My buddy Josh and I were about halfway in to a 10-hour drive when our friendship took an interesting turn...though thankfully the car kept going straight. We were both undergraduate students at a small music conservatory in Boston. Josh was a year ahead of me. We both studied voice, and both sang baritone. We were supportive and competitive. It was really the best kind of friendship. Open and honest, always pushing to make each other improve.
The year before, my freshman year, we both dated girls who were close friends. I dated Lisa and Josh dated Bridgett. Over the summer, Lisa and Bridgett moved to western Pennsylvania to join a professional theater company. Josh and I were road-tripping over fall break to see our ladies for the first time since the school year began. We were both in uncharted territory. Just the year before we were having all the adventurous sex we could imagine...as you do when you're young and in college. We both had active sex lives with our respective partners, but on 3 occasions, the 4 of us got together.
At first it was that kind of thing where it was late, we were all tipsy, and we just started making out in the same room. I stayed with Lisa and Josh stayed with Bridgett. The lights were out, and we were in separate beds, but the sounds were unmistakable. We were having heightened and mind-blowing sex just feet apart from each other.
That eventually led to some light swapping and then finally to a full-blown group sex experience...though Josh and I never did anything with or to each other during that time.
So that's more or less how we got to this long car ride. Josh and I were about talked out. After 10 hours and taking turns driving and listening to different CDs, we were both running out of steam. After a long-ish stretch of silence, I noticed Josh, in the driver's seat, adjusting his package. It looked like he was pinning his boner up underneath his waistband.
"Dude, are you hard right now?"
...Josh kind of froze and put both hands on the wheel at 10 & 2.
"...yes. I was just adjusting it, so it wasn't obvious."
"Why are you hard?"
"I was kind of daydreaming about that last time the 4 of us were together and how hot it was."
Now I was starting to get hard. Rather than adjust myself, I let me erection pitch a tent through my sweatpants. Josh didn't see it, but I didn't care if he did. I offered a bit of a confession.
"Dude, if you had any idea how often I jack off to that. I can still see your cock going into Lisa's pussy for the first time and I can remember the sound she made. I've never made her make that sound before. It was so hot."
I had subconsciously begun rubbing my hard-on over my sweats and Josh definitely noticed.
"Are you stroking?" Josh asked. I couldn't tell if it was suggestive or he was shocked.
I unbuckled my seatbelt and slid my sweats and boxers down, freeing my erection. I grabbed it.
"I am now." I paused for a moment and took a risk. "Let's jack off together."
Without taking his eyes off the road, Josh began steering with his knees and he reached down with both hands and slid his pants and briefs down to his thighs. Josh's cock was sticking straight up in the air. I had seen it many times, going inside of Bridgett's mouth and pussy and going inside of Lisa's mouth and pussy. Seeing it stand so tall on its own in the light of day...it was impressive. Josh had a beautiful cock. A nicely shaped, pink mushroom head, and not a whisper of a curve. That thing was straight and thick.
"Damn dude. You are raging!"
"...I know. It feels better to have it out like this. Thanks."
Josh put his left hand on the steering wheel and began slowly stroking his cock with his right hand. I could not look away. I just kept staring at it. My hand was still stroking my cock as I looked longingly at his. I wasn't thinking about that night. I was thinking about Josh's cock.
I've always been a people pleaser. It makes me feel good AND turns me on. The more I looked at Josh's dick, the more I wanted to please him. I had never sucked a cock in my life, or even touched one besides my own, but I wanted to taste him so badly. I can't explain it. I wanted to feel him in my mouth and show him I was a better cocksucker than both our girlfriends. I had never sucked cock and somehow, I KNEW I could do it and do it really well.
