Interracial Dubcon in Baltimore
Chapter One: The Ex-Con and the Robber
Chapter Four: The Parole Officer
“There you are, Wink, I see you comin’ my way! Why don’t you break me off a piece of that sugar?”
That was it, that was him. Avery stepped out from behind the dumpster and stopped in front of Wink. He was a short black man, muscular but not large, firm and tight-bodied beneath an ill-fitting suit. It wasn’t colorful enough or nice enough to be a pimp suit — it was faded and frayed, loose threads and old stains abounding.

Andre “Wink” Winkle came down here to Canal Street every weekend. He always paid for a blowjob from one of the hookers. He always asked for anal, but he never had the money for it. He begged them to let him in the back-door for free, promising that he’d lick their pussy when he was done — Avery suspected he would have an excuse to leave if that ever happened: no straight man ate prostitutes’ pussies, he thought.
Avery thought Wink was willing to try a different route to that backdoor.
“I’m comin’ fo’ you, girl!” Wink said to the prostitutes. He walked slowly, with a barely perceptible limp.
“Hey,” Avery said. He startled Wink, who glared at him. “You wanna make some money? I’ll pay you a hundred bucks to do to me whatever you were gonna do to her, and more. You can ram me six ways to Sunday.”
Wink had been bopping his head to an unheard beat as he came down the alley. He kept bouncing on his feet, even as his eyes bugged out. Then finally he stopped and chuckled.
“Yo,” he said, flat and simple. “What?”
Avery repeated himself. He blushed a little. This was always the awkward part, and he was suddenly a lot less confident that Wink would say yes. “I’ll give you a hundred dollars. All you gotta do is ram me.”
“Yo, I, uh, I don’t mess ’round on the downlow, sho’ don’t, sho’ don’t.”
“This wouldn’t be on the downlow, this would be here in public.”
“That ain’t a sellin’ point, man,” he said with a snarl. He pushed Avery out of the way. “Go’n, boi, get outta here b’fore I swipe ya head off. I ain’t no boytoy, no way, no way.” He had barely even stopped walking for a moment before continuing on, doing his little rap to that same beat he had been tapping as he came in. He shook his head and headed towards the girls.
“C’mon, baby, you look tasty tonight! You wear that suit like a stud!”
“You get all dressed up like that for me, sweetie? Ain’t you the handomest?!”
Avery was disappointed. He was usually a good read on men. Wink had seemed like he’d do it for some money, but the way he phrased that and the way he moved on right away made it seem like he would not do it for any amount of money.
“Yo, sweetheart, you lookin’ fine in that purple. Whatcha think ’bout-” Wink stopped talking and turned around. He jogged back to Avery and smiled, showing off deep dimples. “Yo, I forgot, I do it. Two hundred and some pee.” Then, he gasped, “I mean, in a cup, man. Pee in a cup. Not, you know… Pee in a cup. I need it tomorruh for a pee test. Need it bad, fo’ real, this nigga need it bad.”
Avery was taken aback. “Oh. You forgot? You forgot you do swing downlow?”
“I just… I remembered this little chore I got, yo, it’s real impo’tant and it ain’t not a bit of yo’ business ‘t all,” he said. He snorted. “But yeah, I gots a plan fo’ that money, hell yeah, hell yeah. And that’ll be the first time I evuh got clean pee for my PO.” He peered at Avery. “You smoke weed?” He screwed up his eyebrows,
“No. Well, yes, but I haven’t smoked in months,” Avery said.
He nodded. “Okay, good.” He produced a specimen cup — an actual one, from a lab — and handed it over.
Avery went behind the dumpster to pee. “You carry this around with you?”
“I was goin’ somewhere wit’ it, yo,” he said, snarling like he didn’t like Avery inquiring about it. He came up behind Avery by the dumpster. He swiped the cup from him as soon as Avery had replaced the lid. He didn’t seem to care that a few drops of pee got on the sleeve of his ratty old suit. “Get on yo’ knees. You ain’t a girl, so don’t even think I’mma seduce you or call you ‘sweetheart’ or kiss you. I don’t nevuh did stick no male man, no way. Nope, nope.”
“No problem,” Avery said as he dropped to his knees.
The nearby hos could still be heard. “Where’d Wink go? He was just here.”
