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Your most unusual encounter with an escort?


Rapaz
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Hey! I was wondering if anyone here had any unusual experiences with escorts they'd care to share? If you met them through an odd source, etc. Nothing specific.

 

 

For me, I guess would have to be a guy who I worked in security with. Once, I was working with an incredibly handsome guy who had just moved to my town from Ghana (a country in Africa). He was incredibly handsome and had a very sexy body. Well, nice when we were working together and we got to talking about him and women. He had said he had it good finding women here, saying that he was actually approached so often in bars that he charged the women for sex sometimes. I chimed in and said "wow.. I could see why a women would do that. You're built nice."

 

Long story short, he said that if I wanted to pay him and if I did he would give me a show. Lol. Anyway, he gave me his "show" two times and then shortly after the second he had to go back to Ghana because of some problems with his visa.

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Long story short, he said that if I wanted to pay him and if I did he would give me a show. Lol. Anyway, he gave me his "show" two times and then shortly after the second he had to go back to Ghana because of some problems with his visa.

 

#1. How did he know you were interested?

#2. So you reimbursed him for getting naked and touching himself a bit?

 

Gman

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#1. How did he know you were interested?

#2. So you reimbursed him for getting naked and touching himself a bit?

 

Gman

 

1. I dropped a couple hints and eventually he asked.

 

2. No, he stripped and then masturbated which lead to other things. It was actually quite fun/entertaining.

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A few years ago while traveling I scheduled an appointment with a hung, white mature bodybuilder masseur. I had the idea from his ad that the erotic massage would lead to sex -- anything from some groping of his body and dick, to possibly sucking that monster or maybe getting fucked. He advertised in the local gay magazine and not on any of the online masseur or escort sites. When I screened him for the appointment I found his voice to be very compelling and his attitude was great. I tried to make it clear that I was looking for fun with a big-dicked top, but while he seemed agreeable he was too discreet for me to be sure.

 

When we met his apartment was pretty dark. I thought at first he was covering up for being out of shape or older than his pics suggested, but he took me into his office with an enormous computer monitor and I could tell from the light off the screen that he was everything he said he was. He was kind of spacey though. He sat me down in his desk chair while he sat in a loveseat and interviewed me. It turned into a long conversation about spiritual matters, and toward the end of the discussion he was raving about the movie "Peaceful Warrior" and how relevant it was to what we were discussing. He decided that we should watch it together, and he finally invited me to join him on the loveseat. We watched the whole movie, and he did not encourage anything intimate while we were sitting together. The movie clearly had deep meaning for him. I thought it was neat -- if Lifetime made movies for guys. I tried to be honest without being cynical when he paused to discuss some of the scenes.

 

When the movie was over he had me help him set up his portable massage table. Then he announced that he could really use a massage and he asked me if I would give him one. This was already one very odd scene, with me having already spent well over two hours admiring his body, his package, his voice, and his offbeat charisma with no real contact, so I agreed. He stripped down to tiny briefs that barely contained his dick, and his beautiful muscle ass was spilling out the back. I had a great time exploring this man's great big muscled body. He was a great coach and I enjoyed listening to his deep, gravely voice as he gave direction and as he groaned and affirmed that I was treating him right. A lot of his responses led me to focus on key areas. The moment I started working his lats, for example, he gave a lot of detailed instruction which led to such sexy positive feedback that I didn't want to let him down by reducing pressure or moving on to other areas.

 

It became apparent through his movement and his coaching that his muscle ass was another area needing attention. I put a lot of work into his glutes but I was shy about his asscrack. When I did start to work in that direction his responses made it clear that he wanted more. Sure enough I ended up poking fingertips at his initially very tight pucker under his briefs. He never specifically asked for it, but his encouragement and response led me there. After a bit he pushed his briefs down a bit and I pulled them off. I caught sight of a half-hard horsedick, but it was quickly buried underneath him. I probably spent fifteen minutes playing with his ass, with his responses encouraging me to do more and more. I had used 1/4 of the massage oil bottle in his asscrack, and I had this man groaning and howling and talking the nastiest deep-voiced trash I'd ever heard, and I hadn't reached the limit of what he'd let me do to his ass. Bear in mind I'm a total bottom, and I came here probably three and a half hours earlier hoping to scope out a hung muscle top in the hopes of any sort of size queen experience. Here I was twisting four oily fingers deep up his ass and grinding my thumb into his taint while he groaned and whimpered.

