A Tale of Two Straight Escorts

by Mighty Mouth

6 Feb 2019 13427 readers Score 8.3 (167 votes) PDF Mobi ePub Txt


Hi, my name is Jimmy. It’s James Smith. I don’t like my name. There must be a million guys with my name. Why couldn’t my parents have at least given me an unusual first name like Mordecai? I don’t like to be called James or Jimmy. I prefer Jim, but I can’t control what name my parents and friends use for me.

I have just turned 18 and finished high school. I live in a decent suburb in a mid-western city. So far I haven’t found a summer job, so I stay home all day and mostly surf the internet and watch TV while my parents are at work. I have no sisters or brothers. Almost everyday I ride my bike to visit my buddy Charlie, who lives in the same neighborhood. Charlie and me were wrestlers in high school, and we love the sport. We have no secrets between us, and share all of our thoughts. We both have girl friends and have even double dated. But this story is not about our girlfriends.

Our neighbors on one side are a married couple who argue and scream at one another all the time, even in their back yard. They are disgusting. On the other side lives a man in his late 60s. He is a bachelor and retired from the post office. Sometimes other men his age visit him. He is reserved and rarely says more than just a hello. His name is Matt.

One afternoon I took off my shirt and pants, and even my shorts, then put on Bermuda short shorts and flip-flops to take in some sun in our backyard. The neighbor gentleman came to the fence and started a conversation. This was unusual for him.

“Hi Jimmy, how’s it going?”

“I’m fine, thanks.”

“Are you 18 yet?”

“Jep, just celebrated last week,” I replied proudly.

He said, “You know, I could use some extra help with chores around the house. Would you be interested in mowing my front lawn and washing my car for ten bucks?”

“I sure would,” I replied eagerly.

“So why not come over now and do the job?”

“It’s a deal. I’m not doing anything and could use some cash. I’ll be right there.” I practically ran over to his house in my Bermuda shorts and flip-flops. When I finished my tasks, he invited me in for a cold drink. He has a beautifully furnished house, which I had never been in. I sat on his sofa. He offered me a beer, but I told him I preferred orange juice if he had it. He brought me ice-cold freshly-squeezed orange juice. Delicious. He had an Irish whiskey, which he said is better than Scotch.

Then he surprised the hell out of me by asking, “Do you like to watch porno? I have some great videos.

“I guess so,” I answered, embarrassed at his question. I wondered where all of this was leading. He threw a CD in his player, connected to his large screen TV. I was surprised to see a gal and two guys having sex. One guy was screwing the woman while sucking the other man’s dick. I was shocked, but tried not to show it.

Then he asked me what I thought was a very strange and personal question. “Have you ever had a guy give you a blow job?”

“No, I’m not gay, I’m straight,” trying not sound insulting.

“Well, I can tell you, guys suck cock better than women. A mouth is a mouth. You could just shut your eyes and pretend it’s a female at work on your tool.”

I said nothing. I was lost for words. But the video was getting to me. I got a hard-on in my tight Bermuda. I tried to keep my hands covering it, but he noticed just the same.

Then his strange comments just kept on rolling. “Do you know that some guys will offer you 50 dollars to suck your dick?”

“No, I didn’t,” I stammered.

“I’ll tell you what. I’ll bet you’ve got a good hard cock right now, and could use an expert mouth on it. What if I were to offer you twenty bucks to let me do it, and five more if you will take off your shorts. I love to suck off naked guys.”

I almost fell off the sofa, and thought about running out of his house and go home. But what he said intrigued me. And after all, I could leave his house with a total of thirty-five dollars. I thought for a split second and said yes. My hard dick made the decision, not me. Then as I was removing my shorts, with his eyes glued on me, he took out his false teeth. I didn’t even know that he wears dentures. I wondered why he would do that, but I was soon to find out.

