Borderline [Suncoast Society] (Siren Publishing Sensations)

by Tymber Dalton

  “You, Sir.”

  “Don’t you wish you could suck a load right from my balls, right this moment?”

  “Yes, Sir.” The worlds automatically fell from his lips even though he had never sucked a real cock before. Another invisible border just waiting for him to slide across.

  Landry slipped two fingers between Bob’s lips. Bob sucked on them, hard, laving his tongue over them and pleased when he earned another sharp hiss from Landry.

  “My eager boy. That’s excellent. Exactly what I like to see from my pet.” He scooted forward in the chair, legs still spread wide, so that Bob sat so close to Landry’s cock he could have easily licked it if Landry’s fingers weren’t in his mouth.

  “Good boys always swallow,” Landry said. He grabbed a small paper plate from the pile of other items. As he stretched back in the chair, Landry laid the paper plate on his bare stomach. From its position, Bob had no trouble guessing why it was there.

  “Something new for you today, pet.”

  Landry wrapped his fingers around his cock and started stroking. Bob automatically started sucking on the fingers in his mouth again. “That’s it, pet. In time with me. Pretend you’re trying to suck a load out of me. Watch my hand and what I do. Take it all in.”

  Bob was pretty sure there would be an even larger puddle under him after this was over. Between the butt plug and Landry’s voice and what Landry was doing to Bob…yeah.

  Hawwwt.

  At the top of each stroke, Landry had a little twist he made with his hand, slicking pre-cum over the head before sliding back down again.

  Hypnotic. Bob tried to mimic Landry as best he could with his mouth.

  “Such a good boy,” Landry hoarsely said. “This first one shall be rather fast, which is fine. It means I’ll last longer for the next one.”

  Bob inhaled deeply, Landry’s slightly musky scent mingled with fabric softener and clothes soap.

  Landry’s hand sped up, his body tensing as he held his cock against his stomach, ropes of cum splashing onto the paper plate while he milked it from himself.

  Then he pulled his fingers from Bob’s mouth, grabbed the dildo, and rolled the end of it in his cum.

  Bob had his mouth wide open before Landry even started toward him with the dildo.

  “Excellent, my brilliant pet. Suck it clean.”

  He did, softly moaning. Landry’s tangy, slightly spicy taste was different than the taste of his own cum.

  He didn’t stop to think that he had crossed one more border into uncharted territory, taking another man’s cum for the first time.

  He didn’t stop to think about anything, except pleasing Landry.

  Landry relished the play, pulling the dildo from Bob’s mouth and gathering more cum onto the toy before fucking it between Bob’s lips.

  Once he’d gotten as much as he could from the plate, Landry left the dildo in Bob’s mouth, deep.

  “Hold that. I’d better not see teeth marks. What do you say for being allowed to eat my cum?”

  Bob clamped his lips around the dildo to hold it in. “Thank you for letting me eat your cum, Sir,” he mumbled as best he could around it.

  Landry scooted the chair back so he could stand, then slid the chair in front of Bob once more. Landry left his cock hanging out and stepped around behind Bob.

  The sharp tinge of the sadist’s tone appeared in Landry’s voice. “Hold on to the chair as if you’re draped over my lap. You may use your hands to hold the cock. If you want to earn your release, I’d better see an eager blowjob, and when you are finally allowed to come, you’d best deep-throat that toy. Do not come before I give you permission. If you do, that’s twenty-five with a cane and I won’t let you come again until late Sunday.”

  He wasn’t sure what Landry was doing behind him. Then he heard Landry pull on another glove.

  From the corner of his eye, Bob saw Landry grab the paper plate and slide it under Bob.

  As Bob eagerly sucked on the dildo, Landry pulled the butt plug out of Bob’s ass and set it aside. The sound of the lube bottle being opened…

  He moaned at the feel of lubed fingers in his ass. Three easily slid in and slowly started fucking him.

  “Yes, such a good boy for me,” Landry said. “Did you know it’s quite easy to condition a person to become sexually excited over certain stimuli regardless of their sexual orientation?”

