[F]amily [m]asseuse + accidental orgasm = bliss

This happened during the summer of 2015, when I was back at my parents’ house for a week-long vacation. I had literally just left my job at a pretty high stress law firm and had a week of holiday before I started at a smaller family type office firm. My parents had seen what the last two years at my job working 90hr weeks had done to me, so they were doing everything they could to make their son feel better. Literally, it was a bit embarrassing when I showed up at Disneyland in my mid-20s with both of my parents in tow.. but they were having a blast so I couldn’t complain.

Later that week my mom, being the sweetheart she is, had booked me a massage at the country club my parents are members of. I was pretty stoked because my last month at the firm, I was travelling non-stop (mostly D.C.) and had been in more airplane seats than I cared to count. My mom let me know that my massage was with Clara (real name because this is anonymous enough) Clara was our family favorite of the 3 masseuses at the country club – I’d probably had 15 massages at the country club and 14 of them were with Clara. Now I’m not very spiritual, but I did love the reiki healing and aroma therapy aspects she’d introduce in the massages, always got me super relaxed.

Enough about the reiki and aromatherapy – let’s get mental images of both Clara and myself in your heads..
Clara is in her early to mid-40s.. a transplant from the south of France when she was younger. She’d been in the US about 25 years but still spoke softly and with a major accent. No kids, never married but a long-term boyfriend. I only know all of this because my mom would talk to her endlessly – when I saw Clara it was only small talk and we were always super professional. Clara was 5’9/5’10 with long hair with blonde highlights, & perky B-cups. Her skin looked pretty damn good for her age, especially considering the amount of sun she had to get to maintain her tan, and to this day I have never seen her in anything other than yoga pants and a workout top.
I was mid-20s (at the time), 6’3 and runners build (slim and lean) light brown hair and light green eyes.. I’m about 7.5″ (I think I have post history for this part :P)

I went down to the country club to make my early afternoon massage appointment. I met Clara around back where the ‘massage cottage’ is (essentially no bigger than a storage shed) The building behind the main gym and clubhouse. It’s about 250sqft inside with a sink, shower & massage table. Clara let me in and shut the door behind me so that I could get undressed. I always feel a little thrill as I’m stripping naked, knowing that on the other side of the door is Clara. Typically, this thrill subsides after a minute or so, but as I laid down on my stomach and repositioned my already stiff cock underneath me, I remembered that the last time I had cum was almost two weeks ago back in my D.C. hotel room.
I honestly remembered thinking “I hope this doesn’t become a problem”

Clara knocked to come back in to start the treatment, and goes to work on my back and shoulders with the scented oils. Immediately I’m in a state of bliss with meaningless, drifting thoughts. Almost in the half asleep-half awake zone as her hands worked their way down my back to my butt and thighs and calves. I unconsciously took a few very deep breaths as her hands would inadvertently get close to my inner thigh, or how good it felt when she pushed down on my lower back/hip area and rocked me into the bed.. little did she know that as she did this my cock was pressed against the massage table and when she rocked me back and forth it was almost stimulating. This brought me back to reality a bit as I knew I was starting to get dangerously aroused. The massage continued down my calves to my feet, where I knew I’d be asked to flip over

I couldn’t say I was all that excited to flip over because I know Clara sounds hot, but she’s almost like part of the extended family to us. She gossips with my mom….She’d even been over for dinner once. So, needless to say I was a bit conflicted.

Typically, when I’d flip over for Clara I’d be pretty hard (again the exhibitionist in me) but within a minute or so of the massage continuing, it would go away. When Clara lifted the sheet to create a barrier for me to roll over, I glanced down and saw not only a wet spot of pre-cum on the massage table sheet, but that the head of my cock was also covered in it and glistening under the dim lighting. A definite first for me. Clara slid a smallish towel under the sheet but over me that covered middle of my thighs to my waistline, and pulled the sheet away.

There was no mistaking my full-blown erection under this towel, but I kept telling myself “It’s OK, it’s not the first she’s seen”. She put another warm towel folded up over my eyes, and went back to work on my feet. Having been my 15th or so massage with Clara, I knew the routine when I was laying facing up went feet->legs->stomach/chest->neck/head. I’m not sure what it was but the scent of the oil combined with the warm room and blindfold, I was 100% turned on by this point. Something about the way my feet were being rubbed, each toe individually with oil, my balls felt like a fire had been lit inside. The warmth was quickly radiating up my spine and deep in my stomach & when it first hit me I thought “holy shit, I might actually cum”

Clara continued with my feet & started to work up my legs, tucking the towel in tightly around each thigh to prevent her from rubbing my balls inadvertently. When she did this, my balls were hanging so low, she actually grabbed one of my balls on accident – she immediately corrected but that warm fire sensation in my balls was definitely more pronounced and had started to trickle down to the tip of my cock. I was biting my lip and squirming in silence, every time I moved so slightly, the texture of the towel would rub up and tingle against the underside of my now throbbing head and shaft. I was getting desperate to cum because this buildup was almost too much to handle. I’m pretty sure Clara could see my heavy breathing, especially as she moved around the table to get to my stomach & chest

She began to apply pressure to my stomach and while not pleasurable, her hands a mere 2-3 inches from my amazingly hard cock (I kinda wonder if she could feel the heat radiating or make out that it wasthrobbing under the white towel). She went on to massage my stomach as the buildup continued… the dull burning in my stomach letting me know that it wasn’t a question of ‘IF’ I was cumming but ‘When’

My mind was racing to find a way to hold on until after, or tell her that I needed a bathroom break, but it just felt so damn good. Clara stopped and was repositioning the towel over my crotch, remember the pleasure that the towel texture I was previously talking about, this time it sent me right to the edge. (guys, do you know that feeling where you know you’re over the edge but its like another 30-60 seconds until your cumming and you try everything in your power to stop it, to no avail??) That was me

Clara’s hands were back on my stomach by the time I started to feel my load building in my balls and started to clench my ass together hoping I could stop it. My efforts were foiled and I could feel that I was past the point of no return. I don’t know why I continued to fight it as the pressure was building in my balls and they were tightening up against my body. To this day I still think this is the longest orgasm I’ve had -it was at least 20-30 seconds long. My breathing got really heavy and I bit down on my lip and let out a very muted grunt as I felt my load shooting down my throbbing shaft

Splat.. Splat… Splat… Splat. The sound of spurt after spurt of my cum was unmistakable as it hit the tile flooring, flowing out from underneath the silly-sized towel that was attempting to cover up my cock and balls. I squirmed and clenched my ass together some more, trying to squeeze out all of my cum as I couldn’t actually grab my cock. Thankfully Clara was on the right side of the table and my cock was under the towel pointed left.

She glanced at the ground after she heard the first splat and let out an “Ohh?” but continued to massage up my stomach and chest. I felt like I was never going to stop cumming and I didn’t care, this was one of the best orgasms that I had experienced. My body finally stopped flexing and I let out a sigh probably louder than I should have. I was utterly exhausted from that, and I actually started to fall asleep as my neck and head were being massaged. When she told me it was time to get dressed and stepped out, I quickly grabbed a towel and cleaned up the giant mess around me. I had even shot a rope onto the wall.. & I started to thank god that Clara didn’t say anything, I was already feeling conflicted enough. I stepped out with my face flushed completely red & she handed me spa water, thanked me for the session & took off. I still haven’t gotten a massage from her since, but I think it may be time to visit the parents this summer again though…

Source: reddit.com/r/gonewildstories/comments/6lnylk/family_masseuse_accidental_orgasm_bliss