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.

Earlier this week, Mike met a guy online 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.

Gus has been using his "For a dollar more..." fetish to take control of Mike's mind. Mike is now doing things that are slightly outside his comfort zone. Gus keeps taking him deeper and deeper into his perverted world.

Gus has convinced Mike to wear a wig, lipstick and let himself be called Mary. Mike does not think of himself as a crossdresser, but Gus has used his fetish to bend Mike into submitting.

We catch up with Mike on his third day with Gus. To his surprise, Gus has created a profile for Mary on the gay hookup site and he's soliciting men to become Mary's new customers. Two of those men arrived at Gus's house and Mike (now dressed as Mary) Is taking cock from all three men in a raucous gang bang.

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New Customers Make Good use of Mary

I was holding on for dear life as Ned hammered me from behind and Billy was hell-bent on destroying my throat. Ned seemed somewhat sane and normal. But Billy clearly had some issues. He was so rough that I was starting to get a little concerned. I was kind of concerned about letting him have his way with my ass. I was afraid of being ripped apart. Fortunately, Gus seemed to have an eye on him as well.

Billy started to hold his cock balls deep in my throat, cutting off my airway. I loved the sensation of his balls resting against my chin. It made me feel so slutty. But I didn't like being choked out by his huge shaft. I was so focused on my airway that I barely felt Ned driving himself balls deep in my ass. I raised my right hand to Billy's thigh and tried to push him away, but he didn't budge. I could hear my pulse in my ears as my body struggled for air.

Finally, Billy pulled out, allowing me to choke and gasp for air. I got to take two full breaths before Billy slammed his cock back down my throat. Mary was getting way more than she bargained for. While Billy was in balls deep, he started taking short strokes, using my throat to jack himself off.

"Fuck her throat is so tight," Billy moaned, as he continued to suffocate me with his man meat, "She going to make me cum down her throat."

I was happy to hear that he was close. At this point, I just wanted him out of my throat so I could take a reliable breath again. Ned seemed oblivious to how Billy was torturing my throat. He was in his own world, driving his big black cock into my ass with quick, powerful strokes. I wondered how long he'd last at this pace. I tried to push on Billy's thigh again to dislodge him from my throat, but again he resisted. I was starting to get tunnel vision as my air supply dropped dangerously low. I wondered if Billy would keep throat fucking me if I passed out.

"You should let her breathe," Gus interrupted, "She looks like she's blacking out."

"I'm right on the edge!" Billy howled, "She can breathe after I cum down her throat."

Gus stepped up and pushed Billy back, so he dislodged from my throat. I gasped in air and choked violently.

"What the fuck, Man," Billy argued, "I was just about to cum."

"Her ass tightens up big time when you choke her out," Ned interjected, "It's like my cock is in a velvet vice, I fuckin' love it."

With fresh air in my lungs, I voluntarily took Billy back in my mouth, fully intent on finishing him off. I lunged on him and took him balls deep, then I started making short strokes while he was balls deep.

"Holy fuck!" Billy bellowed, "Keep it up bitch, and get ready to feed from my balls."

It only took a few more short strokes before Billy let loose down my throat. His balls twitched on my chin and his legs and glutes tightened as his orgasm hit like a freight train.

"Muther fucker!" Billy shouted, as his big cock started pumping semen into my stomach.

Meanwhile, Ned was enjoying the fact that my ass tightened when Billy's cock blocked my airway. He was oblivious of the hung white pervert face fucking me to completion. He just kept driving his big black cock balls deep into my tight ass. I would never tell Gus, but Ned knew how to fuck, and he was good at it.

Billy's orgasm was finally subsiding. I had prepared myself by taking an extra-large breath before taking him in for what I expected was the final round before he came. Like the other two men before him, Billy was a heavy cummer. My cock hardened to full strength as I labored to swallow all of Billy's cum. I felt like such a slut swallowing my third load from three different men. I'd fantasized about doing this but never imagined I actually would.

When Billy finished unloading, he pulled his heavy cock out and slapped me in the face with it over and over. As a result, my face became covered with my saliva and the residual cum that was left all over his cock. It was degrading but I had to admit it turned me on.

