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Chapter 14 by kina2kng
What's next?
Flat 508 want a show
*ping*
The next dare had come through. I grabbed the phone and opened it, and looked before Gemma has a chance.
Gemma: 'What does it say?'
I turned the screen around so she could see.
[Go to your Flat window and perform a striptease for the virgin, you have 5 minutes to try and make him cum.]
[If he does, he loses and doesn't get to join in for the rest of the night until he atones for his sins ;) ]
[If he doesn't, you have to be naked for the rest of the night]
Me: 'Gotta love flat 508 sometimes.'
*ping*
{oh, and because he is such a gentleman, he knows not to touch the lady while she works; otherwise, he loses]
Damn, that may be a bit more difficult. I know I can hold out when watching porn, but this is completely different. I have never been in a situation like this and worried it might never happen again. I wanted to make the most of it.
Gemma: 'Well, you better make the most of these 5 minutes because it will be the end of your night afterwards from the sound of it, virgin boy.
Me: 'What makes you so confident that you will succeed?'
Gemma: 'Come on, you've don't think I haven't seen that tent in your pants all night, as you've been checking out my bits. I reckon it wouldn't even take 1 minute to get you to bust your nut virgin boy.'
Me: 'Well, come on then, I'm looking forward to looking at you in your birthday suit for the rest of the night.'
With that, I walked to the window and sat down expectantly.
*ping*
[we can see the boy, but where is our sexy stripper?]
At this point, I realised they could see us through the window, and so could anyone else who happened to look this way right now for some reason that just excited me more. Not long after the message, Gemma had put some music on and moved over towards me at the window. It was just now I realised this might be harder than I thought.
Gemma closed her eyes and started to move seductively in front of me. She caressed her body, making me wish that was my hands touching her. She dipped her hand into the front of her panties and opened her eyes, staring at my right into my eyes. I could feel her gauging my reaction, evaluating me. She allowed herself a small smile as my breathing got shallower. My eyes followed her hands from her panties up until she brought her fingers into her mouth. I felt my cock shudder in response. Gotta stay calm, I remembered. I managed to compose myself. Seeing this, Gemma decided to move it up a gear. Gripping either side of her crop top, she slowly peeled it up above her head. The top clung to her nipples for as long as it could until its blessing relented and her firm breasts were released. They weren't the biggest, not the smallest either, but the shape was certainly good. Hell, what was I saying? These were the first real boobs I had seen in my life, and I didn't ever want to stop seeing them. She caressed her breasts with her top for a moment before tossing it into my lap. Still moving in time to the music, she moved closer, leaning over towards me. I could see Gemme was enjoying this herself as well. Her little pike nipples were poking out hard enough to cut diamond, and I blew on them a little to tease her. In response, she whispered into my ear:
Gemma: 'You holding back well for a virgin, but I can see the pressure in your trousers. Here let me help you.
Suddenly her hands were on my trousers, the buttons undone before I knew what was happening. She tugged on them hard. Instinctively I lifted myself off the chair slightly, not thinking how this may harm my chances of winning.
Gemma: 'Good Boy'
Tugging again, my trousers were off, and the tight feeling holding my package back was released a bit. I was still covered by my tight fit boxer shorts but no way of doubting the effect this was having on me now. Gemma stood up and turned around, and bent forward.
Gemma: 'Do you like my bum? I know you do. Each time I got up tonight, I could feel your eyes on it as you resisted touching yourself.'
It was then that she sat on my lap. Oh shit, I realised my cock was only separated from her crotch by two progressively wetter bits of fabric. She began to move back and forth. I couldn't help it. I let out a moan.
Gemma: 'Yeah, you like that, come on then, virgin boy, I wanna feel your cum through my panties. Uh, I can feel how bad you need this. I need it to give cum for me Alex do it.'
I tried to distract myself and think of other things. As badly as I wanted to cum I knew I didn't want this night to end, but the sensation of her ass rubbing on me was incredible. How long, much longer did I have to resist? Surely there couldn't be that long left. I think Gemma had the same thought as I saw some panic on her face for the first time, perhaps realising she may not be about to win. Not ready to concede defeat, she got up off my lap. She stood directly in front of me and slowly rolled the panties down her legs. I let out an audible groan, and the sight was as good as the girl I found on the laptop, better even because Gemma was real. I could see her pussy glistening with her excitement and smell it in the air. She pushed her rear closer to my face. I wanted to touch it so bad, I had never gone down on a girl, but I suddenly had an overwhelming desire to devour her. I knew if I touched her, I would lose.
Gemma: 'Lick it, I can feel your breath on my pussy. Just lick it, and it can be your first taste of a woman virgin boy.'
We both knew there couldn't be more than 60 seconds left now, and somehow even with her taunting, I resisted the temptation. With defeat imminent, Gemma was ****. Her perfect rear moved down from my face to the tent in my boxer shorts. I don't know if it was intentional or not, but she began to sit on it, her pussy entrance directly over my penis head. We both let out a little gasp as it happened. I was inside her, well, almost my boxers were holding my cock back, but I could feel the head of my cock engulfed. I was at least in by an inch. If it weren't for the fabric, I would have felt the inside of a woman pussy for the first time. Mistake or not, there was no going back now. Gemma began to move with my tip inside her. I was in heaven. I could almost accept defeat now and not care. It just felt too good. We wear both moaning uncontrollably. I felt my balls tighten, I tried to hold back, but I had nothing left. I was about to lose.
Suddenly...
What's next?
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Life begins at Uni
Life away from home is pretty interesting
IAn 18 year old guy who is about to move away from home and experince life properly for the first time.
Updated on Jun 22, 2022
by kina2kng
Created on Dec 6, 2020
by kina2kng
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