Adventures of a happy ending massage chaser [MF]

I’ve been “hobbying” for years now and have enjoyed all different kinds of massages from girls that used to be whores and now turned legit. Or girls that are legit therapists but after a while will give me a happy ending (HE). Either way, my goal is always to get a great massage first but always working towards getting a happy ending at the end. This masseuse in particular has been a tough nut to crack. I’ve been seeing her for years to get Thai yoga massages and have been declined on multiple occasions for anything other than a massage. I keep going back because the massage itself is top notch. Anyways since it’s a Thai yoga massage I would always wear shorts as she requested… loose comfortable clothing.

The last 2 time’s I’ve seen her all my shorts were in the wash or not dried so I asked her if I could wear a pair of boxers and told her they were only a bit smaller than my shorts. To my surprise she said ok (she has said no to this request prior) so I get there and undress, she leaves the room the room for me to get comfortable and the massage begins. Everything is normal but I notice she is not going anywhere near the inner thigh area which she usually does.

No big deal, probably just because I’m wearing boxers and not shorts. Near the end of the massage there is a lot of stretching and movement to the point that I realize that my cock is peaking out of my boxers. She keeps stretching my body and after realizing my cock was out I got really turned on and it turned to a huge hardon. She finishes the massage says thank you time done and goes in the next room. I was 99% she noticed my cock throbbing out of my boxers but maybe she didn’t.

I get dressed, pay her (I’m a good tipper) she wishes me a wonderful night and that’s that. Few days go by and I need another massage so I msg her and ask is it ok if I wear my boxers cause it’s more comfortable. She says ok and the appointment is booked. I get there and it’s the same deal. She leaves the room I strip down to my boxers lay down on my stomach on the floor mat but I was really high and horny which made it very uncomfortable and felt like I was crushing my penis on my thigh. Tried to adjust a few times to get more comfortable but at the end just thought fuck it and poked my cock through the front of the boxers and lay down. At this point my dick is in between my thighs but the way I position myself I don’t think she could see (boxers still on) she starts massaging and stretching my legs and my boxers start riding up and I’m 100% she can see a decent portion of my cock. I’m not huge my any means but I’ve never had any complaints in that category prod around 6-6.5 inches.

So she keeps going with the massage. I’m still on my stomach and she works her way up to where her knees are on my lower back and she massaging my shoulders. She then places her feet from the outside of my thighs to the inside while massaging my lower back with her knees and my shoulders with her hands. Her feet are gently grazing the inner portion of my thighs boxers on. I thought well this is interesting. After a while she tells me to flip over. My anxiety took a bigger portion than my perverted side and while turning over I put my cock back in my boxers.

Now I’m on my back and she at my feet Massaging my legs. I look at her and see she is staring at the bulge in my boxers… thoughts are racing in my mind. Did she not see I had my cock out and now just noticing my bulge? Did she notice and wondering why I put my cock back in my boxers? Was she relieved that I did? I’ve had a lot of HE but things like this really get me horny for some reason. The massage goes on but this time she starts massage along my thighs and is not afraid to get close to my buddy. Light strokes up and down my thighs and pressing both thighs literally an inch away from my cock… interesting. Stretching and massaging continues and I notice again that my dick is popping out of my boxers. She didn’t say anything so I just left it. At this point she is massages my neck and shoulders from behind my head so I know she has a perfect view of the goods. More massaging, more stretching, and more of me getting super turned on with my cock out. I was about to ask her to massage my thighs again and bam. Time done.

It was a 90 min session but felt like it had only been 20-30 min. She leaves the room and sits on a chair but doesn’t close the door and I noticed her peaking in which I also found very fascinating. I get dressed, pay her, we wished each other a good night and that was that.

So a few weeks later, I go back to get another massage. Things are very similar… I asked her if I can get the massage naked to feel more comfortable and she says sorry u have to wear shorts. I told her ok I’ll keep my boxers on and she says ok. I unbutton the front part of my boxers so it’s real easy for my cock to be out. After a little stretching my cock is throbbing hard and she asks me to flip over from my stomach to my back. I flip over and we both make eye contact first and then both look down at my cock with at this point I’m so excited that I’m visibly pulsating and pre cum can be seen on my cock.

My heart is racing but I see her eyes widen with a shocked reaction… she continues massaging my feet up my legs and is now at my thighs and hips. She stops the massage to grab a tissue paper. I think maybe she need to blow her nose or something. Nope!!!!! She grabs the shaft of my cock with 1 Hand and wipes the precum with the tissue with the other. BINGO!!!!! I’m thinking we are in boys!!!!!

Massage continues and at this point I feel like I’m about to nut any minute. I tell her how good her massage is and how horny she always gets me. She starts giggling and say “ no not good, put away!!!!” I grab my dick and say u mean this? I can’t it won’t fit back in my boxers. She says “too hard, too big” she starts massage my thighs again grazing my balls and moving my cock around while massaging my inner thighs. this was so fucking hot and I knew I was going to cum soon. I told her to get more tissue cause I was about to cum. She gets a couple sheets and is just holding them near my cock. I give her the Hand motion to ask for a HE. She shakes her head no but still waits there looking like a catcher for the Yankees waiting to catch my cum.

At this point I grab my cock and start jerking it. I have so much precum at this point I’m using it as lube. I’m looking at her face the entire time and she can’t take her eyes off my cock and looked visibly excited for what was about to happen. I couldn’t hold it any longer and start one of the biggest orgasms I’ve experienced since my high school days. The first shot is way stronger than me or her could have predicted and she couldn’t catch it with the tissue. Lucky for her but not me she moved her face in time and instead if it hitting her face I cum on her left shoulder.

She Quickly warped the tissue around tip of my cock and the rest of the orgasm was intense and felt like I just couldn’t stop cumming. She frantically cleans the rest of cum off my cock and her shoulder. (There was a lot!) and massage done. I get dressed. And she tells me this was one and only time… no more. I do very well financially and tip her very well for such an exciting session.

While giving her the money I tell her maybe one more time next time. She sees the money has a smile on her face and says to me “ok maybe one more, see u next time” Things get a more interesting on the next session.

If there is interest, I will post a part 2.

Thanks for reading.

Sam

Source: reddit.com/r/gonewildstories/comments/qmlq7t/adventures_of_a_happy_ending_massage_chaser_mf

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