My Gay Escort Life

trulybig

Superior Member
Gold
Platinum Gold
Joined
Aug 11, 2006
Posts
393
Media
2
Likes
4,554
Points
748
Location
Florida (United States)
Gender
Male
I have a big whopper of a cock. Guys use to call me the Elephant Man in school because, I will admit my penis soft, looks like the trunk of an elephant and it does swing back and forth when I walk sometimes like a pendulum. I definitely hit the lottery below. I also got somewhat of that reputation and had several sexual experiences with girls because they wanted to see it. Sometimes it was just a look, sometimes a touch, and a few times much more. Interestingly, I never had any woman complain that it was too big even when I couldn’t sink my entire length into them. Over time, I found that women may like a big dick but it isn’t number one on their priority list more of a novelty I guess. However, guys seemed much more oriented toward comments, jokes about it, etc.

So, how did I become a gay escort? It started when a female friend and I visited Haulover beach in Miami. I had only recently moved to Miami and had no idea that actually this was a nude beach. In fact, this particular friend was non-sexual and she was just a free spirit (she would have been perfect in the hippy age). Almost everyone was naked and even though it wasn’t a requirement to do so, she took off her bathing suit to sunbathe and I did as well. When she looked at my soft swinging cock as I pulled down my bathing suit she gave out a hearty laugh and said you will be popular here. But, that was about it with her, it wasn’t like because I had a really big penis she now suddenly wanted sex.

It was very hot and so on occasion you simply had to get in the ocean to cool off. Either she or I would guard our clothes and beach area when the other would walk through some of the crowd to get to the water. I could feel the looks which wasn’t new to me when strolling through some of the people laying there. While in the water this one guy came in and even though we were waist deep he started talking to me and said, “I haven’t seen you here before, first time?” I looked at him and politely said he was correct but with a crowd of a good 1000 people how did he know. He laughed and told me I was hard to miss or notice. He then whispered, do you ever let guys’ enjoy what you have? Surprisingly to myself, I could feel my cock expand and was glad the water was over my waist. But, I told him not really. He then said, “What if I paid you something.” That startled me for a moment and I said, “I’d think about it” and actually felt a bit uncomfortable now and got myself to relax (including jumbo) and walked out of the water. I went back to our umbrella and towel but said nothing to my female friend. She got up saying “My turn” and headed to the ocean. As soon as she was gone, this same guy came up to me and handed me a card with his phone number and name. He said, “Think about it and call me, I can make it worth your while.” I put the card away but pretty much wasn’t interested. We finished the beach day and left.

About one week or so later, my Truck stalled on the Interstate. I had to have it towed and they had to replace some type of gasket and I was out $400 which I didn’t have. I needed money and as I went through my wallet to see which credit card I could use, I saw and was reminded about the card that beach guy gave me. Now, did I have any physical attraction to him? No. Like most guys he had a little soft penis and although like any other man, sometimes I would check out to see what someone else had but even good looking guys didn’t do anything for me if they were average or smaller. I am not saying a well-hung guy that matched me was someone I had an interest in either but I would mentally compare thinking is that how I look when naked. Anyway, I thought to myself, I will call this guy and see what he is up to and if there was going to be too much involved it would not be something I would do.

I called Alex (the name on the card) and when he answered I reminded him that he had approached me on the beach. He was happy to hear from me and in some ways acted a little too friendly on the phone like I was his buddy. He asked if I were bi or gay in the conversation and told him not really. Alex explained that he was gay and a big dick was a big turn-on to him and would I meet him. I told him about my truck and could he “Take care of me.” Of course, he said, what do you have in mind? I said; well first tell me if we meet what it is you have in mind. Alex said well I definitely want to suck that big cock of yours and would like to be fucked by you too. I told him I could handle him sucking me but not the fucking nor would I touch his cock at all. There was some silence for a minute and he then said, “I can live with that as long as you allow me some decent time to play with your cock.” I told him that I just had to pay $400 for my truck and he responded that was going to be a bit too much especially with the limits I had indicated. Now, the truth was I had mixed feelings at this point, I really didn’t have a great desire to be with him or any guy, and I didn’t even know if I would respond to a guy sucking me. So, I said, well I need someone to help me out maybe this isn’t the right situation. There was a great pause and then he said, “A guy like you with a dick like that deserves it, what about $200?” I actually never had expected someone to pay even that much and I definitely could use the money so I agreed. We set a time and he provided me his address.

The evening that I showed up I found Alex to be in an upscale condo and he clearly was a gay man as some of the art work within his home didn’t hide that fact. He offered me a drink but I wanted to get down to business because I still had a lot of mixed feelings on all of this. He took me to his bedroom and I felt the need to reiterate the limits of this being oral only on me. He didn’t answer but proceeded to undo my belt and pants and remove my underwear. Damn, he said when my penis flopped out. “This is a work of art.”

