Rest stops in the 80s were a mecca for truck drivers and gay men who cruised them. Some had isolated wooded areas in addition to the cruisy booths, many of which had glory holes. Often the truck drivers were married and just wanted to get their rocks off while on the road. Warm, weekday late evenings seemed to be the best for cruising. By the time I met Leroy I had much experience on how to cruise truck drivers at a rest area and sucked a lot of dick though the glory holes. Then one warm, late night I went back to a rest area where a lot of truckers went and met someone who I maintained a sexual relationship with for several years.
It was about 2 a.m. when the steady flow of drivers in and out of the rest room had slowed. Something that I learned was to wear loose short shorts with either no underwear or a jock strap in case someone wanted to go into the woods and fuck a load out into my ass. I had sucked two cocks earlier, a younger Mexican guy who had a short uncut funky dick, and a middle-aged Black man who stuck his large cock through the glory hole next to the urinal when he saw me watching him. Both guys came quickly and I swallowed their loads.
I stood out in the back enjoying the night air when I saw a truck pulled up. I was the only one left cruising so I stood a good chance of getting some cock if he was looking. When he got close enough for me to see him my heart raced in anticipation. He was just my type - stocky, tall, Black and middle-aged. He was a bit disheveled, typical of a truck driver, but in a sexy, mannish way. Despite being excessively excited I calmly made my way into the rest room and sat in glory hole stall nearest the urinals, hoping he would choose one close to it. Instead he went to the one furthest from the stall but it still allowed me to get a good look at his cock. When he pulled it out I gasped- it was long, fat and uncut. After taking a long piss, he shook it several times, then slightly bent down to see if I was looking. After zipping up, I thought he was leaving but instead he went to the last of four stalls, usually a sure sign of interest. Opening the squeaky door from the booth, I quietly went into the one adjacent to his. Instead of a glory hole there was a small opening where I could see that he sat on the toilet with his pants around his ankles. I waited a few minutes to make sure he wasn't taking a dump before I put my finger through the small hole.
He stood up then played with his large floppy dick. "Meet me out back," he said in a deep, southern tone while putting his dick back in his pants. I let him go first, then headed to the back area behind a large pine tree, trembling with excitement and the increasing coolness of the night air.
We talked for a few minutes while he smoked a cigarette. He introduced himself as Leroy, who did a regular route from Memphis. "You going to suck it or we just going to talk?" he asked, looking at me directly.
Not only was he physically my type but his bold demeanor was equally appealing. As I got on my knees, he flicked his cigarette to the side and pulled down his work pants. His cock was a good 7 - 8 inches soft. The long overhang of foreskin felt good inside my mouth, tickling my throat as I sucked the large head which was steadily growing. "Fuck that feels good," he moaned as I slid my tongue inside the foreskin, licking the head while I sucked. As I blew him his actions wavered from gentle and considerate, running his hands through my hair and calling "Baby," to rough and domineering, referring me as being a cock hungry slut.
His cock had grown too large to give him pleasure so I stopped to lick and gently his low hanging balls, prompting more pleasurable groans. "Kiss it baby," he said, rubbing his dick over my face. He was noticeably getting more excited the more attentive I was to him. He stepped back to unbutton and remove his shirt, revealing a large, meaty upper torso. "C'mon, get those clothes off," he said, stuffing his hard cock back into his pants, them pulling them off.
I stood up to join him. "I don't have a lot to remove," I said, acknowledging that I only wore a tank top and flimsy shorts the took me seconds to take off.
"You are a damn slut aren't you? Truck stop whore," he said, tossing his pants to the side, now standing before me naked.
"Yeah, sorry, I said," feeling slightly ashamed.
Leroy approached me, slapping me playfully on the face. "Don't fucking apologize. Shit, you are what you are, and I like it," he said kissing me gently. "Turn around, let me see that ass."
I felt like I truly hit the jackpot here now that I knew he was genuinely a top. I turned around, awaiting his response.
"Goddamn!!" he exclaimed, breaking the quietness of the night air. "Looks like you got some Black in you. And if not, definitely about to get some," he said, firmly grabbing my butt cheeks and squeezing them. That would not be the first time I heard that pun. Leroy proceeded to hug me from the back, his half-hard cock pressing against me. "You ever been fucked by a Black man?" he asked, reaching around and pinching my nipples.
"Yeah I have," I said, feeling myself getting increasingly aroused almost to the point of orgasm.
"Alright, so you like the Black cock. But I'm about to make you my bitch, you hear me?" Suddenly I could not hold back anymore and, without touching my cock, started ejaculating. "Damn man, I got you that hot?" Leroy said.
"Yeah, you did," I said, both embarrassed and disappointed.
"Well alright, glad I have that effect on you," said Leroy, pulling away.
"We don't have to stop," I said, fearing he would no longer be interested. "I can go another round."
"Put your clothes back on, we'll go to my truck," Leroy said while getting dressed. I waited for him to get dressed, then followed him into his big rig which had a spacious, clean cab.
"Nice man, this is impressive," I commented, admiring the layout and orderly placement of everything as I got into the cab. It had a double bed, dim blue lighting and padded walls. It was the first time I was ever in the cab of a big truck and was surprised at how comfortable it looked.
"Appreciate it. This is my life, man. And I'm a big guy so got to have the space," he said while closing the curtains. He then reached into a drawer and pulled out a flask, handing it to me. "Drink up." I took a guzzle of what was very strong liquor, almost losing my breath. Trying to gather myself before choking, I shook my head, indicating I could not talk.
Leroy laughed, taking the flask from me. "Strong, ain't it?" All I could do was nod my head. I watched as he casually took a swig from, it letting out a long sigh of relief.
"You sure you should be drinking?" I asked.
Leroy took another swig, handing it back to me. "I'm where I need to be, got until Monday before I have to deliver this shit." It was Friday night, rather early Saturday morning so he had plenty of time to recover.
"No man, I'm good," I said, still recovering from the first taste.
"Oh hell no, I am not going to get drunk by myself. You better drink that shit."
