Massage chronicles
Trina was the second masseuse I went to. She came by family referral as her co-therapist Riley was a friend of my wife’s. I still claim to be an athlete in the making and aging has meant that massage treatments have become more frequent and necessary over the years. I enjoyed them much more than going to the chiropractor. There was something about leaving your muscles and body to someone who knew what they were doing.
Even though she was younger than me, she was very attractive. She had shoulder-length dark hair, was shorter, fair-skinned, and always seemed to have rather contrasting make-up. It wasn’t my style, but I never made any comments about it.
Trina was always friendly but not too chatty which I liked and her massages were effective for all sports related muscle conditions. I was never really interested in her, I chose not to get to know her in a much more personal way.
Trina’s massage was very relaxing and even intimate despite not being sexual in any way. The touch always felt great. It had to do with the dim lights and the spa music, I think. Getting knotted muscles to relax without making me jump off the table was one of her strengths.
I think it was about the tenth or eleventh date that I noticed things changed a little. For the better as far as I was concerned. I started to really enjoy her foot massages and a few times she even massaged my abdomen. Trina explained that the abdominal massage had to be done counter-clockwise because that was the way the digestive system circulated.
– I’m sorry I got your oil panty dirty, she apologized at the time.
I know many less shy people have taken off all their clothing during a massage, but even covered in a towel, I always kept my massage briefs on until that point. The oily briefs remark resonated with me. Something in her voice back then told me I shouldn’t be so conservative and forget to wear underwear.
Three or four weeks later I made another appointment. Trina met me in the room for the preamble where she checked me before the actual massage treatment. Once he looked at the way I was sitting, my shoulders, hips and position, he prepared to leave the room so I could undress.
– Okay, I’ll let you get ready, I hope I didn’t ruin your oil pant last time.
– No, it was okay that I soaked it in the sink before putting it in the wash.
I lied politely, not wanting her to feel guilty,
– I guess I could take them down next time.
I didn’t want to show my eagerness to go commando under the sheets.
– It’s much easier for me, but it’s up to you, what you feel comfortable with.
Trina raised her dark penciled eyebrows, opening the door wide.
What the hell. I threw my briefs into my jeans and got under the sheet. Trina always used very thin fabric, she could definitely see that I was naked.
That session completely turned the corner in changing massages from being therapeutic and intimate to therapeutic and sensual. Without any briefs, Trina’s hands roamed freely over my bare buttocks and high up on my inner thighs. He definitely touched my scrotum a few times even my penis.
I gasped the second it happened.
– Is everything alright? she asked as she shook my leg from the ankle.
– Yes.
I wanted more without telling him he could touch me more if he wanted. Whether he was testing the waters or not, I wanted more.
Although I wasn’t erect, my cock was very excited when I turned on my back. Trina did the usual full body check massage over the sheet. This time, amazingly, it included a pretty good groping of my cock through the sheets.
– Oh damn do that again! I thought.
Her eyes had a look of pause. I guess he was determining whether I would object or not. I didn’t say anything but smiled stupidly as my cock solidified.
– Do you want something over your eyes?
Whatever tension was in her expression before, is gone.
– Yes why not?
My penis twitched involuntarily.
Trina placed a small folded towel over my eyes and began what was my most sensual massage yet. She pushed the sheet off my legs one at a time, tucking the fabric between my legs. She was really pushing up my thighs and squeezing my testicles a lot. I think not being able to see her made her more imaginative and sensual. I relaxed my legs, letting them fall apart, and as she worked on the other thigh, her fingers moved regularly between the testicles and legs. Whatever sheets were there were eventually removed. I liked.
Putting a smile on my face, I wanted to make sure Trina knew I approved and was happy. My thick, springy erection was pushing the sheet up and must have looked huge under the thin sheets. She finished with my legs, massaged my arms, then my shoulders. After massaging my shoulders, he pushed the sheets over my chest. She worked my pecs, then pushed the sheets up to my waist for Trina’s famous abdominal massage.
Without underwear there was no natural barrier to stop the drape either. My penis felt sensitive and deprived.
The fabric arranged around my hips was tight, pushing my still-hard cock to the side, and in a few circular massages, I felt Trina’s hands massage my pubic hair with each counter-clockwise motion. I took a deep breath each time her palm pushed my pubic hair. My throbbingly heated cock struggled to free itself from being trapped in the sheets.
– Okay, see you outside.
Trina pulled the sheets up and the massage ended far too soon for my liking.
After she closed the door behind her, I sat on the massage table before getting dressed, trying to digest everything that had just happened.
It took me quite a while to get dressed.
– How was everything? Trina asked to process my payment at the counter.
– It was very nice, thank you.
I didn’t really know what else to say. (Thanks for making my cock really hard!)
I found myself looking down as she printed out the receipt.
– Do you want to make another appointment?
– Yes, we should.
– Okay, I have some free time next week. It’s later Thursday.
– Sure.
You can massage my cock again.
As soon as I got home I lubed up and masturbated furiously.
Thursday never came again.