Wink chuckled dryly. He had a nice, raspy throat that made Avery hard. Avery undid the fly of his nattered suitpants. He pulled out a juicy, fat cock. Since Wink was short and not especially large, his cock looked even bigger, extending almost all the way to his knees and as plump in diameter as his forearm.
“Just put the tip in yo’ mouth, boy,” Wink said. Then he clucked his tongue against his teeth. “Yo, I don’t like sayin’ that. I’mma call you girl. Okay, girl? Huh? Huh?”
“Uh-huh,” Avery spoke around the cock throbbing in his throat. It was limp still, but it was gathering steam. He could feel it twitching and twinkling as Wink got used to the situation.
“Alright, yo, girl, alright, put the tip in yo’ mouth.” He paused and pulled out a cigarette. He patted his pants pockets. “Damn, girl, you got a lighter?”
Avery shook his head. He put the tip of Wink’s dick in his mouth and suckled loudly, moistly. He got a taste of clean cock — it was clear Wink had showered right beforehand. He must have wanted to be at his cleanest for the prostitute he planned on hiring.
Wink snorted. A trashy-looking white redneck walked past the dumpster, heading towards the girls. He didn’t notice Wink throating down in the shadows. “Yo, hey, man,” Wink called out to him. “You got a light, man?”
The redneck nodded. He fished a lighter out and gave it to Wink, who lit his cigarette and took a deep drag. The redneck realized then that Wink was getting dome from a man, and he backed away. “Uh, keep the lighter,” he said. He turned around and darted towards the prostitutes.
Wink cackled. “Whiteboys don’t know nothin’ ’bout this kinda shit. They squeamish as all hell, yo.” He took another drag. “Free lighter, alright, alright, alright.” He sighed. “Alright, now get ya tongue out a bit, girl. Move it around some.”
Avery did what he said. He kept sucking on the tip and licking the shaft at the same time, his tongue flickering out to tease every inch of his manhood. Wink leaned against the brick wall facing the dumpster. He closed his eyes and groaned.
“Yo, lick right here, baby,” he said. He pointed to a spot, and when Avery licked that enthusiastically, Wink groaned again. He smiled. “Yeah, you pretty good. I’m gonna keep tellin’ you how to do it, girl. Hope that’s okay. I’m sure you got ‘xperience, but I like it done in just the right way. Lick here now, girl, get that tongue out… Yeah… Yeah…” He spoke in a low, slow-melting voice.
“Hmmm, c’m’ere big boy…!”
“Want a date, sugah?”
“Is that you, Wink? I see you there. Whatchoo doin’ behind the dumpsters? Ain’t you gonna come see me?”
Wink laughed and covered his face. He poked his head out from behind the dumpster. “Hey, sweetheart! I might take a break this week.” He snorted and smiled. “Wait! Nah! You come on ovuh here, Sharlene! I got somethin’ for ya! It’s gonna be real special!” His voice was smooth and kind, but then he glared down at Avery and spoke more brusquely. “Alright, you can deep-throat me now, girl.”
Avery was excited to show his capabilities. He slammed his face all the way down on Wink’s dick, until his nose mashed into the fabric of his slacks. His wiry pubic hair scratched at Avery’s lips and his balls swayed past his chin.
“Okay, nice, alright then, alright, alright,” Wink said, like he hadn’t expected Avery to make it feel so good. He smiled as Sharlene approached. She was a big black girl with a wide ass. She wore a bright green dress that showed off her assets. She smiled at Wink, then frowned when she saw that he was in a man’s mouth.
“Hello,” she said. She glared at Avery and barked out, “What’s this? You stealin’ my customers? My daddy Slim Jay ain’t gonna be happy ’bout that.”
Avery grinned, but he didn’t pull off Wink’s cock, which throbbed in his throat. Wink gasped like he was shocked that Wink could deep-throat him all the way to the root.
“Don’t be salty, baby,” Wink said. He leaned over and kissed Sharlene on the cheek. “He payin’ me, I’m just savin’ some money. You still my one and only. Maybe I can pay you fo’ some anal action next week, you know.”
“Uh-huh.” She put her hands on her hips. “You leavin’ me high and dry.”
“I don’t want you dry, no way, no way. Lemme give you ten,” he said. He pulled out a ten-dollar bill. “I finger ya real good, baby, baby doll.” He smiled and held up two fingers like he was negotiating. “I put two fingers in ya pussy and one in the ass. You like that? Huh? Or you want two in the ass and one in ya pussy?”
