I have a membership at the local massage therapy shop. I had been going there once a month for an hour long massage, enjoying a good but not great massage now and then to help me stay loose and unwind. This is a story about what happened one evening when I tried to get a little "extra" relaxed, and things didn't turn out as expected.
First, a bit about me. I'm a middle-aged guy in my late forties. I'm in pretty good shape, just over six feet tall and about 175 lbs. I work out some, but just to keep everything from sliding, you know? Straight, sandy-blonde hair and blue eyes. I'm a lawyer in a medium-sized town, with a happy life at home with the wife and kids. Just your average guy-next door, right down to the brooding thoughts that life is just a little too boring these days. But that all changed last week when I went for my massage.
Last Monday I was having lunch with my buddy in my law firm and I mentioned that I had a massage later that night. Normally my massages are on the weekend but my regular therapist was out. I booked an appointment with Natalie, who was new to me. She was only available at nine pm, the last slot of the evening, and I mentioned to my friend that I'd never been to a massage that late. He smiled a wicked little smile that usually meant trouble, and said, "I wonder if they give happy endings there at night? Dude, you should totally try to swing one of those!"
I laughed it off and said I didn't think it was that kind of place. But in the back of my mind, a seed had been planted. I have to admit, the thought pops into my head almost every time I get a massage. Just the simple combination of lying naked on the table (under the sheets and blanket) with a young woman massaging my glutes gets me thinking about it every time.
And so that thought was firmly and pleasantly planted in my head all afternoon and throughout dinner that evening. The "what if" scenario: what if she suggests I just need to cover up with a towel, since the manager has gone home? What if she slides her strong hands up a little too high on my inner thighs? What if she brushes her legs by my hand as she is massaging my lower back, and I just happen to slide my hand up her thigh to discover that she is hoping I'll give her some indication that this last hour will be fun and profitable?
It was distracting, to say the least, and by the time I had parked in the strip mall parking lot and started walking toward the front door of the massage shop, I was excited. Having never had a happy ending during a massage, I wondered if this was my chance.
The front desk was quiet, with just one receptionist who checked me in and sent me to the back room to wait for Natalie. I sat in the quiet room, palms sweating, and for a moment I realized that I was being foolish. I chuckled at my own imagination, and told myself to relax and just plan on a normal massage. But then Natalie walked in and my imagination re-surged with a vengeance.
Natalie was tall and attractive. She was at least my height, and athletic. She wasn't gorgeous, but she had an outdoorsy athlete sort of look. She was in great shape, muscular and wiry, with long arms and brown, straight hair pulled back into a pony tail. I guessed she was in her late twenties.
Natalie shook my hand and led me back to the very back of the shop. She asked what brought me in and I gave the standard pitch about a tight lower back and glutes, but that I really just wanted a full-body stress relieving massage. She smiled a warm, friendly smile and said she could manage that. Then she told me to undress and get under the blanket, face down, and she would return in a moment. As I undressed, slipping my boxers and jeans off, I noticed I was half-hard with anticipation, and precum was flowing at the tip of my six inch cock. I slipped under the sheet, face down, and tried to rearrange my package to be comfortable.
A moment later Natalie came in and dimmed the lights. She wore a company shirt and tight fitting white shorts. As she started working on my shoulders, all I noticed was how great she smelled and how close her pussy was to my face. Suffice it to say that I was not doing a good job of keeping my imagination in check, and my erection was going nowhere but up.
The massage was fantastic. She really seemed to be into it, and me. She asked me questions about my work and my workouts. Small talk, but friendly. As she worked down to my lower back, she asked if it would be okay if she worked on my glutes without the sheet, to get better pressure. I agreed so fast it made her giggle. In that moment, I started talking myself into really trying to get the elusive, infamous happy ending. The fantasy was in overdrive now. What guy doesn't fantasize about getting a hand job or a blow job from a beautiful massage therapist, especially if it isn't one of "those kind of places"?
Her hands on my lower back and hips felt incredible. She worked my muscles hard, but not too hard, and I was loving every minute of it. Finally she said, "Okay, it's time for you to flip over and scoot down," and she held the blanket and towel up for me so I could discreetly flip without flashing her.
Only I did. I decided this was the moment, and that if I didn't seize this moment I would miss this chance. So as she set down the blanket on top of me, I reached over with one hand and pulled off the blanket. My other hand slid up the back of her left thigh and I gently cupped her ass. With as much confidence as I could muster, I said, "I don't suppose you might be able to focus on this muscle for a while?"
There, I did it! Now all that was left was the negotiations. I expected her to smile and suggest a tip of some kind, but when I looked up at her, she was definitely not smiling. "What the FUCK, you asshole!" she said, as a look of shock stared back at me. "I can't fucking believe this, after the shitty day I've had massaging sweaty old men all day, now you think I'm going to get you off!"
In short, Natalie was not happy.
I quickly removed my hand from her ass, and covered myself back up. "I'm soooo sorry," I said, "let's just forget I brought it up." My face was bright red and I could barely breathe I was so nervous.
"Forget it? Oh no, I can't just forget the sight of your little dick staring back at me, and your creepy hand on my ass. You asshole!"
Now I started to panic and I knew I was in trouble. Natalie crossed her arms and steamed. "Wait here," she said. She grabbed a towel and walked out of the room, slamming the door behind her.