Chase and Cassidy

by D. J. Manly

  Cassidy sucked harder, his lips smacking on Chase’s shaft. He began to moan.

  Chase smiled softly. It was working, only trouble was, he felt as if he could shoot any minute. He had to redouble his efforts, or Cassidy was going to win. He glanced down quickly at Cassidy’s cock, hard as rock, one big blue vein pulsing down the middle. He stroked his hair again. “I want to play with your tits, Cass, but I can’t reach them. They look so tight, so hard, so needy. I’d love to suck on them.”

  Cassidy thrashed some, moaning again as he began to suck harder, making hollows with his check. The sucking sounds were growing louder.

  “But when I tie you up, spread you out,” he said softly, feeling his cock pulsate … shit… “I’m going to play in your hole first, maybe grease it up good, umm … take my time, torment your tits, play in your ass … then maybe … maybe…”

  Cassidy uttered a muffled scream. Chase looked in the mirror to see him spurting cum all over the place. He laughed, then, blew his own load into Cassidy’s mouth.

  Cassidy practically spit Chase’s cock out. With cum drooling out of his mouth, he swore at him. “You son of a bitch, that’s not fair. That wasn’t…”

  Chase laughed softly, and stood up. “There were no rules, remember?”

  “That was yummy,” Amanda said, her dressing gown open to reveal her large engorged nipples and moist shaved vagina lips. “Now, Chase,” she breathed, “do what you said you were going to do.” She rubbed her hands over her breasts and pinched her nipples, uttering a little “ooh” sound as she did.

  Chase motioned to Cassidy with his finger. “Come, lover. I’m ready for you.” He looked down at his cock which was beginning to rise again. “Crawl onto my examining table, and let’s play doctor.”

  “Yes, yes,” Amanda moaned, “I love doctor fantasies.”

  Cassidy walked over warily.

  “Good evening, Sir, my name is Doctor X. I see you’ve removed your clothing as I instructed. Please step up on my table.” Chase pulled out the extension.

  “Looks like you took off your clothes too, Doctor. Is that standard practice?” Cassidy threw back at him.

  “It is in this office,” Chase laughed softly.

  Cassidy got onto the table. “How do you want me, Doctor?”

  “Sit with your back against the seat, and pull up your knees. I’m going to examine your prostate.”

  As soon as Cassidy slid up onto the seat, Chase lowered the extension, a slight smile playing around his lips. He took his time going over to the toy cupboard and picking out what he needed.

  “What are you … doing … Chase?” Cassidy asked nervously.

  Chase cast him a stern look. “It is not the place of the patient to question the doctor, is it?”

  Amanda giggled.

  Cassidy rolled his eyes at Chase, but remained silent. His eyes widened some when he saw the things Chase had in his hand.

  Chase was loving it, every minute of it … the arrogant little punk, always going on about his age, Viagra, and control. Guess he showed him a thing or two about control. “Now,” Chase said matter of fact, “if you would please extend your legs and grab your ankles.”

  “You got to be kidding,” Cassidy said, his eyes on the double combination ankle/wrist cuffs Chase was undoing.

  “Follow the doctor’s orders,” Amanda breathed, wiggling down on her lounge seat, getting prepared for some fun.

  Cassidy frowned, but he did as Chase asked, watching as Chase fastened one of his ankles to his wrist, then the other.

  Chase stood back and admired his handy work. “Um, a very provocative picture. Your tits are still accessible, and your cock … I do say Cassidy, is curled right up into a … is that an erection I see?”

  “Could be,” Cassidy mocked.

  “Um. And ah … your tight little ass is exposed as well … open and ready for games. Balls tight?”

  Cassidy gave him a nasty smile. Chase laughed out loud. “Now, as your doctor,” Chase licked his lips, “if I’m going to examine your prostrate, I have to be able to see inside.”

  Cassidy’s chest heaved. “I think you need a blow job, Doc, you’re as hard as a rock.”

  Chase looked down at his erection. “Don’t worry sir, I plan to take care of that soon. First let me lube up.”

  Cassidy’s tongue licked his lips.

  Chase began to spread lube on his fingers, then, he spread the lube on some sort of metal contraption.