She took the ten-dollar bill. She frowned down at Avery. “You best hurry up, man. If my daddy come by and you still here, he gonna kick at least three asses. Ten dollahs ain’t enough to make him happy.”
Wink kissed her on the lips. His tongue plunged into her mouth. His head was turned to the side to reach her face, while his crotch was forward for perfect access for Avery.
As always, when Avery got into the swing of his latest piece of street trade, he felt a real sense of intimacy with his man. He always thought the best way to get to know a man was to get him off. All of his inner feelings and dreams were palpable when you had him at his most vulnerable, allowing a man to swing on his meat.
And Wink was no exception. Avery swallowed his cock to the root as Wink kissed the prostitute and fingered her pussy and ass. She submited boredly, but Wink acted like she was just as passionate as she was.
Wink wore this suit to impress her. Avery had been going back and forth whether he wore it for her or because he just thought he looked good or maybe he was going to go club-hopping later, maybe he just wanted to get his rocks off before hitting on pretty girls so he wouldn’t be too horny. Or maybe he just always wore a suit, or he was hoping to become a pimp one day. There were a million reasons he might be wearing the cheap, ill-fitting burgundy suit.
But the more he swallowed, the more Avery knew the answer — Wink wanted to look his best for Sharlene, or whichever prostitute looked best to him when he got here. He felt like a trashy loser when he dressed in his ordinary t-shirt and jeans to get a blowjob from a whore, so he wore his only suit instead. He talked like he was seducing her, like she was his girlfriend, like he really loved her, because he wished he was the kind of man who felt that way about a girl.
Now that Wink was knuckle-deep in the plump prostitute, his dick throbbed and jerked around within Avery’s throat. It spewed precum in copious quantities.
“I love you, baby, I love you so much, yo, yo,” Wink murmured to her. He tried to drag Avery’s head off his cock, but Avery resisted. Wink grunted. “Am I the only nigga you want?”
“Baby, you really are,” she said with a canned moan. She kissed him back on the neck.
He chuckled. “Damn, I like this. Only cost me ten bucks, and I’s gettin’ paid by the sissy. I’s makin’ a profit tonight, damn-howdy!”
The prostitute took a step back. She shook her head. “Nah. My daddy gonna be very mad ’bout that, Wink.”
“What?” He had a big smile on his face like a mischievous little boy who had just gotten in trouble.
“Only his girls is allowed to work this alley,” she said. “He go’n cut you. Or just demand all the money the sissy is paying you. Or both.”
Wink chuckled. “Baby, don’t tell him, okay? You still gettin’ paid-“
“He’s my daddy, I gotta tell him! He get salty if I don’t.”
“If you don’t tell him, he won’t know nothin’, baby, baby,” Wink said. He slipped a second finger into her pussy and groaned. She kissed him on the neck. Wink groaned. “Tell him the sissy ain’t pay. Tell him I let him jerk me off as a freebie.”
“He won’t like that much either, nigga,” she said.
Wink sighed. “Then tell him to fuck off, I don’t care. Quit talkin’ ’bout yo’ pimp.” He looked down at Avery, whose head bobbed up and down on his dick. “You can stop, whiteboy. I got a female now.”
Sharlene started rubbing his chest through his shirt and talking about how much she wanted a taste of his cock. Wink just smiled and fingered her pussy. He brought his fingers up to his nose to sniff them. Precum flowed into Avery’s mouth now, as Wink’s cock hit the back of his throat again and again. Avery’s nose was buried in Wink’s pubic hair and the burgundy fabric of his suit. Wink kept half-heartedly trying to get Avery to stop — Wink had money now, so he could buy whatever he wanted from Sharlene. Avery wasn’t about to stop until he got his money’s worth.
“Suck on ’em, baby, lemme see it,” Wink said. He tried to put his fingers in her mouth, but she kept her lips closed.
“Another ten bucks, sweetheart,” she said softly.
“You charge money to suck on my finger? It just got ya pussyjuice on it, baby? I love you-” His dick throbbed in Avery’s mouth.
“I love you too, Wink, but I gotta pay my daddy,” she said. “Ten bucks and I’ll suck on any finger you put in front of my mouth.”
He chuckled and handed over another ten dollar bill. He shook his head and bit his lip. He put his fingers back in her pussy, then removed his other finger, the one that had been in her ass.
