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Dan looked down at his phone to see he had a text from one of his tenants. Texts from tenants normally meant one thing, something he had to go deal with. But, this one at least wasn't maintenance related.
"Hey, running late on my payment this month, don't know when I'll have the cash. -Chels"
Dan groaned at the text. Not only was it late, but it was like she had no understanding that he had mortgage payments to make with that money. Then he thought back to the lease.
Chelsea was a very attractive applicant, a little short, but had an amazing body and a sharp sense of humor. She wasn't the strongest applicant, but he asked her if she'd agree to additional provisions to get the place. She agreed in a heartbeat, a little to his surprise.
"Okay. Does this fall under Provision 17 in the lease?" he text back.
She responded promptly. "I thought you were just joking about that."
"Did you sign on page 11?" Dan asked.
"Yes"
"Then you agreed to Provision 17."
"...maybe we can talk about this?"
Dan wasn't in the mood to deal with late payments today, especially from someone who didn't understand the lease. But, he glanced at the miserable score of the football game he was watching and figured he didn't have much else going on at the moment.
"Yea, I can stop by in a few?"
"Ok, that works"
Dan packed a light bag and tossed it in his car. In ten minutes he was at the condo he owned and knocked on the door. It creaked open. "Chelsea? You here?"
There was a note on the ground, "Don't let the cat out". Dan didn't remember her having a cat, but shut the door behind him anyway.
"Hello?" He took a few steps inside and then saw several pages stapled together laying on the floor in the living room. He took a closer look and saw it was a copy of the lease, and it had been turned to the provisions. Highlighted was Provision 17:
"In the event of a delinquent payment, the owner may demand whatever actions necessary to teach the tenant about punctual transactions. These actions include, but are not limited to: blow jobs, submissive behavior, and anal." At the end of the provision someone had written in red ink "and spanking!"
Dan blinked a few times and read it again to be sure. There was no mistaking it. Chelsea was very familiar with Provision 17. Almost too familiar. He then looked at the door to the bedroom and noticed it too was cracked open. He cautiously opened it, half expecting to see a police officer ready to haul him away for putting such language in a legal document.
The door opened to a large room with a large open floor to the side of the bed. Kneeling in the middle of the floor was Chelsea. She wore a bra that pressed her breasts up and left little to the imagination and a thong that disappeared into nothing as it wrapped behind her. Dan tried to contain his excitement and slowly walked around her, brushing the hair away from her face and seeing a black ball gag with a single strap secured behind her head. As he made it behind her he saw she had cuffed her hands and feet together with two different sets.
"I want to talk about this," Dan said, taking an authoritative tone. He unlatched the ball gag and took it out of her mouth.
"Thought you wanted me to be quiet like a mouse," she said in an innocent voice.
"In time. But, I don't like these cuffs on you. With your hands that low, you can reach your anus, and I find that unacceptable."
"I'm sorry," she said sincerely.
He found the keys on the dresser and undid her hands. He then pulled two long zip ties out of his bag. "Here, I'm going to fold your arms behind your back." Chelsea complied, and he quickly cinched a zip tie around her right wrist and left elbow and vice a versa.
"There," he said, satisfied. Chelsea wiggled but could not escape the new confinement.
Dan then reached back around with the gag, but re-examined it. "This isn't as large as it could be." He reached into the bag and found another a size larger. Chelsea looked at his and shook her head at first, careful to keep her mouth closed. "It'll fit, beside we have a provision to take care of." She lowered her eyes and then nodded. Dan placed it up to her mouth and she opened, but not wide enough. Suspecting the Chelsea was sandbagging it in order to receive the smaller gag, he quickly reached into her bra and pinched a nipple. This got a rise out of her and as she started to protest, her mouth opened wide enough for the gag to slip right in.
"See? Told you."
Her eyes shot daggers at him, but Dan said condescendingly, "You aren't in the best position to argue right now." Dan then went over to the bed and grabbed a few large pillows and placed them in front of her. He pressed in the middle of her back, getting her to lean over with her torso and thighs at a 90 degree angle. "So, someone added spanking to the provision." Before finishing the statement he spanked her firmly. He felt her body tense and then relax, and he did it again. Even with the large gag in, he could hear her moaning. She was really enjoying this.
A few spanks later and Dan had determined that her ass was more sexually sensitive than that of most girls. He reached into his bag and pulled out a rubber vibrator with a small barb on the side of it. He showed it to Chelsea, who nodded almost eagerly. He tore her thin thong and removed it in one motion. With a touch of lube he inserted the dildo in her anus and he watched her body arch as she accepted it. As he knelt beside her she was trying to rub against him, eager to cum. He undid his pants and entered her from behind, and her whole body responded with pleasure. Dan reached up and unclipped the gag and listened to her moan as he thrusted strongly into her. The panting increased, the moaning got louder and Dan reached around for one of her breasts to push her over the edge. Chelsea erupted, bending over and burying her face in the pillows. Dan was glad to see her so satisfied, but he was yet to cum himself.