  “What’s that for?” Cassidy asked breathlessly as Chase came closer. “It’s a spreader. It will open you up so that I can fondle … ah … examine your prostrate.” Already Chase could see the pre-cum leaking out of Cassidy’s cock. He smiled. “First, let’s oil those nipples a little. They look rather dry and … ah…” Chase murmured, moving a lubricated thumb over the left one, “so hard … so stiff. Are your nipples often that stiff?” He began to flick his thumb over the other. Cassidy’s head went back against the seat and he licked his lips again. When Chase pinched the left, then the right one, Cassidy closed his eyes and moaned. “Does it hurt?” Chase asked in his doctor’s voice.

  “No … ooo…” Cassidy breathed.

  “I think you will have to wear some clamps on those for awhile. They should be good as new in a little while.”

  Chase put down the spreader and came back with two clamps connected by a chain. He had used all this stuff at one time or another, and they’d been used on him. He’d had clients who were really into this, and there was a part of him who liked it, as long as there was no permanent damage. He looked over at Amanda for a minute, and winked. She winked back, hand between her thighs.

  Chase teased Cassidy’s nipples a few minutes with his fingers, making them stand up, stiff and ready, then, he clamped one, pulled on it, causing Cassidy to moan, then clamped the other.

  Cassidy uttered a little hiss between his teeth, his cock visibly pulsing.

  Next, Chase took the spreader in his hands. He slipped the tongs between Cassidy’s ass cheeks, then triggered the spring mechanism which pushed both cheeks apart, exposing Cassidy’s puckered, and quivering anus. “Your ass is anxious to be filled, Cassidy. You’re such a slut.”

  Cassidy’s chest heaved. Chase reached over and took the edge of the chain attached to the nipple clamps in his teeth and then reached down with a lubricated finger and began to move it around the outside of Cassidy’s anus. At the same time he pulled back on the chain.

  Cassidy let out a cry, his cock pulsing again.

  “Don’t come,” Chase muttered, the chain in his teeth. “Unless it’s true that you have no self control.”

  Cassidy swore under his breath. Chase laughed lightly. Holding the chain between his teeth, he said, “Let me see, ah…” he poked his finger into the entrance and moved it around, “can’t feel the prostrate yet.”

  Cassidy moved his ass on the seat, almost tumbling off. Chase reached up to balance him, again tugging on his tits with the chain. He dug the finger deeper, causing Cassidy to moan again, and to curse under his breath.

  “You’re not being a very cooperative patient, Cassidy. I won’t fuck you if you’re not a good boy.”

  This time Amanda cried out.

  Chase smiled, and inserted two fingers, then three, and began to roughly fuck Cassidy’s opening. At the same time he made sure he wasn’t neglecting the nipples. Cassidy was moaning continually now, at one point, he shouted, “Fuck me, Chase … damn you bastard, fuck me!”

  “But I am fucking you, baby,” Chase said, watching Cassidy’s cock which was ready to blow.

  Removing his fingers, he said, “Well, guess your prostrate is in good working order.”

  Cassidy’s eyes looked dazed. He was practically hyperventilating. He licked his lips. “Fuck me,” he whispered.

  Chase removed the spreader from Cassidy’s ass, and holding his cheeks open, he moved his cock closer to Cassidy’s opening. For a moment, he teased it by running the head of his cock over it. Cassidy screamed.
Chase removed one nipple clamp, then, licked the nipple slowly, causing Cassidy to sigh. Then he tugged on the other a few times, making Cassidy cry out, then removed it and threw it aside. He took the engorged nipple in his mouth and sucked on it for a minute, all the time, teasing Cassidy with the head of his cock.

  Finally, he reared back and without warning, rammed his cock up inside of Cassidy’s wide open and welcoming orifice. Again Cassidy let out a howl. Chase grabbed his elevated legs and began slamming into him, himself so randy now, he could do nothing but savor the feeling of his cock moving in and out of Cassidy’s ass.

  Cassidy came, his cock shooting upwards with what seemed an impossible amount of cream. Chase came a few minutes after, his hair plastered against his head with sweat. They both took a few minutes to recover; then Chase reached up and undid the cuffs from Cassidy’s wrists and ankles.

