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    A Ride In The Rain

    5 November, 2018 (00:31) | Gay Sex Stories | By: admin

    by b100dr00t (


    A college freshman hitchhikes home in the rain and is
    picked up by a traveling salesman who teaches an
    introductory class called Hand-job 101. (MM, exh, 1st-
    gay-expr, mast)


    I went to college about 75 miles from my home. About
    once a month I would go home for the weekend, bringing
    my laundry with me in a battered brown case that once
    belonged to my father. I’m sure my mother noticed the
    dried pale yellow stains on my T-shirts and briefs but
    mercifully never said a word.

    Because I didn’t own a car, I had to take a couple of
    busses, and then hitchhike the remaining 30 miles.
    Back in those days, hitchhiking was more common and
    safer. And so, one cold, rainy November night, I found
    myself standing beside the highway at my last bus
    stop. My breath mixed with the unrelenting drizzle and
    after half-an-hour I wondered if I’d ever catch a
    ride. But after another fifteen minutes a big, late-
    model Chrysler pulled over. I opened the rear door and
    tossed in my case, then got into the front seat.

    “Helluva night for hitchhiking!” said the driver. He
    was a tall, heavily-built man, about 45 years old and

    “It sure is!” I said. “Thanks for stopping.”

    He didn’t bother to introduce himself, and neither did
    I. He asked where I as headed and when I told him, he
    said that dropping me off at my home would take him
    just a few miles out of his way. He explained that he
    was a travelling salesman and made a trip through this
    part of the state about every two weeks. Following an
    awkward silence, he offered me a hip flask he’d been
    holding between his thighs.

    “Maybe this will take the chill off,” he said. “And
    this might help, too” he said as he turned up the heat
    and directed most of it to my side of the car.

    “Thanks,” I said, and apprehensively took a small swig
    from the flask. The whisky was like liquid fire and I
    almost choked, but managed to swallow it.

    “Don’t be shy,” the man said. “I’ve got a fifth in my
    suitcase that I can always refill the flask from.” So
    I took another swig, and noticed I was indeed
    beginning to warm up. I handed the flask back to him
    and he took a swig himself.

    “You need to know something about me right off the
    bat,” he said. “I’m very direct, some might say
    blunt… and nosy, too! But you don’t have to answer
    any of my questions if you don’t want to. I get lonely
    on the road, and this is a rare opportunity to talk.
    Are you O.K. with that?”

    “Yeah, I guess so,” I replied. “So what do you want to

    “Well, for starters,” he said, “what’s in the case?
    Laundry for your mom to wash?”

    “Yeah,” I answered.

    “And will she find some strange, crusty stains on it?”
    he asked.

    “What the hell kind of question is that?!” I said. He
    reminded me that he was direct, blunt and nosy and
    that I shouldn’t be shocked.

    “Look,” he said, “when I was your age, I jerked off a
    lot, and my mom probably washed a ton of underclothes,
    sheets and pillowcases just like yours. It’s no big
    deal, okay? We’re a couple of strangers who will never
    see each other again, so why not level with me?”

    “Okay,” I replied. “You’re right, most of what’s in
    that case has dried semen on it.”

    Next he asked me how often I jerked off, where and
    when, an so on. My initial apprehension had somehow
    diminished, probably due to the whisky, but also due
    to his remark that we’d never see each other again. So
    I answered each of his questions less and less
    reluctantly, even though they grew progressively more
    personal and probing.

    “What’s your cock like?” he asked. By then this kind
    of question didn’t faze me.

    “What do you mean?” I replied. “It’s like everybody
    else’s, I suppose, except probably smaller.”

    He said that he wanted to know if I was cut or uncut,
    terms I’d never heard before, so he had to explain
    what the terms meant. I told him that I was cut and he
    said that he was too. He took another swig from his
    flask and offered me some. I took another swig too, by
    now somewhat used to the burn and actually enjoying
    the mild buzz I was developing.

    “If I showed you my cock, would you show me yours?” he
    asked. “You don’t really know yours is smaller than
    average unless you’ve got something to compare it
    against, right? Whaddya say?”

    I hesitated. This was getting very strange. But while
    I hesitated, he took his foot of the gas so he could
    brace both feet on the floor. Lifting his hips off the
    seat, he unzipped and pulled out his semi-erect cock.

    “There,” he said. “Take a good look. Then when you’re
    ready, whip yours out.”

    I stared at his 8-inch cock for about 10 seconds
    before summoning the nerve to unzip and expose mine,
    which looked miniscule in comparison. Then I started
    looking at his cock again. We drove in silence for
    half-a-mile while he darted glances at my cock. The
    driving rain didn’t allow him to take his eyes off the
    road for too long.

    “Would you mind moving over towards me some more?” he
    asked. “I’d really like to have a good look at that
    cock of yours.” So I slid towards the middle of the
    front seat, all the while watching his cock and
    wondering what the guy was up to. I soon found out.

    “Will you look at that rain outside?! Man oh man, it’s
    coming down in sheets!” he said, gesturing toward the
    passenger-side window with his thumb. I turned my head
    to look and that’s when I felt his right hand seize my
    cock in a tight, almost painful grip.