"Hurry up in that ass, Ned," Billy demanded, "I took a blue pill before I got here so I'll be ready to fuck in a minute or two."

"Great, the guy who wanted me to fuck his pit bull took a Viagra," I thought, "I was kind of hoping he was a one and done guy."

"I'm fucking close!" Ned growled, "I'm gonna need that mouth again in a second."

Mary Gets Overwhelmed and Looses Control

After the cock beating Billy gave me, I didn't offer to clean his shaft like the other men. I didn't feel the need to offer him the courtesy. I was considering asking Gus to throw him out, but I didn't have the guts to make the move. I now knew how prostitutes feel when they get an abusive John. Billy was someone who liked to hate fuck, he was in it for the control not the pleasure. I frankly didn't want to let him in my ass.

"Turn around, baby!" Ned shouted, as he pulled out of my ass preparing to cum.

I whirled around on my hands and knees and waited for him to peel off the condom, then I took him in my mouth all the way to the base. His cock smelled like the condom, but I didn't care. I wanted to reward Ned for the great fuck he delivered. Unlike Billy, I was aroused when his giant hands held my head like a basketball as he pumped my throat with his cock.

"Fuck this is good!" Ned bellowed as his body started to spasm and he unloaded in my throat for a second time in less than thirty minutes.

"What a hungry whore," Billy scoffed, "How many loads has she swallowed so far."

"That's four," Gus laughed, "I think she's a bottomless pit."

"Do we need more guys?" Billy asked, "I've got some buddies who never get pussy, they would love to show this slut a good time."

"Imagine that," Gus said, "She has to leave in a little bit, maybe next time."

Ned finished in my mouth then he pulled out and squeezed the final drops out of his shaft for me. It was becoming expected of me to clean my customers' cocks after they came. I had never had so much cum in my stomach before. I was totally overwhelmed with the non-stop fucking I had just endured.

"For a dollar more, can I fuck your ass, Mary?" Billy asked, his cock was already hard again.

"I think I need a break," I said in a shaky voice, "I've been pretty busy here."

Billy threw a dollar bill at me and walked around behind me like he was going to mount me. He lined his bare cock up with my hole and started to push.

"Hey!" I yelled, "I don't bareback, asshole!"

Billy disregarded my unwillingness and shoved his cock into my ass uncovered. As soon as he was in, he started pumping my ass like a fiend.

"Take it out!" I shouted as he violated my ass with his bare cock, "I told you I don't bareback!"

I kicked with my legs and crawled away from Billy but he was much stronger than I. He grabbed my hips and held on for dear life, pumping my ass like a man possessed.

"God damn you!" I shouted, "Get the fuck out of my ass!"

"Fine!" Billy grumbled, pulling his cock out of my ass, "But you're going to clean your ass off my cock, you dirty whore!"

He grabbed me by the throat and shoved his cock into my mouth. I had never done ass to mouth before because I had never barebacked. I wasn't prepared for the scent and taste of Billy's cock after he had shoved all eight inches deep into my ass. Billy had one hand on my throat and the other grabbing my right ear. This wasn't sex for Billy, it was about abusing another human being. He was a pig of a man, and I wanted him out.

I put a hand on both of Billy's thighs and gave him a violent shove backward. Billy fell backward, unsheathing his cock from my throat. I gasped for air and choked; a distinctly earthy taste lingered in my mouth.

"I want that fucker out of here, Gus!" I shouted, "He's got a screw loose!"

Gus got up from his recliner and approached Billy, standing between me and the twisted fuck who raped my ass bare.

"I'm gonna need you to go, Billy," Gus said calmly, "Mary may be a dollar store cunt, but when she says "NO" you need to respect that."

"Alright, Alright," Billy said holding his palms up and shrugging, "I'll use a condom, but I don't want to pay a buck if I have to use a condom."

"We're past that point, Bud," Gus insisted, "Grab your clothes and be on your way."

"Ned," Billy protested, "Where do you stand on this?"

"Hey man, you forced yourself on her bareback after she told you no," Ned replied, "We were all having fun here until you took it too far."

Billy started collecting his clothes, "Fine, you fucking pussies," he growled, "Don't tell people the bitch will do anything for a dollar if she has such narrow limits."