He fell to his knees in front of me, and immediately swallowed my whole dick. And it’s pretty damn big. I couldn’t believe his incredible sucking motions. He was obviously a pro. I had never even dreamed that a blow job could feel so wonderful. Then I realized that in part it must have been because he took out his dentures. I couldn’t believe how fast he made me come. Probably not more than three minutes. And he swallowed my load down his throat. I’m glad I decided to say yes to his offer. This was to be the beginning of a new phase in my life.

Then he shocked me again. “I know guys that will pay you fifty dollars just to suck your big cock. If you want I can set it up for tomorrow.”

I didn’t hesitate to answer. “OK, what time?”

“How about in the afternoon, around this time?” he asked.

“OK, I’ll show up at 3 p. m. tomorrow.” I put on my shorts, left his house, and ran home to get my bike. I couldn’t wait to tell my pal Charlie what had just happened to me. I don’t think I ever pedaled so fast to get to his house.

He was alone too. He has an older brother who works, as do his parents. Almost out of breath, I said, “You’ll never believe what just happened to me. My next door neighbor just gave me a blow job”

“You’re kidding. You let a man suck your cock?”

“Well, like my neighbor said, a mouth is a mouth, and money is money. He paid me thirty dollars.”

“Wow, I can’t believe it. How was it?”

“It was fantastic. He took my entire dick in his mouth. And he’s gonna arrange for another guy to suck me tomorrow for fifty dollars.”

“Well, for these kinds of bucks, I guess it’s worth it,” he remarked, sounding a bit envious.

Charlie and I wrestled a bit. One of Charlie’s favorite holds is the headscissors or neckscissors. He won, as always. I seem to get a strange thrill when my face and mouth are close to Charlie’s cock while wrestling. I can’t explain it.

I left for home, and shortly after arriving, I got a surprise phone call from Charlie.

“Jimmy, do you think that you could set something for me too with your neighbor?”

“Wow, for somebody who almost called me a queer an hour and a half ago, you sure changed your mind awfully fast,” I challenged.

“Well, Jimmy, it’s like you say, money is money, and a mouth is a mouth. I could use some extra cash too. Besides, if it’s as good as you say, I’d like to try it out.”

“OK, I’ll ask my neighbor Matt if he could you set up with someone too, maybe him.” I could hardly wait until the next day. I didn’t jerk off that night as I usually do. I wanted to save a big load for a cocksucker’s mouth.

I arrived on time the next day in the same outfit as the day before, just the minimum. When I got there, Matt introduced me to a fat guy in his 40s. I thought he was repugnant, but what the hell, I was going to get a blow job and fifty bucks. I stripped, and the fat guy got my load while Matt watched. He was not as good a cocksucker as Matt.

I told Matt about Charlie, and he was turned on by the idea of including my buddy in the action. I explained that Charlie was a wrestler like me, and also has a big dick.

Matt asked, “When would you like to do it?”

“Tomorrow’s OK with me, and I’m sure it will be for Charlie too.”

“Ring my doorbell tomorrow morning about 10 a. m., and I’ll let you know if I found someone,” Matt advised. I did as told.

“Yes, I found a guy interested,” Matt advised the next morning. “He’ll blow you both. I think you will like him. Same time as always?”

“Sure.”

 I jumped on my bike and rode over to Charlie’s. I love riding it and that’s one way I stay in shape. Charlie was excited by the news. “Come by my house a little before 3 tomorrow and we’ll walk over there together,” I suggested.

“Be there,” Charlie promised.

When we got to Matt’s, we were introduced to Karl. He was the opposite of the ugly fat guy from earlier. He must have been about 45, muscular, and in good form. He was probably some kind of athlete when he was younger.

Matt said, “Karl, these guys are wrestlers. Why don’t you pay them an extra twenty-five dollars each to have them wrestle nude for us?”

“Great idea,” Karl replied.