When I arrived, the atmosphere seemed oddly professional. I resigned myself to the fact that she probably regretted the erotic parts of her massage and was going to return to full therapeutic treatment. I sighed quietly. That it was a single erogenous episode.
Still hopeful, I removed my briefs just like the previous date.
Trina’s hands immediately wandered sensually and I relaxed, confident that the massage would mirror the previous one. While I was on my stomach, the butt massage was fun and what’s more, the frequent luxurious touch of my testicles made me rock my hips from side to side.
I had the distinct impression that while Trina was holding the sheets, she was looking at my erection as I rolled onto my back.
– Do you want me to cover your eyes? she asked with a telling smile.
– It’s not OK.
I thought I’d look this time, see if I could read anything from Trina’s expression as she massaged me. This seemed a bit risky as my wife was friends with her associate. I thought he was unlikely to speak, though…
There was no tight folding and bunching of the sheets. When Trina massaged my thighs this time, she induced an absolutely massive erection, smoothing down my legs, getting incredibly close to my cock and testicles, but frustratingly not touching. She did an excellent job of teasing and making me want more.
The same thing happened when she finished her abdominal massage. It was slower. Even more sensual. He was still running his hands over my pubic hair and I had my angry cock conveniently trapped in the sheets and pushed to the left side. So very excruciating.
– Okay, see you in front, she smiled strangely, then left the room.
I sat naked again on the edge of the table. Subconsciously, the need to release all that pent-up sexual energy was driving me crazy. It was like an out of body experience and I lay back slowly stroking my still thick cock. The residual oil on my hands lubricated it enough to quickly raise my quivering cock.
I suppose if I’d been smarter I wouldn’t have been facing the door stroking my cock, but I wasn’t. It was almost impossible not to want to stroke my heavily engorged shaft. I clenched my fist sliding down like a big elephant trunk. Blow by blow my cock stiffened and straightened then pointed upwards. Just as I was thinking about how kinky this was and that I should get dressed and go home and masturbate, Trina walked in and caught me red-handed. Or should I say with it in hand.
I got stuck. (shit)
Trina quickly closed the door behind her.
– I’m sorry, I just wanted to see if you’re okay?
– I am sorry.
– No, it’s completely natural.
Her voice was semi-comforting, but curiously alluring.
– Could I look? she asked surprisingly. If you want to… you know… continue?
I was shocked, worried, but part of me was really excited. My penis stiffened so much in my hand, as if it was telling me to pull it out. ‘This is madness!’
He wasn’t well lubricated, but I’d had enough teasing from the earlier massage that the desire to relax took over any thoughts of embarrassment.
I didn’t look at Trina too much and only a handful of slow strokes on the crest of my cock brought me this close to the limit.
I reached down and took my testicles with my left hand and erupted all over my abdomen, cum cascading down my cock and testicles.
– Wow, that was a lot!
Trina commented favorably. Her eyes had opened wide, contrasting with her darker skin tone, seemingly mesmerized by the amount of my cum. A moment later she gave me a small towel to wipe myself with.
It didn’t take me long to get dressed. I just sat in the car before going home. In my mind, I struggled with what I had just done. You are so stupid! I was honestly worried about the repercussions.
It took me three weeks to work up the courage to go on another date.
But everything was super chill and normal when I came back a month later. I actually thought she was friendlier. All this helped me to relax. Any pent-up anxiety melted away. I actually realized that if she wasn’t the receptionist, Trina would have stayed in the room and watched me undress.
The massage started off very normal with her excellent back work and the foot massage I was so looking forward to. Trina did not disappoint. Sliding his hands along my inner thighs, there were many more times where he accidentally touched my testicles. I pushed my ankles to make more room.
Turning on my back, Trina started with my upper body this time, departing from her usual routine and starting my abdominal and lower abdomen massage much earlier.
He slowed the spinning motion of his hand until it was very slow, rubbing his palms back and forth over my pubic hair, then he asked rather boldly,
– Do you want to show me again?
– Sure.
My penis hardened nicely before I touched it. I knew what he meant. He could see how hard I was and he wanted to see me masturbating again. The exhibitionist side of me wanted to show off and my cock was aroused enough that any thoughts of looking inappropriate were buried deep in my subconscious.
With two hands, Trina slid the sheets off me.
– Do you want some oil?
– Sure, I nodded as she splashed some oil on my open palm.
– This is good.
I motioned for him to stop.
I started feeding my cock and she massaged up and down my legs and thighs. I guess my breathing quickened as I quickly approached my climax. As I was doing this, her hands moved to her inner thighs between her testicles and legs. My breathing became super fast and Trina began to cradle her palm, index finger and thumb between my testicles and leg. Pressing very firmly, rubbing where my testicles met my leg.
– Damn it.
I stifled my curses under my breath to make sure no one outside the massage room heard and spewed my cum all over myself, everywhere. I shot my face, neck, chest, shoulders. Trina continued her massage until I finally stopped.
– Wow, that was so much, again, she commented with a smile as she grabbed some tissues and dabbed me.
She wiped all my cum.