I watched Billy stomping around gathering his things and I was relieved he was leaving. My anus still burned from the violence of his sudden entry. I didn't want that dumb shit anywhere near me ever again. I used the break in the action to take stock of my situation.

Mary Breaks Down; Mike Briefly Emerges

I'd been taking cock for almost two hours since I arrived. I had four loads in my stomach from three men, who I only knew by their first names. My wig was crooked, and my lipstick was smeared all over my face along with my saliva and the cum from various men. My cum was still in a puddle near the middle of the living room floor.

"I think I only have a half hour left in me guys," I mumbled from my crumpled-up position on the floor, "I'm going to go freshen up for a minute if that's O.K. with you."

Gus led me down the hall to the powder room and left me there. I closed the door and stopped to look at myself in the mirror. I was shocked at how swollen my lips were. I guess all that face fucking causes swollen lips. My face had a film of saliva, semen, and smudged lipstick all over it. I ran the water and started to clean my face. It felt good to have the wig off my head. It made my shoulders and hair itch a lot.

I took a leak and then returned to the mirror and put the wig back on, making sure it was straight. Then I walked back out of the bathroom and down the hall to return to my waiting customers.

"We need a better way to screen clients, Gus," I said as I approached my two naked customers.

"You're right, Mary," Gus said apologetically, "I had no idea Billy was such a problem."

Mary Gives Herself Away for Free

"Thanks for standing up for me guys," I said, "For the next half hour, I'm on the house. Anything you want is free of charge."

"I don't know if I can cum again," Ned said, "But I'd love another round in that ass."

"All yours," I said, getting on to all fours, "Gus, what do you need?"

"Oh, I know I can cum again," Gus laughed, "I might like to show Ned our little shower trick too!"

"Gus, I did that for you once because you somehow got control of my mind and took me to a place I would normally never go," I protested, "That water sports thing really did nothing for me."

"You've got her naked on her knees telling you she'll do anything you want, and you want to piss on her?" Ned chimed in, "I'd much rather fuck her brains out, wouldn't you?"

"I can't help myself," Gus replied, "I always want to escalate the saturation. How about we compromise, and I'll sit at the computer and drum up more customers while she sucks my cock, and you fuck her?

I realized that Gus was so involved in his fantasy that he needed to play it out even when sex was available to him.

"I'm O.K with that," I said, crawling over towards Gus's chair by his computer table, "You seemed very focused on building my customer base, Gus. Maybe this time we weed out the perverts who ask about their dogs joining in."

"You're so picky," Gus laughed, "Now stop talking and start sucking!"

I took Gus in my mouth and started working him again the way I knew he liked it. While I did, Gus was soliciting new customers on my behalf. In three days, the tiny Nicaraguan man had fucked me every way possible and convinced me to wear a wig, lipstick and a thong. Now I was getting spit roasted pretending to be a woman named "Mary" while he actively pursued more men that wanted to fuck me for a dollar. Yet, I was acting like all of this was how it was supposed to be.

"How can you focus on that computer screen when she's got your cock in her mouth?" Ned asked, as he fucked my ass on his knees behind me.

"This poor girl needs more customers, Ned," Gus said emphatically, "She's so desperate she's letting us do her for free right now. Without more customers, she'll likely starve."

I listened to the two men banter as I took their cocks at both ends. Ned really knew how to fuck, his big cock was hitting me in all the right places. My cock was rock hard again and my lust and arousal were building quickly. I loved being fucked by two men at the same time, and I wanted to do it more often.

While my two customers enjoyed their freebee, I let my mind wonder wondering what it would be like to try to take two guys in my ass or my mouth at the same time. I wondered what it would feel like to be that full of cock. I wondered if Gus would eventually invite an entire room full of guys over to be my customers and I would be overwhelmed trying to serve them all. My mind was buzzing with possibilities.

"Hey Mary, do you care about cock size?" Gus interrupted, "If you want to be a size queen, there are some dudes a little further way with some big cocks."

I pulled off his cock to answer, "Find me more guys like Ned," I replied, "He has the perfect cock, and he knows how to use it."

