Sissy - For Rent

Hey guys, hope you like this one, had a lot of fun writing this! If you're interested in a continuation, let me know. Always enjoy reading comments and hearing what people think. Enjoy :)

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Brian sat on the sofa with his head in his hands. Things had gone from bad to worse to terrible in just a few short months. Only a month ago he was happy, he had a good job that he loved and enjoyed. He had a girlfriend whom he adored. The first thing to go was the job; it wasn't Brian's fault, the economy was rough and the company couldn't keep its head above the water and he was made redundant. It'd hit Brian hard and the job market was not a friendly place at that time, and it still wasn't at this point.

After that, that's when the cracks in his relationship began to show. Amber was strong, dominant, and confident, all the things that Brian wasn't. When he lost his job and stopped contributing to her lifestyle, she quickly became nasty. She didn't work and Brian had provided for her the whole time they'd been together, paying for her shopping trips and appointments at nail salons. She had zero tolerance for his crying and sadness. It all blew up when Brian came home one day to find Amber fucking another man in their bed. Despite this, it wasn't even Brian who blew up, it was Amber. She ridiculed him for his lack of masculinity, his tiny cock and inability to fuck her properly, all in front of a complete stranger in bed with his girlfriend. She reduced Brian to tears, who left the room to cry in the living room. He had to wait another half hour for them to finish fucking, listening to noises he'd never heard her make, before she came out to talk to him.

"I'm so done with you. I'm leaving. We're finished Brian. I need a real man, not a fucking sissy like you." She said, irate. Brian could only apologise through his tears, he grovelled and begged her to stay but she just laughed at him. She packed her bags and left behind the clothes and possessions she didn't want for Brian to get rid of. Now, Brian was alone and broke. And worst of all, it was rent day two days ago...and Brian had next to no money to pay for it.

With perfect timing, there was a loud knocking at the door. Brian froze. He recognised that aggressive knock, it was undoubtedly his landlord, Tyler. That man intimidated Brian like nothing else. A second, louder round of knocks hit the door and he knew he didn't have a choice. Gingerly, he made his way to the door and opened it for his landlord.

Tyler stood imposing Infront of Brian, dwarfing him in height and weight. It wasn't just because Brian was so diminutive, Tyler was just a big man in all senses of the word. He stood at about 6'4" and he was broad too, with heavy wideset shoulders and a large overhanging stomach that bulged from underneath his slightly stained wifebeater. He was an older black man with deep ebony skin, his greying hair thinning out and his short grey stubble spotting his ugly face. He had a large bulbous nose and crooked teeth. He was well over twice Brian's age and twice Brian's size.

By all comparisons, Brian was barely even male. He'd always been extremely effeminate. He was barely even 5'6" and all of that height came from his slender and feminine long legs displayed by his fairly short shorts. He had soft feminine features on his face, pouty pink lips and beautiful blue eyes with shoulder length straight blonde hair. He'd humiliatingly been mistaken for a woman at a glance a few times. His body didn't help either. No matter what he tried he'd never been able to change it. Brian had wide womanly hips and a narrow waist. He was very thin and athletic, but he'd always had "bitch tits" (as the bullies at school would call them) that were about AA cup size, with large and feminine nipples. He hated them with a passion and always felt so humiliated by them. To top things off, Brian had a fat ass too. It was large, round, and juicy, with the perfect mix of definition and plumpness. Overall, a large number of women would die for a body like Brian's and Brian hated it.

"My rent for my apartment is overdue." Tyler stated, his large muscular arms crossed Infront of his barrel chest.

"I...uh...um." Brian stuttered and his cheeks flushed red. Tyler walked in, barely brushing past Brian who could smell the man's strong body odour. Tyler began walking around the small apartment like he owned the place, looking at various bits and picking up Brian's belongings.

"You got the money or not? I know you lost your job, so don't play with me, boy." He said, staring at him from the middle of the apartment.

"Uh, no...I don't...I'm sorry, Tyler, give me a few more days please, I'll get it." Brian murmured struggling to make eye contact.

"First, boy, show some respect, you call me sir or you call me Mr. Green. Secondly, look me in the eyes when you speak to me." He commanded, sounding like he entered the room with no patience to lose.

"I'm sorry, sir. Please, if you give me a couple of days, I will find your money, Mr. Green, I promise." Brian said, looking into his landlord's confrontational eyes.

