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Anything Goes
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Straight Male / 32
Hitchhiker Handjob
A few years ago I had just moved to a new city and had to drive back to my old one 10 hours away to pick up another load of my possessions. On the way out of down I saw a thin woman standing at a freeway onramp hitchhiking. I had already passed her, but used the next ramp to turn around and came back to slow down and let her in, fearing somebody else would pick her up first and I might've wasted my time, but she was still there so we chatted as I drove off down the highway. Cheryl was pretty plain-looking, but talkative and reassuring in her tone, didn't seem too crazy, just a little down on her luck at the moment. She emphasized that she thought every person she met was special, unique, someone she could learn from, and everyone could see the same thing in everyone else if they wanted to. She talked a little about religion, which turned me off, but I turned it to dating, saying that I was new to town and the worst part of my situation was that I didn't yet have a girlfriend, so I had no outlet when I was horny. She said a guy like me should be able to find a girl. "Would you date me?" "Well I won't be heading back there for a while" she replied. I got bold, knowing I would be dropping her off in less than an hour to where she wanted to be, and might as well go for broke: "Well, a handjob doesn't take long, and you can always look me up again if you're back." She laughed, and I figured that was that.
But then down the road she asked if I had a little money she could get lunch with. I said I was still traveling cheap and had just started my job, so I didn't have much to spare. She then said "Well, how about if I gave that handjob you were talking about?" Then, I said smiling, I could probably spare a five.
I pulled off onto some rural exit and asked if she was really ok with this. "I don't mind" she said, "I know that men have their needs and you have yours." I unzipped and felt exposed and embarrassed for a moment, but she looked at me steadily for a minute with only darting glances at my penis, just enough to position her hand on it. She said this was another special moment we could both remember, in a place that was nowhere but meant something because we were both there together. I wasn't sure how much to believe her, but she did really sound sincere at times although I doubted she would really remember me for long. She definitely knew how to tug me strongly and give me her full attention. Actually she kept talking about things other than what she was doing while jerking my rod, the closest to acknowledging it was her saying that someday soon I'd find another lady to do this and maybe I would remember her, but otherwise she just went on about the weather, her plans in another state, and so forth. I suddenly said, in a pleading voice, "God Cheryl, I'm going to come, please go fast" and she stopped talking a minute to double her speed and grip me hard, causing me to spew all over her hand and my pants and shirt. I found a towel to wipe her hand with and thanked her, then gave her a five for lunch. She asked for a little more but I insisted that I needed gas money and couldn't spare any more, which she was ok with. I dropped her off at a truck stop and then used a rest stop further down the road to wash myself at, hoping nobody saw my semen-stained clothes before I rinsed them off.
But then down the road she asked if I had a little money she could get lunch with. I said I was still traveling cheap and had just started my job, so I didn't have much to spare. She then said "Well, how about if I gave that handjob you were talking about?" Then, I said smiling, I could probably spare a five.
I pulled off onto some rural exit and asked if she was really ok with this. "I don't mind" she said, "I know that men have their needs and you have yours." I unzipped and felt exposed and embarrassed for a moment, but she looked at me steadily for a minute with only darting glances at my penis, just enough to position her hand on it. She said this was another special moment we could both remember, in a place that was nowhere but meant something because we were both there together. I wasn't sure how much to believe her, but she did really sound sincere at times although I doubted she would really remember me for long. She definitely knew how to tug me strongly and give me her full attention. Actually she kept talking about things other than what she was doing while jerking my rod, the closest to acknowledging it was her saying that someday soon I'd find another lady to do this and maybe I would remember her, but otherwise she just went on about the weather, her plans in another state, and so forth. I suddenly said, in a pleading voice, "God Cheryl, I'm going to come, please go fast" and she stopped talking a minute to double her speed and grip me hard, causing me to spew all over her hand and my pants and shirt. I found a towel to wipe her hand with and thanked her, then gave her a five for lunch. She asked for a little more but I insisted that I needed gas money and couldn't spare any more, which she was ok with. I dropped her off at a truck stop and then used a rest stop further down the road to wash myself at, hoping nobody saw my semen-stained clothes before I rinsed them off.