  Cassidy lowered his legs with a huge grunt of relief.

  Amanda clapped her hands as she stepped down out of her seat. “Damn, that was hot. I’d love to see Cassidy do that to you,” she said to Chase, giving him a little kiss on the cheek before she left the room.

  Cassidy walked over to him now, holding his clothes in his hand. He looked at him for a minute, causing Chase to give him an inquiring look. Then suddenly he reached up and gave him a quick kiss on the other cheek. “I think Amanda has the hots for you,” Cassidy remarked with a smirk. “Guess she likes older men.”

  “Don’t be ridiculous,” Chase snapped, “and there you go again with the…”

  Cassidy giggled, then skirted by him. At the door, he stopped and looked back, “You know that was probably one of the best fucks I’ve ever had there, stud, not bad for a…” he paused, and winked, “middle-ager.”

  Chase shook his head, then picked up his clothes with a smile and headed to his room. “At least I’m not old anymore,” he mumbled. “Getting younger everyday.”

  * * * *

  Soon after Amanda left, Chase enrolled in school. It turned out that three courses out of four were in the afternoon. He’d only have to be away one evening a week, which he knew would please Amanda. She had given him a blank check for his tuition before she left.

  There was a part of him that felt a little guilty about taking her money, even if technically, he was earning it. He told himself that after he finished his degree, he’d never have to be in this position again. And even though Cassidy teased him about being old; he knew logically he wasn’t really that old. In the world of male hustling, he wasn’t considered as desirable as he once was since clients were looking for eighteen year old kids today. When he left home he was a teenage boy, trying to escape from his amorous stepfather. If he hadn’t found the Agency, which at least did their best to protect their boys, he probably would have ended up dead in an alley somewhere.

  But he wanted out now, and if amusing Amanda allowed him to get out faster than he’d anticipated, that’s just what he’d do. Unlike some of his regular clients who’d asked him to move in with them, Amanda didn’t expect him to love her. There were no complications. Maybe one day when he’d liberated himself from all this, he would find love, real love.

  For the first week of Amanda’s absence, Chase saw little of Cassidy. He was out and about and doing his own thing. In the second week, Chase started his courses. Everything was new and exciting and he really didn’t have a lot of time to worry about what Cassidy was up to.

  On the second day of school, when he had two courses in the same afternoon, he spotted Cassidy. Chase was coming out of a coffee shop across the street from the campus when he saw Cassidy standing on the corner of the street. He was kissing some guy in a black leather jacket, with a blue checked bandana on his head.

  Suddenly, they broke apart and there seemed to be some heated discussion going on. Cassidy seemed to be upset. The guy walked away, then Cassidy ran behind him, and grabbed his arm. For a few minutes, Chase thought the guy was going to hit him. He looked angry, then he threw up his hands, and strutted off, leaving Cassidy looking quite distraught.

  Chase hurried across the street. Cassidy had disappeared, and he was running late for his second class. When he settled into his seat with his coffee, he found it difficult to concentrate on what the professor was saying. The scene with Cassidy and that guy played in his mind. Who was he? What was Cassidy doing with him?

  He took the subway home, then transferred onto a bus which left him a few blocks from Amanda’s house. There was a misty rain coming down, and he raked his fingers over his hair as he came in through the door. One of the servants was there. She handed him a towel, and smiled at him. “Are we going to get a storm?” she asked.

  “I don’t think so,” Chase replied politely, wiping his hair. “I think it will pass.”

  They exchanged a few more pleasantries, then she took the towel, and disappeared down the hallway.

  Chase walked farther into the entrance and spotted Cassidy lying on the sofa in the living room, the wide-screened television blaring with some popular music performance.

  “Hey, stud,” Cassidy called out, not taking his eyes off the screen. “How was school, school boy?”

  Chase smirked. “Fine. How was your day?”

  Cassidy shrugged. “Boring.”

  “Really? What did you do?”

  “Nothing much really, hung out.”

  “Who did you hang out with?”

  Cassidy looked up now. “Nobody. Why?”

  Chase eyed him. He hesitated for a second, then he said, “because I saw you today.”

  Cassidy kept his eyes glued to the screen. “Really. Where?”

