Hi All-

It’s been quite a while since I’ve posted a success story from one of my massages on here…both because I’ve been super busy, but also because I take discretion very seriously and I only post success stories from massages where the woman I’ve massaged asks me to.  I’ve done a number massages in cities around the world since my last post, but per her request, I thought I’d put this post up from a great massage in NYC last week.

“G” had reached out to me in response to a post I had made a few months ago, but we were not able to make the logistics work during that trip.   Since I had a couple of weeks of notice for this most recent visit, I reached out to her to see if she was still interested which started a nice, in-depth text conversation that spanned over a number of days.   During those discussions, she had numerous questions about the massage I offer, but she also shared a lot of intimate details about her sexual history, desires, complexities of her current situation, and her insecurities, which led to some very nice, open discussions around what she was looking for in the experience and her discomforts.  I definitely felt honored that she was willing to share some very personal and vulnerable details, which led to me better understanding her, her desires, and make the experience better for her.

As we got to know each other through multiple late night text conversations, we shared more and eventually swapped both SFW and NSFW pictures, ramping up the desire and anticipation for my pending visit.   Seeing her pictures and hearing more from her about how much she was looking forward to the experience definitely made me want to get to the city as quickly as possible!

Once the day arrived, I had a lunch commitment for work, but I was checking my watch trying to wrap things up to get to the fun and was staying in contact with her as much as work permitted to coordinate her trip into Manhattan.   We had arranged to meet at a subway station a few blocks from my hotel, and timed my arrival to coincide with hers, but due to subway delays I ended up having to wait for 10-15 minutes.   I didn’t mind as it was an absolutely beautiful late summer day, but I had to laugh at the situation as I tried to figure out who she was since I hadn’t yet seen her face.   Can you imagine how many young women come out of a midtown Manhattan subway wearing “jeans and a white tshirt” in the middle of a weekday!  Regardless, after dozens of “maybe that’s her”, once she did come out and noticed my slightly more unique orange shirt, I noticed her radiant smile and was very pleased at what I saw!

After a nice hug, we started the walk back to my hotel chatting a bit and getting to know each other in person, while I discreetly ( I hope) checked her out much to my pleasure.  She was clearly, and understandably, nervous but she was even nicer and sweeter in person than I had hoped for, and I was very much enjoying the idea of getting her naked soon.    She had told me that she was fairly petite, and I had seen much of her body in pictures, but as you know, in person is always a bit different.   She was a perfect height to fit into my arms, and has a beautiful, natural, curvy ‘real woman’s’ body that I appreciate.   Not some image of society’s perfection, but with natural curves that a real healthy woman should have while also being very pretty and naturally sexy.

 We had talked in detail about how the experience would start beforehand to help calm her nerves and I worked hard to make sure she felt safe and comfortable as we got to my hotel and rode up the elevator to my room together.   Once in the room, I excused myself for a moment to start the shower warming up and to give her a second to catch her breath.   Upon rejoining her in the room, we enjoyed a nice tight and extended second hug which evolved into some great kissing…..first very tentatively and exploratory, ramping up to a full on sexy make out.   I love kissing and truly enjoy a good kisser, and although its not always part of my massage as it is too personal for some, I very much appreciated her enthusiasm and how we immediately made a great kissing team.

As we continued to kiss and explore, I started to slowly undress us, first sliding her t-shirt off followed by mine.   Enjoying feeling her bra encased breasts against my bare chest as we made out some more.  Eventually, I took her bra off and admired what I saw.  She had told me that they were fairly small and I had seen pictures, but they looked absolutely perfect in person.  The perfect size for her body type and naturally super feminine, feeling great in my hands and against me skin to skin.    I worked lower, sliding her jeans off as well as mine and eventually sliding her panties off and my boxers, feeling our fully naked bodies touching and my rapidly increasing hardness against her.  She told me after the fact how turned on and erotic it felt to be totally naked together in the middle of the day with the hotel blinds completely open (there was an abandoned building across the street).

