Finishing the bottle of wine

Lindsey poured the remaining of the wine in her cup. She looked up and saw me, “I hope you don’t mind. I need a little more courage for tonight.”

“What do you need courage for?” I asked. “I really will sleep on the floor if you’re uncomfortable.”

“You better not sleep on the floor. I’m comfortable with you. I was just thinking that I could repay you for this trip and your kindness in other ways.”

“You don’t have to do that.”

She finished her wine and walked over to me. “I want to.” She put both her hands on my chest, then got on her tip toes to kiss me. She rubbed her hands on my chest and abs. “You have such a sexy body.”

I reached behind her and grab her ass with both hands. I lifted her up and into me. She wrapped her legs around my body and we made out, while I stood holding her. Her smooth legs rubbed against the skin of my torso. After a while, I got a little tired so I walked her to the bed, and laid her down while still kissing her. Her hands roamed my body, running through my hair and down my back.

My hands explored her small body as well. I squeezed her small tit through her shirt—she wasn’t wearing a bra. I felt her nice ass that she had developed through years of tumbling and cheerleading.

We stopped making out long enough for her to take off her shirt. I immediately started sucking her perky small tits. While I sucked and lick them, my other hand was in her shorts exploring her wet pussy with my finger.

Lindsey moaned in my ear, “I want you inside of me.”

That was enough of an invitation for me. I stood up. In all the action my towel had fallen off. I went to my bag to grab a condom. When I came back to the bed, Lindsey had pulled off her shorts. Her tan lines emphasized her shaved-smooth pussy between her legs.

She finally got a good look at my dick and said, “Oh my god Chandler! Will that thing fit in me?”

“And you were joking about me having a small dick.” I get on the bed and position myself between her spread legs. I pressed my dick down against her stomach and compared it to her body. It did look huge compare to her petite body. With my balls hanging near her slit, my cock head reached up passed her belly button.

Lindsey said, “Holy shit. I’m glad a drank that wine.”

I said, “I’ll make sure you’re good and wet first.” I slide my body back until my head was between her legs. I vigorously ate her pussy. My tongue lap and my fingers massages until she was moaning my name.

Once she was dripping wet, I sat up and rolled on the condom. I positioned my cock and slowly eased it into her. She was tight but my dick did fit inside of her. She felt amazing.

I took it slow. It felt so good that I was always on the edge of coming. I distracted myself from the feeling to stop myself from coming too soon. I kissed Lindsey. But when she started moaning in my ear, it almost made me come.

I repositioned us. She was so flexible. I had. Her legs lifted and stretched to so many different positions: two legs up on my shoulder, one leg up on my shoulders, both legs spread out at wide as possible.

I won’t lie and tell you that it was marathon sex. I lasted as long as I could in her tight wonderful pussy. But after the summer of no sex, I was out of practice. I came hard filling the condom.

I laid down next to her. She put her head on my chest, and wrapped her hand around my cock. “You’re still so hard. Want to go again?” I grabbed another condom.

We stayed up way too late fucking that night. We went at least 4 separate times. It was great being young. We slept in until checkout, which definitely pushed the schedule of our road-trip back.