Final Chapter

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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. He used a photo he took of Mary to drum up "customers" using the same online service that Mike used to meet Gus.

We catch up with Mike as he leaves a gang bang hosted by Gus. Mike agreed to become Mary to satisfy the sexual needs of Gus and five strange men who found Mary on the same website that let Mike to Gus.

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The Walk of Shame

It was a little after 2 P.M. when I made my way back into Gus's garage on my way to my car parked in his driveway. I felt shocked by the gravity of what I had just done. I let six strange men fuck me repeatedly in all my orifices and swallowed more almost ten loads of semen. I was no longer horny. My libido was replaced with shame as I walked naked through Gus's garage.

"Why did I leave my clothes in the car?" I scolded myself, "You were thinking with your cock, that's why."

I slowly opened the access door on the side of the garage and peaked my head outside. I wanted to ensure that the coast was clear before I made the thirty-foot walk to my car. The last thing I needed was to be discovered, naked, in Gus's driveway. I dashed out the door, around the corner and into my worst nightmare.

Mary Meets the Long Arm of the Law

There was a squad car parked next to my car with an officer inside. Once he saw me, he jumped out of the squad car with his hand on his service revolver.

"Stop where you are!" he barked, in a terrifying tone, "Get on the ground, with your hands behind your back."

I dropped to my knees on the hot black top of Gus's driveway. Then I lowered myself into a prone position with my hands behind my back. The officer straddled me, and put me in handcuffs. Then, he pulled me up to my feet, turned me around to face him and pushed me against the squad car.

"Do you want to explain yourself to me, Sir?" He asked, glaring at me, his hands on his hips.

Just then, his radio squawked, and he clicked his mike, "This us unit 3, I'm 10-23 on Langdon Street investigating the reported activity."

"Copy unit 3," the dispatcher replied, "Do you need backup?"

"That's a negative," the officer replied, "I should have this wrapped up shortly."

I was wondering why the cop was forcing me to stand naked and handcuffed in public. It was humiliating and terrifying.

"So, what's your story, pervert?" the cop said with a scowl, "I got a report of on-line prostitution being organized at this address.

"It's not that, Sir," I pleaded, "It's just a fetish group that I got swept up in."

"You mean there are more of you perverts inside?" the cop grimaced.

"Yes, the entire group was started by a Nicaraguan guy named Gus," I blathered, "this is his place and there are six men inside."

"Take me to them," the cop demanded.

I led him to the side door, but I couldn't open it because my hands were behind my back. I waited to let him open it and then walked across the garage to the steel door that led into the house. Again, the cop opened the door and followed me into the house. He stormed through the kitchen and into the living room where my six customers were lounging. Most of them were still naked.

"Everyone keep your hands where I can see 'em," the cop bellowed, his hand on his pistol, "Which one of you is Gus."

"I am," Gus said, stepping forward, still naked, but his cock no longer erect.

"I found this guy naked in your front yard," the cop started, "I got a report that there was illegal prostitution going on at this address."

"It's not prostitution," I protested, "It's a fetish thing, we're role playing, I know it's weird, but we're consenting adults."

"Why is there a pile of ones on the table?" the cop asked, continuing his investigation.

"That is for Mary!" Gus blurted, "She needs the money, so I got her customers."

"Who's Mary?" the cop asked, confused.

"That's Mary," Gus answered, pointing at me.

"Is that why you're wearing lipstick?" the cop continued.

"And her wig," Gus interrupted, holding up my blonde wig, "Then she lets us fuck her, for a dollar more."

"Jezus," the cop shook his head, "You wear that wig and lipstick and let all of these men fuck you for a dollar?"

I didn't know how to respond. I just looked at the floor realizing that my former life was now ruined. I was going to be arrested, and all my lewd behavior was going to become public.

"Did all of you fuck him?" the cop addressed the men.

"Yes, and she sucked our cocks too," Eduardo volunteered, "She even swallows or no extra charge."

"Did you swallow for all of them?" the cop scowled at me, "Don't you feel sick?"