“Hmm,” she moaned like she had been waiting for that. She swallowed his callused finger, making him shudder and lean back again.
Avery stopped throating his cock. Wink watched his finger slide in and out of her mouth like he was hypnotized, like he hadn’t even noticed his climax was finished. Avery pulled his pants down and bared his ass.
Without a word from Wink, Avery backed up. He squeezed Wink’s cock into his asshole. Wink just kept sticking his fingers in the prostitute’s holes; he switched his fingers around like it was a game, smilingly sickly as she sucked her pussy and ass juices off his finger.
Finally he looked down to see his cock slide into Avery’s ass. He wrinkled his nose a bit, then went back to kissing the prostitute. His whole body trembled beneath the suit.
“Yo, baby, I love ass,” he said. “Love it!” He said it to her even though the only person whose ass he was in was Avery. His hands roamed over her tits and tweaked her nipples through her green dress. “Can I suck on ya titties, baby, baby doll? I love you so much. I’mma be wit’ you forevuh.”
“Uh-huh,” she crooned. “Twenty bucks.”
“Twenty bucks to suck on ya titties?!”
She smiled. “If you gimme another twenty bucks, I’ll have made fifty bucks off ya. That’s enough I can give my daddy, he ain’t gotta be mad,” she said.
“Alrighty, then, alrighty, but only cuz I love ya and I don’t want him beatin’ on ya, baby. That ain’t a good value, twenty bucks fo’ some titties, nah,” he said with a laugh. But he paid the twenty dollars anyway, and he dove for her chest. He lowered her dress to bare the tits and began licking. He groaned. His cock spasmed in Avery’s ass.

Avery savored the exquisite feeling of Wink’s meat throbbing inside him. He moaned. He had to grip the side of the dumpster for support. It took all of his coordination to keep moving his ass back and forth on Wink’s cock, because Wink didn’t move his hips at all; Avery was responsible for the entirety of the action. Wink ignored Avery completely, kissing and pawing over the prostitute instead.
Wink had never told anyone, but Avery was not the first man he stuck up behind. When Wink was in prison for two years, he had a thin, delicate black man as a cellmate. Initially, Wink had beaten him up and taken his fruit cup in the mess hall. He arrived at prison wanting to show off and make a name for himself, and he was glad to have a small, weak cellmate he could pound on.
But over the next nineteen months, Wink went him hating his lilting cellmate to feeling sorry for him to being grateful for his attention to enjoying his presence to even giving an enthusiastic reacharound after a few gulps of toilet wine (when there was a sheet up over the cell bars so no one knew Wink had touched another man’s cock). When Wink was released, he had sworn to himself he was going to make changes in his life, and one of those changes was that he was going to keep visiting his former cellmate. He liked to feel wanted. He had sworn on his good name that he’d keep coming back.
But once he was free, and he saw girls all over the place, and he got some good-natured ribbing about what he might have done with other males in prison, Wink wasn’t comfortable with it. In his cell, he could put up a sheet for privacy. If he went to prison as a visitor, he couldn’t hide anything.
So in the end, he had never once visited the man he spent all those passionate nights with. He regretted it often, but Wink never looked him up again. He counted down the days to the man’s scheduled release date, and then he counted up the days since he had been released.
When he rammed Avery there in the alley, that was what he thought about, even as he fingered Sharlene. He kissed her while imagining he was kissing a man who didn’t need to be paid to care for him.
“Kiss me, baby,” he moaned. He grabbed her body and held her close. He kissed her tight on the lips, his tongue exploring her mouth. He was short and she was a little taller than him, but she was much thicker, so he looked even smaller in comparison, like she could have swallowed him up whole if she wanted.
His cock spasmed as he groaned into her mouth. His muscles tensed beneath the suit, which was now plastered to his chest with sweat. His balls drew up in his sac, and for the first time since this had begun, he gripped Avery’s bare asscheeks. He loudly orgasmed, gasping and heaving in the shadowy alley.
Wink held Avery in place and swayed his hips from side to side, humping every inch of his insides. Cum sprayed over his prostate, triggering Avery’s own orgasm at last. He sprayed his wad onto the garbagey alley ground, while Wink’s load coated his body.
Wink kept on ramming, sucking on the prostitute’s tongue and tweaking her nipples with both hands. His cock rammed in and out of Avery’s cum-dripping ass. The more he rammed, the more of a mess he made — Wink had developed this game with his cellmate, making his load frothy, spilling out, bubbling forth in a big drippy wad that made him gag and laugh.