  “Across from the campus. You were with someone.” Chase waited.

  Cassidy flicked off the television with the remote. He brought his legs over the sofa and stood up. “Oh, I know who you mean … my cousin. I was with my…”

  “Bull,” Chase said softly. “Try again, Cassidy.”

  “It’s true,” he protested, anger sparking in his eyes. “My cousin is in town…”

  “Your kissing cousin?”

  Cassidy took a step closer. “Please Chase, don’t tell Amanda. It will ruin everything. We’ll both get kicked out of here and…”

  “Who is he?” Chase cut him off. “Is he your boyfriend?”

  “Yes.”

  Chase sighed. “He knows you’re doing this and he’s jealous right? He’s…”

  “No, I mean he knows I’m doing this but he’s not jealous. Don’t worry, he knows it’s just with you and there’s no danger of…” He trailed off.

  The message was clear, and the message pissed him off royally for some reason he couldn’t identify. Maybe he was just insulted. “So if he’s not jealous, what’s he pissed at?”

  Cassidy sighed. “You promise you won’t tell Amanda?”

  “Go on,” Chase insisted.

  “He’s in trouble, Chase,” Cassidy drew closer, and grabbed Chase’s arm. “He needs money. He borrowed some from a … well … it’s complicated. It’s the reason I agreed to this in the first place, but Amanda hasn’t really handed me much money yet and…”

  “He borrowed money from whom?”

  “A drug dealer,” Cassidy sighed.

  “Cassidy,” Chase gave him a knowing look, withdrawing his arm, “he doesn’t sound like the kind of guy…”

  “Don’t lecture me, Chase,” Cassidy snapped. “It’s the last time, then he’s going straight. He promised me. He…” Cassidy looked down, “he doesn’t want to go back to prison.”

  “Prison?”

  “It was only once, and it wasn’t his fault,” Cassidy pleaded. “Now, he has ten days and if I don’t get the money for him, those drug dealers will break his legs, maybe even kill him.”

  Chase was speechless.

  “He’s really a good guy deep down, Chase. He…”

  “How long have you known this … ah…?”

  “Jude. His name is Jude, and I’ve known him for three years. It’s the reason I stay at the Agency, to h
elp him out, get him on his feet, and…”

  “He’s never heard of a job?” Chase sneered.

  “He tries, okay?” Cassidy snapped. “He’s had a hard time of it. His father…”

  “Okay, okay, I don’t want to hear about it. I don’t want to know, okay? Just one thing, you better not be fucking him while we have this arrangement with Amanda.”

  “Why not?” Cassidy demanded.

  “You didn’t, did you?”

  “Well no, because he’s … well … he was angry at me today.”

  “Good. I don’t intend to get anything he’s got, understood?” Chase pointed at him.

  “He’s faithful to me. He doesn’t…”

  “Yeah right,” Chase said.

  “You won’t mention it to Amanda, will you?” Cassidy muttered.

  “I said no, on one condition, you don’t fuck him until this arrangement is terminated,” Chase said stiffly.

  Cassidy grinned. “You’re not jealous, are you, Chase?”

  Chase sighed. “What do you think?” With that he continued on through the living room and up the stairs.

  Chapter Four

  The next few days flew by. Chase began working on his first school assignments. When Cassidy joined him at dinnertime, they didn’t speak much. They didn’t have that much to say to each other really. They kept different schedules, eating breakfast and lunch at different times, and Cassidy spent a lot of time sun tanning by the pool.

  The Sunday night before the final week of Amanda’s absence was a hot one. Chase had gone to bed early because he had to be at class fairly early the next day, but found he couldn’t sleep. The air conditioning was turned up high but it didn’t seem to penetrate his room unless his door was wide open. After tossing and turning for awhile, he rose and threw on a robe, deciding that he’d go downstairs and maybe take a quick dip in the pool.

  Once outside, he threw off the robe and jumped into the pool, savoring the refreshing water. He leaned back, moved his arms around and gazed up at the moon for a while. It was looming overhead, almost full, and luminescent. He tried tracing images in it, and imagined a gorgeous, sexy man in the moon gazing down at him. The thought made his cock stir a little, and he laughed softly. It had been a while.