Can you imagine how lucky I feel? I own my business and am already running a profit. I have a small group of friends for whom I am deeply grateful. I have my health, a quickly growing savings account, and oh yeah... I get to make women orgasm for a living.
If you haven't read my stories so far, or it's been a while, let me bring you up to speed. My name is Trent, but everyone just calls me Tre. I had studied finance and realized I hated sitting in an office typing away. So I found my calling as a massage therapist, bringing relief and joy to friends and strangers alike. I started in a regular therapeutic office in order to learn the trade. My instructors were diligent and capable so I quickly excelled. But one very special client came in the door that day due to a sports-related injury. Darlene. If you pictured a teenage boy's wet-dream, you'd be thinking of this woman, a volleyball player who was horny as hell and eager to exhibit her bountiful blessings. During my ministrations on her body, she quickly tried to turn the moment sexual, revealing more of her body than was needed.
Typically this is deeply frowned upon, but instead, I listened to the voice of the 14-year-old boy inside me and didn't shut her down. Not completely at least. Later, when I opened up my own clinic with our "signature massages," she was the first one in the door. Before I could even finish listing out the legalese and consent-related content of the registration form, she was naked on the table. I'm not sure if she was expecting me to just fuck her right then and there, but even if she was disappointed at first, she wasn't by the end of those 90 minutes. Her orgasms were so strong that I had to change into my backup scrubs and thoroughly wash my face.
You see I had started this endeavor with the help of a friend from my training days named Krysten. A woman in her mid-thirties whose asshole of a husband had left her. He wanted to travel and sleep around as opposed to being a husband and father. She and I had become very good friends, getting a beer together whenever we could. Her kids kept her busy, but I kept her stress free.
A detour, my good reader, is in store. Let me tell you about one of the times I worked on Krysten for her own weekly massage.
"Hey there, good lookin'. How was your day?" Krysten smiled up at me as I walked into our break room. I knew that nothing would ever develop between us. I was only 10 years older than her eldest kid. But we sure did enjoy each other's company and body. Our signature massages regularly ended up with us rolling around on a bed.
"It was pretty good. No signature massages today, just the usual clientele. Had an interesting moment though with Mr. Dillinger. I could have sworn that he had died. He was so sound asleep that at the end of the massage I had to shake him awake."
"Oh my god that's hilarious. I mean, the guy's a million years old so prepare yourself. It might actually happen to you."
We chatted for a few more minutes before hopping in our cars and heading to her house. It was a Friday evening so her kids were spending their usual weekend at the grandparents' house. After the divorce, her parents had moved closer in order to help as much as they could. They were living saints, though I think her mom might have flirted with me last time we met. We both pulled into her driveway and went inside. This was our usual routine at the end of a long week. We'd go to her place, have a glass of wine, trade massages, usually have sex at the end, and I'd leave Saturday morning after breakfast.
I know what you're thinking. 'You're spending the night with her that regularly? And nothing is developing between you two?' To be clear, I said nothing would ever happen. Not that we didn't have crushes on each other and wished she was my age again. We were best friends who liked to fuck. Can you blame a guy for fully enjoying the situation?
So we settled onto the couch, her with her rosΓ© and me with... my own rosΓ©. Fuck off, it's delicious. We chatted about the week, her kids, my most recent date with Darlene, her own attempts to get back out in the dating scene. But all of a sudden, she got really quiet. I sat patiently and waited for her to share.
"I miss him, Tre."
"I know."
"I hate that I miss him."
"What do you miss?" I asked.
"I miss waking up to his making pancakes for the kids and having a hot cup of coffee ready to go when I came downstairs. I miss hearing him sing in the shower. Terribly off-key. I miss... a lot of things, honestly." She said this as tears started to spill out of her eyes.
"It sounds like you miss having a partner and friend, not Brad." I hated that fuck. He had this incredible woman and he wasted his chance. I told myself I would never let myself do that. I would hate if I lost someone as wonderful as Krysten.
"Yeah, I guess you're right. Don't get me wrong, Tre, I love our friendship and my GOD you're good in bed. I guess I just want to be loved. I miss being loved."
I had nothing to say to that. What would I, a 25 year old idiot, have to tell this woman that would be of any use? So I did what I felt was best in that moment. I pulled her into my arms and let her cry on my chest. At first it was small sobs, but when I squeezed her just that little bit tighter, she broke down and wept in what sounded like the first time in ages. A few minutes later she sat up, grabbed a tissue and trumpeted her troubles away. She looked over at me with a rueful expression.
"I must look so attractive right now." She shook her head as she said this, not realizing that I did in fact find her beautiful right now. But I think I instinctively knew that words wouldn't communicate the truth in that moment. So I stood up, pulled her to her feet, and picked her up like the groom carrying the bride. Her cheeks grew rosy and she smiled at me in a way I hadn't yet seen. It was a small one, merely tugging at the corners of her mouth. But as I laid her down on the mattress and stripped off her jeans, I could have sworn I saw her relax in the way a woman does when she knows she's safe.
My smoothness was interrupted by the effort of peeling skinny jeans off of a woman. Thighs are glorious things that jeans like to highlight but also trap. We laughed and combined our efforts to rid her of all clothing. There she was, bare before me and absolutely radiant. Eyes rimmed with redness from her tears and mascara running roughshod, she was beautiful to me. I'm not sure if I've ever described Krysten to you. My sincerest apologies for my subsequent dashing of any image you had created in your mind's eye. But Krysten was womanly in the best of ways. Hair cut short to be manageable and out of the way, some might call it a textured pixie cut. She dyed her hair various colors over the course of the year. Today it was platinum blonde with streaks of green. She was the cool mom of the PTA. She was relatively flat chested but made up for it with some of the most perfect nipples I had ever seen. Her stomach was toned from exercise but not so skinny as to suggest it didn't require a herculean effort to maintain. Her hips and thighs bore the burdens and blessings of motherhood, curvy and worth languishing over. She was tall for a woman at 5'9" and reminded me of the actress Morena Bacarin.
So when I spread her legs and kissed my way up her thighs, I felt like I was in heaven. She spread herself for me, presenting her velvety pussy which was covered in a light smattering of pubic hair, looking like she had shaved a week ago. Just as she was thrashing on the bed in anticipation of my tongue licking up her slit, I pushed upwards and licked, pecked, bit, and sucked my way past her nipples until our tongues were sparring for dominance. The kissing was quickly intensifying so I pulled back in order to let us both catch our breath.
"You're beautiful." I said as I scooted back down and finally put my mouth on her soaking wet lips. She groaned in relief as my tongue started swirling around her clitoris. When I paused to breathe, she leaned over and grabbed the spare towel she placed by her bed every Friday morning. When she started to bridge upwards in order to slide the towel underneath herself, I caught her legs and placed them over my shoulders. This forced her into an awkward position with her neck bent, but it forced her to watch me as I devoured her pussy. I didn't want to cramp her neck, as that would kill the mood, so I soon laid her back down and continued my work. I didn't stop until she came three separate times.
I wiped my face on the corner of the towel before crawling towards the head of the bed. I placed myself next to her as she gasped for air. She was overwhelmed by pleasure as each orgasm had ripped its way through her like a bolt of electricity. The third was my favorite one because she had groaned and screamed my name for at least 5 seconds before her voice stuck in her throat and all she could do was pulse to the beat of her climax. It seemed like forever until she spoke and when she did, you could tell she was exhausted.