From Prison Bitch to Cuckold Wimp

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This story contains themes of cuckoldry, mild raceplay, prison rape and bisexuality.

I guess it might have been karma. For a long time I had been living beyond my means. I had become quite successful in finance, despite not being very knowledgeable. I was a great salesman, but the financial products I sold were garbage. I had a big house and a couple of nice vehicles, despite being massively in debt. I also had a sexy wife, ten years my junior, despite not being particularly attractive myself. I guess you could say that I was lucky. Yes, I was living beyond my means in every way possible. Then, one day, it all came crashing down.

I was arrested, charged and convicted of falsifying some documents. Having pled guilty, I was sentenced to 18 months in prison. My wife stood by my side throughout the entire trial and promised to be there for me when I got out. For that, I was thankful.

I’m sure that prison is scary for most people, but it was especially so for me due to my diminutive stature. At 42 years old, I stand about 5’8 and weigh about 135 lbs. I’ve never been into sports and, despite being skinny, I’m not very fit. The prison itself was a medium security facility, but it did house some scary people. Many of the inmates were normal people, but there were a variety of heavily tattooed gang members who had been convicted of lower level crimes. That didnt mean they weren’t killers, just that they had never been caught.

My eventual cellmate was a prime example. He was a large, burly man named Clay, and he was a real, hardened, criminal. He was a member of an outlaw biker gang, and he fit the stereotype. Clay was bald, with a greying goatee and he was covered in tattoos. He was well over six feet tall and must have weighed 230lbs. He wasn’t fat, and, despite his big belly, he was very muscular. Clay’s imposing frame helped him survive on the inside. This is more than i could say of myself. Standing beside him in the chow line nobody even noticed me, let alone gave me a hard time.

That hadn’t always been the case. There was a time, at the beginning of my sentence, when I was without protection. As a first timer in prison I was pretty naive, and, combined with me being a small guy, this increased the likelihood that I would be victimized. I met Clay on the first day, when I made the mistake of showering in the nude. Apparently this is a big no-no if one wants to stay out of trouble. As I washed, I could feel myself being eye-balled by a couple of Latino gang members. As I rinsed the soap from my face they quietly walked up to me. When I opened my eyes, they were standing on either side of me. They weren’t smiling as they looked me up and down. They were both bigger than me and fairly muscular. They both wore athletic shorts and their bodies were heavily tattooed. One was slightly taller than the other and sported a goatee.

“Look at this fresh piece of ass,” he said to his buddy. “I guess new boy here doesn’t know the proper shower etiquette.” Even though my inch-long flaccid penis had essentially retreated into my body, I still made an effort to cover myself with my hands. The shorter one slapped my hands out of the way and gave a wicked grin.

“Maybe this little bitch is looking for some cock, since he doesnt have one of his own,” he said as he grabbed his hardening shaft through the fabric of his gym shorts. It was huge. He put a hand on my should and I instinctively tried to pull away. I couldn’t and I felt him forcing me down. I didn’t want to go. Just then, Clay entered the shower room. When he saw what was happening he walked up to my two assailants and told them to get lost. They seemed fairly frightened of Clay since they complied almost immediately. Needless to say, I was relieved and thanked Clay profusely. Little did I know that nothing in prison is done altruistically, and that I was about to go from the frying pan into the fire.

Later Clay visited me in my cell. “You better smarten up before you get hurt,” he said to me. “Those guys would have raped you and left you bleeding on the shower floor,” he told me bluntly. “A little guy like you needs protection to survive a place like this.” I was hoping that this was an offer on his part.

In a way it was, but the price was steep.

As Clay walked around my cell, he handled my possessions without asking. He eventually came to a photo of my wife, Mai. For the first time since I’d met him, a smile appeared on his face. It was a ravenous smile like that of a hungry animal. He picked up the photo and stared at it intently. It was an older bayrampaşa escort photo of Mai on the beach in her native Vietnam. She would have been in her mid-twenties at the time and in the photo water glistened on the curves of her petite tanned body.

