My College Enslavement: Chapter 3
#3 of My College Enslavement
After his first date, Theo is the first thing on Oliver's mind. He needs another, and more than that. Well, more is just what he's gonna get.
Third chapter in my latest weekly series. I didn't perfect the thumbnail this time because I was up till 2AM doing D&D shenanigans and I knew I wouldn't be able to build it when I woke up. I hope you all enjoy.
Oliver couldn't stop thinking about last night. His physical date with a guy, and he'd been coerced into wearing panties and given a grindjob, if such a thing existed, in public. That moment played in his head over and over throughout the night. The strength of Theo's grip, the dominance in his tone, and the confidence in his aura, it had the otter squealing back in his dorm.
Not knowing when his roommate would return, Oliver rushed to the bathroom and locked the door. Stripping down to the stained lace panties underneath, he posed in the mirror. Already his cock strained against the fabric, his thoughts rampant with things Theo could do with him. "Oh yes..." He sighed, shivering in breath as his hands trailed down his body and unfurled his erection, "You like what you see, Theo? This erection bouncing up and down, waiting for your touch?"
Turning to brace the wall, he pushed his ass out and slapped it nice and heavy. Digging his fingers against his cheeks, Oliver imagined how Theo held him there. Possessively holding him before the otter gave up his little pucker. "Or would you prefer this?" He teased, shaking the fit swimmer's butt to the imaginary athlete, "A nice firm ass wrapped in lace for you to peel off and pound."
Carefully pulling off the cumstained panties, Oliver held them in his mouth as he spread his cheeks. Theo's image overshadowed him, strong hands spreading his cheeks before pressing the tip of his finger against the otter's virgin pucker. He wanted it. Oliver hadn't seen Theo's rod, but he damn well knew he needed to have it inside him.
The bathroom doorknob jiggled. "Occupied!" Oliver called out, dropping the panties on the floor.
"How long you gonna be?" His roommate groaned. "I gotta use the toilet."
"Bro, I'm..." he looked around, searching for any excuse to keep his selfish fantasy going, "I'm about to take a shower. You can come in and watch if you'd like, but-"
"Fine, I'll go use the lobby," His roommate said, sighing, "Just don't leave the floor all wet ok? I don't want to get my socks wet later cause you were banking on air drying."
He released a breath of relief as Oliver heard his roommate leave. No one wanted to stop their little masturbation session halfway. Though with the panties on the floor, they weren't worth using anymore. "I really hope you're washing machine safe," He muttered, turning on the shower and continuing his little fantasy as the water warmed up. His imaginary image of Theo stood before him, cornering the otter while dressed in nothing save a pair of tight briefs outlining his balls and slowly rising cock.
With a smile, his strong hand held the otter's neck as he forced his tongue down Oliver's mouth. Slowly stripping off his briefs, Theo pushed them to the twink's lips and whispered, "You best keep this inside your mouth, bitch." Stuffing Theo's, or rather Oliver's own briefs from his coat pocket, underwear into his maw. The musk of an alpha dancing on his tongue while Theo's fingers toyed with his cockhead.
As steam rose, Oliver pulled himself into the shower with Theo's form behind him. The imaginary zebra filled out most of the tiny stall, so much that if he were here in person there'd be no room for the two of them. False fingers gripping his face, the otter let himself be pushed against the wall, giving a gagged moan as his dream alpha rubbed his pucker. So Just a little more force to push inside him.
He reached around to jack off. Hot water streaming against his fur as he toyed with himself, imagining all the dirty degrading words Theo would mock him with. Musktaster, Bubblebutt, different flavors of the word 'faggot' dancing off of the zebra's lips until Oliver grabbed a shower handle for balance and lurched his crotch forward, splattering his seed over the shower wall.
Like mist parting with a wave of his hand, Theo disappeared. Pulling out his own underwear from his drying mouth, Oliver let the hot shower water rehydrate and wash out any taste before tossing the wet briefs out of the shower. Cupping water in his hands, he splashed it against the cum stained wall to have it fall faster to the drain. He watched it swirl away, lost in his own thoughts.
There wasn't any shame this time.
Finishing his cleaning with shampoo and conditioner, Oliver dried off and tossed his garments into his closet laundry basket before his roommate returned. Clad in a tight t-shirt and pajama bottoms, he happily hummed to himself while sorting through his phone. Was it still desperate to ask for a second date so soon after the first? Should he wait until seeing him in person for it? Was gay dating any different from straight dating stereotypes? His happy little hum turned sour as more of these thoughts piled up.
"Bad date?" His roommate asked, having returned to the apartment without his notice. Oliver blinked, turning over to the unkempt ram stripping down to his undies and hopping into the bed across from him. A far cry from his date, but he found that to be a blessing. Nothing worse than crushing on a hot roommate.
"No, it was fine. Great even. I kind of want another but..."
"But you're not sure if you should ask right away. Been there, done that," He said in rare solidarity.
"You have?" Oliver asked, sounding more surprised than he intended. Given Brian's lack of self-care, he didn't expect him to have that many dates. He snuck a peek at the ram's crotch, trying to make note of something he must have missed.
Brian nodded, "Yeah. I don't know how it is with guys, frankly, I imagine it's a lot more casual, but in either case, I'd suggest you messaging him once about it and wait for his response. Like, don't spam him or anything."