 

I was getting tired and I kept wondering when I'd be able to move on, but he was in ecstasy. Finally he started to turn himself onto his back, and I had to catch him to keep him from falling off or flipping the table. His dick was rock hard, huge, long, thick -- it had to be 9 1/2 or 10 with impossible girth. I reached for it but he hauled his legs up and commanded "More, hurry, please now!" I continued half-fisting his hole with four fingers while he gently handled his piece with both hands. When I worked my thumb in he clearly couldn't take the width of my hand. That was the only time he had me back off from anything I was doing, but he continued this nonstop run on sentence coaching me and begging me to handle his ass. It went something like:

 

Oh yeah motherfucker deeper you sonofabitch you got it you got it oh slower slower baby up up up yeah that way that's right hold it there hold it back back no no don't take it out fuck that's good that's good oh you're taking care of daddy good that's great oh oh ohhhh you little bastard got your hand so deep in my butthole stretching it nice now hold it deep hold it deep deeper don't move motherfucker this is just between you and me just you and me no one has to know you play with daddy's butt this way keep it moving faster not too fast baby just you and me its our little secret now twist it down no no no yes that's right out out now in...

 

Imagine hearing that for ten or fifteen minutes without a break.

 

I was lost in some zone somewhere and didn't realize that he had said "balls" a few times until he sounded insistent and angry and half shouted "Balls! goddammit!" So I started rubbing his nuts and almost immediately he was howling and shouting and swearing and he shot a load in the middle of his chest.

 

He started to come back to normal, catching his breath and thanking me. He had to tell me to pull my hand out, and when I reached for his dick he said I couldn't touch it because it was too sensitive. He had me get a towel and mop up the oil on and in his ass before he was able to get off the table without making a mess of the carpet. Then he looked at me and laughed. He put his arms on my shoulders and held my head, looking me in the eyes with his forehead pressed against mine. He said, "that was beautiful, thank you" He told me, "I doubt you'll believe me, but no one touches my ass. I've been fucked twice in my life and I can't remember when anyone has so much as put a finger on my hole. I don't know how the hell this happened but it was beautiful." I was still fully dressed.

 

He took me to the shower, and a lot of the focus was on getting most of the oil off of him and my hands and arms. Then he turned off the water and sat down on the shower bench. He had me sit on his thigh and he held me and started stroking my dick. He told me I could handle his because he said he knew it was what I really wanted, but he told me to go easy because it would be sensitive. It was a firehose soft, and it did bone up while he worked on me. He started another nasty rant about how I came here to get fucked and that someday daddy would tear me up real good. It didn't take long for me to shoot and it was pretty damn good. We finished showering, got dressed and had a very nice goodbye. The next time I was in town was over a year later. He no longer had an ad up, but I called him anyway. He laughed when he remembered me, but he told me that he was partnered and not doing massage anymore and he wouldn't be able to give me the fuck he owed me.

 

I've had a quite few scenes with so-called top escorts who disappointed me with unwanted versatility. This guy did none of what I expected from a masculine masseur or hung top escort, but I still remember every detail.

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He was kind of spacey though. He sat me down in his desk chair while he sat in a loveseat and interviewed me. It turned into a long conversation about spiritual matters, and toward the end of the discussion he was raving about the movie "Peaceful Warrior" and how relevant it was to what we were discussing. He decided that we should watch it together, and he finally invited me to join him on the loveseat. We watched the whole movie, and he did not encourage anything intimate while we were sitting together. The movie clearly had deep meaning for him.

 

I had one of those. The guy was hot as fuck, which we did with gusto. He then turned all wacky on me and started to go on and on about various theories of the universe and how he'd solved the mysteries. He then got out his laptop and proceeded to to show me his theory working through it step up step, getting more and more intense, until I said "sorry, I gotta go now." As I was leaving he was lighting up a joint, which explained a lot.

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