I had had sexual encounters when I was younger with boys; more experimentation then anything else. But one of my first adult male experience was with my barber.
I went in for a haircut. My barber's name is Tony. Tony had cut my hair for about ten years, since the times when my dad took me in. His shop is on the south side of the city. He runs a neighborhood shop; everybody knows everybody else and Tony, somehow, keeps us all separate. When sitting in the chair we're each individuals. Tony knows what sports team each customer likes and more personal tidbits, as well.
I usually get my haircut first thing in the morning, before going to work. One day, however, I spent a long day on the job and was leaving the city late. I passed Tony's shop and was surprised to still see dim lights on. I decided to stop in and get a trim. The shop was empty, even though the drapes were closed, I could make out someone sweeping the floor. The door was locked so I knocked and a voice said that the shop was closed. I knocked again and Tony poked his head around the curtain. He smiled when he saw me and unlocked the door. I went in and took a seat.
When I said that I didn't think the shop was opened so late, he said it usually isn't but he had a special customer who wanted a 'special' shave. Tony told me to jump in the chair and he would take care of me. Tony meticulously snipped at my hair, talking about things in general and then focusing on his last customer. I noticed the outline of a lump through his pants. When he hovered at my right side, it seemed as though he was pressing his lump into my arm, but he kept his eyes glued to my head. As he stepped back to assess his progress, I brushed his limp with my fingertips, making sure to keep my touch light enough that it wouldn't arouse his suspicion and would seem, if anything, like an accident. But I left my hand in place on the armrest, open and with the palm turned upwardon the arm rest.
As he continued to snip away, he pressed his lump into my open palm every time he stepped closer. I heard him whisper that he liked to be touched like that and once again pressed his cock into my palm. Only this time, he didn't back away but slowly rocked back and forth. I grabbed his hardening bulge through his trousers and as I did so slid my other hand down under the apron to my crotch to stoke my own stiffening dick is rhythm with his gyrations.
Tony took off his smock to give me easier access to his hardening tool. And then flung off the apron covering me and reached down and unzipped me. When my cock sprang free, he dropped to his knees and swallowed my knob. He sucked me until I was on the verge of shooting. I wanted to prolong the sensation, so I cupped his face in my hands and pulled him away.
He rose to his feet and told me to stand up, take my pants down and lean over the seat. He was going to give me a special shave. He spread my ass checks and covered them with the warm lather from his machine. I could hear the straight razor slapping up and down the strip of leather that hung off the side of the chair. Very carefully he shaved my ass crack and took my balls gently into one hand and shaved off all the hair off them. Then he told me to turn around so that he could shave my pubes.
My pubic hair was fairly long, so first he trimmed them close with a pair of scissors. Then he covered the area with his warm lather and very meticulously shaved off all the hairs around my cock. When he was done shaving, he rubbed lotion into his palms and massaged my naked cock and balls. Then he poured oil over the area and wiped it clean with a soft cloth.
When he was through, he dusted me with talc and stepped back to admire his work. He brought out two hand mirrors and showed me my front and back. When I said that it was a fine job, he directed me back to the seat and wrapped a moist terry cloth towel around my stiff cock. The cock pushed its way clear and once again, he applied lotion to his palms. Only this time, he stroked it until I sprayed his forearms with a huge load of my very own brand of shaving cream.
As I was leaving his shop, Tony reminded me to come back next month about the same time. I really have to because my haircut never was finished!