Trina was the second regular massage therapist I had seen. She came via a family recommendation as her co-therapist Riley was a friend of my wife's girlfriend. Still pretending I was an improving athlete and getting older meant that over the years massage treatments became more frequent and necessary. I liked them much better than going to the chiropractor. There was something about surrendering your muscles and body to someone who knew what they were doing.
Even though she was younger than me, she was kind of attractive in a Milfy sort of way, I would have guessed that Trina was part Filipino, but later found out she was Fijian. She had shoulder-length dark hair, was shorter in stature with a light chocolate brown complexion, and always seemed to have fairly heavily contrasting makeup. Not 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 my sport-related muscle ailments. Never really inquiring, I chose not to get to know her in much more of a personal way.
Trina's massage was very relaxing and even intimate, despite not being sexual in any way. The touch always felt great. Something about the dimmed lights and spa music as well, I guess. Coaxing knotted muscles into relaxing without having me jump off the table was one of her forte's.
I am going to guess it was about the tenth or eleventh appointment when I noticed things changed a bit. For the better as far as I was concerned. I really started to enjoy her upper leg massages and a few times she even did a stomach massage. Trina explained that the stomach massage had to be done counter-clockwise as that was the way the digestive system circulated.
"I'm sorry I've got your shorts all oily." She apologized at the time.
I know lots of less timid people took off all of their clothing during a massage, but even with the draping, I had always kept my briefs on for massage up until that point. The oily briefs remark resonated with me. Something in her voice that time said to me that I shouldn't be so conservative and forget about wearing underwear.
Three to four weeks later I made another appointment. Trina met me in the room for the preamble checking me over before the actual massage treatment. Once she looked over how I was standing, my shoulders, hips, and my posture, she got ready to leave the room, so I could disrobe.
"Okay I'll let you get ready, I hope I didn't get too my oil on your shorts the last time."
"No, it was okay I just soaked them in the sink before dropping them in the wash." Politely I lied not wanting her to feel guilty "I guess I could just leave them off next time." I didn't really want to volunteer my eagerness for going commando under the draping.
"It's much easier for me, but it's up to you, whatever you are comfortable with." Trina raised her heavily dark-penciled eyebrows, very much opening the door.
What the fuck. I tossed my briefs into my rolled-up jeans and went under the draping. Trina always used a really thin draping fabric, assuredly she'd be able to see I was nude.
That session completely turned the corner in shifting the massages from being therapeutic and intimate to therapeutic and sensual. With no briefs on Trina's hands freely roamed over my bare glutes and really high on my inner thighs. She definitely grazed my sac a couple of times even.
I gasped the second time it happened.
"Is everything okay?" She asked while shaking my leg by the ankle.
"Yeah." I wanted more without saying you can touch me more if you like, "it's good." Whether she was testing the waters or not, I wanted more.
Although I wasn't erect, my cock was plenty excited by the time I rolled over on my back. Trina did the customary massage over the draping for the full body check. This time astoundingly it included a pretty good grope of my shaft through the draping.
'Oh, fuck do that again!' I thought to myself.
Her eyes had a look of pause. I guess she was ascertaining whether or not I would object. I didn't say anything but stupidly smiled up at her approving while my cock solidified.
"Do you want something over your eyes?" Any tension that was in her expression before, vanished.
"Yeah, why not." My cock twitched involuntarily.
Trina placed a small folded towel over my eyes and started what was my most sensual massage to date. She pushed the draping away from my legs one at a time, tucking the fabric between my legs. She was really pushing high up on my thighs and grazing my balls a lot. I think not being able to see her made it that much more imaginative and sensual. I relaxed my legs letting them fall apart, and by the time she was working on my other thigh, her fingers were going between my balls and legs regularly. Whatever draping was there ultimately became untucked. I loved it.
Making a point of having a smile on my face, I wanted to ensure that Trina knew I was both approving and enjoying. My thick springy erection was pushing the sheet up and must have looked huge under the thin draping. She finished with my legs, massaged my arms then shoulders. After massaging my shoulders, she pushed the draping down my chest. Did my pecs, then pushed the draping down to my waist for the famous Trina stomach massage.
Without any underwear on there was no natural border to stop the draping at either. My cock felt sensitive and needy.
The fabric arranged on my hips was bunched up kind of pushing my still hard cock to the side and within a few circular massages it felt like Trina's hands were massaging over my pubic hair with each counter-clockwise movement. I took quite a deep breath each time her palm pushed across my pubic hair. My heated throbbing cock fought to get free from being caught up in the draping.
"Okay I'll see you outside" Trina pulled the draping up and the massage finished much too soon for my liking.
After she closed the door behind her, I sat up on the massage table before getting dressed trying to digest everything that just happened.
It took me quite a while to get dressed.
"How was everything?" Trina asked processing my payment at the front counter.
"It was really nice, thank you." I didn't really know what else to say. (thanks for making my cock really hard!)
I found myself looking down her top, while she printed off the receipt.
"Do you want to make another appointment?"
"Yeah, I should"
"Okay, I have something next week. It's later Thursday."
"Sure." You can massage around my cock some more.
As soon as I got home, I lubed up and jacked off furiously.
Thursday couldn't come soon enough.
