For a Dollar More...

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Disclaimer:

All characters are consenting adults (over 18). This story is loosely based on my actual experiences, however the names are fictional.

Story background:

Mike is a 45 year old married (to a woman) man who has secret desires to explore his sexuality with other men. Mike is athletic and fit and generally alpha in his daily life. But for some reason, Mike has secret thoughts about being a bottom for other masculine men.

During the day, while is wife is at work, Mike sometimes visits gay cruising sights to explore his fantasy and consider potential hookups. Mike works from home and works for himself as a tech business consultant. Since he is self-employed, he can set his own schedule.

Yesterday, Mike met a guy on line named Gus. Gus is five feet five inches tall, he's from Nicaragua and he has a thick, six-and-a-half-inch uncut cock. Gus invited Mike over to engage in some role play. In the role play, Gus is a paying customer and Mike is a cheap street whore that is willing to do things for Gus for a certain price.

Once Mike is inside Gus's Place, Gus asks Mike to strip and offers him a dollar to do so. Once Mike strips, Gus keeps asking Mike what he would be willing to do for a dollar more.

Rough sex ensues, and Mike ends up being pushed past his normal limits.

We catch up with Mike the next day.

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Mike Takes Stock of Yesterday's Events

It was 10 a.m. the day after my first meeting with Gus. My wife was gone at work, and I was again alone in the house. My mind couldn't stop replaying yesterday's events in my head. I couldn't explain how I could allow myself to be pushed past my normal limits by the diminutive Nicaraguan man.

I kept hearing the phrase, "For a dollar more...", and having flashbacks to the time in the shower particularly. Normally, I wouldn't engage in that level of water sports, but Gus's constant mantra of "For a dollar more" pulled me into his web of perversion. I was bothered by what I had allowed myself to do, but I was also sexually aroused and that bothered me even more.

"Why the fuck am I thinking about that pervert?" I asked myself, "He's not physically attractive, why is my mind so fixated on him?"

I had a vivid picture or Gus standing naked in the doorway as I entered from the garage. His thick, uncut cock cantilevered out from his small frame. His thick cock seemed to be twice the size of what would be proportional on such a small man. His skin was a deep brown from head to toe like he had spent a lot of time in the sun. But the thing I remembered most about him was his giant balls, swinging in a sack under his cock.

Those giant balls delivered the most cum I have ever swallowed. When I arrived home yesterday, I was holding back semen burps for most of the afternoon. Gus took pride in sending me home with a stomach full of his cum. He laughed about it in fact. The more these thoughts entered my mind, the hornier I got. Before I could stop myself, I was back on the hookup site looking to see who was on.

Mike Goes Back Online

My hands were shaking as I logged back into the same gay hookup site I was on yesterday. I logged in and quickly scanned the map to get a sense of how many folks were online. There were a handful of guys within five miles of my location, but nobody compelling jumped to my attention. My normal modus operandi was to wait until I was contacted; I seldom initiated contact.

I knew I shouldn't be back online so soon after the last encounter. My meeting with Gus should have satisfied my secret desires for at least a few weeks. The fact that he pushed me to do things I would normally never do, should have caused me to step back from this activity for a while and evaluate my self-control. Instead, I was back on the site, with a hard-on growing in my pants like I hadn't had sex in months.

"What the fuck is wrong with me?" I thought, "You should be full of shame and regret and you're hornier than you were yesterday. Something is wrong with you!"

My internal voice was screaming loudly trying to stop my conscious mind from going deeper down the rabbit hole of perversion. I had allowed myself to be treated like a cheap street whore yesterday and less than twenty-four hours later, I was back here prowling for another hookup. My cock had fully taken over my thought process.

"Just turn off the fucking computer and do something else!" the inner voice suggested, "You're not thinking clearly right now."

I didn't listen to the voice. Instead, I was allowing myself to browse the cock pics of tops that were both nearby and miles away. I found myself drawn to the pics of uncut cocks. I had never had an uncut cock before Gus, and now I seemed to be exclusively looking for uncut guys. I also noticed myself drawn to the profiles of short guys; I kept looking at profiles of guys who were five feet eight or less.

An inbound chat arrived within minutes from a guy who's profile was: 6'1" 220# 57 7" cut/shaved ddf/neg Top.

Him: "Nice ass, sexy!"

