Pretty Boy Pegging Is What BFF’s Are For ♕

Pretty Boy Pegging For My First Time

Well, I told you about me and my fabulously flamboyant best guy friend going to a sex store. But I ended that story abruptly and couldn’t leave you hanging like that. Not when there was so much to share about what happened during my pretty boy pegging. First of all, you know we went to the sex store. Secondly, you know we found a perfectly sized strap to use.  In the beginning, I thought about just teasing him with it, making him think I would pleasure him in ways he’d only dreamed. Don’t get me wrong, he’s had sex with many, many guys, but he’s never had sex with a girl.

Thirdly, If I’m allowed to be honest, It would be my first time pegging one of my guy friends, Somebody I cared about.  This time, it was going to be different. This time, I didn’t want to punish him or hurt him. It wasn’t about how fast and how hard I could pound my big cock into him. I guess, in a way, this time, the pretty boy pegging wasn’t for me but actually for him. Look at me caring about someone else’s feelings instead of being my spoiled self.  He was a guy, so technically, he should be more demanding than I am. He was more significant in size as far as height and body went, but he was delicate and fragile in the way he spoke, and the way he moved almost made him seem softer than me.

Pretty Boy Pegging Requires A Generous Amount Of Lube

I strapped up, and I was a tiny bit nervous.  Knowing how it felt for me, I guess it must feel the same for him, right?  I let the lube pour onto the head of my new massive cock and watched it as it slowly covered it and made its way down my shaft. My hand looked small as I covered the entire thing with lube, getting it ready for my pretty boy pegging. Stroking it and feeling its rigid, rippling shape in my hand made me feel a rush of power and excitement.  I stroked slowly, then faster, again and again. My hips shifted and flexed, and I made a circle with my hand and fucked that circle gently.

I got lost in the moment and was almost jealous. It was fun, in a way.  Guys get this hard thing to play with whenever they get the urge for hand job happiness.  I smacked its head to the right and then back to the left. Gripping the head of it, I returned it like the knob of a door.  Hand jobs have never been my specialty, but I think I might start to get into them with a little more practice.  Pretty boy pegging was a little more advanced than just a hand job, but when it comes to my friends and their happiness, I go all in. That’s just the sweet, caring girl I am.

Ready, Set, Aim And Launch

The door on the other side of the room opened. I guess he was done doing whatever pre-pretty boy pegging prep work he needed to do. I took only a moment to think about what it must have been, then quickly changed my thinking and watched him.  He walked to me, and my heart thumped in my chest. Was I nervous? Was I excited?  I licked my lips because they had gone dry from my mouth hanging slightly open. I was gawking at him.  He was one of my prettiest friends, after all.

But now he looked more vulnerable, maybe even a little shy.  I could see that he was blushing just a little.  He walked to the bed, hopped up on it, and lay on his back.  He was so ready for the pretty boy pegging I was about to give him.  I moved in close to him and stared down his body.  He gripped his thighs and pulled his legs back so that I could see all of him.  I looked down and slowly moved forward, pressing my big, lubed cock against his tiny little hole.