It Gets a Little Bit Awkward

Ashley unbuttoned her shorts whilst still seated on the edge of James’ bed and prepared to shuffle out of them.

‘Hey, that’s not fair,’ he exclaimed. ‘You should stand up, let me see my prize!’

James could scarcely believe these words were coming out of his brain, his mouth. He was always known as a jock, and it was a role he played pretty well, he thought. With Ashley it always seemed more difficult to be that person that everybody else saw, but right now, maybe his defences had kicked in. If he could just pretend to be that carefree character, if he could pretend that seeing Ashley naked was no big deal to him, maybe he could get through this without having a massive heart attack. So he continued goading her, **** to avoid her noticing the bulge in his shorts.

Ashley felt hot all over at the thought of stripping further in front of him, but still, the idea made the skin of her nipples draw into hard nubs, and caused her to feel as though her shorts and panties were just a little too tight anyway. A part of her loved the idea of James watching her undress. She wanted him to have a huge erection for her when it became time to remove his clothes; she wanted him to feel self-conscious and embarrassed when his cock sprang forward as he slipped his boxers off. Then she would comfort him, praise his physique, and he would move toward her and hold her head as he kissed her hard.

So Ashley stood up and walked in front of her friend, breathed in and unzipped her shorts, and at the last moment found that she just couldn’t bear to look at him as she wiggled her hips and slid them down. She prayed that her panties didn’t come down with the shorts, and with a slightly awkward, fumbling movement of her hand she was able to confirm that they were still in place, so she resumed her very, very sexy strip for James. The denim shorts fell to the floor and she stepped out of them, kicking them toward the bed like a proper stripper might. This seemed to go well, as they landed right where she intended. Every fibre in her being screamed at her to cover up, but she wanted desperately to psyche him out and so she stood there with her hands on her hips. She simply couldn’t let him know how much she wanted him, and how horny she felt right now.

Ashley knew she had to turn the tide here. There must be something she could do to win at least the next few matches, even if she had to cheat. Then she had an idea which, if she had the stomach to try it, might be just the thing.

James watched his best friend and eternal crush slip out of her shorts, and thought that his cock had never been this hard. Any more of this and he was going to have to make some excuse and sort himself out. Leaning forward he worried that he might look as though he were trying to get an even better view of Ashley’s breasts, when actually he was trying to hide the fact he had a massive chubby.

He was unable to speak as she stood in front of him, clearly teasing him, unaware that she was slowly killing him with her hands on her lovely curved hips. Then she smiled, said ‘I’m totally winning the next round,’ and picked up her controller. Then James almost lost his shit when she suddenly sat down on his lap.

‘Ash, what the fuck?’ was all he could manage. What he wanted to say was, ‘I love you.’

He couldn’t believe she couldn’t feel his boner. She was sitting right on it! But she said nothing, so maybe somehow it had slipped between her legs and she didn’t notice. He could barely breathe, and he was pretty sure he was sweating profusely, but he had never felt this good in his entire life. The warmth of her thighs and her pussy were tangible through his shorts, and he just couldn’t understand how she couldn’t feel his dick pressed against her. He desperately hoped she couldn’t feel his nervousness as he leaned slightly to the side so he could see the screen, and prepared to play again, trying to keep as still as possible now so he didn’t accidentally poke Ashley with his pork sword.

Ashley had no idea that James was already sporting an erection, but by god, when she sat down on his lap it felt like she was an angel being pressed down atop a Christmas tree. She sat side-saddle, with both legs to one side of his, and his cock was pressing right against her pussy. She couldn’t say anything, and she was surprised he didn’t make a joke about it – maybe he didn’t realise, or perhaps he just didn’t care? This was supposed to distract him, but all Ashley could think about was the hard shaft pressed against her panties, and the heat she could feel radiating right into her nethers. It felt so good, so right, and although she really wanted to rock her hips and feel him move against her, she tried to remain completely still in case he realised he was just a few layers of cloth away from fucking her. She had to win this next game.

She turned to him, desperately hoping she was managing to hide how nervous she was about this, and smiled. ‘Okay, stud. Let’s see what you’re really made of.’