He pointed for me to lay down on his bed and either because I was nervous or not really turned on I was of course big but not hard. I had my cell phone and so I started watching porn laying back not even looking at him. But, I could feel him lift my penis up and then the warmth of him mouth. I looked up and could see him sucking like he wanted to stretch my cock up and away from my body pulling on it. I told him to go easy and tried to focus on watching the porn. I found myself slowly getting turned on and then he did something different in his oral than what I experienced with women. Most women would immediately retract my foreskin back exposing the head of my cock like they didn’t want to deal with the skin. But, Alex was the exact opposite and even commented I love the way your skin is so elastic. He would pull the foreskin forward and would run his tongue inside it which really was a very pleasurable kind of relaxing and stimulating sensation. He would lick and suck the skin n his mouth and instead of avoiding tit he reveled in it. I actually stopped watching the porn and just closed my eyes enjoying the way he was sucking me. I could feel myself growing erect and getting turned on especially when he would also jack my cock and go on and on talking about my superior size. He would say things like this is a “man’s penis” or you “put guys to shame” and his enthusiasm over my cock to such a degree was equally a new experience. Then, to my further surprise I felt him deep throat my cock all the way to the base and somehow he was using his throat to milk my cock. It was amazing, like a skilled vagina taking all of me in and being able to apply pressure. He would then lift up and milk my cock with both hands sucking the head and then throat again. It was amazing and I could feel my orgasm building. I thought let it go because I was concerned maybe I would lose my erection eventually. So, I announced that I was getting close. Instead of removing him mouth and just jacking me, he started sucking and squeezing the upper half of my cock with one hand and with the other hand pulling on my balls. I heard myself moan and I started pumping several huge pleasurable spurts of cum into his mouth. As soon as I started doing that he did that deep throat action and it was amazing. It was like when I would cum in a female and had the desire to press my cock in as deep as possible which always didn’t work with some women. Here is felt like my entire cock was being stimulated and taken to the hilt. He didn’t even stop but continued to lick and gently suck my cock as it softened swallowing every drop he could. Finally, it was too much and I pulled away.

“You enjoyed yourself, didn’t you: he said? I said, “Well you certainly knew what you were doing.” He asked, “You haven’t done this before though have you, be a paid escort?” I shared that was correct but how did he make that assumption. He began to kind of mentor me. He explained I should make sure to get the money up front, that I should carefully confirm an address if I am going to visit, and he shared a lot of the downsides to an Escort . However, he said that with a cock like mine I could make a lot of money and that he had a wide circle of friends that respected a well-hung man and would pay to experience it. However, he said I could make even more if I was willing to fuck men. He also showed me two websites where I could advertise and place a faceless picture or two of my big penis. I looked at some of the other ads and I felt very confident that other than a few black guys I would stand out.

I will share more of my experience if there is an interest.
 

Gusgilman

Expert Member
Joined
Nov 26, 2019
Posts
160
Media
0
Likes
161
Points
43
Location
Choteau (Montana, United States)
Gender
Male
Very interesting post!

Like you I was teased in school, took me a long time to reach the comfort and pleasure level in m at.

My cock is almost inexhaustible, ditto my sex drive.

I some time ago spent time abroad with group of female co workers.

There was no outside social interaction, bluntly, I became the 'resident stud'

These gals used me a lot. They worked it out and posted a schedule.

I got blisters, callouses, friends and--make be sex partners for life-- and lost twelve pounds.

I'm not sexually interested in guys---I do appear to becoming more and more of a sex addict --especially blowjobs---the idea that guys would pay to swallow my cock is intriguing
 

Gusgilman

Expert Member
Joined
Nov 26, 2019
Posts
160
Media
0
Likes
161
Points
43
Location
Choteau (Montana, United States)
Gender
Male
Plus I've heard - guys are better, they got one--

Plus, women might do it as part of the deal, frankly--I got no interest in sucking, hell even touching or seeing-- another guys cock---so stands to reason if a guy does, he likes it

Plus,guys are usually bigger and stronger and I'm a 'tad large-
 

trulybig

Superior Member
Gold
Platinum Gold
Joined
Aug 11, 2006
Posts
393
Media
2
Likes
4,554
Points
748
Location
Florida (United States)
Gender
Male
A few weeks later Alex contacted me and asked if I would meet him again. I did enjoy getting my cock sucked but women still were my main interest. So, I told Alex I would consider it but had a busy schedule. The next day he called and said what about if he offered $300 but I would have to fuck him. The thoughts of fucking a guy were not of great interest but the $300 was. I told him I would try but couldn’t guarantee that I could stay hard to do that. Alex told me he wasn’t concerned. This time when I drove to meet him, I had some real anxiety. I had never fucked a guy of course and the idea of anal sex in and of itself wasn’t really a turn on either. Yes, I had fucked a woman or two in the butt but it wasn’t that much of a desire and those woman had sexy shapely asses and so it was an attractive thing whereas a guy in my mind wasn’t.