Charlie and I exchanged glances. We have never wrestled naked, but in a subtle way Charlie registered his approval to me. We quickly undressed. Karl looked at our bodies admiringly, almost lovingly.

“I’m gonna take off my clothes too,” Karl remarked. “I like to have sex in the nude.”

 I couldn’t resist watching him strip rapidly, showing a powerful body and a big dick like ours. And he was kinda handsome too. Then Charlie and I got down to business. As always, he won, because I let him. The usual happened. He maneuvered my mouth near his prick. In a strange way, that excited me. He was a slightly hard, and the same thing happened to me. Our audience of two noticed, and applauded.

I told Charlie, “Why don’t you let Matt suck you a little while Karl is sucking me?”

Matt nodded his head in agreement and came to the sofa where Charlie and me were seated. I guess he already had his teeth out. Matt and Karl kneeled down in front of us and began their task. Charlie let out a little gasp when Matt engulfed his entire dick. Charlie and I exchanged satisfied glances, while we watched each other’s cock getting worked on. My cocksucker was a pro like Matt.

Then Karl wanted to switch partners, so he took on Charlie, and I got some more of Matt’s fabulous technique I had to control myself to keep from coming. Charlie shot his wad fast, down Karl’s throat. My turn was next. Then Matt told Karl, “Let me blow you while you are giving head to Jimmy.”

Karl said “Ok,” and asked me to stand up. I wasn’t sure why, but did as told. He started sucking me, and Matt got on his knees to work on Karl’s thing.

After a bit Karl told Matt to slow down, and asked me to let him know when I was close. With his expert mouth, I quickly said, “I’m getting close.” Matt took this as a sign to speed up his suction, and shortly Karl was gulping down my semen, and moaning load as he pushed his cock deep into Matt’s throat. I knew that this meant that he and I were coming at the same time. Matt had been jerking, so we all three came simultaneously. I had never even dreamed of such a thing, and enjoyed it all immensely. Meanwhile, Charlie was watching with wide-eyed wonder.

After we three caught our breaths, Karl asked me, “Jimmy, do you suck too?”

“Hell no, man. I’m not queer.”

“What if I would tell you that you could make 100 green bills if you sucked dick,” Karl stated.

I said nothing, but a little light bulb lit up in my brain.

We got paid, and Karl said, “I’d like to see you guys again. Here’s my phone number. When you are ready, I am too.”

He handed me his card with his name, address, and cell number. He is a personal trainee at a health club across town. Now I understood why he is in such great shape.

I replied, “Good, we’ll phone you.”

When Charlie and I got home, he remarked, “Hell, man, one hundred bucks to suck a dick. You need to think twice about that.”

“Yes, that is interesting,” I replied.

Charlie continued, “That old guy can really suck good.”

“Yes, that’s because he takes out his false teeth,” I explained.

Charlie asked me sheepishly, “So, for 100 dollars, why don’t you try it?”

“I would never do anything like that,” I shouted. “Besides, those guys are experts. I could never match them.”

“Why don’t you practice on me Jimmy?” Charlie grinned.

“You asshole, I don’t think so,” giving him a playful tap on his chest. But that little light bulb in my brain lit up again.

“So when do we phone that guy Karl?” Charlie asked.

“Let’s take a couple of days off, then I’ll phone him” I answered.

The next day I rode over to see Charlie. When I went in, he was totally nude.

“What the hell,” I exclaimed.

“Well, it’s a hot day, and who cares. You’ve seen me naked before. Let’s wrestle nude today. I kinda liked it yesterday.”

I took off what I was wearing, which was just the standard bermuda short-shorts without underwear and dropped my flip-flops.

We were soon on his double bed, and as always he got my face near his now-hard dick. I simply opened my mouth and began sucking his cock.

“Hey, you’re doing a pretty good job for the first time. You’re gonna make me com.”

I just kept sucking, and sure enough, he in came in 4 or 5 minutes. I tried to swallow his load, but I gagged.

