Rest Area Nights

I’m really good at this—cruising for cock at the local rest area on the interstate. It takes skill in observation, quick judgment, and the willingness to take a risk, and I’ve got them all after years of practice. I love the hunt. I never know what to expect, and I’m rarely disappointed by what I find.

* * * * *

I pull into the area on a Thursday night. It’s fairly crowded with cars and semi-trucks and promises to be a good night for cruising. I park in the middle of the lot and start my cruise by walking down the sidewalk along the parked cars, trying to notice if there are any interesting prospects for some fun. A number of drivers are reclined in their seats, sleeping with towels hung in the windows to keep out the light, but a number of cars have no one in them, which is always a good sign. At the end of the sidewalk I cut back on the path that’s set back under the oak trees behind the rest rooms and runs parallel to the sidewalk. There are a couple of men sitting at tables, none of whom seem interested in me except for one guy at the far end, sitting at a lone table. He’s about 45, nice-looking, ordinary. He’s dressed in a white shirt and black suit, a curious outfit for this location.

“Hi,” he says, “Nice night.” I say something in agreement and he responds with “So, do you play?” I’m a little caught off guard by the frankness of his question. The usual practice is to chat a bit more before retiring to a secluded spot.

“My employer is looking for someone who is just your type,” he says and points to the far end of the lot where I see a large black Mercedes with black-tinted windows. Oh, I get it—the white shirt, the black suit. He’s the chauffeur.

“I promise you’ll have a good time. He’s a nice man, and very sexy. I can personally attest to that.”

Well, this is interesting, I think. Not your usual proposition, but interesting. I like to take risks, to a point. I have good instincts about cruising encounters and this one seems fairly safe. Hmm, sex in a limousine, I think, a first for me. So I agree to meet the employer. The chauffeur gives me instructions as to which door of the car to use to get in and advises me that it will be dark inside.

My heart starts to beat a little fast. I’m nervous but intrigued by what I’m going to find. I open the passenger side rear door. It’s dark but I can feel that the seat inside is empty. I climb in and settle into soft, luxurious leather upholstery. The leg room is beyond generous.

“Hello?,” I say, after I’ve pulled the door closed.

A man with a deep voice says “Good evening. You’re quite the looker. Thomas chose well. Are you interested in a little play time?”

I hear a soft click and an overhead reading light above comes on to reveal a naked, middle-aged man on the opposite side of the car, lounging back in the seat with his legs slightly apart.  He's ruggedly handsome, with silver hair and a magnificent build. Everything about him is beautifully shaped and groomed. His face is smoothly shaved and his big chest is covered in more silver hair, trimmed short so as not obscure his massive pectoral muscles and his dark nipples. A happy trail of more silver hair leads down to closely trimmed pubes around the proud seven-inch slightly curved cock that is standing hard in his left hand.

I’m so stunned by what I see that I can barely croak out a semi-coherent “Yes!”

“Good,” he says. “You look like a nice young man. Very sexy. Why don’t you take off your clothes and slide over here so I can kiss you?”

I do as he says. Somehow I manage quickly to get out of my shorts, pull off my T-shirt, and kick off my sandals. I move over to him and find that there’s enough room so I can kneel on the seat and straddle him, my ass on his thighs, his stiff cock and mine now standing side by side. He grabs both of them with one hand, reaches up with his other to pull my face to his in a kiss, and pushes his tongue deep into my mouth. It’s a kiss like I’ve never encountered. I push my tongue into his mouth and he sucks it in until he pulls away briefly to nip at my lips, kiss my neck, and blow into my ear before plunging back into the kiss. I gasp with pleasure. I feel like I’ve never been so turned on. I am so ready for anything he wants me to do.

After a few minutes of face time he says, “Why don’t you give me a nice blowjob?”

With pleasure, I think. So I shift to the middle of the seat take his cock in my hand, with my head facing toward his legs. I kiss the tip, swirl the head with my tongue and caress the length with slow, wet strokes of my lips. Finally I plunge down to the base on the full shaft. The slight curve of it goes easily down my throat and I enjoy giving it my fullest, deepest attention.

My silver-haired gentleman reaches over to caress my ass and run a hand up and down my back as I’m sucking on his cock. His hand reaches all the way to my ass crack and I feel his fingers exploring my hole. He’s humming quietly in a low growl and occasionally saying “Good, good.” I work on him for a good fifteen minutes until it feels to me like his cock is getting progressively bigger and harder and I sense that he’s getting close to cumming. I’m right. He stops me and says,

“Enough. Why don’t you sit on me now and let me fuck you?”

With pleasure again, I think. From some side compartment he pulls out a tube of lube and thoroughly coats his stiff cock. I shift again to straddle him on my knees, aim him to my ass, and slowly lower myself on the curved shaft, which glides easily past my sphincter and nestles right up to my prostate gland. I move my hips to meet his pushes from below and we settle into a nice rhythm, rocking gently. I’m loving how his cock fills my ass and puts a pulsing pressure on my prostate. My own cock is rising up to maximum length and hardness. The gentleman notices my growing erection and says,

“I’m so lucky to find you tonight. Look at your big, hard dick bouncing up and down and look at you riding so nicely on me as I fuck you. I might have to shoot some hot cum in your ass if you keep it up.”

I love dirty talk when I’m having sex and what he says pushes me closer to the edge. I step up the pace and rise up on my knees so I can give his cock longer strokes up and down—deep fucking him. He matches my speed and it seems like we both sense that we’re close to climax. We’re breathing hard and quick. Still he manages to say,

“Now why don’t you pinch my nipples? Hard.”

So I do, and with that he yells out “Yes, yes! Take it!,” and he rams his cock three times hard up my ass, banging into my prostate. It puts me over the edge and I start to spray thick shots of cum all over his abs and chest as I’m feeling a hot gush of cum in my ass. The orgasm is long and so intense that I shake all over before coming to a rest. When we stop after a minute or so, he says,

“Now why don’t you lick your cum off my chest and bring it up to me?”

So I pull off him, shift to his side, lick all my cum off his body, gathering it in my mouth. I roll on top of him again, press my body on his and deliver the mouthful in a long deep-tongued kiss that lasts for a minute. He swallows my cum and lies back against the head rest, closing his eyes and breathing softly. “Thank you,” he whispers. After another minute he seems to dose off, so I gather my clothes and step out of the car, too dazed from this incredible experience to think about being naked with so many other people parked in the lot.

I spot Thomas coming out of the shadows, his hair messed up, his coat over his arm, his shirt partly unbuttoned, and a shirttail sticking out of his open fly. It seems we both had a pleasant evening.