When I entered Alex’s apartment, he was already in a robe and immediately handed me the envelope with the cash. I didn’t feel a need to count it and he just walked into his bedroom expecting me to follow. I asked him to dim the lights which he was agreeable to do. I got on the bed after stripping my clothes and without much preliminary conversation he went right down on my cock. I closed my eyes and just let the sensations work so I could get hard. However, my worry about performance and even again the idea of fucking a guy were interfering with my ability to become fully erect. Alex started talking about my great big penis, how he had friends that wanted to meet me and to relax and just go with the flow. I saw him several times jack his cock while sucking mine and it did make me feel good on how better equipted I was to him. In fact, he talked about it and I could feel myself responding. So he kept up the praise and with a combination of his hands and mouth I finally got very full.

Alex had condoms under his pillow and while sucking me he worked one on and took a lot of lube and rubbed it all over my cock. However, I started to lose my erection thinking about what was coming next but the way he sucked my cock even through the condom felt good and again he built me up. Now it was time. I told him to turn his back to me and I would try entering him from behind. I wanted to do it quickly before I might lose my erection again. I pictured in my mind with his back to me that it was a girl and I held the base of my dick hard and moved forward. To my surprise I instantly went in and heard Alex give out this great moan. Hmm, I thought this isn’t as bad as it felt like a nice grip on my cock. Nevertheless, I was still worried I might lose it and so I started moving back and forth fast enough to provide stimulation to my penis. But, as I got into the fucking motion I could hear Alex mumbling about how big I felt and how he wished he had a cock like mine. It occurred to me that this was actually feeling good fucking him and him talking about how he was inferior. It gave me a certain power or pride that I was the superior man fucking a little cocked guy. I of course know I have a very big penis but it was now a different type of experience where I was the man, so to speak, and just a different vibe than being with a woman. I admitted to myself that I liked it and started fucking him really hard. When I did that he grimaced a bit where it was hurting but that also made me feel good in an odd way. I was showing him my maleness, or something, my big cock mattered (and with woman that wasn’t always the case), and I enjoyed all of this now. I was suprising myself and suddenly began to feel the sensation of the movement toward an orgasm. Wow, I had to control myself now even with a condom it was feeling that good. Then, perhaps out of still some lingering fear of not staying totally hard, I figured why not cum and enjoy myself. So, I actually moved on top of him with him now face down on his bed legs apart. I felt his balls sometimes drag along the base of my cock and touch my balls and it was a turn on. I announced I was cumming and had a really great orgasm. I held the base of my cock and withdrew and Alex turned over and furiously jacked his cock shooting a cum shot up over his belly. In a way that kind of grossed me out a little (or perhaps because I had cum my sexual interest was now absent). I did find it funny to see a little penis like that and have to admit that it felt lucky to me to not have a small one myself. I liked that I was able to kind of be a better man in that sexual way than other guys.

I promptly removed the condom and got up. Alex lay there looking at me and told me I was the best fuck he ever had. He said that he could introduce me to friends of his that would gladly pay for my service. All of this really gave me a great start into being a male escort.
 

trulybig

Superior Member
Gold
Platinum Gold
Joined
Aug 11, 2006
Posts
393
Media
2
Likes
4,554
Points
748
Location
Florida (United States)
Gender
Male
Alex became for me a non paid mentor. He shared about me with some of his friends and also introduced me to a couple websites where I could place an ad. However, with the ad, I quickly found a lot of goofy people and was dumb enough to drive to meet a couple supposed customers only to either find myself sitting in my car alone waiting for an address after driving to a nearby location (and then no call) or other fictions with negative outcomes.

My first encounter of a real person having contacted me from my ad was a disaster. I clearly had communicated that I would allow him to suck my cock and fuck him if clean (with a condom) but not reciprocate or do any kissing or similar intimacy. I realized when I showed up at this person’s townhouse, I had made a mistake of not really getting any concept of his appearance. He had lied about his age and was much older than what he had stated. Now, the age wasn’t the issue for me it was the lying. He was also overweight and when I asked for the envelope he objected saying it was customary to pay when finished. I should have walked out right then but he actually was going to pay $350 which was more than I was seeking so unfortunately money versus rational thinking influenced me.