"He swallowed me twice," Gus said, totally throwing me under the bus.

The cop was looking at me with total disgust. I felt like a deviant standing there, naked, handcuffed, with cum still drying on various parts of my body. The cop continued to eye me up and down then he looked around the room sizing up the group. I assumed he was trying to figure out how to arrest us all and get us all to the station.

"Put the wig on him," the cop instructed Gus, who was still holding my wig.

Gus stepped forward and put the wig in my head. He adjusted it so that it covered my own hair and was straight on my head.

"How about the lipstick?" the cop asked.

Gus grabbed the lipstick off the coffee table and applied a thick coat to my lips, making them bright red against my pale face.

"I'll make you a deal," the cop said to Gus, "You tell this whore of yours to suck my cock and I'll forget this entire thing ever happened."

"Have a seat right here in my recliner," Gus said, waving his arm toward his big recliner, "make yourself comfortable."

I couldn't believe what was happening. The cop was addressing Gus like he was my pimp, and he was asking for a freebie. The cop was undoing his utility belt as he sauntered over to the recliner. He got his belt off, then unzipped his pants and lowered them to his ankles. He grabbed his junk and shook it a bit to get his erection started. I watched his cock grow from a flaccid six inches to well over seven inches.

I was still in handcuffs, so I needed to walk over to the cop and kneel at his feet.

"Do a good job, pervert, and I'll let you off with a warning," the cop instructed, "My wife stopped sucking cock a few years back and I can't pass up a nice sloppy blowjob."

Mary Bribes the Officer

As my six customers stood by and watched, I leaned forward to take the cops cock into my mouth. I had to admit that I was pretty turned on being dressed as a woman, wearing handcuffs and sucking off a real cop. If my other customers were an Indian chief, a construction worker, a sailor, and a cowboy, I'd be getting gang banged by The Village People.

The room was quiet as everyone watched me service the cop. I started at the tip of his cock and worked down his shaft to his big, hairy balls. I took each of his balls into my mouth until his scrotum was soaked with my saliva.

"Fuck that's good," the cop moaned, "Get up on that head again, bitch."

I worked my way back up the cop's shaft and took the head of his cock into my mouth. I swirled my tongue around it and then flicked it back and forth just underneath the tip on the tiny super-sensitive area that resides there. Then I took him into my throat and down to the base. Holding him there for as long as I could hold my breath.

"That's right, take it all down, bitch," the cop growled, sliding down in his seat to ensure he could get every inch into my mouth.

His hands were on the back of my head now. Since I was in handcuffs, he was in complete control, and he seemed to enjoy it.

"Officer, do you mind if I fuck her while she pleasures you?" I heard Morrie ask.

"I'd actually like to see you shove that monster in his ass," the cop laughed, "Be my guest, it's not like she's going anywhere."

The cop had both hands on my head, and he was using my head like his own personal flesh light. With my hands cuffed behind my back, all I could do was slobber saliva all over his cock and take the face fucking. I felt Morrie line his giant cock head up with my well used anus. I thought I was done taking cock up my ass, but apparently Morrie needed to nut one more time.

"What is that 10 inches?" the cop asked, "Can he take that entire thing?"

"It's only 9," Morrie answered, "But Mary likes to take every inch."

"I wanna see that," the cop moaned, "You like being spit-roasted, pervert?"

I felt Morrie work his cock head inside. Then I felt him applying pressure, slowly driving his massive phallus deeper into my ass. He paused about halfway in, then pulled back, then drove himself in balls deep.

"Mmmph" I moaned as Morrie bottomed out in my ass.

"Jezus," the cop laughed, "this fag can really take the pipe."

I was getting very turned on. Being handcuffed and sucking an actual police officer was driving me wild with lust. It didn't hurt that I was being impaled by a septuagenarian's nine-inch cock at the same time. I was being stuffed with cock at both ends. Morrie's monster was sawing back and forth across my prostate moving me closer to orgasm. I knew that if I came it would indict me as a pervert in front of the officer.