  The fingers found his gland again and Bob had to suck in a breath through his nose in an attempt not to blow his nut right there.

  “Simply a matter of training. Good pets like it when their owners train them.”

  The fingers stilled, touching his gland but not moving.

  Landry’s other hand closed around Bob’s cock.

  “Now then, pet. If you wish to come, you’d best do it before I lose interest. And don’t forget about the cock you’re servicing in your mouth.”

  Landry didn’t stroke Bob’s cock. He maintained a strong, squeezing, borderline painful grip on it. Bob whined, realizing if he didn’t seem eager enough in his cock worshipping that he wouldn’t get to come.

  Bob held the dildo in his right hand and bobbed his head up and down on it, taking it deep in his throat, hoping Landry thought his efforts worth the reward.

  Landry’s fingers began stroking his gland, gently pressing, exploring.

  “That’s it, pet.” His tone grew firmer. “Suck that cock, boy. Let me see what kind of mouth you have on you.”

  Bob doubled his efforts, now frantic, feeling pressure building in his balls as he wished Landry would jack his cock. But from the grip Landry had on him, he knew he wouldn’t be allowed to hump Landry’s hand, either.

  “Quit being stubborn, pet,” Landry said. “Come!”

  Bob had been right at the edge. As Landry gave the order, he increased the tempo and pressure he’d been using against Bob’s prostate, and that triggered Bob’s orgasm. As Bob moaned with pleasure, the dildo crammed deep in his mouth muffled the sounds.

  Landry’s voice immediately switched back to gentle. “Goood, boy. Such a good boy.”

  Pleasure rolled through Bob’s body, not stopping, and he realized Landry was still playing with his gland. Probably the longest orgasm of his life, and it left him panting and weak, draped over the chair with the dildo in his mouth.

  Landry released his cock, reached up, and took the dildo from him. “Sit up. Lean against me as best you can.”

  He did, Landry keeping his fingers buried in Bob’s ass. Landry then rolled the dildo through the puddle of cum on the paper plate.

  Bob needed no command to open and dutifully suck it clean.

  Landry pressed a kiss to his ear. “Such a good boy. My very, very good boy.”

  “Thank you, Sir,” he mumbled around the dildo, his cock already twitching with renewed interest even as the comforting haze of subspace swirled around him.

  * * * *

  Only once all the cum was gone—including Landry making him lean over and lick the plate clean—and Bob had cleaned up the other puddle of pre-cum he’d left, did Landry remove his hand from Bob’s ass. He immediately replaced his fingers with the butt plug.

  He stripped off the glove and tossed it and the paper plate before tucking his semi-erect cock into his jeans.

  Then Bob found out what the other thing was.

  Landry affixed the chastity cage around Bob’s cock and balls, snapping it shut and locking it with a tiny padlock.

  “Now aren’t you glad I make you shave down there, pet?” Landry asked, amusement narrowing his gaze. “Imagine how utterly miserable it’d feel having hair getting caught in that.”

  “Yes, Sir. Thank you.”

  “That stays on all weekend, unless I feel like rewarding you. You will need to pee sitting down. If it chafes you in a way that you feel will make you raw, tell me immediately so we can adjust it.”

  “Yes, Sir.” The device would let him get a little hard, but he could see how it would squeeze his cock if he got too hard
.

  Hell, he usually spent over half his time either hard or semi-erect when they were playing.

  Oh, boy.

  “Clean the floor—with cleaner,” Landry clarified as he washed his own hands. “Then get dinner started.”

  “Yes, Sir.” Bob carefully stood, wincing a little as the butt plug rubbed against his prostate…which made his cock twitch again.

  Landry arched an eyebrow, his lips curling in an evil smirk. “Problem, boy?”

  “No, Sir. No problem.”

  “It’s meant to be somewhat uncomfortable. To keep a pet in the proper owner-focused mindset and unable to give themselves pleasure.” Landry walked over to him and grabbed him by the hair, pulling his head back and forcing Bob, who was taller, to dip his knees so he could look up into Landry’s eyes.