“Damn, boy, you take it — I mean, damn, girl, you got real nasty there, that was nice,” Wink said. He whistled. He pointed to the messy ass. “You see that, Sharlene? Lookit that. That is some nasty anal. That is right. That’s how you do it That’s how you do it!.”
“I do that, sugah,” Sharlene said like she was offended at the insinuation that she didn’t know how. “You know my price. You know I don’t give no discounts on anal, not no how.”
He smiled. He kissed Sharlene on the lips. “Yo’ daddy lettin’ you go out sometime, baby? I take you out to dinner-“
“No, sugah, that ain’t allowed,” she said. She pulled her dress back up over her tits.
He shrugged like he was expecting that answer, which he was: he asked her that every time she sucked him off. She said no every time he hired her, which was most weeks — basically unless she was with a different john when he arrived. He didn’t like waiting for her because it gave him plenty of time to wonder what kind of guy she was with, and then she’d inevitably taste like another man when he did get to kiss her. He knew that she was with a lot of men regardless; it was just easier to forget that when he didn’t have to wait for her to be finished with them.
“Hey, girl,” he said to Avery as he smacked Avery’s asscheeks. “Will you suck my nut out ya asshole? I want that. That’s hot, man. I love that. Ain’t no kinda girls ever do that. I never seen a female do that, and it turns me on so much-” He paused, then lied as he realized he had sort of admitted he did this with a man before “I mean, some girls do it, some do. That’s how I know how hot it is. But a lot of ’em won’t do it, nuh-uh.” The only person he had ever seen suck cum out of his own ass was his cellmate, but Wink wasn’t about to admit that.
“Okay, yeah,” Avery said.
Wink smiled. He let go of the prostitute and slowly withdrew his limp dick. He gagged at the sight of juices dripping from it. He laughed so loud it echoed against the walls of the dumpster. “Ugh, this is so nasty, girl, I love it. I’m gonna love you too if you do this. I swear to God, I will marry you any day if you promise to suck on ass-to-mouth. So fuckin’ nasty. Nasty. Nasty. Nasty. I love it.”
He stroked his cock with one hand. It was so sensitive he yelped and his body undulated beneath the suit. He loosened the tie with his other hand. He rammed two fingers into Avery’s ass. He gagged again, laughing nervously at his own reaction. He clawed inside Avery’s body, causing a torrent of pain and exquisite post-orgasmic pleasure. He pulled his fingers out and watched with wide-eyed amazement as Avery sucked them clean.
His fingers and hand were soaked in cum and assjuice. Avery loved it. If he had thought Wink would ever agree to finger his asshole, he would have asked — he would have paid more if he knew it was an option, so he was glad Wink had initiated it for free instead. Wink’s fingers were callused and scarred, and they tasted like stale sweat beneath the assjuice and cum.
“That was so disgusting, girl, I love it,” he said to Avery. “I swear to God, I will marry you, baby.” He paused. “I ain’t serious, I know you ain’t no girl. I won’t marry you. No how, no way.”
“I know,” Avery said. He pulled his own pants up. He felt grimy and dirty, but he loved that feeling. He watched Wink tuck away his own cock and zip his slacks back up.
Daddy’s here, where’s my money, babies?!
A big black man in a fine blue suit — this one was perfectly tailored, vibrantly colored and clean as a whistle — Slim Jay — walked into the alley. He bellowed, and the prostitutes at the other end of the alley all spoke at once. There was a chorus of feminine voices.
The pimp didn’t notice Sharlene there, so she stepped out from behind him. She smiled and giggled to get his attention.
“Oh, hello, baby, whatchoo doin’ back there?” He saw Wink. “G’evenin’, sir. You got ya usual?”
Wink laughed. “Not the usual, exactly. But I got what I need, nigga, no pro’lem.” He walked away, dapping his head as he walked, dancing to an unheard beat just like he was when he entered the alley.
Avery hid there in the shadows for a moment, while the prostitute handed her money over and explained what had happened. When her pimp glowered a little like the money she had earned was not enough, Avery wondered if he was going to get in trouble after all.
So he fled into the night. He was thin and quick, and the pimp didn’t know he was there, so he just darted right past him and ran out of the alley.
Interracial Dubcon in Baltimore
Chapter One: The Ex-Con and the Robber