We decided that we would phone Karl and set it up for the next day. I phoned his cell from home, cautioning him never to phone me. Karl and I agreed on 3 p. m. at his house. Since he lives a good distance from us, Charlie and I set out on our bikes at 2 p.m., arriving at Karl’s just before 3. Karl lives in a ritzy part of town, alone in a mansion with four bedrooms. We got a tour. He has an immense living room, with two large mirrors that are almost floor to ceiling. They are arranged so that a person can see the entire room by looking in the mirrors. I decided that either he makes a lot of money as a personal trainer, or he inherited money.

We three wasted no time getting down to business. We all three stripped and Karl began with Charlie. After a bit, he switched over to me. He knelt down in front of me and began to suck, while gently fondling Charlie’s dick. I noticed that Karl’s big cock was rock-hard. I surprised myself by reaching down to slowly masturbate him. Karl looked at me in amazement. I asked, “Will you really pay me 100 dollars if I give you a blow job?” I asked.

“Guaranteed,” Karl replied.

“I told Karl, “Ok, stand up.” He did, but I couldn’t get much of his big prick in my mouth.

“Here, let me show you,” Karl said. He easily swallowed my entire dick.

“Open your mouth wide, and take it in very slowly,” Karl instructed. I did as told. That’s when I realized how strategically-placed his larger mirrors are. I could watch all of the sex action. He was a good teacher. Needless to say, Charlie was all-eyes with my performance. I found that it was getting easier for me. Suddenly, Karl’s huge load flooded my mouth, and some of his semen fell on his expensive carpet.

“No problem about that,” Karl told me. “By the way, congratulations, you did a pretty good job for a beginner.” I felt like that I had just gotten an A+ on a school exam. Karl finished me off, then he did the same with Charlie. He offered us champagne. We both accepted. I had never tasted champagne before, but loved it from the first sip.

While we were relaxing from our sexual highs, Karl remarked, “You boys could make a fortune.”

“How?” I asked.

“Advertise your services on the internet,” he replied.

“I don’t know how to do that,” I explained.

“Here, I’ll show you,” Karl offered. He flicked on his computer and went to a bookmarked site called male escorts. I couldn’t believe my eyes. There were dozens of guys posing nude with hard cocks, offering their services.

“All you need to do is to take some selfies, upload them to this site with a brief description of what you offer,” Karl explained. “They charge a monthly fee, but it’s worth it. You’ll make back your expenses many times over.”

I noted the URL, and said we would think about it. We had been at Karl’s way over a hour. He paid me 100 dollars and gave Charlie 50.

When we got back to Charlie’s house, we talked about Karl’s suggestion.

 “What do you think, Charlie?”

“Maybe it’s risky. What if our parents find out?”

Without hesitation, I said, “You know the chance of their discovering this is one in a million.”

But Charlie rejoined, “But if we start raking in the dough, how can we spend it without our parents finding out?”

“I have an idea, Charlie. Let’s put an ad up and see what the response is. In the beginning, let’s say two for the price of one. We will state that we can visit a person’s house, or they can pay for a hotel. We can tell them to reply only via email, stating what they are looking for. If we get good answers, we can tell our parents that we both got a job with a telemarketing firm downtown. We can make up a fake company name in case they try to phone us ‘at work.’ We could even rent an apartment where we could receive clients without them having to waste money on a hotel. My parents would be glad that I am making money and they won’t have to support me anymore.”

“That’s a pretty tall order,” Charlie noted, worryingly. “And how can we take a selfie? Neither of us has a cell phone.”

“Don’t worry, I have a camera. We can take pictures and upload them to my computer.”

“Sound’s OK,” Charlie replied.

“Well, anyway,” I replied, “I’ll send email to that site to get more details. I imagine they will want money up front. That’s no problem. I’ve saved most of the money I earned recently.”