  That also pressed the butt plug against his sweet spot and strained his cock and balls in the chastity cage.

  “This weekend, you are going to be milked by me while your cock and balls are tightly held by that cage. It won’t be difficult for you to earn release, either, at the rate you’re going. But every drop of cum that is released this weekend—by yourself or me—will go down that handsome throat of yours, one way or another. If not eagerly on your part, I do have a funnel gag I won’t hesitate to dig out and use on you. Understand?”

  His cock throbbed within the confines of the cage. “Yes, Sir.”

  “Any objections?”

  “No, Sir.”

  Landry kissed his forehead before releasing him. “Good boy. I’ll be in the study. Come get me when dinner is ready. You may sit at the table next to me, on my right. Don’t forget your towel.”

  “Yes, Sir.”

  When they sat down to eat, Bob slowly and gingerly lowering himself onto the chair after Landry gave him permission to sit, Landry flashed Bob an evil grin.

  “How’s the ass?”

  “Stuffed, Sir.”

  “And your cock?”

  Bob nodded. “It’s there, Sir.” While cooking dinner, the slightest movement jostled the butt plug against his prostate, which amplified the feel of the chastity cage around his cock and balls. His cock would get squeezed, the discomfort only increasing the problem.

  Because, of course, Landry had also been conditioning him to become sexually stimulated over pain.

  Landry laughed and reached over to ruffle his hair. “I have so much fun with you, boy. Thank you for tolerating my whims. I’m sure if Cris and Tilly were here, they’d also be thanking you for taking my attentions from them.”

  Subspace had started to fade back, but at that, it rushed through his system again, like a flash flood sweeping him away. “Thank you for training me, Sir.”

  Landry didn’t speak again for a moment as they ate. “When was the last time you dated, boy?”

  “You mean someone besides the three of you, Sir?”

  “Exactly.”

  He shook his head. “Not since before we started playing regularly. At least a year before.”

  “Why?”

  “The same reason I told Tilly a long time ago, Sir. I need this. If I have to waste time and energy trying to find someone who won’t even understand why I need this, I’d rather not waste that time. I’d rather be where…”

  An unexpected lump rose in his throat.

  “Yes?” Landry asked. “Go on.”

  “I’d rather be where I already feel wanted and appreciated, Sir,” he softly said. “Where I feel like I’m part of the family.”

  Landry studied him for a long time, almost uncomfortably so. Bob wondered if he’d crossed a line he shouldn’t have. Tilly had long ago eliminated the restrictions on discussing relationships or feelings, because they weren’t in a business kind of arrangement now.

  She’d insisted on total honesty, no matter the topic.

  Landry reached over and gently scruffed Bob’s neck, stroking the back of Bob’s head with his thumb.

  “We are extremely fond of you, Bob,” he quietly said. “I hate to sound selfish, but I appreciate not having to share you with anyone else, besides Cris and Tilly, obviously. All the kinky trappings aside, we do consider you part of our family.” His hand moved to cup Bob’s cheek. “Perhaps, one day…”

  “Sir?”

  Landry smiled. “Let’s just say I’m happy to keep following what we are doing to its natural conclusion.”

  Chapter Four

  Way back when…

  “So what can we conclude from this?” Mrs. Horhner slowly paced in front of the class and let the painfully awkward silence settle thick in the air as she waited for someone to volunteer an answer.

  Bob struggled to look at her indirectly, without her noticing him. He couldn’t keep his eyes off her, and it wasn’t because his fellow male seniors in their high school chemistry class called her “Mrs. Horny” behind her back.

  It was because he struggled to fight back the reaction he always had to her. He had other teachers who were attractive. She was far from his youngest teacher.

  She wasn’t even his hottest teacher.

  There was something about her softly authoritative manner, her calm, steady ways. She never lost her temper, never got flustered, always seemed to have an easy comeback for the smart-asses who dared try to get one up on her.