"That's better, deference suits you. Two days, I'm back in two days you best have my money or you're out." He said, shaking his head. "Where's that hot little girlfriend of yours anyway? I miss staring at that piece of ass."

Brian's cheeks flushed hard again. "Oh...she broke up with me because I lost my job. I walked in on her cheating on me." Brian admitted ashamedly. Tyler couldn't stifle his slight chuckle.

"Damn, listen, little guy. That slut had been cheating on you for months, pretty much since you'd moved in. She was always bringing guys back while you were at work, ain't nothing new." Tyler said plainly as he went to leave. Brian began to cry now, a steady stream of tears rolling down his cheeks. "That's a real shame, she was fucking hot and getting to check her out every day was one of the reasons I even let you live here. Remember: two days or you're homeless, kid." And Tyler left, slamming the door behind him to leave Brian crying and alone. He couldn't believe this whole time Amber had been cuckolding him in their own bed. He sat down. He had two days. He'd find a way.

He didn't. It was two days of job searching, grovelling to relatives and friends for money, trying to take out a loan...nothing. Nothing at all. When Tyler hammered on the door again, he was in the exact same position as last time. Brian's heart raced as he went to the door. He was wearing short fabric shorts and a tank top that was tight against his male breasts, with his long blonde hair up in a ponytail. He opened the door to Tyler, who as always was wearing a stained wifebeater, basketball shorts, and an unimpressed look on his face. He didn't even speak this time, just walked in and sat himself down on the sofa, placing his bare feet on Brian's coffee table.

"So, you've got my money right, boy?" He said as Brian stood in the living room, looking afraid and on the verge of tears. "Don't you fucking cry again, can't be dealing with that shit."

"...I don't, sir. I'm sorry. I tried really hard, I promise." Brian's voice was almost a whine, soft and weak.

"Well, shit. Looks who's just become homeless." Tyler said.

"No, please! Mr. Green, is there anything else I can do? I'll do anything." Brian pleaded pathetically with his landlord. Tyler adjusted himself on the sofa and theatrically tapped his finger on his chin as if deep in thought.

"Hm, well let's have a think. You know I really do miss seeing that slutty ex-girl of yours. Maybe, let's say, if you have any good pictures of her, I could let you stay a little longer." He said whilst grinning at Brian.

"G-good pictures, Mr. Green?" Brian responded, confused.

"Come on don't be an idiot. Nudes. I've wanted to see that tight little 18 year old body ever since I saw her." He said laughing. Brian felt a deep pang of guilt in his stomach, he most certainly did have a large collection of her nudes that he kept and was still regularly touching himself to. The idea of sharing them with this 50-something old black man felt so wrong and taboo.

"I...I don't know, sir. It doesn't feel right...I'm not sure I can." He said, shaking.

"Shame. Alright, get your shit out. You don't even have a formal contract with me so, no notice. Get the fuck out." He said, smiling at Brian, unmoving from the couch. Brian's heart pounded. He was rationalising at the speed of sound. She betrayed him first, this was the only way he could stay, he didn't have a choice...and a quiet part of him felt aroused by the idea of showing her off to this older black man.

"Wait...wait, please, I'm sorry. I'll...do it, sir. I'll do it." Brian said, defeated with his head hung down. Tyler clapped his hands together, rubbing them with perverted glee.

"Send 'em, boy." He took his phone out and Brian began to scroll through his folder of pictures and videos. There was just so much lewd and indecent content of her in this folder. He decided it best to start with some tame bits, hoping that would sate Tyler's perversion. He picked a few selfies with her huge tits clad in lingerie and one full body shot also in lingerie and hit send. The guilt struck back hard. Her face was in all of those photos and now this creep had them. What had he done?

"Fuuuck. You're fucking kidding me. She's unreal." Tyler's eyes were wide as his devoured the pictures on his phone, zooming and rotating to get better looks at various aspects of her body. "How the fuck did a little bitch like you land a slut like this?" Tyler said, chuckling in sheer disbelief. She really had a body that was built to fuck and, by all accounts, Brian had been punching way above his weight by landing Amber in the first place. She was incredible. "I tell you what, you did good, kid. This'll earn you...maybe ten more minutes in this place." He smiled wickedly.