Me: "Thanks, you have a nice cock yourself"

Him: "Glad you like it, want to see it up close?"

Me: "Should I get on my knees to get a better look?"

Him: "I think that's a good strategy. Sounds like you enjoy that position."

This was escalating quickly; my hands were shaking with arousal and excitement.

Me: "Too obvious?"

Him: "Not at all. My partner is here today too, he's tired of bottoming for me. Would you be interested in a threesome?"

"Holy fuck," I thought, "I've never had a threesome. This could be hot!"

Me: "What are his stats?"

Him: "He's same height and weight as me, He's 38 and he's over eight and a half cut!"

"Jeezus," I thought, "These two guys had a combined fifteen plus inches of cock they wanted to use on me."

Me: "So you want me to bottom for you both?"

Him: "You're going to love it. We're good at providing pleasure."

Me: "Are you hosting? Condoms and lube?"

Him: "Yeah, we can host. We're both on prep so we prefer bare."

"Damn," I thought, "Everybody wants to go bare these days."

Me: "Are you willing to use condoms with me? I don't do bareback."

Him: "Damn, condoms really kill the mood, they are so limiting. Can you go bare for us? It will be worth it, we promise."

Me: "I'm sure it would be epic, but I am too worried about bringing something home. I just haven't been able to go bare yet."

Him: "We're going to move on. Best of luck!"

"Fuck!" I thought, "I'm getting rejected more and more these days because I won't do bareback. I'm kind of tired of all these guys on prep who are throwing caution to the wind."

Ten of fifteen minutes passed before I got another inbound message. The profile said: 37 5'5" 6.5 uc Top. It was Gus's profile.

Him: "I have a stack of dollars waiting for you whore. Are you working today?"

"What an ass!" I thought, "I can't believe he's starting with the role play like it never ended when I left his place."

Me: "I'm off duty"

Him: "C'mon, I'm a great customer. I pay up front and I'm always willing to pay a dollar more!"

"God, there's that line again," my internal voice screamed, "I should disconnect with this weirdo right now."

Me: "I am well aware of your approach."

Him: "My cock is hard. I have money. I need your pussy and I'm willing to pay a fair price."

Me: "Let me guess, you'll pay me a dollar, right?"

Him: "You agreed to the price. Do I need to sweeten the deal? I'll pay you a dollar just to show up today."

"Oh God," my inner voice shouted, "Here we go."

Me: "I'll take your dollar just to show up, but no more."

Him: "For a dollar more, would you be willing to strip in my garage and leave your clothes in the garage. From now on, I only want to see you naked. Clothes never look good on a prostitute."

"Fuck this guy," I thought, "I'm not falling into his spell again."

Me: "So, I get a dollar just to come over and a dollar to strip in your garage."

Him: "Yes. And if that's all you want to do, then you leave with two bucks."

Me: "What time are you thinking?"

Him: "Anytime today, I'm around all day."

Me: "How about 30 minutes?"

Him: "Perfect! For a dollar more, would you be willing to put your clothes in a bag that I will leave in the garage, and hand them to me when you knock at the door to the house?"

"What the fuck are you doing?" the voice in my head screamed, "He's getting control of your mind again. If you give him your clothes, he will never give them back."

Me: "So a dollar to show up, a dollar to strip, and a dollar to put my clothes in a bag for you?"

Him: "Exactly. You make an easy three bucks before you even enter my house. Yesterday you gave up both your holes for that price."

Me: "Seems fair. I'll be there at 11 a.m. sharp."

Him: "Excellent. For a dollar more, would you be willing to bring a pair of your wife's used panties?"

Me: "WTF? I'm not into anything regarding my wife."

Him: "Fair enough, but in case you change your mind, I'll pay you a dollar more if you bring me her panties."

Me: "Get your money ready, I'll be there in a half hour."

Him: "Remember to use the side door just like yesterday."

Mike is back under Gus's Spell

I went upstairs to shower and prepare myself for my meeting with Gus. I was dead set on just showing up and taking my money and then leaving. I wanted to prove to this pervert that I could control myself and that his crazy role play hadn't taken over my mind.

I took a quick shower and was drying off in our primary bathroom. I stepped into the walk-in closet to pick a button-down shirt to wear with my jeans; Just as I did yesterday. As I was in the closet, I looked over at the dirty clothes hamper we kept there. Right on top was one of my wife's thongs.

