My first boyfriend

I had been crossdressing since I was 14. It wasnt till after I was 18 that I started fantasizing about being with a man while crossdressed.

I had been with a girlfriend by my side almost always. At 21 yrs old I started driving a semi from Illinois to California for a job.

The girlfriend I had when I started trucking dumped me about a month later.

At 21 I was always horny, and to make things worse I was using crank to stay awake to drive long distances.

I was using so much that I weighed 165 pounds and was only 5'6" tall. Sitting driving had made the weight I had extra all on my ass. At that age guys my age had long hair, mine was shoulder blade length and I had bangs.

The crank I was doing made me horny. Not getting any pussy I started crossdressing again to masturbate. After awhile, when driving semi I realized nobody could see in it to tell what I had on.

I started out wearing panties and a skirt while driving to wearing full outfits including lingerie and heels. My fantasies of having sex with a man were non stop now.

I had started putting on makeup and fixing my hair into feminine styles. Then putting on all womens clothes to drive.

One late night I was driving through Missouri. I had curled my hair, had full makeup on. I had put on black bra, panties, garter belt and stockings. Wearing over the lingerie was a sweetheart neck style fit and flare dress, black with blue floral print. The dress fell to my knees. I had to pee, it was around midnight when I had pulled into a rest area. I had bottles made up to piss in, in the sleeper.

I was in it pissing in a jug. I hear a guys voice on the cb, "how bout the driver that just pulled in" he says. I didn't know he was talking to me. I finished peeing, fixing my dress and bumping a hit. "Hey, truck number 8812, take it to 22" the guy says on cb. That was my truck number.

I look out not seeing anyone. I then switched to channel 22 and didn't say anything.

"I see u made it", he says. "I could see what you had on when you pulled in."

I grab my mic, "I don't think so," I say.

"A black floral print dress, should I go on?" He asked.

"No sir," I said.

"Unlock ur passenger door." He said, and I did. A few minutes later a guy climbs in and sits in passenger seat. I opened my curtain to see a good sized black man sitting there.

"Hi, sir", I say.

"Hi, Im coming back there," he said pushing the curtain to the side and stepping into my sleeper. I move over as he sat on the bed beside me.

I guess I looked scared as fuck, because I was.

"Oh hey, I'm not going to hurt you, I just want to talk," he said looking me over. "Wow, you look good, sexy even," he smiles.

"Ok, uhm thanks," I whisper.

"So are you into black guys?" He asks.

"I dont know, I've never been with one, or any guys as far as that goes." I say.

"No shit", he says.

"I've fantasized about it", I whisper, looking at him.

He looks at me and raised his hand to push my hair back and leaned to me kissing me, a peck on my lips, then another, the third was full on lips holding and his tongue sliding thru my lips into my mouth. I turn more to him sliding my hand to his leg. He puts his other hand on my stocking covered knee.

We kiss harder and my hand slides up to his crotch rubbing over his hard cock in his pants.

He slides farther back on the bed till his back is on the wall, and turns me with him sliding his big hand to my ass pulling me up over and straddling his legs, we still kissed.

I finally pulled back from our kiss. I was sitting on his knees as I started undoing his pants. His big hands sliding all over my body, up under my dress. I reach inside his pants and boxers grabbing and pulling out his fat hard 9 inch cock.

I had both hands wrapped around it as I looked down to see it. "Omg, its fucking huge", I say. I slowly slide down to my knees as he spreads his legs. I watch as I stroke his fat cock.

"Go on suck it", he says.

I lean to his black cock and kiss and lick its fat head. I look up at him as I opened my mouth sucking its fat head into my mouth.

I tongue and lick around on the fat head while looking up at him.

"You have pretty cocksucking eyes," he tells me.

I started slowly sucking more of his big cock thru my lips listening to him moaning.

"Oh fuck yea bitch suck my black cock, " he said as I go faster.

I tried, but couldn't suck all 9 inches of his fat cock.

He finally stops me. "How bout you take ur dress off." He says.

I stand unzipping my dress in back and wiggle it down off my body stepping out of it and putting it on a shelf.

I now stood there wearing a black bra, panties and garter belt with black stockings and black 4 inch heeled pumps.

"You ok with me hitting my pipe?" I ask.

"Only if you share," he says.

I get it out and he motions for me to sit on his legs. straddling his body. I do as he wanted.

His hands slide all over my body as I hit the pipe, then handed it to him. I looked down and his black cock stood straight up between my legs about 6" from my panties crotch. I watch as both my hands grab it.

We hit the pipe several times apiece. After 4 hits, he hands it to me. I leaned over to him, sitting the pipe on shelf, I pressed my lips to his.

We kiss as I stroke his big cock. His hands went to my ass pulling my body up his till his cock was against my panties crotch.

My cock was tucked back between my legs, and hard.

I pulled my panties out and guide his big cock up thru a leg hole inside my panties now as I rub it.

His hands on my pantied ass, I sit up. I now rub over his cock in my panties as we hump and rock our crotches together.

It felt so fucking good, I was totally moaning like a little bitch.

"Omg Im so turned on, please fuck me," I blurt out.

He has me raise up on my knees sliding his body down between legs till his hard cock is behind me. I grab some lube and lube his cock up behind me as he pulls my panties aside.

I guide his big black cock to my hole as I slowly lower my ass down to it. When I felt its fat head pushing at my hole I let go of it pushing my ass on down until its fat head pops inside of me.