Morrie was now taking full strokes in my ass as the cop pumped my head up and down his sloppy, wet cock.

"Look at you," the cop huffed, "you just love getting stuffed with cock, don't you."

"We could stuff him more," I heard Sam's voice say from further back in the room.

I wondered what Sam, the weirdo, meant by his comment. I knew there was something off about him. I already had both holes filled with cock. I assumed he wanted my hands freed so I could jack him off while the other two men fucked me.

"What do you mean," the cop asked, his voice broken by his breathing.

"I can stick my cock in his ass next to Morrie's," Sam proposed, laughing nervously as he did.

"Hell yeah, I want to see that!" the cop shouted, "Shove two cocks in his ass while he sucks me."

I couldn't believe what was being proposed. There was no way I wanted this to happen. But it had just been sanctioned by the cop. So, unless I wanted to go to jail, I was going to have to allow it.

Sam was the one who came up with the idea so he was the one who was going to choreograph it.

Mary Gets Three at Once

I was already on all fours with my hands cuffed behind my back. The cop had both hands on my head and was in full control of my mouth and throat. Morrie was taking full strokes into my ass while on his knees behind me.

Sam placed a condom on his hard cock and then climbed over my back like he was about to ride me like a horse.

"What the fuck are you doing?" Morrie asked in a frustrated tone.

"Back up old timer," Sam said, "I'm going to slide in over the top of your cock."

I felt Morrie's cock pull almost all the way out. Then I felt way more pressure against my anus.

"NO!" I pulled the cop out of my mouth and protested.

"Oh yeah!" the cop said, "You do what I say or you're going to jail. Sissy's like you do real well in prison."

I realized I was under the control of a sadistic cop who was taking pleasure in my submission.

I felt Sam pushing hard against my swollen anus while Morrie continued to take short strokes to maintain his erection. Of all people to try this, it had to be Sam, the sexual klutz. He was groaning as he shoved his cock against my hole but too high for it to go in.

I tried to yell, "More lube," but the cop's cock was buried in my throat.

"I have to stand up to see this," the cop said, rising to his feet, my head still in his hands.

"Lean back dude," the cop said to Sam, "I want to watch that second cock go into his ass."

Sam pushed with brute force and my anus gave way. Once he broke past my sphincter, he slid in all the way to the balls.

"Oummph!" I screamed as I felt like I was being ripped apart.

"Fuck yeah," the cop growled, "Now alternate and fuck his brains in."

I felt Morrie and Sam start to alternate strokes. Because of Morrie's length, he always had about six inches inside me. Sam was taking full strokes with his seven inches as well. I had about sixteen inches of cock in my ass and over seven inches in my mouth. I was taking close to two feet of cock at the same time. I was having a hard time processing what was happening.

Watching me do double anal put the cop into beast mode. He was on his feet, and he was actively fucking my face. His hands were holding both my ears like handles, and he was driving his cock into my throat until his big balls slapped me under my chin. I wasn't just getting fucked, I was getting destroyed. It felt like someone was shoving a gothic column up my ass. I was certain that my ass would never be the same. I was worried about the long term damage and how I would explain it to my doctor and my wife.

"What a little slut you are," the cop moaned as he throat-fucked me, "I bet you're wishing we could find another cock to shove up your ass at the same time."

I was being pushed way past my comfort zone and my mind was having more and more trouble reconciling my current reality. At the same time, the sheer depravity of taking two cocks in my ass while sucking cock was pushing me closer and closer to orgasm.

"C'mon bitch, get me off," the cop barked as he slammed his pubes into my nose, crushing it against his pubic bone, "I've got to get back on duty."

With my hands cuffed behind my back and his hands on my ears, there was little I could do to make the cop cum faster. I was just a warm, wet hole for all three men as they used me to bring themselves to orgasm.

"Glawk, glawk, glawk," I heard my skull making loud noises as the cop used my throat for his pleasure.

I couldn't believe how rough the cop was. He was taking out all his aggression on me. I wasn't sucking his cock; I was getting my face raped. Even so, the fulness in my ass and the constant prostate stimulation had me very close to orgasm.

