The Hitchhiker Chapter 1 – Surprise Encounter

Its Saturday morning and I have several errands to run. Another football season is upon us so that means college ball all day Saturday and NFL on Sunday. The wife and I are expecting company so we’ll need groceries, beer and booze for the weekend. One of the reasons I like doing the shopping is I get some alone time to jack off in my car on the way home. It’s something I’ve done for years and I’ve had some really good orgasms.

My excitement is building as I head out in my SUV and the grocery store is my first stop.

I walk through the grocery store and admire all the women as they go about their business. As they pass me in the isle I like to stare obviously at their tits if they are alone. They never say anything but I like how uncomfortable it makes them and causes them to pull a sweater closed to cover their tits. This always makes my cock start to get hard and I hurry through the rest of my shopping and other errands.

It’s a warm September day so I’m only wearing shorts and a t-shirt as I get back in my SUV. Today was a great day at the store as there were many women for me to stare at but it made me horny as hell. I really need to jack off so I push my shorts down around my ankles as I head out of the parking lot. My cock is immediately hard and I start to stroke it as I head up Route 91 toward my house. I’m not too far away but know I can take a few detours through back roads if I need additional time to get off.

I pass through the traffic light at State Road and prepare to take my first detour down Farm Road when I notice a girl hitchhiking on the side of the road. She’s very hot and looks to be in her early 20’s and I start thinking about what could happen if I give her a ride.

I pull my shorts up, put my signal on and pull over. She runs over to the car and jumps in. “Thank you so much for stopping. My car broke down at the mall and I really need to get back to Wallboro because I have labs this afternoon and I’ll be in deep shit if I miss that.”

“No problem, I remember what college is like. I’m Tony by the way.”

“Hi my name is Mary Ann. It’s nice to meet you and thanks again.”

Although I had pulled my shorts up my cock was still fully hard and all eight inches were pushing against my terry cloth shorts. Mary Ann’s eyes widened as she noticed but she didn’t say anything right away. I said, “The thing is Mary Ann, I have a pretty tight schedule today and I need to get home before football starts so this is going to set me back a bit.”

“I’m sorry to inconvenience you like this but I am really grateful that you picked me up,” she said.

Feeling a little bolder I started feeling my dick through my shorts and said, “It shouldn’t be a problem. It’s a nice day for a drive and it’s nice having a gorgeous girl like you to keep me company.”

She said, “Can I ask you something Tony?”

“Sure Mary Ann,” I replied.

“Do you always drive around with a huge hard on like that?”

I laughed and said, “I wouldn’t say always but I have a house full of people and I didn’t get a chance to cum this morning so I was just starting to take matters into my own hands when I saw you.”

“Wait, you were masturbating in your car when you picked me up? Isn’t that dangerous?”

I glanced over at her and said, “Why yes I was Mary Ann, I’ve done it for years and never had a problem. I have a really strong sex drive and if I don’t get off every day I’m totally out of sorts.”

She said, “So you’re telling me you cum every day?”

“That’s right, Mary Ann and usually more than once if I can.”

“Wow, that’s amazing,” she said. “So what was the most times you got off in one day?”

“A couple months ago I was home alone all day and came six times but I think my record is 10.”

“So you sit around all day naked and alone and play with yourself. How do you stay excited? Do you watch porn or something?”

“Of course I do Mary Ann. I have multiple devices so I really like to connect with people online so they can watch me and see the porn I’m watching and I can see them too. It’s mostly men who do that but I have a few women who really like watching me jack off while they play with their pussies.”

She thought for a while then said, “I assume you want to have me watch you jack off then.