– You like this?
I assumed he was talking about what it was doing to my testicles.
– Yes, I like you to play with the testicles.
– Seriously? Did that make so much? she asked as if she honestly didn’t know. Perversely, she seemed very happy with the extent of my ejaculation.
– Sometimes. Usually. It makes me steer hard and a lot, I admitted, but left the answer up in the air.
She finished wiping the cum off of me and was giving me a nice light caressing massage all over my body as she asked me for more details.
– I don’t think all guys like that
– Ha, yes, I think I have strong testicles. The more, the better.
– I like to see how it turns out, she admitted again with a kind smile.
I finished pretty normally. I wondered looking at the few people waiting at the front desk if they had any idea what had gone on behind closed doors.
This style of massage session became the norm for the next five or six times. There seemed to be an unwritten rule for Trina that she couldn’t put her hands on my cock. The testicles were ok, but not my penis.
Each massage ended the same with me on my back on the massage table masturbating while Trina tried a few different things on my testicles. I was under the impression that she was experimenting for the biggest load or the biggest ejaculation because she always commented how she liked to see it come out.
The next session that followed consisted of her holding one of my testicles in each of her hands. He massaged and kneaded them between his fingers. Her fingertips massaged the shape of my testicles inside my scrotum as I erupted all over again. It was very intense.
A few sessions later this changed to her jamming her fist tightly under my testicles and massaging me deeply. Sometimes I felt like he was trying to push the underside of my testicle. This was another good one with a sufficiently voluminous eruption.
I remember looking at Trina at least once while masturbating. Her eyes were focused on my cock.
At the end of that session, she told me she was moving out of town. I was not happy to hear that Trina is moving back east to be with her family. I tried to schedule as many meetings as possible before he left.
The weather had cooled down a bit and it was fall/winter, so each of the last two times I’d seen her getting a massage, I guess they weren’t hanging that low.
Maybe my testicles were too tight for the previous style of massage, so she kneaded them while I stroked my cock by placing the flat of her palm on my testicles and rubbing them in circular motions. I don’t know what changed at that moment, but for some reason, she kind of smacked her open palm against my clenched testicles.
– The da!
I really liked that feeling and in the heat of the moment I had no qualms about announcing it. I let my knees fall apart.
He did it again, then slapped my clenched testicles a few more times.
– Hell yeah!
I was much more encouraging this time. It was so intensely pleasurable for me.
She pounded a little harder and faster as my hand moved in quick motions. I cursed under my breath and an incredibly intense climax coursed through me. I spread my legs wide to make my testicles more accessible, but she probably only gave a few more thrusts before she unleashed her cum.
The first jet went over my head, bolts of sperm landing on my face and upper body.
Trina slowed, then eased her stroking of my testicles to a slow palm massage again.
– Wow, that was a lot!
Her smile was grossly proud.
– It was damn good! I complimented her.
It was the first time someone else slapped my testicles when I masturbated. I had done it myself a few times, but having someone else do it was great.
The cleanup took quite a while.
I hugged her with one arm before leaving the room. I wanted her to not have to move, so my last massage with Trina would be in a month.
She seemed pretty well prepared when I was on my back taking my cock in her hand. I massaged very slowly, wanting to make it last. Trina kneaded my testicles just like before.
I was hoping he would try to slap my testicles again. She did it. This time it’s different. The first two slaps were as light and quick as before, then I felt him remove his hand or something and hit my testicles much more firmly.
– Oh shit!
My body shook.
– It was OK? she asked honestly.
I guess she was worried she might hurt me.
– Yes!
Instead of tightening, my balls relaxed, making them a better target.
– Do you want me to do it again? she smiled at her discovery.
– Please, yes!
I stretched my knees feeling my testicles drop between my legs as they relaxed.
She repeated with the next firm stroke on the testicles and my cock became so hard even though I was barely touching it.
Trina hit my testicles faster and harder. I felt like I was going to ejaculate just from the popping of the testicles.
I couldn’t resist at all and jerked my cock quickly as she continued to slap my testicles deliciously.
– Yes, hell yes!
I was ready to cum, and so hard.
My chest and stomach were shaking and Trina continued as I started to ejaculate. One of her hits on my testicles was just as the second spurt of sperm pushed through. It was so intense I swear I almost passed out. She noticed the moment I ejaculated and gave me a few more really firm slaps on my testicles until my cream slowed to a trickle.
I struggled for a minute breathing as if I had just finished a run. It was the most intense assisted masturbation session I’ve ever had.
– That was a lot!
Trina had that perverted smile again and looked proud.
– It was a long time, damn it!
My whole body felt covered in cum. The intensity of the orgasm made me less aware of where my cum landed, but it felt like it was everywhere.
– It was so intense.
– I can see that!
Her palm was still gently doing a circular healing massage on my worn testicles.
This time he had some wet wipes which made cleaning up a little easier.
I looked into Trina’s eyes after paying the fee at the front desk. I definitely felt something more in her gaze.
Unfortunately, after that massage, I never saw Trina again. He moved back east.