We moved into the shower together where I explored her entire body as I lathered the soap on her, washing off the sweat and city and getting to know her body better.   She also helped wash me some, but mainly focused on relaxing, leaning into me, allowing herself to be explored and making out with me for a long time under the warm water.

 Eventually, we got out of the shower, dried off and adjourned back to the bed where she laid face down for me to start the massage.   Standing at her head, I started on her shoulders and upper back, which was very tight and tense, helping her relax.  I worked slowly and sensually, helping erase the tension with my warm coconut oiled covered hands, enjoying hearing her sighs of pleasure and relaxation, and enjoying the great view of her bare curvy ass and her pretty face as she laid there with her eyes closed enjoying the sensations and my now fully erect cock bobbing just inches from her.  As I worked lower and started to include that ass, her breathing started to change as her desire built and her hips started moving involuntarily in response to my hands.

As I slowly continued to massage her entire back and ass, her arousal was slowly building to complement the relaxation, and as she readjusted her arms just a bit, she bumped against me realizing how close our bodies were and tentatively started to touch me as I massaged her.  First my arms and then my thighs, tentatively, lightly and sensually, eventually gaining some confidence she moved her hands up more until she found my hard cock waiting for her.  In our earlier discussions, she had said that she wanted to keep from touching me too much or too early as she wanted to allow herself to be the focus, which I assured her was more than fine.  So, I could tell she was conflicted, wanting to hold to this, but also enjoying her exploration.  In the end, she ended up finding the perfect balance.   I was totally focused on her and making her feel great and she was lightly touching and playing until she wrapped her hand around my shaft and just held me for a while, eventually getting some pre-cum on her thumb and spreading that around my tip and using it to lubricate her hand as she explored me slowly and relished her massage.

In time, it was time to move, so I joined her on the bed, straddling her thighs and working on her back from a different angle.  It gave me the chance to continue to work out the tension while also enjoying my thighs against her and as I leaned forward, seeing and feeling myself lay comfortably between her cheeks and to have her push her ass back into me in response.

As I moved lower, now kneeling between her thighs I had an even better, more intimate view of her and could fully massage and explore her hips, thighs and entire ass.   As I slid my oiled hands around her cheeks and down her inner thighs, her breathing changed in anticipation.  As I worked up her inner thighs slowly, she tensed up until my fingers brushed against her labia and I could feel the heat pouring out of her.    I denied her the touches she wanted for a bit longer though, massaging her thighs and cheeks, occasionally brushing against her until I ran my finger up her slit slowly and very intentionally, sliding into her magical feeling wetness and enjoying her gasp in response.

I continued to caress and explore her ass and thighs, occasionally teasing her wetness, sliding my fingers between her cheeks as I massaged her.   G had noticed in reading some of my success stories that I’ve helped a number of women explore and enjoy some anal play as well.  Its amazing to me how many women are either scared of it or have had a bad experience because of some impatient and uncaring man in their past, thus denying themselves of what can be very pleasurable.    She had expressed a desire to explore this, saying it was something that she had been curious about and occasionally desired, but was uncomfortable asking for it in her current situation.   So, I slowly increased the teasing and exploring between her cheeks, lightly brushing my fingers over her, enjoying her gasps and growing curiosity.   I started focusing more on gently and slowly rubbing around her entrance, teasing her and helping her relax and adapt to the new sensations, seeing if she liked the new experience…..she very much did.  As I continued to massage her lower back, ass, thighs and tease her pussy, I continued to mix in more rimming and some light pressure on her opening to see how she responded and where her desires and interests led her.   Eventually, as I lightly pressed on her, I felt her relax and open, welcoming my finger inside her a little bit, accompanied by a pleasure filled “oh f….” .   We continued to explore this new area for her, mixing it with other touches and caresses and she really decided it was a new experience that she enjoyed, eventually working up to a finger fully in her.

 As her arousal built from all the touching and exploring, it was clear that she was getting closer to the edge, but it wasn’t time for that yet, so I moved lower to her legs to keep her arousal at the edge but also let her cool down just a little bit.