    Before I could say anything, he said, “Okay, kid, just
    relax. Don’t struggle and don’t try to pull away. I’m
    not going to hurt you. As a matter of fact, I’m going
    to make you feel really good. But that’s only if you
    cooperate. We’re still a long ways from your home, and
    I could dump you out here in the middle of nowhere if
    I felt like it. Think how tough it would be to catch
    another ride out here.”

    He was right. I stayed still and thought about what
    he’d said. Meanwhile, he loosened his grip slightly,
    and I could feel my cock responding to his touch,
    growing harder and twitching occasionally.

    “See that, kid?” he said. “Your cock can think better
    than your brain can. So I’m ready for your answer.
    Will you do as I say or will you take your chances out

    “I’ll do what you say,” I replied. I had no idea what
    this guy had in mind, but the thought of being cold
    and wet all over again wasn’t an alternative now.

    “O.K.” he said. “What I want is to find someplace out
    of this rain where we can have some undisturbed fun.
    So do you know someplace around here we could park
    without being bothered?”

    By now we were close enough to my home that I knew my
    way around. I said that if we drove another two miles
    and turned right on a dirt road, we’d soon come to an
    abandoned farm. The barn was still standing, and one
    of the sliding doors had fallen off years ago. There
    wasn’t any farm machinery parked inside, so we could
    drive right in and park undetected for as long as he

    “That’s great!” he said, finally letting go of my cock
    after giving it a last playful squeeze. He told me to
    start getting ready by undressing and stowing my
    clothes in the back seat. I did as I was told,
    actually grateful to get out of my soaked clothes. The
    warm air blasting from the car’s heater felt good.

    Soon enough we arrived at the barn. The salesman drove
    in and killed the lights. He told me to get out and
    leave the passenger side door open. While I stood
    outside the car in the cold, damp air, he went back to
    the trunk and retrieved a bath towel from his
    suitcase. Then he sat on the passenger side facing out
    through the door, with his legs spread apart. He
    motioned for me to stand between his legs and rest my
    forearms on the car’s roof.

    He spread the towel over his legs and the front of his
    suit, about halfway up his chest. Then he reached for
    my now-shriveled cock and began to stroke it. I didn’t
    resist; it was pointless, and the longer he stroked
    the less inclined I was to resist.

    “In addition to enjoying this, I want you to pay
    attention to what I’m doing and how I’m doing it,” he
    said. “Because after you cum, I’d like you to make me
    cum the same way.”

    “But I’ve never done that, or anything like that in my
    life!” I protested.

    “Listen, kid, it’s easy. You’ve already admitted you
    jerk off, so jerking off another guy shouldn’t be all
    that different. But for now, relax and enjoy what I’m
    doing to you.”

    And I did. My cock grew progressively harder, and the
    sweet, tickling sensations stronger. As he stroked, I
    was aware of the dried dirt of the barn floor beneath
    my bare feet, the lingering aroma of manure from cows
    long gone, and the hooting of an owl in the forest
    behind the barn.

    The sensations in my cock brought me out of my
    reverie. “I’m gonna cum,” I hissed and so he began
    stroking harder and faster, bringing me to a climax
    that spurted a surprising amount of cum on the towel
    covering his lap, more than I’d ever produced on my

    “Attaboy!” the salesman said. “That was a spectacular
    load for a kid your age and size. How did it feel? Did
    you enjoy that?”

    I had to admit I did. I laid my forehead on the cool
    metal of the car roof, waiting for my breathing and
    heartbeat to subside to a more normal rate. While I
    was recovering, he slid back into the car and got out
    on the driver’s side. I heard the clink of his belt
    buckle as he undressed. Once he was naked, he came
    around to the passenger side and told me to sit down
    where he did. When I asked for the towel he said “No,
    I want to cum on you. You can wipe it off later.”

    He stood between my parted thighs and I saw his
    massive cock clearly for the first time. The
    excitement of jerking me off had clearly affected him,
    because the glans already glistened with pre-cum. I
    grasped his cock and began awkwardly stroking it. He
    told me what felt best and I adjusted my grip or
    stroke, following his suggestions. Soon I could feel
    the tension and pulsing of his cock as he approached
    his own climax.

    “Okay kid,” he grunted. “Get ready, ’cause I’m gonna
    cum any second now!”

    And cum he did. Huge ropes of sperm that landed on my
    stomach and thighs, one even landing on my own cock. I
    was strangely proud of what I’d done and envious of
    how much the man could spurt. The salesman rested just
    as I had done and I watched his cock grow flaccid,
    oozing a final bead of cum that sagged and hung from a
    translucent thread before dropping onto the dirt

    After he recovered, the salesman walked back to the
    open trunk and got some moist wipes to clean me off.
    He told me to get dressed and he got dressed himself.
    We both got into the car and sat there for several
    minutes without speaking.

    Finally, the salesman said, “I really enjoyed that. I
    hope you did too.”

    “I did,” I replied, “both times.”

    He nodded, started the car, and backed out onto the
    dirt road. We didn’t talk again until we got about a
    mile from my home. Then he asked if I’d like to do
    this again sometime. I surprised myself by saying that
    I would. We made arrangements to meet later back in
    the town where I went to college. What happened next
    is another story.


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