The Hitchhiker - Sex Stories

The Hitchhiker

... Maybe she wasn’t as old as I originally thought.

Her eyes were focused on my dick. “Well, you have quite a weapon there.”

That made me laugh. No one ever referred to my penis as a weapon. It was exceptionally solid at the sight of Darlene. It was straight out like a diving board. She turned and dove in the pool. I followed her lead. The water was warm just as she said. Now I understand how she was so fit. She was swimming laps like an Olympian. I’m in great shape and I couldn’t keep up with her.

“Now I know how you stay in shape. You are a strong swimmer.”

“I was on the swim team in college. I never lost my love for the water. Even when I travel, I try to stay in a hotel with a year-round pool.” Then she reached out and pulled me by the shaft toward her. “How about you Stud? How do you stay in shape?”

It was now or never. The only thing she didn’t do was lie down, spread her legs, and beg me to fuck her. I knew what I needed to do, to follow what came naturally. I reached out and held her hand, leading her to the stairs out of the pool. It was cool out and it caused both our bodies to develop goosebumps. I also started to shrink. Oh God no! Not now!

Darlene took the lead, walking me to her bedroom. Even her sleeping quarters were as large as a small house. This woman lives like a queen. Her bed is on a platform surrounded on three sides by glass from the floor to the ceiling. The unobstructed view of water encircles her room. There were no curtains on the ...

... windows. Anyone outside could see in.

“You sit here and don’t move.” She placed me in a small chair with no arms across from her bed and then walked into a side room.

The anticipation of my first time, making love to this woman was building. I sat for what seemed like an hour waiting for her to return. In reality, it was more like five minutes. When she came back into the room, she had handcuffs and a silk scarf in her hands. I became very excited thinking she was going to let me cuff her to the bed.

That was not the case. She pulled my hands behind my back and handcuffed me as if I were being arrested. Then she used the scarf as a blindfold, slipping it over my head making it impossible for me to see. Her hand started to stroke my erection.

I could feel her straddling me. “Have you ever fucked an older woman? Don’t you disappoint me. That is a beautiful cock you have. I want it all night long.”

She guided me inside her. It was just like I imagined. The feeling was wet and tight. Her body was sliding up and down, I could feel her nipples touching my face. I think she was doing this on purpose, teasing me. I tried to bite one as it passed over my mouth. She pulled away. Now I wanted it and became aggressive, leaning into her, trying to nibble and suck it. Her hands were behind her back on my knees and I could tell she was leaning back, denying me access to her tits.

The way she was moving created a sensation like I’ve never experienced. I was building up. It ...