"Did you?" she asked, struggling to get her breathing under control.
He shook his head and Chelsea rested back on her knees. Dan reached back and undid her bra, allowing him to fondle her breasts as she playfully licked his cock. Dan took a minute to admire her and how she was bound. He then had a final idea and pulled a strap from his bag. He snaked it under her armpits and around her shoulders, and then secured it in the back. The set up caused her shoulders to pull back and push her breasts forward, which Dan liked. Chelsea even looked down at them and gave a little smile.
"Are you ready now?" she asked playfully. Dan didn't answer verbally but pulled her toward him until he was inside her mouth. After a few bobs of her head, she paused. "Did Provision 17 say anything about swallowing?"
Dan was close to cumming and couldn't remember and really didn't care, "Sure," he said before she took him in again. Chelsea worked his cock vigorously until he came in her mouth. She didn't let him go until she'd captured every last drop and then swallowed. Dan collapsed in a state of pure pleasure.
As Dan helped her out of the restraints they made small talk, not sure what came next. "So, I do have your rent money," Chelsea confessed.
"What?"
"What can I say? The terms of the lease intrigued me, I wanted to see if you'd actually hold me to them," then she smiled. "And I'm glad you did."
"You know, if this happens again, you won't be getting out of the provision. Each month is its own deal," Dan explained, not sure if he was flirting or serious.
"Oh, I think I understand. I studied law and I'd never sign a contract I didn't comprehend fully."
"Good."
Next month Dan got a similar stream of text messages from his tenant. He started to get hard just seeing he had a text from Chelsea. Dan grabbed his bag and headed over.
As he drove, he started wondering if this would happen at the beginning of every month. Would it be weird to only see her once a month? What happened when she was no longer his tenant? He tried not to worry about the answers, and just enjoy the present.
He came across the slightly cracked front door again. He went inside and closed and locked it. He didn't bother calling her name. The lease was laid out again, this time with a new note on it, "Read carefully." But, the provision looked to be the same. He stripped down to his boxers before proceeding.
Dan entered the bedroom and there was Chelsea, bound in a similar manner to before, still with the handcuffs instead of the folded position Dan preferred. He knelt down to her, "I hope your hands aren't folded only because you can't do so by yourself." She nodded obediently.
"Still, I'm not happy about this," he set his bag down and opened it, pulling out a different small vibrator. "This here isn't very strong, I'm betting it's not enough to make you cum. But, it will make you want to cum, and that could be excruciating over a long period of time." Chelsea shook her head in protest, but the gag prevented her from verbalizing it.
Dan took a piece of tape and strapped the vibrator to her inner thigh, so that the tip was just barely touching her clitoris. He turned it on and it actually made a rather loud hum for how weak it was. Chelsea again shot daggers at him as it started to tease her, and Dan said, "Again, you aren't in the best position to argue right now." He then looked around the room and said, "I'm going to go to the living room and take care of a few things. I'll be back....sometime. Enjoy."
Dan walked into the living room without waiting for Chelsea's reaction. He would go back in 10 minutes when she was just on the verge, tease her a little more and then send her to the moon. Dan had to admit though, that vibrator was awful loud. Hopefully the people in the next condo couldn't hear it.
He walked around the living room and looked up at a couple light bulbs that needed changing. He told himself he'd get to it when Chelsea complained about them. Or were those her responsibility? The vibrator still buzzed strong from the bedroom. Is it possible that a screw is coming loose inside, how would you even take one of those apart to-
Dan instantly became rigid as something poked him right in the asshole. He instinctively grabbed at it with both hands, and his forearms quickly became wrapped tight in a towel. Before he could process what was happening to him he felt a pair of handcuffs slapped on him and tightened. He turned around slowly, and Chelsea stood in her lingerie waving at him with a big sarcastic smile. "Hi!"
Dan was trying to figure out his options, but he could do little with his hands trapped behind him. "This isn't how the provision works," he grumbled.
She approached him and took his head in her hands, kissing his forehead. "Well, I'm not so sure. As a lawyer, I read contracts very closely. And, me swallowing, also wasn't part of the provision."
"But it says 'not limited to'," Dan argued, not sure what he expected to accomplish.
"Hmmmm, well, that could be subject to a judge's interpretation, but that could take weeks," she slid a hand down inside his boxers and felt his rock hard cock. "And you're ready right now."
