Hitchiker Handjob

A few years ago I had moved to a new city and had to drive back to pick up more stuff. Just outside of town I saw a single woman, probably around 40, hitchhiking. I was looking forward to a long, boring drive, so I picked her up. Cheryl just needed to get a couple hours down the road to the next state and said she was glad to see me. She shared with me her philosophy of living: that you can learn from and care about everyone you meet. I didn't feel that way, and found her vaguely religious-spiritual attitude just a little weird, but eventually shared that I was a little lonely as I hadn't met anyone in town yet. She assured me I would, and I agreed, but said in the meantime I hadn't had much sexual relief and I need that as much as a friend. She took that stoically, saying that men need what they need, she'd been around and knew how that went, etc. A little closer to her destination she asked if could give her a little money for lunch, just $5. I said I was trying to conserve my gas money but then mentioned that I could really use a handjob. She said she usually didn't do this regularly but we could work it out, so I pulled off into a rural road and soon she was stroking me in my seat. She kept talking about almost everything except what we were doing, which I found strangely exciting, and actually was glad she didn't annoy me with fake platitudes intended to praise me or my penis. We were strangers exchanging needs and she took it for what it was. Finally I said "God, I'm coming, please go fast" and she doubled her speed, saying nothing while I started to spew hot cum all over her hand and my shorts and shirt. She wiped up soon and I dropped her off with a fiver.

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Anonymous

by Anonymous on Apr 18, 2021 at 7:20 PM

I have a similar story but the girl was a 15 year old shy virgin and it cost me $40 to simply jackoff in front of her while she showed me her brown beaver and almost flat chest. I’d pay $100 to do it again.

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