"Don't even think about it," my inner voice warned, "If you bring that thong, your wife will notice it's missing. It's not worth the risk for a dollar."

I pulled on a shirt and buttoned it up. Then I pulled on the same jeans as yesterday (no underwear) and took a last look at the hamper. I turned to walk out of the closet; at the last second, I reached into the hamper and pulled out the black thong. I lifted it to my face and took a whiff. The aroma of my wife's pussy filled my nose. I loved the way she smelled; it was like an instant shot of aphrodisiac into my veins. I was filled with lust and desire.

I shoved the thong into my back pocket, then I grabbed a pair of thin running shorts and shoved those in my pocket as well. I wanted to have a backup plan if Gus refused to give my clothes back. I planned to leave the running shorts by the side garage door. In a worst case scenario, I would at least have a pair of running shorts to wear home.

With the two items in my pocket, I headed back downstairs to grab my keys and leave. At ten forty-five, I pulled out of my garage and made my way over to Langdon Street. I pulled into the driveway and shut off my ignition. I looked in all directions to ensure the streets were clear before I exited my vehicle and made my way to the door on the side of the garage. I pulled the running shorts out of my back pocket and left them just outside the garage door in the grass.

I let myself into the garage and walked over towards the steel door that entered the house. On the step, in front of the door, was a paper grocery bag. I assumed this is the bag I was supposed to put my clothes in. The agreement was I would get a dollar for showing up, a dollar for stripping in the garage and a dollar for putting my clothes in the bag and handing the bag to Gus.

My hands were shaking as I unbuttoned my shirt and kicked off my sandals. I put both in the bag and then started to unzip my pants. I remembered the thong in my back pocket and pulled it out, setting it carefully on the doormat in front of me. Then, I stepped out of my jeans, folded them and put them in the bag. I was totally naked in Gus's garage, just as we agreed. Next to the bag, there were two dollars lying on the ground. I assumed those were from Gus. With my bag of clothes in one hand, and the dollars and my wife's thong in the other, I knocked on the door. My heart was pounding in my chest.

I heard footsteps and then watched as the door opened to reveal Gus. Just like yesterday, he was totally naked, with his hard cock protruding from his tiny frame. He had a stack of dollars in his hand.

"Good little slut," Gus laughed, "I see you found your money, and OH! You brought your wife's panties for me!"

I handed the bag to Gus. He took it and handed me two more dollars, then he took my wife's panties as well.

"Come in whore," Gus said as he turned and walked further into the house, "I have a stack of one's burning a hole in my pocket. And you've already earned four bucks!"

Against my better judgement, I followed Gus into the house. I found some comfort knowing that I had a backup plan waiting for me if Gus tried to hold my clothes hostage.

"How do you feel about bondage, slut?" Gus asked as we made our way back to the living room, "You ever been paid to be restrained?"

"What are you thinking?" I asked, my curiosity pulling me further into Gus's web of perversion.

Gus threw my wife's panties on the coffee table and said, "I was thinking I'd pay you a dollar to tie you in a compromising position on my bed."

"No sex, just bondage?" I asked.

"Well, I might propose something, but I will pay you a dollar just to tie you down, nothing more," Gus clarified, he reached over and grabbed a dollar off his stack and held it in the air, "What do you think? You'd be up five bucks without doing anything sexual."

Gus had my clothes in a bag and now he wanted to tie me up. I was giving him more and more control without considering the consequences.

"Fair enough," I answered, "I assume the bedroom is down the hall."

"It is," Gus answered, smiling, "start crawling just like yesterday."

I got on all fours and started crawling down the hallway. Gus walked past me and led the way. I watched his naked ass swing back and forth as I followed him, crawling on my hands and knees. I was so turned on by Gus's game, I couldn't stop myself. I wanted to see where this was going next. We entered the bedroom, and I noticed there was nothing in the room but a king-sized bed right in the center. The bed had no coverings, just a sheet covering the mattress. I could see restraints attached to the large posts on the headboard.

"Get on the bed on our back," Gus commanded, "Spread your arms and legs when you lie down."

Mike Gives Up More Control

I climbed on to the bed and rolled onto my back, I spread my arms and legs as Gus asked.

"You're such an obedient slut," Gus laughed, dropping a dollar on the bed, "You're up to five bucks already."

