Met a homeless dude in the park the other night (read last post for details) and had invited him over to watch the game. Didn't think he would actually call but he did. Told him I'd feed him, give him a place to watch the game and crash and toss him some cash. He showed up about an hour before the game so I told him I'd wash the clothes in his back pack. Then told him to give me what he had on and jump in the shower. He definitely was shocked when after a couple minutes I got in the shower too. He is very much straight but money is a big influence, told him if he just played along I'd help him out a lot. Told him I was just joining him in the shower and he didn't have to do anything then. So I just washed him and myself and we got out.

He sat in his towel for start of the game but around the start of the 2nd half I told him he should lose the towel. The whole time we're drinking and getting stoned and we both ate a couple Xanax. After the game I told him let's go put on a movie in the bedroom. This is when I could see his shift, he got really nervous but it turned me on. We get into the bedroom and I put on porn and lit another joint and gave him 2 more xannies. Started by jerking him a bit but he didn't get hard for a bit and it kept going away. So I offered to give him a massage and told him to lay on his belly and got my lube to use for the massage.

Massaged him for about 15 mins getting him all oiled up and then massaging his ass i slid my thumb into his ass and felt him tense up. After I lied on his back and started rubbing my dick against his hole and with a nice push I slid my dick a bit into his ass, was about the head and a bit in when he let out a scream into the pillow so I shoved in all the way and then pulled out. I knew he didn't like that at all so I stopped and rolled over and told him to just suck on me. I was really turned on so it only took me about 5 minutes to cum but I shot a big load in his mouth.

After that I sucked his dick for about 25 minutes and I was able to make him cum. After that I was ready again so I had him suck me again this time pushing his head down and getting into it. This time when I came I shot on his face. I ended up getting off 4 times and got him off twice in about 3 hours. By the end the Xanax had fully kicked in and we were out of it anyway. All in all it was a sexy way to spend the night. (But not for him, unless he thinks money is sexy) Told him to call me anytime he wants to do it again.