to stay in my pocket, when in the pool, if I was risking being locked away from my clothing if it fell out underwater.

I’d gone with a one-piece suit, but was still channelling that girl from the movie. I’d chosen the oldest one I had, one I fully intended to dump after today as it was years old and, crucially, far too small for decent company. I’d tried it on at home and then had second thoughts about wearing it. My boobs were pushed up and out like one of those women in a period drama.

The camel toe it gave me was a very modern thing though. You didn’t see that in Pride and Prejudice! I was only going to be alongside the pool for a very short time, and so thought I’d get away with it — especially as this was an adults-only session — but he would see it, and that was my intention.

I’d thought that I might need a trim downstairs before putting it on but, after looking in a mirror, decided it needed more than that. The way this thing narrowed over my groin, and covered so little, a basic bikini cut wasn’t going to be enough. I went the whole way and shaved my full pubes off — along with my leg and underarm hair. If you’re going to bother, then it’s as well to get rid of the lot in one go.

Before exiting the cubicle, I stood naked and ran my hand over the smoothness of my pussy. I’d always had at least a landing strip before and this seemed quite different. Wanton almost. To do this with the expectation, the hope, that a man was going to see it shortly and approve.

“Holy shit, Heather,” he said. “You’ll get us thrown out if anyone sees you like that!” He didn’t take his eyes off me though, and I put my hands high in the air and gave my whole body a wiggle, knowing exactly the effect it would have on my barely covered boobs, before walking by him to get to the pool.

As I’d expected, the lanes were still set up from the swimming clubs practising earlier, and there were a few of them free of people, mostly pensioners, slowly doing lengths. Ruben and I took up positions at the ones furthest from the bulk of people and got ready to dive in.

“Okay, loser,” I said. “Once the second hand on the clock hits the top, we go. The winner is the first one back. I’ve kept it simple so that you will get it — okay?”

He only answered with a grin and then focussed on the giant clock at the end of the pool. I was looking at the same thing, but still running through my head were the thoughts I’d been having since making the bet. These, at their simplest, came down to this. To win, or not to win?

I was very confident that I could. I’d improved a lot since re-joining the club and swam two or three times a week. I knew that he’d barely been in the water, and never seriously, since leaving for university.

I liked the idea of riding away on his bike and, although I wasn’t licensed to ride one of that horsepower, saw no issues with that. On the other hand though… I wanted to have sex with Ruben. More than that, I wanted him to throw me to the floor and fuck my brains out.

Not that my winning would rule that out, not the way he was now looking at me, but it would change things. And, somehow, taking his bike even for one day seemed like an emasculating sort of thing. Maybe that wasn’t such a good idea? Male egos could be so fragile after all!

The second hand hit the top, and Ruben smoothly entered the water almost at the same time. I was slower off the mark but, before we were halfway to the end, I knew for sure that he was mine. I was faster, and I’d been improving my turn a lot recently with the help of the coach. That was key in a two-length race.

It was almost with surprise that I flipped about two feet short of my mark. Instead of my bunched legs pushing hard into the tiled end of the pool so that I would be thrust back at speed towards my starting point, they hit only water, and I floundered for a moment.

As I’d not touched the end, I then needed to turn again, take a couple of strokes, and then push off from the side. Ruben was long gone, and no swimmer in the world was going to catch him. I tried, so that I could at least hold a little pride by not getting thrashed, but he was sitting on the edge grinning at me well before I got there.

He was gloating a little as I pulled myself out — which was fair enough, and I would have done the same. I was barely listening though, as I was trying to sort out my motives for the act of self-sabotage that had just happened. I could have made that move in my sleep.

There was only one answer. My subconscious had decided that losing the bet and having sex with him on his terms was better than my winning, borrowing the bike, and then at some future point having sex with him. I wanted him now, and giving myself to him like this seemed the way to get the best of him.

As I pulled myself from the water and stood my head was, for a moment, on a level with the front of his shorts. There was no disguising that he was pleased to have won. Although, as I’d left the water, my skimpy top had threatened to drag itself down the front of my boobs and my solid nipples had almost become visible. That might have exacerbated the effect on him.

We stood in the open showers next to the pool, washing off the chlorine or whatever it was, and looking at each other. I knew that my camel toe was fully visible and he wasn’t even hiding the fact that he was looking at it anymore. Which was fine with me. I was expecting to be dragged off to his parent’s place to fuck, and he’d get a better look at it there.