Gus grabbed my left wrist and quickly placed it in the soft restraint. Then he tightened it until my arm was extended away from my body. He walked around the bed and repeated the process with my right wrist. Both arms were not tightly restrained and pulled away from my torso. I pulled on both, but it was clear I wasn't breaking loose.

"Are you comfortable, slut?" Gus asked, "I have no intention of causing you any discomfort."

"I'm O.K." I answered, "Are we done?"

Gus grabbed my right ankle and pulled it quickly up, bending me back on myself, lifting my ass high off the bed.

"What the fuck!" I said, "This is a little uncomfortable."

Gus quickly walked around the bottom of the bed and put my left ankle in a restraint, then pulled it up to match my right leg. He tightened both legs so that my ankles were behind my head, and I was folded on myself facing my own cock hanging down at me. Meanwhile my ass was high in the air and my legs were spread open. I was bent so far over that was having a little trouble taking a full breath.

"Are you comfortable, my little whore?" Gus asked, smiling down at me as I struggled with my contorted position, "You look good like this."

"Does this make you happy?" I sneered, "I'm pretty vulnerable like this."

"I am happy with this," Gus replied, "And I paid you fairly to restrain you like this."

"You're right," I replied, "I agreed to the payment."

"For a dollar more, would you consider sucking your own cock?" Gus asked, holding a dollar in his hand out of the stack he seemed to always have with him.

"I'm not sure I can reach it, I'm not that big," I replied, my voice shaking with sexual arousal.

"So, it sounds like your willing, but you need help?" Gus asked, looking to clarify my response.

"How are you going to help me?" I asked, my curiosity pulling me further into Gus's mind trap.

"I'll push down on your ass until your cock is within reach. Then all you need to do is suck," Gus explained.

"I suppose you expect me to swallow," I asked, already knowing the answer.

"My whore always swallows, it sometimes makes her cum," Gus laughed.

I was pissed that he was calling me 'her' again. I was twice his size and clearly more man than he was.

"Do I get the dollar if I try my best but can't make it happen," I asked.

"All you need to do is give it an honest try," Gus replied, "You'll be well on your way to ten bucks without even having sex with me. That's a 100% increase over yesterday."

"Put the dollar on the bed," I said, looking up at Gus through my restrained legs.

"Perfect," Gus replied, setting the dollar on the bed as he crawled on next to me, "Here, I'll push down on your ass and your cock should be in reach.

The little Nicaraguan stood on the bed, then he placed his hands on my ass cheeks, and started pushing using his body weight. My body crumpled on top of me, and my cock head bumped into my lips. I opened my mouth and let my own cock in.

"That's it, slut, you've got it now," Gus growled, "How does it feel sucking your own cock?"

Honestly, I'd never been able to do this before, the sensation was unbelievable. It felt strange to have the ability to deliver this level of pleasure to myself. Unfortunately, I was being forced into a back-breaking position to make it happen. The tiny Nicaraguan was using his body weight to bend me in half so he could watch me perform the unnatural act.

"C'mon slurp and really suck on it, slut," Gus encouraged, "You deserve the best blowjob you've ever given. I can't wait to watch you cum in your own mouth."

Gus was pushing rhythmically on my ass, forcing my cock in and out of my mouth. He was making sure that I was able to blow myself while he watched. I had only been sucking my own cock for a minute, but I was already very turned on. The fact that Gus was forcing my ass down and pushing my cock into my mouth while he watched had me aroused beyond any other time in my life.

"Keep going, slut," Gus cheered, "You're well on your way to earn your dollar."

"MmmHmm," was all I could respond with my mouth full of my own cock.

"For a dollar more, would you be willing to let me fuck your ass while you suck your own cock?" Gus asked, grinning from ear to ear, holding up his stack of one's.

I was horny as hell, and past the point of no return. I was so horny that getting fucked was totally on the menu.

"MmmHmm," I answered, as I continued to fellate myself in front of my customer.

"Good, whore!" Gus answered, dropping another dollar on the bed and reaching to the headboard to grab his condoms and lube.

When Gus rose to prepare himself to fuck me, his weight came off me and my cock jumped away, out of reach from my mouth. I was only able to suck it when he was pushing down on my ass. I was a little disappointed that my stimulation had stopped.