"Ten minutes, sir? I-I'll send more, I'll send more." Brian panicked. He couldn't be homeless. He had no friends who'd put him up and his family hated him. He couldn't live on the streets. He scrolled against through the folder, sending several different photos to Tyler who sat gleefully watching them as they rolled in. Photos of her with her tits out, photos of her doggy in just tiny underwear. Brian could see Tyler groping at a large mass in his shorts, a truly huge bulge. Brian realised that he was rock solid too...but there was no bulge, a two inch cock never makes a bulge.

"Shit, she's ridiculous. I should've fucked her while I had the chance." Tyler was breathing heavily now and wasn't exactly hiding the slow rubbing motions he was making along the swollen mass against his thigh. Brian tried his best but he couldn't stop glancing at that shape. He didn't realise cock could be that big, he must've been at least four times the size of Brian and this only made his little dicklet strain harder. Brian had never been attracted to men before and he certainly wasn't attracted to the ugly old man sat on his sofa...but his arousal could not be overstated. "Hey, she leave any panties behind? Any dirty stuff? You go fetch that for me and that's at least another day you can live here, kid."

She had. There was a laundry basket full of her old clothes and several pairs of used panties in there. He knew because he'd used a few to jerk off with. He was too deep now and he couldn't refuse the offer of an extra day of housing. "Yes sir...I'll go get them for you."

Tyler watched the boy leave for the bedroom and couldn't help but notice how large and round his ass was in his little fabric shorts, the way it wobbled slightly with every step he took. He felt his large cock twitch.

Behind the bedroom door, Brian nearly broke down. What a mess he was in. Where would this end? His landlord now had so many exposing photos of Amber and all it had gained him was another day of sanctuary, tops. He could blackmail her and the thought of that karmic retribution appealed to the quiet, darker side of Brian for a moment before he just felt guilty again. He calmed himself and walked over to the laundry basket, pulling out handfuls of his ex's skimpy and revealing clothing. He found a few pairs of her used underwear and gulped. There were a few varieties, but Brian picked the tiny little black thong that was one of her favourites. He also, for some reason, picked it because he thought Tyler would prefer the skimpiest and most revealing pair. Maybe he thought it would buy him extra time, maybe he liked the idea of helping him get off. Black lacy thong in hand, he turned and walked back into the room.

Tyler smirked, seeing the lingerie in Brian's dainty feminine hands. The landlord now had his hand under his shorts, moving up and down where the bulge had visibly been before. Brian walked over and let Tyler take the panties from him and he immediately brought them to his face and sniffed deeply. "Mmm." He groaned, hand moving beneath the shorts. "She smells unreal. You were so lucky to even touch this bitch." He sighed out, sniffing and stroking. "Tell me, I bet she sucked cock like a real whore didn't she? You can tell by the hungry look in her eyes." He asked.

"She was very good, sir." Brian said blushing, trying to avoid the conversation.

"Got any videos of her sucking cock? Love to see women worshipping dick. That'll be worth at least another day." He said, making direct eye contact with him. Brian felt like a rabbit in the headlights. He had one video of Amber sucking his cock...but it was humiliating. There were certain rules she had and only if he agreed would she ever blow him and she recorded it one time without his knowledge or consent and sent it to him afterwards. It was the video that made him cum the hardest but the video that made him feel the most ashamed. "I can fucking tell if you're holding out on me, bitch. Don't play games." Tyler said aggressively, tiny panties gripped tightly in his giant hand.

"Sorry, Mr. Green, I'll send it..." Brian said, full of fear and shame. He opened the offending video and sent it, feeling like he was going to faint. Immediately, Tyler played it, excited. The video started with Amber's face and tits, looking playful and sultry. She placed a single finger against her beautiful lips in a shushing gesture before turning the camera around to Brian. The effeminate boy was on the bed and blindfolded. He was completely exposed. He was on his knees, face down ass up, his chest and upper body resting on the bed. His giant bubble butt was high up in the air with his long, feminine legs stretching out behind him.

Amber stifled giggles as she brought the camera in closer, fully examining Brian's body. She followed up his long legs, over his two fat cheeks and zoomed into his tight, clean little asshole. She circled a finger around his delicate butthole and Brian moaned out gently. She then brought the camera down to between his legs to give the audience a complete view of where his cock and balls should be hanging down...but Brian had such a tiny cock and balls that there was no hanging. She angled up to show off his tiny two-inch cock and absolutely adorable pair of balls.

