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Click hereHarrison laid on the bed.
Waiting.
He was naked and fully erect as he slowly stroked his dick in anticipation. On the table there were five crisp $20 bills laid out in the shape of a fan. He was in a seedy motel in a small Arizona town outside of Chandler.
He only went to seedy motels now. He was banned from most of the reputable ones and had been arrested three times at this point. He found that at seedy motels rejection didn't come with fines and arrests, so they became his new fetish territory.
After about 15 minutes of waiting, there was a loud knock on the door.
"Housekeeping!" the female voice yelled out.
Good start. Harrison hated when he wasted his time, and the housekeeper was a man.
"Come in!" he yelled back as he stroked his dick, legs open, precum leaking.
"Jackpot!" Harrison thought to himself, as in walked a pretty, dark haired woman in her early thirties, carrying the towels he had requested.
The woman gasped as she looked down at his naked form on the bed. Harrison smiled at her and in a very subtle nod, directed her attention to the $100 carefully laid across the table.
"The moment of truth." he thought to himself.
She looked at the money and back at him and his hard erection. As her eyes met his, he smiled and gestured at his dick.
Harrison looked at the housekeeper. She was around 5'8" and had small breasts. Long thin legs were hidden by the cheap uniform she had on. She was wearing a cheap black wig and way too much makeup for a maid, but she was more than acceptable.
In a quiet voice he whispered, "I just got out of the shower. Can you assist me with this? We can start with a hand job."
The maid stared at him in contemplation. Her eyes darting over to the $100 on the table. During covid the small town she was in was hit hard. Businesses never recovered and she found herself cleaning rooms for a lot less than her normal income. That money would come in handy.
With her mind made up, she walked over and bolted the motel room door.
She wanted to get this over with. Take her money and go. She had done worse for $100 in her lifetime; is what she told herself. Emilia sat on the edge of the bed, wrapped her hand around Harrison's hard dick and started to quickly stroke it.
"Woah, slow down," Harrison said. "I want this to last for a little while."
Emilia looked at him in disgust but slowed her pace. It was obvious by the amount of precum on his shaft, that he had been stroking himself well before she got there. As she sat slowly stroking his dick, watching him leering at her, she wondered how someone developed this type of kink.
Harrison was so excited his body was shaking. Emilia just sighed and continued to stroke. Again, recognizing that she had done much worse in her lifetime.
"There's another $100 in it for you if you suck it." Harrison said as he continued to leer in excitement.
Emilia stopped stroking. She looked at the precum that was turning a frothy white in her palm as she stroked his dick. Without saying a word, she went and got a washcloth, washed her hands and then his dick as she sat back down beside him.
Harrison was giddy with excitement! This was his addiction! He had already lost his wife, his kids and most of his friends, but found he just could not stop setting up this scene in city after city. This was the only motivation in his life. The only thing he lived for.
As Emilia started to move her head down, she stopped.
"$150," she said.
Harrison's response was instant. "Deal!" he replied without missing a beat.
He would have paid her any amount she requested. This was a dream come true for him.
Emilia positioned herself on her knees between his legs, took his hard dick in her mouth and with the first touch of her lips slid all the way down his five-inch shaft. Harrison almost came on the spot.
The truth was, he did this scenario in every town he went to as a sales rep. Normally, all the $100 bought was the maid not reporting him, but he was content with just the excitement of them walking in and seeing his naked body and hard dick.
After they would leave, he would stroke himself to a marvelous orgasm. Shooting a load so strong and thick it would slowly slide down the headboard. But this was the 5th time it worked. And the first time it ever happened without costing him a whole lot more money. He was in heaven as he watched the black wig bob up and down on his hard, throbbing dick.
Emilia hadn't sucked a dick in a long time. It was so hard to find someone to be with in this god-forsaken little town. So it was that after a few minutes she found herself getting excited and enjoying herself. As one hand gripped Harrison's hard dick, the other reached down between her thighs.
