So I’ve been waxing for about 10 years, and during that time I’ve had a number of female waxers. Some thorough, some not, some gentle, one whom tore my sack up enough that my shorts would get stuck to my raw ball sack for the next 3 days (only time she waxed me). I’ve had silent waxers, chatty waxers, one who wagged her finger in my face and said, “that’s all in your head, you can control it,” as I had become mostly erect. Up until recently the only exciting moment was a cute female waxer who smiled at me as she waxed my stiffening shaft and said, “Don’t worry about it, I am touching your junk, it happens all the time. I’d probably be more offended if you didn’t get a little hard now and then,” although she always stayed professional. So I enjoyed getting hard each month as she’d wax my shaft, balls and crack, always hoping for more, knowing it’d never be.
I moved and had to find someone new for my waxing needs. I don’t particularly care for the nail and hair salon type places, so I checked Craigslist and found 2 separate options, one female, one male. I booked with the female who briefly waxed the area above my shaft, looked embarrassed the whole time, and quickly wrapped up the session. I left frustrated and called Jimmy, the male waxer (name changed).
Jimmy was pleasant, a bit quirky, and had a gentle demeanor about him. I told him about the earlier appointment and he said I needed a relaxing massage as well as the rest cleaned up. I stepped into the side room and disrobed, then seeing nothing to cover up with, walked naked over to his table. There was nothing to cover with, no towels to drape over my nakedness, so I simply laid out, naked, waiting. Jimmy’s hands went to work immediately as I laid face down on his table, pulling my butt cheeks open and applying the hot wax. It was kind of arousing the way he’d pull my cheeks open wide as he worked on waxing my crack. He then gave my backside a full hot oil massage. “I need to rub some ointment on your crack to help ease the inflammation,” he said as he massaged oil inside my cheeks including lightly massaging my sphincter. It felt so good. I parted my legs open a little more hoping he’d continue working and massaging every inch of my ass. Not only did he continue intimately massaging my ass, my crack and the outside of my sphincter, his hands brushed my taint and ball sack as he said, “We don’t want anything getting inflamed.” I spread my legs a bit wider as I laid face down, “ya, I don’t want anything getting irritated,” I said. I no more than said that and felt his fingers rubbing the tip of my cockhead. I thought if he’s this open and bold, fuck it, I raised my hips arching my ass up. He reached between my legs and pulled my cock back and started massaging the head as he lifted my balls massaging them too.
“OK, time to roll over,” he said letting go of my cockhead and balls. I rolled over onto my back, my erection pointing straight up. “Like 50 shades of gray,” he chucked as he slipped a blindfold over my eyes. I felt him briefly grip my erection as he said, “You’re a naughty boy, but that’s ok, it makes it easier to wax you.” It was bizarre having a blindfold on while he finished waxing my erect cock and balls, then gave me a somewhat teasing hot oil massage. He finished the massage, took the blindfold off, and helped me stand up. “OK, all cleaned up,” he said smiling at my standing in front of him, naked, cock hard and throbing. He turned and walked away so I dressed, met him at the counter, paid and left. That was fun, I thought to myself. I couldn’t wait for the hair to start growing back so I could get another wax and massage.
I booked my next appointment, and things pretty much played out the same. Nothing waiting in the little side room to cover my nakedness with, no sheet or towel on the table to cover with. I walked from the side room partially erect with anticipation, which brought a gazing smile from Jimmy as I walked, my cock bouncing and growing a little harder as he watched. I purposely paused standing by the table engaging him in some small chit-chat, me standing naked, my cock becoming hard as he looked over my nakedness. After a bit of small talk, Jimmy finally said, “Up on the table,” placing a hand on my butt cheek as if to guide me.
I laid there, face down as Jimmy went to work, pulling my cheeks wide as he waxed my crack. And yet again, he intimately massaged deep between my ass cheeks with hot oil, though never penatrating my hole. His stroking massaging drew closer and closer to my sphincter and taint, lingering massaging strokes. I parted my legs as he brushed my balls, I raised my hips as his hand slipped under me fishing my cock out, pulling it back as he massaged my cockhead. I thought I was going to cum. “Ok, roll over,” he said pulling on my cock as it slipped from his gripping fingers. I rolled over, my cock hard and throbing as he yet again slipped the blindfold over my eyes. He waxed my throbing shaft and tight balls. He then gave me another hot oil massage, full body, frequently brushing and even directly massaging my cock and balls again saying it was to help with inflammation. I came, hard. “You are a naughty boy,” he said as I felt him wiping the cum away. This time when I stood up, though only partially erect, there was a long string of semin still leaking from my cock. He did a lingering smile at my cock, then turned and went up front. I dressed, and got patted on the ass as I left.
The next appointment played out the same, blindfold, erection, pulling ass cheeks wide during waxing, pulling my cock back between my legs deeply massaging the head as I lay on my stomach, then turning over with a throbing erection. He kept a lot of hand contact on my cock as he waxed my front, occasionally stroking my shaft. I’m not sure if he was enjoying keeping me hard, or was having fun watching my involuntary hip movements and hearing the moans that escaped my lips. He then gave my whole front the hot oil treatment, still occasionally giving my cock a few massaging strokes, lightly stroking and pulling on my balls. I was in ecstasy, every touch was electric, my cock throbing aching for release. Would he leave me hanging? Would he casually cause me to cum again? His hands continued massaging, lingering on my nipples, lightly flittering across my body, lightly brushing my cock, my balls, then I felt him grip my oily shaft tightly as he roughly started jerking my cock. His other hand gripped my balls as he pumped my shaft faster and harder. My body arching up off the table as my toes curled, a raspy groan escaping my lips as I started climaxing, cumming harder than I had came in a long time. He continued pumping as I moaned thrusting my hips as he roughly stroked my cock, then stroking softer and softer as I collapsed on the table. He gripped my cock tightly at the base slowly pulling every last drop of cum from my cock as he pulled causing my cock to slip from his tight grip. Once again he cleaned the cum off my body, patted my cock, removed the blindfold and then finished massaging me briefly as if nothing had just happened. He was, however, smiling a bit more than he had been.
I’m starting to get some hair growing back yet again, and needless to say, I can’t wait to see Jimmy, or should I say, for Jimmy to see me…
Source: reddit.com/r/eroticliterature/comments/tibz9p/my_new_waxer_true_story_happy_ending