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35M the first time I gave a happy ending...
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soratidel is age 35
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I have worked professionally as a massage therapist for over a decade. Every once in a while, not only is a client brave enough to ask for a happy ending, but I am brave enough to comply with her request. This was the very first time I had ever crossed that line...

Regina was in her early 50s, but neither her body nor her personality betrayed her age. In her youth, she was a competitive gymnast. A lifetime of caring for herself had left her with a tight, toned and muscular body with thick thighs and an ass to match. Standing at about 4'11", with dirty blonde hair and mesmerizing blue eyes, she was definitely not suffering from her recent divorce.

The first time I had worked on her, we briefly chatted and learned a little about one another. She had requested that I massage her glutes directly. She told me she had worn a thong specifically so I could access that area. The spa I was working at had a policy that glute work should be done over the sheet, and you could read the disappointment in her eyes when I let her know that. She still loved the massage, and rebooked for the following week.

At our next appointment, it was more of the same. She lamented the glute policy, and asked if I would reconsider. She said she could keep a secret if I could. Normally this kind of behavior is frowned upon, but she was an excellent conversationalist and really easy going. I told her that I couldn't risk my job, no matter how much I disagreed with the policy. When I got to work on her lower back, the sheet covering her butt had mysteriously moved down an inch or two past where I had left it. I caught myself staring directly at the tiny thong being completely engulfed by her bountiful ass, and she definitely noticed. The massage continued as normal, and she told me she would be out of town for a few weeks, so she rebooked a month later when she would be back.

It was late spring and the weather had just started to heat up. The air conditioner at the spa wasn't at its best, so the treatment rooms tended to get a little steamy. Regina came in for her next appointment wearing some very short white jean shorts and a tiny green tanktop with no bra. It wouldn't be right to say she was busty, but the way those clothes hugged her body awoke something in me. Her session this time was for a two-hour appointment, and it was at the end of a slow night so the place was mostly empty. I got her back to the massage room and ran through the normal spiel and apologized for how hot the room would be. As I was stepping out, I could see she had a wicked grin on her face, and it immediately turned me on.

For the first 15 minutes or so, the massage was the same as it had always been. She was lying face down and I was working on one of her arms and hands to relieve the tension of her job. As I glided over her hand with mine, I felt a little caress from her finger tips on my forearm. It was deliberate, and she was sending me a signal. I continued as normal on the other arm, and on this side I tried to see how far she would take it. I rested my hand on her hand, and before long her fingers were playfully stroking my fingers. Our hands interlocked and my heart began to beat faster and faster as I got more aroused.

I continued on with slow steady strokes down her back, when suddenly I see her hands tug on the sheets to expose her butt. She had taken her underwear off this time, and in a moment of bravery(or foolishness) I continued my stroke down past her glutes to her hamstrings before coming back up. She had let out a soft moan and playfully asked if we had gotten rid of the glute policy. I told her we didn't, but that I could keep a secret if she could.

As I worked on her calves and hamstrings, she slowly parted her legs and moved the sheet out of the way and told me to "take care of whatever you need to". I obliged and ran my hands up her inner thighs and pulling away just before making contact with her pussy. She let out a soft moan and it drove me wild as my heart began to beat harder. There was no way I was about to do this, but no way I was going to stop. I continued the tease for a few more minutes before moving on to the other leg. This time, she would raise her hips and try to push them into my hands as I got closer to her pussy. At the time, I tried to keep the teasing up before any real fun could begin so I would dodge her humping at the last moment so I could hear those soft moans again and again.

I flipped her over onto her back and asked her how everything was. Regina looked phenomenal with hungry desire in her eyes, flushed cheeks and sweaty hair sticking to her forehead. She proceeded to tell me that she was mine and I could do anything I wanted to with her. I noticed her looking down at my extremely erect cock and asked "is that for me?". I told her it could be, before continuing the massage. The teasing dragged on until she practically humping the air, desperate for me to give her release, but it wasn't the time yet. I moved on to her neck and shoulders and she asked me if I could massage her "tight chest area". With all pretense of a regular massage gone, my hands slide down past the sheet and started to massage her breasts. The only reason nobody heard her moan was because she pulled me into a kiss to stifle any sounds that would give us away.

I played with her nipples as my mouth found her earlobes and began to nibble at them. She was a panting, air-humping mess at this point and the sweat on her neck tasted sweet and salty. She slid her body up so her head was resting on my shoulder. Her strong hands gripped my right forearm with purpose and moved it down to her pussy. I couldn't believe how wet she had gotten. She whispered softly into my ear "please take care of the mess you created" before biting down on my ear with one of the sexiest moans I had ever heard. I obliged, of course.

Over the next minute or so I had found a sweet spot on the side of her clit that she liked when my fingers moved over. I began to gently stroke it up and down as my mouth continued to feast on her neck and ears. Before I could think about what to do next, she grabbed my head with her left hand, brought me in for a deep passionate kiss and she began to come. Her moans in my mouth were so hot, I thought I was gonna bust right there and then. Her hips were thrashing, her breath was ragged in between kisses as she pulled my head in tighter.

After a moment of settling in the glow, she looked up at me with those beautiful blue eyes of hers, and she was smiling from ear to ear with the biggest grin I have ever seen. "Thank you, I needed that!" she said between labored breaths and light playful giggles. I finished the service up with a scalp massage and excused myself at the end of our time to get her water. I left her a hot towel on the counter to clean up with. When she stepped out of the room, she was radiating an intoxicating aroma and a confident aura. She took the water out of my hand, drank it down in half a second and told me she would be seeing me soon.....real soon.....

I saw Regina quite a few times after that. Each encounter escalating from the previous ones, but that's a story for another time...

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6 months ago