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As I was bent over the table in part 1 of this story and receiving a nice fucking. I caught a glimpse of something out of the corner of my eye. A slight red glow that I recognized as a lit cigarette. About 40 yards away i could barely make out the outline of a car in the dark. Someone was watching! I wasn't about to stop the guy before getting my guts full of baby batter though!
We got to our cars and said our byes. I let him leave first and then started my car. I thought about the other vehicle I had seen while getting thoroughly railed and wondered if they enjoyed the show. I decided to drive by and see who had been watching. I found the trail they were parked on and decided to walk closer. As I neared the car I could make out only one person. So decided to be brazen and I walked close enough to see. The interior light came on and there was a middle aged black man sitting inside alone. Taking a chance I walked closer and asked if he had enjoyed the show. I guess it startled him and he quickly turned out the light. He stammered something about not meaning to spy. I told him it was ok, although being watched wasn't something I really enjoyed. He said, I could tell that you were not a woman, but it was pretty hot seeing that.Â
I asked if he had ever been with a crossdresser and he replied no but it was definitely a fantasy of his. I asked if he would be interested in fulfilling that fantasy tonight. "Yes"! He nearly shouted, "I don't mind that you are a little chubby and not passable ". I said good, why don't you open the door and show me what you are working with. He gets out of the car, leans back against it and pulls his pants down. Back on my knees between his legs I go and to my surprise he has a nice thick cock, the head wasn't as big as the first guy, but it was thick all the way to the base. I start licking and sucking and fondling his balls. He groaned and said that my smooth mouth feels great. I can't deep throat but I work his cock with mouth and hands for several minutes. He is leaking pre-cum like crazy, and I suck it all down.
After a bit he pulled out of my mouth and asked if he could fuck me. Sure I say, so he grabs my ass and moves me towards the front of his Monte Carlo. Thinking he wants me bent over I assume that position with my hands on the hood. He flips my dress up and admires my "cum inside me daddy " panties. Turns me around and pushed me back on the hood gently. Picks up my legs and pulled my panties down. This is when I realized that I didn't grab the lube. To my surprise he pulled out what appeared to be a small container of Vaseline from his pocket.Â
With my legs resting on his shoulders he pulls my plug out and lays it on my chest. He grabs my hips and starts pushing his cock against my hole. The head being more pointed, slid in easily, but the thick shaft began to stretch me with every inch. Soon I could feel his pubic hair brushing against my smooth cheeks and I moaned deeply as his balls pushed snug against my ass. He didn't waste any time starting a nice rhythm pumping in and out, my legs pushed up close to my chest. With every thrust his balls slapped my ass. He kept up this pace for what seemed like forever, probably 30 minutes at least. I felt his cock start to harden inside me and he said he was going to fill my sissy ass. Wrapping his arms around my legs about the knees he starts slamming his big cock as deep as possible.Â
Suddenly I felt something inside that I had only felt once before with a toy. He was hitting my spot! I was about to have a sissygasm from being fucked! "Oh fuck yes" I moan, keep hitting that spot! He did, my little clitty was swelled tight in it's cage. "Fuck yes! I'm going to cum"! I said it just as my first eruption hit, then my ass spasms around his cock and he thrusts balls deep and starts pumping what must have been a quart of cum deep in my guts. He collapses on top of me with his cock still inside being milked by my contracting from my own orgasm. After a couple of minutes he starts to pull his spent cock from my hole, he grabs my plug and pushed it back into me. I pulled my panties up tight to help hold it in place. We exchanged emails addresses and said bye. I walked back to my car clenching my cheeks trying to keep the cum inside. Some did leak and run down the inside of my stockinged legs, drying in the cool breeze. I drove home and fell asleep with the plug and all the cum from the nights fun inside.Â
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