Harrison was moaning. Emilia was making slurping noises. Her spit ran down his balls and between his legs. He started to thrust his hips up to meet her mouth. He knew he was getting close to cumming, and she did too.
Emilia placed her hands on the bed and positioned her mouth directly above his dick. She formed a hole as an invitation for him to fuck her mouth. With one hand he grabbed her cheap black wig; the other was planted on the bed as he drilled his dick in and out of her warm mouth.
With one final push, he came! Shooting stream after stream into her waiting throat. He watched as she let his cum run back out of her mouth, down his dick and onto his stomach and balls.
Harrison was not done. There was one more card he had yet to play, as he pushed the boundaries. He reached under the pillow and grabbed a condom. As Emilia looked up at him, he handed it to her and gestured for her to put it on his dick.
"It's worth another $150," he panted to her.
Emilia just shrugged her shoulders. She opened the condom and went to slide it on his dick, but found it was slowly starting to shrink.
"Fuck!" she heard him say. "I never have problems going again right away!"
Emilia stroked him a few times, but it was obvious his dick was going in the wrong direction.
"It's ok," she said to him. "We can do other things." and she smiled as she looked at him.
His eyes lit up in eager anticipation at her suggestion. Thrilled in her active participation, he almost clapped.
"Yes," he replied. "Yes, we can. Show me what you had in mind."
Emilia jumped up on her knees, grabbed Harrison's legs and put them on her shoulders. She unzipped her pants and undid the tuck that was holding her 8-inch dick between her legs. It sprang to fully erect instantly.
She smiled down at him as she rolled his condom onto her hard dick and positioned it at his virgin and very surprised asshole.
Harrison shifted his hips to get from underneath Emilia but found he couldn't move. She had his legs and hips locked.
"Let me go!" he stated flatly. "I don't fuck men! I am not gay!"
Emilia paused. She looked down at Harrison as he struggled to move his hips.
With a calm and feminine tone, she answered, "Honey, I will have you know, I am all woman through and through. Don't let the hard dick fool you. And my dear, this will teach you to check the contents of the package before you purchase. Now, I haven't been with a man in a while, and you have me excited for the first time in a long time. You can lay back and let this exciting and new experience play out or listen to me scream and get arrested for solicitation and sexual assault. I'm sure you can feel my preference pressing against your virgin asshole."
Harrison closed his eyes. These scenarios were an addiction for him, but he never imagined it would turn out like this. He was between a rock and a hard place, and Emilia was in total control.
Emilia knew she was getting ready to get some ass, and based on this whole scenario, she was going to get a lot more than that before she left this room. She felt her dick jumping in anticipation as she teased Harrison. The balance of power had shifted.
Emilia stripped off her uniform so she could feel her soft skin against his. Other than the large, hard dick, there was nothing Harrison could see about her body that said she was a man. Small perky breasts, long soft thighs, slender arms, and a thin waist greeted him as she positioned herself back between his legs.
Emilia could tell he was sincere. He had never been with a man before. That made Emilia even more excited. A virgin fucking asshole, laying here for her to take! It was a dream come true in this small backwater town she found herself in.
"You've really never had a dick in your ass before?" she asked him.
Harrison had his forearm covering his eyes. His whole body was tense.
"No. Nor have I ever wanted to," he replied with exasperation. "Can we just get this over with?"
Emilia leaned forward, pushing his legs back in the process. She didn't stop until Harrison's toes touched the backboard. She let her erect nipples rest against his chest, her hard erection was now resting on his penis.
She kissed him gently on his lips and whispered in his ear. "Relax, Mr. Pervert. I think you are going to enjoy this. I know I am."
And to Harrison's horror, he felt his dick getting hard as it rubbed against Emilia's erection.
Emilia felt it, too. She smiled to herself as she gently ground her hips, letting their dicks slide against each other. She kissed Harrison hard on the mouth. Driving her tongue deep inside his mouth as she continued to let their two hard dicks grind together.
"You are definitely ready now," she laughed. "Too bad I already have the condom on."