“Nice little piece off ass you have there,” he said to me. “Your wife?” I nodded and he put the photo in his pocket. I would have said something, but I was afraid both of Clay and of being without a friend to protect me.

Clay left my cell, and the very next day the guards helped me to move my stuff in with him. It was clear that he had connections and had pulled some strings to get me moved. I hadn’t asked. I hadn’t consented. It just happened.

———-

For the first few days things were fairly normal. Clay asked about my life and I got to know him a bit better. He was in prison for beating a man so badly that he lost sight in his left eye. He didnt seem to feel very badly about it either, saying that the man had serious gambling debts and had owed him money. We were allowed out of our cells during much of the day and I pretty much just followed Clay around. As a result, no one ever bothered me. Clay spent much of the day in the yard lifting weights, while I sat and read books from the prison library. During the evening and overnight, however, we were locked into our cell. It was during these overnight periods that our relationship started to take a darker turn.

One day, about a week after I moved into his cell, I received a letter from Mai. She had included with it a couple of photographs. One was a photo of her in her wedding dress, and another a more recent one from some gala event that we had attended before my incarceration. In that photo, she wore a tight red dress that revealed her sexy little body. Despite the fact that she was now in her early-30s, she looked sexier than ever. The dress ended high up on her thigh and revealed her sexy, toned, legs. The low-cut front put her nicely-sized breasts on full display. Evidently, she had intended the photo as something for me to jerk off to when I was alone at night.

That evening, after we were locked in our cell, I was reading the letter from my wife when suddenly I felt a large hand on my shoulder. I was a little shocked when Clay reached down and snatched my wife’s photo from my hand.

“Hey,” I said meekly, “that’s mine…” Clay laughed and squeezed my shoulder. Hard.

“Nothing here is yours.”

I knew by the tone that there was no argument to be had. Clay was merely stating the reality of the new situation. He stared at my wife in her little red dress.

“Bet she has a nice tight little pussy,” he chuckled somewhat maliciously, “Asian women usually do.” His disrespectful comment had caught me off guard and I was at a loss for words. I gathered myself, knowing that if I fought back I might get hurt badly.

“What’s the slut’s name?” he continued. My heart was pounding in my chest. I was angry, but scared shitless.

“M…M…Maaahh, M…Mai,” I managed to say. He pulled me to him and came close to my ear. I could feel his warm breath. It made me tremble.

“So you admit that she’s a slut? I bet that she likes big dick, doesn’t she boy?”

“P…p..please Clay,” I whined, “please don’t talk about her like that.” Clay just laughed.

“I’ll do whatever the fuck I want,” Clay said to me with a grin. “I’m going to keep these photos for my own personal use, but if you answer my questions like a good little boy, I may let you look at them occasionally, you understand?”

I hung my head and nodded almost imperceptibly.

Clay wanted to know everything about my wife and our marriage. Little did I know that he was compiling information that could be used to manipulate both of us at a later date.

———-

I didn’t tell Clay everything of course, not right away at least. Mai and I met while I was in Vietnam on business. She had been working in a club there as a hostess and I had fallen in love almost from the time I laid eyes on her. She was 23 years old when we met, but she looked younger. She was about 5’2 and 115lbs, but was curvy in all of the right places. She had natural C-cup breasts and a nice round ass. She had light brown skin and straight black hair that fell to just above her shoulders. Of course, with her being so sexy she made decent money as a hostess at a local bar frequented by American ex-pats.

As for the men that she dated before me, she definitely had a type. Her previous boyfriends were all “bad çapa escort boy” types and were almost exclusively American. One of these guys, who she had dated just prior to meeting me, was the owner of a club at which she had previously worked. This was something that I found out only three months into our marriage, and I have to admit that it upset me a little. It upset me even more when I discovered that this ex-boyfriend of hers now lived back in America, about an hour’s drive from us.