"Aw, look at your tiny little cock." She cooed in a babying voice. Her slender fingers began stroking along his balls and rock hard but miniscule cock in the video. Tyler was loudly chuckling at the display, this was definitely not what he was expecting, and Brian's cock was by far and away the smallest he'd ever seen, but his ass was frankly even better than Amber's, he couldn't deny it, nor could he pretend he wasn't finding it all so arousing. Brian stood there, rooted to the spot, looking pathetic and ashamed. He wanted to cry but held back the tears in hopes to maintain any semblance of dignity.

"I barely even need two fingers for this baby dick." She teased as the video showed her using her finger and thumb to jerk his two-inch dick. Brian's soft and effeminate moans erupted from Tyler's phone speaker. He was hairless, not a single hair anywhere on the lower half of his body. Amber had made him shave daily so he was nice and smooth, a habit Brian hadn't stopped, it was too ingrained. "Do you want me to suck your little clitty?" She continued to tease.

"Yes please." Brian begged, voice shaking with anticipation. His cock was already leaking onto the bed below after just seconds of her touching him.

"Now now, you know what you're supposed to say if you want that, my little slave." She chided, tutting.

"Yes please, mistress. Please suck on my tiny little clitty." Brian responded immediately in his soft feminine voice. Amber, in the video, and Tyler, in the real world, simultaneously laughed out at this display of submissiveness.

"You're so pathetic, I can't believe what I'm watching. This is the best content I've seen in years." Tyler said through his chuckling. He hadn't stopped jerking himself slowly throughout the video.

"There's a good little girl, but this is far too small to suck, I'll just use my tongue instead." She said before extending her tongue and lapping at his balls and cock. Her tongue coated his tiny genitalia in saliva and Brian couldn't help but moan and groan at the attention. His high-pitched pleasure noises spurred her on. With her free hand, she began to grope and playing with his fat ass cheeks, spreading them wide for the camera to see. Her tongue slid all the way up from his cock to his puckered, tight asshole and began circling his sphincter.

Brian squealed in pleasure and lost it, shooting thin ropes of cum onto the bed below, much to her amusement. "Wow, already? I wish I could say that was a record but you're always so quick, baby. I didn't even get to use the dildo on you this time...shame. Maybe next time if you're lucky, baby." And the video cut there.

Tyler licked his lips and looked up at Brian who stood there, his blonde hair in a ponytail, his little breasts pressing against his tank top, his short shorts showing off all his thighs and legs. He was even stood effeminately with his long legs across slightly. After the video, Tyler was looking at the femboy in a completely different light. If it wasn't for the easy-to-miss cock, Brian could've been a tiny white girl, Tyler's favourite kind of fuck. Ideas began to formulate in his head, sick and twisted ideas.

"Well, fuck me. What a video that was. You really are a little sissy bitch, aren't you?" Tyler said, hand still buried in his shorts. When Brian didn't respond immediately, he added: "I asked you a question, bitch."

Brian thought about doing anything other than agreeing for about half a second, but he was too afraid. He was too acclimated to conceding from Amber's treatment and he was far more scared of Tyler than her. He had no choice but to continue his submission. "Yes, sir."

Tyler threw the tiny thong in his hand towards Brian so that it landed behind him. "Turn around, bend over nice and slow like, and pick those up, boy." Tyler demanded, watching him intently. Brian didn't hesitate, swivelling on the spot so his back was to the large ebony man on his sofa. Not wanting to anger him, he followed his instructions closely; Brian bent at the waist and slowly leaned forwards towards the group. He knew he was on show in a big way. He could feel his shorts bunching between his ripe ass cheeks and he could feel Tyler's eyes boring into his fat ass. When he heard his landlord groan as he reached the floor, he couldn't help but be mortified that this man was now controlling him and using him. He wished hard that he had anywhere else to go, anywhere.

"I like it when you're obedient." He said, smiling. Brian could tell the man's whole demeanour had changed. His look had gone from anger to hunger. He could tell Tyler was eyeing him up without even trying to hide it now. "Wanna make a week's rent?"

"Yes please, sir." Brian wanted nothing more than the safety of another week, no matter the cost.