“Grab your stuff from the locker and we’ll change together in one of the larger cubicles,” he said with a grin. “I won an hour with you, and I want to get things kicked off now. You’re half-naked already, so I figure that we might as well get started!”

I was pretty taken aback by that. It wasn’t what I’d imagined was going to happen. But then the idea of doing it somewhere almost public had an attraction. I looked around at the mainly elderly adults around us and thought, why not.

I’d done it in cars before. And once in a field of wheat as we were hidden by the tall stems (not that anyone was around to see us anyway); but the idea of screwing with others nearby had an interesting mix of attraction and fear.

We put our bags onto the bench in one of the family changing cubicles — there weren’t any families in to use it anyway — and I took a deep breath and turned to face Ruben. I wanted this, really wanted this, but the location was not as I had expected.

“Anything I want, right?” he said, with a raised eyebrow. “An hour of your body is what you said. I’m thinking to take 20 minutes of that now, 20 later in the morning, and then the rest after lunch. Pussy now, then arse, and then mouth — finishing off with a facial. I would ask if that’s alright with you, but you don’t get a choice here, do you!”

I opened my mouth to protest. He was not allowed to split the time to his advantage like that! That was cheating! Wasn’t it? As he pulled me into a kiss, using one hand to cup and squeeze one of my boobs, and the other my butt, I kind of lost track of that for a moment.

And then I realised that, while I could protest that his plan was against my original intention, I was actually happy the way it was. I’d offered him an hour, thinking that we’d have one encounter together, but this way I was getting much more. I was getting him for the day.

And with all that time, and the sex involved, I’d damn well see to it that I got him for much longer.

He wasn’t wasting time now — he only had 20 minutes to get the deed done after all — and swiftly took the straps of my costume down, revealing my boobs to him for the first time. He kissed both and then put his face between them and motor-boated me. Buzzed noisily as he shook his head from side to side and played with me.

Stripping the rest of my costume left him on his knees and level with my pussy. My newly shaved pussy that he stroked and then, pushing his fingers between my swollen lips, entered with them. I had to put a hand over my mouth as the moan that I’d let out seemed loud to me, and I could hear others moving around outside.

He quietly told me to lie down as he started to undo his shorts and set his cock free. I put a hand on it as he took his clothing off and gave it a gentle stroke. It was pretty much what I’d hoped for. A good size, but not huge or anything, and standing to full attention.

I put my head on the floor and found that I could see out below all of the changing cubicles. There were a number of others in use, and I’d already heard plenty of noise, chatter and banging of lockers, around. Now I could see people’s ankles as they got themselves ready to go out and face the day.

All it would take was for someone to drop something, bend low to collect it, and there was a chance of our getting caught. Of my prone, naked body getting seen. It was oddly erotic to be getting touched by Ruben, as he moved his hands up my body, knowing that we were hidden in the middle of a public area.

My legs were open with my feet placed on the floor, and I was fully ready for him to take me as his cock started to push up against my pussy. He needed to use one hand to guide himself in and was grabbing one of my tits as he leaned on that elbow for support.

I put my legs up and wrapped myself around him, angling my hips for maximum penetration, as he started to gently fuck me. I was clinging onto him as he started pumping in earnest, feeling the breath getting knocked from my body and my tits starting to bounce as he did so.

In the space next door to us I could see the movement of the feet of the man (I thought) getting changed suddenly seem to pause. I guessed that he’d heard something, and that wouldn’t have surprised me.

Both of us were starting to make noises of pleasure and, from where I was — which was only a few feet away from this person — I could clearly hear the slap of Ruben’s balls against me, and the squelch of my pussy as he pulled in and out.

“Come on, lover-boy, you’d better pick up the pace, we’re liable to get thrown out soon,” I said into his ear. “Besides, you only have 20 minutes planned for this section, and I’m not going to be forgiving if you take too long. I’ll cut you short later if you overrun!”

I wouldn’t. I’d give him as long as he needed, but he didn’t need to know that here and now. I could hardly play the ice queen at this stage in our relationship, but I wasn’t going to make it too easy for him either.

This wasn’t quite the time and place I’d expected our first sexual encounter to happen but, given the way I’d been teasing him with my tiny costume, I could hardly blame the boy.

As he fucked me, and I tried to keep my moans of passion quiet, I knew that I’d spend the next few hours with the pattern of the tiles I was being squashed against indented into my back, but that was fine. Ruben was the only one that was going to see me during that time, and I hoped it would give him a giggle.

This all boded well for the summer ahead. I’d certainly got the biker boy, and he was welcome to ride me anytime.

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Dianne Herbert

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