Eventually, it was time to head back to standing at her head and have her roll onto her back.    As she did, the smile of content was evident which was also accompanied by a great, deep kiss.  I started at her shoulders and down to her beautiful breasts and nipples.   She had told me that they were not super sensitive and had never really been a source of pleasure, but wanted to see how much of that was the way she’s built and how much has been her former partners.   I slowly massaged and caressed each breast, working my way up to her nipples where were rapidly growing in stiffness.   As I leaned over and took her nipple in my mouth, I felt the wonderful warm surprise of her taking my hardness into her mouth.  We worked on her chest for a while, continuing to build the tension and arousal while I also let my hands wander lower occasionally to play in her wetness.

Once again, she was getting closer but I wasn’t letting her go over the edge yet based on her request in our earlier discussions.  She knows that she can get off multiple times, but she wanted to build to make the first one as intense as possible.    So, after keeping her close to the edge for a while, I got back on the bed with her again.  This time, I was sitting between her legs, which were spread widely open, supported over my thighs, revealing herself completely to me.  I could tell she was shy and felt very vulnerable, but also incredibly erotic and turned on.  She was dripping wet, with her fully engorged labia and clit yearning to be touched, and her beautiful pussy was framed by a fully natural and wonderfully feminine black bush which I was enjoying running my fingers through as I enjoyed the very intimate view and my very hard cock throbbed to my heartbeat so close to her.

I started to slowly and intimately explore every inch of her, starting at her inner thighs and moving inward.  I explored that spot between her thighs and outer labia, working up through her bush and cupping her mound with my hands, and then took each labia in my fingers, caressing, rubbing and pleasing it.   Then I continued to move in, spreading her outer lips to reveal her hidden inner ones, again slowly exploring and rubbing.   As I circled her entrance with my finger, and slowly dipped in rubbing around just inside of her, her breathing changed significantly, expressing her desire and how close she was.  My finger slipped further into her as I explored each of her walls, feeling the textures and warmth and her mini convulsions as I touched her, occasionally sliding a finger from my other hand into her ass again, enjoying her response and being able to feel a finger in each canal.    Once I moved my fingers higher and circled her clit, it was clear she was so close to the edge, she wasn’t going to be able to wait much longer, so I moved from between her legs and kneeled next to her so I could get my hands onto all of her.

As she wrapped her arm around my legs and gripped my hardness, I had a breast in my left hand and my right hard continued to rub her pussy and then focused on her clit.  With no surprise at all, she was so close, it only took a short time until I sent her over the edge, thoroughly enjoying watching and holding on for her incredibly intense and loud orgasm.

As she came out the other side, we curled up on the bed cuddled up as I held her, but continued to caress her.    As she cooled down and the sensitivity reduced a bit, it was clear when I touched her that she was ready for more and it was a pleasure to bring her back over the top again, making her cum a bunch more times and she returned the favor as well.

In time, she was worn out and I had an approaching work commitment, so we reluctantly got out of bed and back into the shower again to wash off the oil.  Since we had spent all this time so intimately playing, the second shower was definitely more interactive and comfortable for her.   We soaped each other up and enjoyed the end of our time together slowly.  As she leaned against me standing behind her, I reached down and started playing with her, making her cum one last time in the shower and thinking we were going to finish up.   But, after she came, she started moving so that my once again hard cock was rubbing between her ass cheeks and brushing against her newly discovered pleasure center.  As the arousal built for both of us, it was certainly an appealing thought to picture sliding into her, but as promised, I kept us on the agreed side of the ‘no sex’ boundary and she turned around and got onto her knees and took me in her mouth and hands to finish me off for the second time.

Now that we were really out of time based on other commitments, we helped each other get dressed, enjoyed a few more extended kisses and eventually said our goodbyes.   All in all, it was a great experience….from the open and honest discussions beforehand, to spending a nice long time playing naked together for the afternoon, and the subsequent follow on discussions since and I very much look forward to round two with her!