Emilia leaned back. She scooped up Harrison's nut and rubbed it on the condom.
"I don't want your first time to be a dry entry." she said as she giggled at the irony.
She pushed Harrison's right leg back and slowly started to slide her hard dick inside his waiting asshole. She moaned as she coaxed her dick in and out. Deeper with each stroke. Harrison just laid there with his eyes closed. Wondering how this scenario changed so quickly.
"It feels so good to be in a nice tight asshole again." she whispered, more to herself than to Harrison.
Harrison winced with pain as her dick went deeper and deeper into him. When he opened his eyes, he tried to be revolted by the scene. But the image of a feminine woman, with tits and soft skin fucking him with a dick larger than his own started to turn him on. He felt his dick getting harder and harder.
Emilia smiled at him when she noticed his hard member starting to jump, throb and leak precum as she stroked his ass. She grabbed his dick with her hand and started to slowly stroke it to the rhythm of her dick stroking his ass.
Emilia stroked. Harrison moaned. She was fully inside him with each stroke now. Her dick was freely sliding in and out, so she released his dick, grabbed both of his ankles, pushed his legs back and started to fuck him. Hard and fast. At this point, she wasn't concerned with his pain or pleasure. She was lost in her own. The cheap headboard was pounding against the wall.
Harrison was biting down hard as the pleasurable pain seared through his body. Involuntary moans were escaping his lips as his body was experiencing a brand-new type of pleasure. He went to grab his dick so he could stroke himself, but Emilia slapped his hand away.
She was ready to cum. It had been too long since she had felt a virgin asshole and she felt the orgasm building fast. With deep hard strokes she released her load as she drove her dick deep inside Harrison's ass.
Before Harrison could register what was happening, Emilia ripped the condom off her dick. She squeezed her nut onto his erection and mounted him. With her feet planted on the bed she bounced up and down on his hard member. She was in fucking heaven! It had been so long! So fucking long. She rode his dick like it was the last dick on earth! Bouncing, then grinding!
"I'm going to cum! I'm going to cum!" Harrison screamed.
Emilia slammed her ass down hard on his cock and let him empty his load. The exquisite pain Harrison felt as his nut tried to escape was like nothing he had ever experienced. His hands grabbed her ass as his hips shot up. His whole body was shaking. He couldn't breathe. The orgasm stole all his energy away.
Realizing her opportunity, Emilia jumped up, straddled his shoulders, and stuck her now erect dick deep inside his mouth. He struggled at first, but accepted his fate as she pinned him down and throat fucked him. Each time she pushed her dick deep inside and held it, she would work her muscles to push his nut out of her ass hoping it would drip down onto his chin.
When she felt herself getting close to orgasm, she grabbed his head in both of her hands and throat fucked him until she shot her load deep inside his mouth. When she was done, she stood at the foot of the bed and examined her artwork. Harrison laid sprawled across the bed, still swallowing her nut while the cum from her ass was dripping from his chin.
She dressed and took the $100 off the table. Just for good measure, she also grabbed his wallet and without counting took all the cash that was in there. Harrison didn't say anything, he just lay pitifully and watched.
He had just gotten his soul snatched and knew he would never be the same again. His asshole was starting to throb, he could feel the cum on his chin and neck and had the strong taste of semen in his mouth.
He couldn't believe his own ears, as he pitifully asked, "I'm here for another couple of days. Can I see you again before I go?"
Emilia laughed. A big belly laugh.
She replied, "Of course you can. There is lots of fun to have with you. Just make sure you go to the ATM and get more money. I'll be back after my shift."
She turned and left the room, knowing she had found both a fuck toy and a cash cow to enjoy for the next couple of days.
Harrison lay naked on the bed. The shame and degradation of the events were causing him to experience a whole new type of arousal. Even with the sore dick and ass, he was satisfied in a way he had never been before.
As he mulled over the events that just took place, he found himself slowly stroking his hardening dick with one hand as he scooped his cum from his chin and nonchalantly licked it from his fingers with the other.