  “Mr. Simmons. Do you know the answer?” She was at the far end of her pacing and staring out the windows, facing almost one hundred and eighty degrees away from him.

  Bob struggled for a response. He honestly hadn’t been listening to what she’d said. He’d been listening to how she’d said it, watching how she walked—spine straight, shoulders back, her long, brown hair tightly restrained in a neat single braid down her back.

  Rumors were she’d spent twelve years in the military before she’d become a teacher, but he didn’t know if that was true or not.

  “I…I—”

  “Miss Callaway. I don’t suppose you were paying attention, were you?”

  It took her three more students before she finally reached a girl who mumbled the correct answer.

  The bell rang, saving their asses.

  “Completely unacceptable, class,” she scolded, none of them daring to stand until she gave them permission. “Tonight’s homework is to re-read last night’s chapter. We will have an oral test on it tomorrow. Dismissed.” She turned to the whiteboard to erase some of the notes she’d written there.

  Bob stood and reached for his bag.

  “Mr. Simmons, a moment.”

  Shit.

  He held his backpack in front of him as he stopped. “Yes, ma’am?”

  She didn’t turn to face him, and as she spoke, she kept her voice soft, not carrying. “I expect more from you than that in class. Usually if I call on you, you have the answer. The past couple of weeks you’ve seemed distracted. Is there an issue?”

  “No, ma’am. Just been working a lot on my English paper.”

  “That’s wonderful.” She cast a glance over her shoulder. “I expect the same dedication to my class. You are a better student than that, one of my top three. When I call on you, I expect you to be paying attention, even if you don’t know the answer.”

  “Yes, ma’am.”

  “Thank you. Dismissed.”

  He rushed out, dodging incoming freshmen as he practically ran through the door.

  That was close.

  He tried to shove thoughts about his teacher out of his head. Except when he headed to his locker at the end of the day on his way to where the busses sat parked and waiting, he made sure to grab his chemistry book. Yes, he had other homework to do, but he already knew he’d be pouring over that chapter tonight in preparation for tomorrow.

  He expected she would call on him again tomorrow.

  He got home before his mom and dad returned home from work. As always, his mom had left him a note with a short list of chores to have done before they got home. Leaving his backpack on the dining room table, he set about tackling the list first.

  It woul
d only take him about twenty minutes if he hurried, then he could get started on his homework. Not that he’d get yelled at if he didn’t get the list done, because he wouldn’t.

  He’d simply receive a look of quiet disappointment from his mom, and he hated the way he felt letting her down.

  His father usually handled all the “big” chores, the outside stuff and the repairs. It wasn’t too much to ask to knock out his mom’s daily list. A lot of his friends always bitched about chores, but Bob didn’t complain. His parents were pretty lenient, all things considered. With his dad’s hectic and high-stress job, Bob’s rare run-ins with the man had taught him early in his pre-teens it was far preferable to defer to his mom and do what she asked without her needing to go to his father as a disciplinary backup.

  Tonight, he was already deep into his chemistry chapter and had finished his chores and the rest of his homework when his mom arrived home first. She walked into the living room, glanced to where he’d crossed off all the chores on the list, then greeted him with a kiss on the top of his head and playfully ruffling his hair.

  “Thank you, honey. You’re such a good boy. I appreciate you doing the chores for me. Love you.”

  Pretty much the exact same thing she said every day. “Love you, too, Mom. You’re welcome.”

  And every day, her words always warmed him. He knew he was loved by his parents. Even better, he felt appreciated. Considering so many of his friends had parents in crappy marriages, or who had divorced, he knew he was very lucky. His mom and dad loved each other a lot. They never fought, never bickered. Heck, his mom pretty much ruled the house, his dad only stepping in when she asked him to.

  Bob did everything he could to not let that happen. Everyone was happier that way.

  I hope I can have a marriage like theirs one day.

  * * * *

  The next day, Bob was ready in class when Mrs. Horhner asked the question. His hand shot up and he almost said the answer before she’d actually called his name.