She kissed him and then worked her way down his chest and into his boxers, sliding them off with ease.
"How did you get out of the cuffs?" he couldn't help asking.
"I put them on loose," she said matter of factly.
"But what if I checked and made you mine again?"
"Oh, I was hoping you did. But, now I get to improvise," she purred.
Dan was extremely turned on by having the tables turned on him, in a way he had never expected. She started going down on him again, and he was starting to relax to let her finish him off.
Then she stopped.
"But, I've been thinking."
"Thinking, now?!" he practically yelled.
"Oh calm down. Since you violated Provision 17-"
"You said a judge has to interpret-"
"I'm doing the interpreting. Since you violated the provision, I need some kind of compensation. Now, I've teased you and you've teased me, that's fair. But, you had your way with me last month in a way I very much enjoyed, but was a little one-sided."
"What are you saying?"
"Hmmmm, I haven't decided yet. But, let me check out that bag of yours and I'll be right back." She patted his penis as she walked away. She was back in less than a minute, and appeared to have a plan.
"First, you taught me about folding my arms to restrict access to....." she lingered as she walked behind him. Before Dan knew what was happening she had attached a zip tie to each of his wrists and had modified them with string. "Okay now I'm going to count to 3."
"For what?"
"One."
She moved quickly, releasing the handcuffs, leaving Dan momentarily free. Just as he started to separate his hands Chelsea pulled the strings hard, resulting in his arms folding neatly behind his back. She secured it with a couple of knots and admired her handiwork.
"Perfect!"
Dan could only imagine what came next.
"You ever had a girl stick a finger is your ass, landlord?" she asked.
"No, and never did intend to," he responded wearily.
"Such a shame, because last month I seem to remember you sticking this little number in my rear," she held the familiar dildo up to his face.
"Sure did appreciate you using lube," she said, next presenting him with her middle finger with a squirt of lube on it. With her other hand she reached around and felt his cock. "And still hard. Very nice."
"Look, do you want something? No rent next month? I'll go down on you for as long as you please," he pleaded.
"Dan, I told you I have the money for rent. I just want you, in this position, right now."
Without warning she started fondling his balls, then moved up to his cock and ran her fingers up and down the shaft. He hated that this felt so good.
She then started playing with his anus, rubbing the lube around the edges first. Dan suspected he knew what it would lead to. A centimeter at a time, she worked her finger into him, and he became very tense.
"Relax, Dan," she cooed. "Remember how much I enjoyed this?"
"Yea, but that was different, it helped you get off."
"And it's going to get you off too."
Dan didn't like the sound of that. He glanced down and saw some of the precum lining the tip of his cock. Chelsea must have felt it because she moved her hand away from it.
"What are you doing?" he asked. "I'm so close."
"mmmhmmm. But, you aren't going to cum because of what I'm doing to your cock with my hand. You'll cum because of this finger in your ass."
"It'll never happen."
"Yea, then why have you been thrusting on my finger?"
Dan looked behind him and noticed that Chelsea was no longer moving her hand in and out of his rectum, he was actually creating the movement with his hips. "You like it Dan, accept that this feels good, and let yourself cum."
Dan tried to free his mind and continued to thrust on her finger. He then felt her bend him over with her other hand, allowing the finger to go even deeper inside him and press firmly up against his prostate. His legs began to burn as he felt a new sensation. "It's going to happen," he said. It sounded like a confession.
Three thrusts later and a couple flicks of Chelsea's finger Dan came in a way he had never before. The orgasm was deeper than he was used to, and actually brought him to his knees. "Oh my god," he said. Chelsea had moved her free hand to catch his load and had lowered herself to the ground with him.
She blew a hot breath into his ear and said, "So glad I could be your first."
"Was this your plan from the start?" he asked.
"Oh, I've spent months planning this," Chelsea said as she kissed him on the neck.
She went to the bathroom to wash her hands as he finished enjoying the sensation.
She then came back and cradled his head against her thigh. Dan noticed she had removed what little clothing she was wearing. "Can you undo these?" he asked.
Chelsea smiled and shook her head. "No, now it's time you make me feel like that. Let's say....twice."
"What do you mean?" Dan asked.
She opened her legs and offered her sex to his mouth. She was standing over him and his head craned up to her. She had all the power.
"I said I'd go down on you if you took that finger out of my ass," he said weakly.
She stroked his hair and said, "You aren't in the best position to right now."
He then took her clitoris in his mouth and lashed it with his tongue. Chelsea moaned deeply as she took moved a hand up to her breast and fondled it. She kept him down on her until she came three times.