I've posted my first two experiences here, reference pages 183 and 195.
I scheduled a third massage with Brandon a few months later. After the previous massage (with happy ending!), I knew what to expect. I rationalized that even though I was still straight, I loved a good handjob and if it's included with the massage, that's ok. Whatever, I like what I like and don't care for labels too much anyway.
When I arrived, he was wearing a robe, which I thought was kind of strange. Nevertheless, he invited me into his home massage studio and I excitedly stepped in. Once again, I nervously stripped naked, and lied face down on the table, being sure to pull my dick to point down toward my feet so he could see it. I noticed he had a box of disposable rubber gloves nearby, which was probably there before but I didn't notice. After the last experience, I started watching straight and gay massage/handjob porn, and had awakened to what prostate massage was. He ditched the robe and revealed only to be wearing a wife beater and briefs. His house, his rules, I guess.
Anyway, he started the massage as normal, shoulders and back. Shortly after starting, he walked away and I heard the unmistakable sound of his briefs hitting the floor. It scarred the shit out of me because I really didn't know what to expect. Soon after he returned to massaging my back, his cock ended up in the my palm of my right hand. I froze. I'd never touched another man's penis before. It wasn't hard, soft skin, hairy, and uncircumsized. I did not engage, I made sure of that. He continued, letting his floppy cock bounce on my hands and along my arms as he continued massing my back. I was freaked out, I didn't want that, but was afraid to say anything. His cock found my other palm, but this time a little bit harder. This time I immediately turned my hand over. I figure my body language was pretty clear, because that was the last I encountered it.
Thankfully, by the time I flipped over, I saw that he had put his underwear back on. I felt violated, but let the massage continue anyway. Literally naked and afraid in an almost stranger's hands. My dick was as soft as it could be. Turtling, perhaps... it had to look shamefully small. When he massaged my hips and inner thighs, he made sure to graze my sack and the sides of my shaft, but I don't think it grew at all. After legs, and chest, I knew it was time for the happy ending. I think I still wanted it, but nothing was flowing. So he tried to perform a sort of stomach massage that seemed like he was trying to push energy from abdomen into my pelvic area. Short strokes such that his fingers combed through my pubic hair and eventually over my cock. Eventually, he tried to work it directly. He pulled at the shaft, cupped and massaged my balls, used his thumbs to rub around the frenulum, but nothing worked. After a few embarrassing minutes I said, "Don't worry about it, I'm not feeling so great."
So, I got dressed, paid the man, and left in shame.
I got real turned off at my last message.
Nevertheless, I got curious again, but it had been a while, maybe 6 months or a year. So I texted him and asked if he'd massage me again. He texted back saying he had moved to another city but gave me the contact info for somebody else he knew.
I texted this new guy and got a prompt, friendly response. We scheduled an hour for the next day, $60 cash. When I arrived, he answered the door and invited me in. Another guy was just leaving, we exchanged no eye contact, only hellos.
The massage studio room was up the stairs on the second floor. He pointed to the bathroom, the next door down, saying there was a shower and toilet, if I needed to use either before we started. I declined and entered the room which was warm and cozy, literally.
I fully expected this was going to end with a happy ending, the last guy recommended him!
After he shut the door, he told me to put my clothes on the chair and pointed out towels if I wanted one. So I stripped slow, shy, and awkward, and hesitated when I got to my underwear... but I knew what I wanted. I climbed aboard the table and lied face down, positioning my dick facing down, as I've learned.
So, he's a new guy to me, but gives essentially the same massage. He started with back and shoulders, and thankfully was stronger and tougher on my shoulders. I was more comfortable and liked it better at the time, as I had come away from the last one with previous guy a little frightened. He didn't really work my butt, but neither did the last guy, nor was I into that yet.
He brushed the sides tips of his fingers along my dick a few times. They seemed sporadic and felt like accidents. I grew a little, but still relatively small by the time he asked me to flip.
His arm hair tickled my dick and it kept growing, slowly. Lots of hip massaging, stretches, and long strokes from neck to toe. Plenty of accidents.
When we was finished with my front, he asked me if there was anything else that needed attention.
Of course! I looked him in the eyes, smiled, snickered and said, "well..." But before I could finish the sentence, he dragged a freshly oiled palm over my balls then dick. That was no accident. At this point, I'm getting harder and I'm glad that he goes right for it. The handjob is fantastic, somewhat of a short cock worshipping. He lightly squeezed balls and touched my taint with one hand while while stroking me off with his other hand. Two hands is the best. I came very quickly- my heart rate soared and I erupted multiple ropes. He smiled at me. He cleaned me up and rubbed his a hands all over me one last time. I took my time dressing and chatting. I must have said thank you a hundred times. A++, just what I wanted.
I went to him once more about a month or so later. It was basically identical except that I had shaved my pubes. I had saved myself for over a week so I could cum even bigger, which I did. I almost forgot to give him the $60 on the way out. He texted me that evening telling me how nice I was and that he'd discount my massages to $40 if I'd come a few times each month.
Never saw him again. I started a relationship. By the time that ended, he must have also. I tried to reach out at least twice, but no response.