Hot Sheila
Sheila and I have had some pretty wild escapades together but one stands out in my mind as probably the wildest. It was Halloween, and we had planned to go to the Santa Monica Street Fair where every year about six blocks are cordoned off and people come from all over to show off their costumes. It’s always a meat-fest and not unusual to see many girls and guys walking around almost naked or wearing so little they might as well be naked. As usual I was going to be part of the spectacle. I worked out heavily for several months before so I was fairly cut when I painted my entire body black with bright orange, yellow, and red cracks to look like I was made of semi molten lava. Of course I wore a black thong ‘cause it would be wrong for my shlong to go ding-dong as I walked along. I think that’s the only thing that you can’t legally do. I had no idea what Sheila was going to wear and she made me wait until I picked her up to find out. I knew it was going to be sexy because Sheila is, like me, a total pervert who goes naked in public whenever she can get away with it. On the way I called my best friend Deon and asked him if he wanted to go with us. He said he had practice and I told him he was a total moron for not taking Halloween night off. He said, “Fuck you bitch!” So I said, “You’re the bitch, bitch!” and we hung up. Deon and I are tight like that. When I got to Sheila’s house and saw her costume I got a little nervous that she might get us arrested for indecent exposure. She too had decided to wear body paint, but on her, with those 38DDs and her round jiggly butt perched on top of those long, powerfully muscular legs, it looked a lot more obscene. She was a dog. No, let me rephrase that, she was a total hottie but she was dressed as a dog, a French poodle with light-grey body paint all over her completely exposed torso, ass, pussy and legs and tufts of grey fur around her ankles wrists, top knot and tail. The g-string she was wearing was so small that it completely disappeared in the back and what little material was on the front was so wedged up into her meaty clean shaven pussy lips she might as well have had no bottom on at all. She tried several times to pull it out of her snatch but it immediately slipped right back up in there and disappeared into her camel toe. I couldn’t believe she was going to be walking around in public like this. She had a dog collar and a short leash hanging from her neck and I was thinking that might just come in handy later. My little thong was not going to be adequate to contain me in an aroused state and I was already getting so aroused I didn’t know if I was gonna last the evening. As if that weren’t bad enough, as I was inspecting her costume I noticed the tail. You won’t believe what she had done. “Um, Sheila how is that tail staying on, it appears to be wedged into your butt crack but that wont stay there when you walk y’know,” I pointed out. “Yeah it will, look,” she said and she bent over and spread her ass cheeks revealing that the base of the tail, which was about the thickness of a ballpark frank (after it’s cooked), was shoved into her asshole and her tight little sphincter muscle was puckered around it holding it firmly in place. I had to point out the obvious. “Baby as you walk around and you sweat a little, or just start to produce the natural lubricants in your asshole, it’s gonna just slip right out of there.” I said. “No baby, don’t you know how a butt plug works?” “No, but I think I’m about to find out.” She bent over again and said, “Go ahead, pull on it.” So I gave it a little tug and her sphincter muscle bulged out slightly but that tail was not moving. It was in there real good. I thought about checking to see if there was a string running all the way up the inside to her teeth but no. Then she said, “Pull it again harder.” and this time she pushed a little and it went “POP” (I kid you not) and I saw there was a ball on the end of it that kind of widens out on the inside after it gets past the sphincter. Well all this anatomy learning had given me a rock hard stiffy and I had already given up trying to contain it in my thong. So when she said, “Stick it back in there we’ve gotta get going!” I couldn’t resist. I plunged my dick right up her big jiggly grey ass and started fucking the hell out of it. Goddamn it felt so good to ream her poodle butt, I didn’t want to ever stop and I don’t think she did either because she just stood there bent all the way over leaning on the back of a chair and casually gave her fingernails an extra coat of grey polish. “Ooh! Aah! Um, hoo-boy that’s a big dick ya got there pal!” she panted and I guess she could tell I was getting close to squirting molten lava up her ass because she said, “Sorry baby but if you cum in my ass it’s gonna drip down my leg while I’m walking around out there and that could be embarrassing don’t you think?” Embarrassing!? She’s worried about modesty now? But she was right we had to go or we’d never find parking anywhere near the place, which meant we’d have to walk for a few blocks, dressed like that. We touched up our paint jobs and walked outside smiling sheepishly at the neighbors as they watched us get into my car and drive off. “Honey why did you bring one of the pillows from my couch with you.” Sheila asked noticing I had it in my lap. I picked it up revealing my full erection, which was showing no signs of going down. “How else was I supposed to get to the car like this,” I said. Sheila burst out laughing. Of course it took two hours to get there and Sheila kept herself occupied as she often does, one foot on my lap, the other up on the dash, smiling and winking at strangers as she fingers herself to multiple orgasms. She thinks people can’t tell what she’s doing but take my word for it, they can. At one point the traffic was stopped for about ten minutes so of course Sheila got out and danced in the street to a crowd of stunned and cheering motorists.