Crossdressing in a Hotel

Jamie was feeling excited as he entered the hotel room. He had been looking forward to this for weeks, and now he was finally here. He had dressed himself up in sexy lingerie, and had brought his toys with him. He had a normal dildo, a big dildo, a normal plug and a very big plug, and plenty of lube.

He set up his webcam so that the men watching him online could see everything he was doing. As soon as he was ready, Jamie started to toy himself in front of the camera. His arousal grew as he showed off his body in the lingerie.

He started with the normal dildo, lubing it up before slowly pushing it into his ass. As he moved it around inside him, Jamie felt himself getting more aroused by the second. The men watching him online were getting more and more excited too, and soon they were demanding that Jamie use a bigger toy on himself.

Jamie obliged them by taking out the big dildo and lubing it up before pushing it inside himself. This time he went faster than before, thrusting it in and out of his ass until he was panting with pleasure. When he pulled it out again his asshole was gaping wide open from all the stretching it had just endured.

Next Jamie took out the plug and lubed it up before pushing it inside himself. At first he had some trouble getting it all the way in but eventually managed to do so with a moan of pleasure as the plug filled him up completely. When he pulled it out again his asshole was gaping even wider than before from all the stretching that had just taken place inside him.

Finally Jamie took out the huge plug and lubed it up before pushing it inside himself once again. This time there was no trouble at all; Jamie managed to get it all the way in without any difficulty at all, feeling an intense pleasure as his asshole stretched around its girth completely. When he pulled it out again his asshole was gaping hugely from all the stretching that had just taken place inside him.

Just then there was a knock on the door; Jamie's date for tonight had arrived! It was Peter, a black man with an impressively large dick that made Jamie's eyes widen in anticipation of what lay ahead for them both tonight!