At first he seemed nice and reasonable. He offered me bottled water, engaged in some light conversation and he had a keyboard where he showed me some talent in playing a couple songs. Then he pointed to his bed (his keyboard was in his bedroom) and started removing his clothes looking at me non verbally indicating to remove mine. Now, a guy really was never that much of a turn on or of interest to me physically, but he had these really large balls with I guess an average sized penis which was kind of cool to look at. He very promptly got in front of me and started sucking me to a full erection. He made no comments about my size but suddenly moved about so he was above me with his balls dangling in my face. Well I could say almost covering my face as when I looked up they were like two chicken eggs in a big sack. He reached down to continue sucking my cock from this position but his balls literally went right onto my mouth. I will admit some curiosity and so I sucked on them and found it fun to feel them move around. However, he got really turned on and again moved about above me and tried to sink down on my cock without me putting on a condom. I stopped him and then he became aggressive. “Fuck me, I need you in me now, I want you bareback I hate the feeling of a rubber” and again tried to push down. I told him no and he got angry. : He said, “I’m paying you, I expect you to do what I ask” or perhaps not word for word but that type of verbal content. He also then said that I should suck his dick too holding it and moving it toward my face. So, I got up and started to get dressed. “I’m going to do reviews on you and you are never going to have anyone interested in meeting you despite your donkey dick” he said. He continued to say negative things to me even in a type of threatening way and I rushed to get the hell out of there. Of course I realized again that not getting paid up front was a mistake just as I had been warned.

Following my negative experience and continued bullshit contacts I decided doing this Escort stuff was not worth it. However, Alex contacted me and said he had two friends that either wanted to meet me together or separate. (To be continued)
 

Insomniaman

Just Browsing
Joined
Apr 19, 2020
Posts
3
Media
0
Likes
0
Points
11
Location
London (Greater London, England)
Sexuality
50% Straight, 50% Gay
Gender
Male
Your story and post are very interesting. You know what I want to point out is that nowadays there appear lots of escort agencies. I was surprised after I google it, and I found several options. Well, I sought the best one and chose Dazzling Partners - Elite International Escorts in London. It's entirely with ladies, and all are high-class, beautiful, and intelligent. I already used this twice this service, and each time, it was a quality evening and night. So, if you are looking for a girl escort agency, I would definitely recommend this one.
 

3HandsfulofDick

Legendary Member
Joined
May 3, 2015
Posts
1,122
Media
0
Likes
1,870
Points
158
Age
53
Location
Midwest
Sexuality
60% Gay, 40% Straight
Gender
Male
Very interesting...

Your best advertisement is word of mouth...

Never use an agency- you are doing the work you should receive 100% of the pay..Plus you are in control what type of man/woma
you will have sex with.

Meet at a place you are very familiar with - always have the upper hand in case something goes wrong. Don’t care how tough one thinks they are, always let someone know where you are...

Take your own alcohol/drugs (a duffle bag whatever is needed to get the job done

Get the money first as the man said in his initial post..

300.00 for sex? Maybe for the first time but that is pocket change money...Size and skill gets one far more money...

Have fun and please be safe ( for those wanting to get into this type of thing).. Would like to hear more about your experiences
 
  • Love
Reactions: sizequeenie

joseprobe

Experimental Member
Joined
Aug 19, 2021
Posts
4
Media
0
Likes
6
Points
13
Location
Austin (Texas, United States)
Sexuality
Unsure
I believe that escort services are a great alternative to relationships, if you are not going to be responsible
An exciting story with all the details. Well, every person has their own experience with an escort, it seems to me. For example, I like to go to a brothel once a month and have fun with girls and boys. Considering what kind of genetics you have, it's not surprising that everyone wants to try to touch it and so on because it's infrequent. People just need a spectacle and some unusual things, so I wasn't surprised that you had massive popularity at school, haha. Thank you again very much for such a post. As if I read a book, you have a talent, haha. Good luck to you!
 

Matthardy

Just Browsing
Joined
Dec 20, 2021
Posts
1
Media
0
Likes
0
Points
1
Location
Berlin, Germany
Sexuality
100% Straight, 0% Gay
Gender
Male
Nowadays there are many options regarding escort, but not everything is reliable and solid. Please pay a little attention to which girls you like and which girls approach you. I live in Berlin, and I have used this service several times. The only agency that exceeds my expectations is https://pimpagram.com/de. Whenever I choose this agency, I spend some quality time with attractive and smart girls. When I choose an escort agency, I only give priority to the beauty of the girls because I believe that it is not rational to not get the beautiful girl even if I spend the money.