Still, we had a very good marriage. After I left Vietnam that first time, we kept in touch and when I visited on a subsequent trip, we were married on the beach. Mai moved back with me to the US shortly thereafter and for the past decade we had been relatively happy.

———-

One evening, after we were locked in our cell, Clay started asking me about Mai. I didn’t want to answer his questions, but I was afraid that if I didn’t I might incur his anger. Clay was looking at the photo of Mai in her bikini, one hand massaging a very large bulge in the front of his prison trousers.

“Hey wimp,” he said to me, “tell me more about your little Asian wife. I know her little yellow holes are probably super tight considering that micropenis of yours. Hell, how do you even satisfy her with that tiny thing?” Clay laughed to himself.

He wasn’t far off the mark. I had never been able to satisfy Mai through penetration alone, but over the years I had perfected my oral abilities and I felt that she was satisfied.

“You said she’s from Vietnam? I’ve been there and know her type. I bet she took plenty of big American cock before meeting you,” he continued to taunt me. It was clear that he was looking for a response. “In fact, your wife reminds me of a bargirl that I once fucked.”

“My wife wasn’t a bargirl,” I replied meekly. “She just worked at a bar.”

Clay laughed.

I was getting pretty tired of this bullying and just wanted to go to sleep. Letting my emotions get the better of me, I snapped at little. “Whatever…. just leave me alone, please!”

Before I knew it Clay flew down from the top bunk and grabbed me by the neck. He threw me out of my bunk and onto the hard cell floor and stood there towering over me. I was curled at his feet in the fetal position.

“Don’t you dare speak to me like that again,” he threatened. “Now listen you little fag,” he said. “There are going to be some new rules around here. If you want to make it through in one piece, you’re going to do exactly as I say. If you oppose me again, even once, I’ll make sure that you get moved into a cell with one of those latino gang members. Not only will he make you his bitch, but he’ll pass you around to all of his homies. Your life will be such hell that you’ll probably kill yourself before the end of your sentence.”

He glared down at me. “Who’s in charge?”

“Y…y…you are Clay,” I stammered.

“From now on you call me Sir or Master, do you understand?”

“Yes sir,” I responded quietly.

“Your wife is a sweet piece of ass. I don’t know how she ended up with you, but she needs something better. Do you agree?” I knew from his tone that it wasn’t really a question.

“Yes sir,” I said and lowered my eyes to the floor, dejected and defeated.

“Good boy. If you’re lucky I might even fuck her myself,” he said and adjusted his clearly hard cock in his prison-issued pants. From my vantage point it looked massive. “I’m sure she’d love it, but how about you?” I was speechless. I didn’t want to upset him but couldn’t think of anything to say.

“I asked you a question wimp. Do you want me to fuck you little slut wife? Do you want to watch?” I kept my eyes glued to the floor.

“I don’t know sir…” was all I could manage. He kicked me hard in the ribs.

“Not good enough. I want you to get on your knees and beg me to fuck your wife.”

Fearing more physical abuse, I complied. “Please sir, I want you to fuck my wife…”

“Good boy,” he said and chuckled. He then produced a contraband cellphone that had been smuggled into the prison. Clay opened the camera app and started recording. “Beg me again. This time I want you to beg me to fill her little Asian holes with my big cock.”

Aghast and thoroughly ashamed of myself, I complied. “Good boy. Now, if you don’t want this video getting out, you’re going to do something for me.” The look in his eye told me all I needed to know.

“Crawl over here boy and see what’s in store for the wife.” I crawled to where I was kneeling at fındıkzade escort his feet before him.

“Take it out.”

I knew what he meant. I slowly reached up and grabbed the elastic wasteband of his trousers. As I pulled them down, the thickest cock I’d ever seen was slowly revealed. Suddenly, close to ten inches sprung up and out, catching me under the chin as I tried to back away. I felt Clay’s large hand grip the back of my head.