"Get ready to swallow, bitch!" the cop bellowed, as his hands moved to the back of my head, and he forced his loins forward.

His legs started to spasm, and I knew he was about to cum.

"Oh Fuck!" the cop yelled, bucking and spasming as he did.

I felt his balls tighten against his chin each time he sprayed a thick rope of cum down my throat. He was so into his own orgasm that he pulled my head back with him as he fell back on the chair. This pulled me forward causing Sam's shorter cock to fall out of my ass.

Mary's Ordeal is Not Over

Morrie continued to fuck me, and Sam wanted to get his cock back inside me.

"These fucking condoms are useless," I heard Sam say in disgust, "Where's the fucking lube?"

I assumed that Sam was going to get a fresh condom and try to get his cock back in my ass next to Morrie's.

"Hey, Mary said no bareback!" I heard Ned say in a threatening tone.

There was nothing I could do. I was handcuffed and my mouth was full of cop cock.

"If he ain't wearin' one, then I ain't wearin' one," I heard Morrie say, as I felt his big dick pull out of my ass.

I tried to squirm away, but I had underestimated the power of the cop. He grabbed my hair and sat up in his chair until he was next to my left ear.

"Let them in, queer," he said sternly, "I'm still hard and I think I might be able to cum again."

He forced me back on my knees and pulled my face back into his crotch so I could continue to service him even after he had already cum once.

"That's it," he moaned, "Suck me back to life."

I felt Morrie's big cock enter me again. It was so slippery, I knew he wasn't wearing a condom. Then I felt Sam fucking around like the klutz he was. I absolutely knew that spaz wasn't wearing a condom. Without the condom, his cock slid in easily next to Morrie's.

"Three bare cocks at the same time," the cop said with a tone of satisfaction, "and people call me a pig."

"This isn't right, Gus," I heard Ned say, "Mary didn't sign up for this."

"You guys are welcome to fuck him in the ears if you want to," the cop laughed, "I think that's the only place left at this point."

I couldn't believe what I was being forced to do by this peace officer. I had never been fucked bareback and now I had two bare cocks in my ass at the same time. Meanwhile, the cop's cock was starting to get hard again. I suspected he would last a while since I had already made him cum once. But maybe the spectacle he was watching was going to get him off more quickly.

"I'm getting close," I head Sam say in his sleazy voice, "I assume you want to stay in his mouth, Officer?"

"Yeah, I wanna see both you guys cum in his ass," the cop moaned, "I'm gonna be in his mouth for a little while longer."

"Oh fuck, here it cums!" Sam bellowed and I felt him start to throb in my ass.

"That's it, fill him up," the cop cheered.

I felt Sam start to unload in my bowels while Morrie continued to take deep strokes. It was one thing to have someone cum in your mouth. It was an entirely different thing to have someone cum in your ass. The sensation was much different than what I expected. It made me feel even more depraved and dirty.

"Oh my gawd," Sam moaned as he finished in my ass.

"Hey, if you're done, pull out," Morrie said, sounding irritated, "I'm getting close myself and you're getting in my way."

I felt Sam pull out. When he did, he wiped his cum cock on my back to clean the excess cum. Once he stepped away, Morrie started pumping me at full strength. I had held my orgasm back as long as I could, but Morrie's giant schlong was finally pushing me over the edge.

"Gmph!" I groaned, as I started spraying semen all over Gus's floor.

"You're making the bitch cum, old man," the cop cheered, "Look at that little slut cum all over your big cock."

The strength of my orgasm made it hard for me to time my breath around the cop's cock. I was spasming and shaking as the cop fucked me at one end and Morrie fucked me at the other.

"I guess the no-bareback rule is gone for good," Eduardo laughed, "Mary seems to really enjoy getting bred by our cocks."

"He clearly likes it," the cop laughed cruelly, "Look at him, he's still orgasming on that giant cock."

The cop got back on his feet, rising out of his chair.