I went home, emailed the site and found out that they charge $100 per month for a listing. I phoned Charlie to talk it over with him. We decided that we would pool our resources to come up with the first month’s fee. Fortunately they didn’t require a contract. But I couldn’t figure out a way to pay for our listing. I don’t have a bank account or a credit card. I phoned the site and they told me they were located downtown, and I could go in and pay personally.

The next day, we took pictures of us nude with erections, and prepared the ad. Then I sent it off to the escort site stating that I would visit personally to pay the first month’s fee. When I got there I saw that the site was run by two faggots, who devoured me with their hungry eyes. I thought to myself, “Hey, you can be our first clients.”  

The ad appeared the next day and I got an email within hours. The response was, “I am 45, I like to get fucked and suck cock.” I immediately rang up Charlie to tell him. I said, “I’m not gonna fuck any guy.”

“Well, me neither,” he replied.

“But let’s ask a higher price to fuck.  Let’s suppose $150 to shove your dick up a guy’s ass. Wouldn’t that be worth it?”  If you agree, I’ll tell him our price is $200. That’s what some of the guys charge for just themselves alone.

“Well, $150 sounds like decent money to me,” Charlie suggested. “There are some sneakers that I am dying to buy, but they are expensive. A hundred and fifty would go a long way toward getting them. I’ll have to buy some condoms to be prepared.”

“He probably keeps condoms on hand, but it’s a good idea to arrive with them,” I agreed. “So, is it a deal? If yes, I’ll answer his email. Let’s set it up for tomorrow.”

“OK by me, bye-bye.”

I scheduled our visit, and the guy agreed to the next day. He lives in a decent size apartment in a nice neighborhood. When we arrived, I decided in the first second that he was a weird duck.

“He invited us in, and said, “You guys will need to take a shower first. I like everybody to be clean before sex.”

Charlie and I exchange subtle glances, but we both said OK.

“How about we all three get into the shower together, and I’ll give you both a bath. I have a large shower stall,” he suggested. We three entered, and he did as promised, while playing with our dicks. I chalked up a new experience of taking a shower together with another person or persons. Fun!  He dried us off and asked us to lie down on his queen-size bed. Then another first for me; he sucked our toes! I never imagined that my toes were so sensitive that I would enjoy someone sucking on them.

The guy lubed up for Charlie and backed up doggy-style on Charlie’s dick, meanwhile sucking on my pee-pee. Fucking a guy must have been agreeable for Charlie, as he came rapidly. Meanwhile the faggot was frantically jerking himself off. He sensed when Charlie gushed into his asshole and shot his load too. He pulled away from Charlie, and stopped sucking me.

He said, “Wow, I’m finished.  But don’t worry. I’ll pay you both as promised.”

We got out of his place as soon as possible. We returned to Charlie’s, and he immediately jumped into the shower. Afterwards, I asked, “So how was it?”

“Not bad at all,” replied.

When I got home, there was a new email from a guy who said he just wanted to suck our dicks. He explained that he couldn’t host us, but would rent a hotel room downtown. As usual, I scheduled for 3 p. m. He said he would arrive first, and wait for us in his room. His name was Freddy.

We took the bus downtown to a really seedy hotel named The Ritz. It looked totally rundown from the outside. We went in, asked for Freddy, and climbed up two flights to his room. The door was ajar, I knocked, and a voice said “Come in.” Freddy was lying on the bed naked with a hard-on. I guess he had been jerking.

I disliked him instantly. He was about 50, and he acted real arrogant. Charlie and I took off our clothes. There was only one chair, so I sat in it and Charlie sat on the bed beside the creep.

Freddy then shocked me by saying, “Come over here and sit on daddy’s lap.”

I replied, “You mean, sit on your prick. I would never do that. And worse, you didn’t tell me you wanted to fuck when you emailed me.”

“Sorry, I forgot. But if you don’t agree, I won’t pay you,” he proclaimed.