"Well, what do you know about that?" Ned laughed, "Even my wife has never told me that I know how to fuck. Thank you, princess."

"You're welcome, baby," I replied, "Now do your magic and make me cum!"

"Oh, you don't have to tell me twice!" Ned purred, "Get ready to have your mind blown."

Ned stepped his game up, and he was now deep-dicking me so smoothly and erotically, my lust started to rage. I channeled my lust into my cock sucking efforts on Gus.

"Whoa," Gus yelped, "Whatever you're doing to her, keep doing it, her cock sucking efforts just jumped into a new gear."

Ned had pushed me into a new gear. I was aroused as hell, and I wanted to make both men cum while I orgasmed myself. I had Gus in my throat while I arched my back for Ned. I was trying to be the best dollar whore they ever fucked.

"Here's a guy that's only three miles away that can be here tomorrow at 11 a.m.," Gus interrupted, "He's sixty years old, but I'm signing him up!"

I was amazed that Gus could still focus on lining up customers when I was working him over as hard as I was.

"Ned are you in for tomorrow too?" Gus asked the customer who was currently in my ass.

"Oh, fuck yeah," Ned panted, "That's my lunch hour, I'll be here every fuckin' day if I can tap this ass."

Gus didn't even ask if I was available. In his mind, I was a struggling prostitute trying to make ends meet by selling myself for a dollar to strange men. I didn't care about Gus's presumptiveness; right now, I was focused on getting fucked at both ends. I guess you could say I was focused on customer satisfaction.

"He's all signed up!" Gus exclaimed, "You have three guaranteed customers, Mary, let's see if we can find you a few more."

I was aroused beyond belief; my ass was being sold on the internet while I was being spit roasted wearing a wig and lipstick. A few days ago, I couldn't have even imagined this scenario and now I was right in the middle of it, literally. The best part was that things were escalating, and I was now committed to a meeting with at least three men tomorrow.

"I found another dude close by," Gus interrupted again, "He's mid-sixties but almost eight inches. You're going on the nursing home circuit, Mary!"

I don't know why, but Gus's continued efforts were pushing all my buttons. He had me signed up to entertain four men tomorrow without even asking for my feedback. My mind was racing playing out the lurid scenarios in my head. I imagined being naked, wearing only my wig and lipstick, surrounded by men with their hung cocks hanging out. I was so aroused; I channeled it into my current situation. I grabbed Gus's ass cheeks while he sat in his chair, and pulled my face down until I throated his cock.

"Oh yeah, baby," Gus moaned, "Take me down your throat and suck out more of Papi's thick cum."

I was moaning like the cheap whore Gus imagined me to be. Ned was fucking my brains in from behind, and I was sucking Gus's cock like a woman possessed.

"I think you like the idea of having a big group of customers," Gus moaned, "I can't wait to see you serving all of your new customers tomorrow."

I was out of my mind with lust. My balls were starting to boil, and I knew I was about to cum all over Gus's floor again. I was taking long strokes on Gus's cock, letting it almost leave my lips and then diving back down all the way to the base. I could tell that Gus was struggling to hold back from shooting another load down my throat.

"I'm gonna cum in this bitch's ass," Ned howled, "She's such a fuckin' good slut."

My body started to spasm as my balls let loose and I started spraying the small amount of semen left in my balls out on to Gus's floor. Even though my balls were completely empty, my orgasm hit like a ton of bricks causing me to groan and spasm between the two men who were fucking me.

I could feel Ned's cock throbbing inside me as his orgasm hit. He fell forward across my back and continued to drive his cock into me while his balls erupted into the condom. I secretly wondered what it would be like to have a guy like Ned filling me with his seed if he fucked me bareback.

Gus grabbed my head with both hands and started fucking my face, "Here comes load number three!" he announced.

Lost in my own orgasm I did my best to swallow what he pumped. Fortunately, his firm grip ensured that his cock stayed lodged in my throat as he delivered his seed. It was an incredible experience to be sharing an orgasm with my two customers simultaneously. Gus's firm grip on my head started to pull my wig down over my eyes. I shook my head and let the wig fall to the ground while Gus continued to pump my face with his thick, Latin cock.