“Suck,” came the command.

Clay placed the large purple glans of his cock against my lips and pushed forward. I submissively opened my mouth to accomodate him.

“No teeth,” Clay growled and smacked me lightly on the side of my head.

I tried to do what I had seen women in porn movies many times and I used my lips to cover my teeth. I was so scared of upsetting him and I resolved to do my best to please him and put an end to my ordeal as soon as possible. Clay withdrew his large cock from my mouth and took a step towards the bunk. My jaw was sore and I was thankful for the reprieve. Clay sat on the lower bunk, my bunk, and motioned to me. I started to stand, but he stopped me.

“Crawl,” he ordered. He continued recording.

I crawled to where he sat on the edge of my bunk with his massive legs spread and his large cock, wet and erect in front of him. He pointed to his cock and it was clear what he wanted. I crawled between his legs and took his thick cock in my hand. One of my hands could barely wrap around it. Clay’s cock was still wet with my saliva so I moved my hands up and down, hoping to keep him out of my mouth for as long as possible. Clay gave me a short, sharp smack on the cheek, grabbed the back of my head and pushed my down throat until I started to gag.

“Tell me how much you like sucking my big cock,” Clay said to me and chuckled. To scared to do anything else, I told him what he wanted to hear.

“I love sucking your big cock sir.”

“Give me your wife’s number,” Clay then said. I froze. He slapped the side of my head a bit more forcefully this time.

As soon as I gave him my wife’s number he send her a video of me sucking his cock. It didnt take long for her to respond.

omg. who’s this? what r u doing to my husband? she texted back.

Clay didn’t waste any time. He called her number and put my wife on speakerphone. It was loud enough that I’m sure the guys in the neighboring cells could hear.

“Hello….” my wife’s voice trembled slighly.

“Is this Mai?” Clay’s voice was deep.

“Yes,” came the reply, barely a whisper.

“I’m your husband’s new friend, Clay.” As he said this, he motioned me to keep sucking his dick. As if without a will of my own I complied.

“Your husband relies on my for protection. This is how he’s going to be repaying me every night for the next seventeen months.”

“No…” my wife’s voice trailed off. “Please no….”

“If you want me to spare him you’ll have to take his place.” At this point Clay thrust forward, making me gag. My wife gave a little whimper at the sound.

“Please no….”

Clay laughed and pushed me off of his big cock, allowing me to finally breath.

“Tell her you want this,” he glowered at me menacingly.

“Please honey… help me… take my place…”

“Tell her what you want her to do to help you loser.”

“Please Mai,” I said in a soft voice. “Please suck his cock.” I was sincere too. Deep down part of me knew that she had sucked many cocks in her past. What difference would one more make. I just wanted my ordeal to end.

I could hear disgust in her voice. She actually hung up the phone. Clay handed it to me. “Call her on FaceTime,” he ordered me.

When she answered and saw my face she gave a slightly disgusted look. Clay took back the phone and aimed the camera at me.

“Suck it slut.”

I popped my lips back over his fat tip, and tasted precum in my mouth.

“Isn’t he pathetic?” Clay said to my wife. “I’ve seen how small his little needle dick is… wouldn’t you prefer a cock like mine?”

My wife was too silent.

“What do you want wimp? he asked me.

I took my mouth off his cock and wiped the drool from my chin. I looked up at his him and did as he asked.

“Please sir… I want you to fuck my wife.” I looked into my wife’s eyes. “Please,” I asked her.

“You’re so pathetic,” my wife said and hung up again.

Clay seemed unperturbed. A minute late her received a text from my wife.

I’ll do it. I’ll take his place. Just please leave him alone until then.

Clay showed me the text.

“Stick out your tongue,” he said. I did as he asked and he unloaded on my face. Having recorded this ultimate degradation, he then sent it to my wife.

I was dismayed when Clay showed me her response.

“What a loser”

To be continued in Part 2: The Conjugal Visit

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