“WHAT?” I screamed. “You won’t pay us? You’re playing with fire. We’ll beat the living shit out of you, and you will leave here black, blue, and bloodied. Is that want you want, you asshole motherfucker? What a disgusting excuse for a human being you are.”

He suddenly looked a little worried. He fished into his wallet and pulled out the $100 he promised us to suck us off. He dressed hastily, and left the room.

After he slammed the door, I told Charlie, “Well, this job is no bed of roses. But look at it from the positive side. We got paid a hundred bucks, and neither of us had to cum.”

We bused back to Charlie’s. I said, “Charlie, let’s start looking for an apartment. Looks like this new business venture is going to pay off, just like Karl said. Of course the apartment will need to be located in a quiet neighborhood. We don’t want any nosy neighbors.”

We looked at several apartments, but none of them suited our needs. We persisted, and found an apartment in a mostly commercial block in a seedy part of town for $600 per month. It was a small furnished one bedroom in decrepit condition. But it had a double bed, which was (is) important for me (us). It was above a hardware store, whose owner showed it to us. He said that it was very quiet in the area at night, an idea we liked. I suspected that he was gay by the way he ogled us. In addition to the first month’s rent in advance, he wanted a month’s rent as a deposit also.

“Ouch,” I thought. “That would be $1,200 to get in.” That was way above the cash we had on hand. He asked what we do for a living and I explained that we are free-lance models and don’t make a lot of money.  

The owner, whose name is Jack, is probably about 45, and passably good looking. He said, “You look like two upstanding young guys. I’ll let you have it with $300 as a deposit instead of $600.” He was probably thinking he might have a chance to make it with us. And of course he could, if he is willing to shell out the dough. We don’t work for free. Like maybe take off half our rent in return for sex. But he had no idea of our real profession. Probably he would find out when we moved in.

Charlie and I exchanged our usual glances, and I said, “Well, we’re interested, but I don’t have that kind of cash on me right now. Could you hold the apartment until tomorrow, and I’ll start to bring you the money. It may take a few days to come up with that total amount.”

“Ok, it’s a deal,” he replied. We shook hands and left. On the bus back home I told Charlie that we would have to work our butts off (figuratively of course) to come up with the money.

We had $300 on hand, as we were not spending most of the money we were making. When I opened my computer, there were three replies, so I knew that we would soon come up with enough cash to move. The next morning I took Jack $300 in cash, which he liked. “Uh-huh. Tax evasion,” I thought to myself. I told Jack that it would probably take us ten days to come up with the total $900, and he said that it would be OK. No need to dwell on the usual details of our sexual contacts during this period.

I told my parents that we had gotten jobs, had already rented an apartment, and I would be moving out in a week or so. They congratulated me. My mother seemed a little sad, but my dad just took it in stride.

Sure enough, within ten days, we had paid everything up front for the apartment. I told Charlie that we could take a day off and move. He agreed. It took a couple of trips by bus to haul our shit, what with my computer, and some essential clothes. The bedroom had only a small wardrobe, and I told Charlie we would need to buy another one.

I hadn’t spoken with Karl for a while, so I phoned him to tell him the news and invited him to our new apartment. He was pleased. Charlie and I talked it over, and decided to buy two large mirrors like Karl’s. We would install one in the small living room and the other in our bedroom.  

We were happy in our new digs, and clients started to visit us there. The money was rolling in, so I bought a cell phone, the mirrors, and another wardrobe. We started eating out in restaurants more sophisticated that McDonalds. Charlie bought a rattletrap car, because he has a driver’s license and I don’t. We are living the high life.  

One night in bed before we went to sleep, I began fondling Charlie’s dick. To my surprise, he did the same to me. We then did our nude wrestling scene and ended up in a 69 position. I started sucking him, and he began to blow me. I realized that we had finally bonded.

In conclusion, let me say that we’re not gay. We are just two straight guys who are best friends, and are open-minded. Don’t you agree?