masturbating
Masturbating for the first time, a friend of mine asked for help. He had never touched that cock of his. Coming from a very strict family, you save sex of any kind till marriage. I had to fix that.

 
I arranged an escort session with one of my best friends. Of course there would be no fucking on this one. He was 28 years old, and a virgin. He was attractive, but when he told me this I assumed he was short changed. All looks and no cock. Not the case either. He explained he was 9 thick inches, but touching it was always a no no. Hi Mother always scared him with tales from the bible and how it was blasphemy to jack off. I’ve never heard such things, but she was weird.
 
We met at my apartment, I wanted him to be comfortable. Since he was a special case, I didn’t mind. Needless to say I wanted to be the one who got to see him cum for the first time. Setting up the guest room with porn, lube, and tissues, I took the seat in the corner so I could guide the show.
 

Masturbating is not a crime, or immoral.

 
He changed into a robe, sat on the edge of the bed, and waited. I knew he was nervous, but in a way, so was I. This was my friend and that was his dick. When he opened the robe, I almost squealed. He did have a very nice cock.
 
“Put some lube in your hand while I start the movie. Don’t be afraid to touch it. Nothing wrong in jacking off.”
 
Deciding on lesbian porn, I thought it would be better if he didn’t see another man fucking. Lubricating his cock with astroglide, his hand moved up and down the shaft. I could tell he hadn’t felt this before. I watched and whispered to him how to stroke. Not to forget the thick head, and to make sure to rub his balls nice and slow. At one point I wanted to help, but didn’t. This was not about my needs. Only about his.
 
Jacking nice and slow, he didn’t last but 5 minutes. The load erupted from his cock, and he pumped 28 years worth of frustrating into the waiting napkin. Masturbating alone is okay, but phoning a friend is so much better.