"What if he reads it but doesn't answer?"
"That's why I turn that feature off," Brian chuckled, pulling his sheets up and rolling over. "If you're that afraid, just wait until tomorrow to talk with him. Don't go worried you're scaring off Mr. Right. It's college, a time to fuck around and experiment."
Mr. Right? Oliver wasn't looking for that. He told himself over and over when entering college that it'd be his sexual liberation. A liberation that, so far, had been poorly executed with a freshman year of flirting with no luck, and his first actual date having ended a few hours ago. No, this wasn't about finding Mr. Right. This was about exploring himself, and right now Theo was his best chance at it.
Biting the bullet, Oliver typed up his next message carefully:
Hey, so I had a great time tonight, and you talked about a 'next time'. Would you be against that being soon? Like, this or next week?
One twitchy finger pressed on the send button later, and Oliver felt anxiety claw through his body. Taking a deep breath, he put his phone away and opened up his laptop to work on some classwork he'd neglected. After closing an entire window of porn. The otter sighed, needing to find a healthier hobby.
Finishing his studies and about to plant his head against the pillow, Oliver heard his phone vibrate. In the blink of an eye he grabbed it, checking the messages immediately to find one from Theo: Sure thing, cutie.
***
The second date with Theo had been rather uneventful, aside from the stockings he had Oliver wear in addition to another pair of panties. They had another dinner, and a midnight stroll, where each talked about their own interests. Theo turned out to be a bit of a fashion nerd, which explained his choice of clothing for the otter. For his part, Oliver didn't mind it. If anything, wearing the garments under his clothes felt almost liberating.
On the third date, he'd been given a deep red slip alongside a pair of matching stockings and panties. Theo took him out for a window shopping trip, though they did very little browsing inside the stores. It was hard to focus with the zebra's firm hand sneaking a grope or two all over the otter's body. "You know, we could have skipped the date and headed right onto the bedroom for this," Oliver teased.
Theo hooked his arms around his date's waist, pressing his crotch against the lithe swimmer. "But seeing you blush in public is so much fun," he whispered, softly nibbling at his ear. "Besides, you're loving the stares aren't you? The little twists and turns everyone makes when they watch you. Worried they might see the panty riding up your ass, or maybe even hoping for it?"
"S-Stop," Oliver giggled, shielding his blush with his paws. The zebra wasn't wrong, seeing everyone's little reaction did have his heart pumping just a teensy bit more. Perhaps it was because of his stricter upbringing, or maybe he had it hardwired. Either way, every little eye glance had the otter wanting more even as his urge to run climbed higher. Their silent judgment made him shiver with delight. Any longer and he might just lose it.
Twisting in Theo's arms, he nuzzled against the zebra's neck and whispered, "Ok, we're doing this."
"Doing what?" The zebra feigned.
"Your place, now."
"Oh? Well, I'm not one for following someone else's orders. But..." His hands snuck under the otter's jeans and panties, digging into his firm buttcheeks, "I think I'll make an exception, just this once."
Save for the actual drive back, neither were able to keep their hands off each other. Oliver taking a keen interest in toying and teasing the zebra at every little stop sign or red light. Theo returned the favor in the building, shoving the otter against the wall of their elevator as it ascended floors and burying his tongue into his snout while fondling the straining erection against his pants. The otter nearly ran out of breath by the time the elevator dinged.
The zebra's apartment was spacious, far more than any dorm on campus. "I'll admit, my mother pays for this," Theo said, picking up Oliver's jaw from the floor. "I did spend freshman year on campus like everyone else. But some things happened that required more privacy."
"Like what?"
Theo grinned, gently pushing his date to the couch, "Oh, you'll see. But right now I'd rather plow that cute ass of yours," He said, stripping off his letterman jacket. Oliver smiled and nodded, stripping off his own clothes before the zebra stopped him at the feminine undergarments. Hooking a hand under his chin, Theo arched the otter's head to his poised smile and gently ordered, "Keep those on. I'll take them off when I'm ready."
"Yes....yes, sir." The words felt like electricity surging through his body. Theo had him wait on the couch in his lingerie as the zebra left for his room. The otter's paws dug deep into the sofa cushions as he stared around the apartment. An awfully big one for one person, though the kitchen was only a hop away from the living room and computer. It had a simple, but bachlelory feel, except much cleaner than anything belonging to a bachelor.
Did his mother chip in for a maid? Not that Oliver could judge. His own dorm room had a habit of always being dirty even when he did clean it. Didn't help that his vacuum clogged so often.
"I hope I didn't keep you," Theo said, leaning in the doorway. Gone were his tight T-shirt and jeans, replaced with a deep blue bathrobe opened to reveal a black thong straining against his cock. How it held his rod would remain one of life's greatest mysteries to Oliver, whose own erection stretched out the borrowed panties.
"Aren't bathrobes for after sex?"
"Who decided that?" Theo asked, taking extra care in his stride to draw attention to his crotch. Oliver scooted over for him, letting the zebra sit down before leaning over to nuzzle his neck. Moans escaped the otter's lips as Theo dragged his hand across the lace, his palms pressuring down on the sensitive cockhead. The zebra had full control, toying mercilessly as his hot body clashed with Oliver.
Hoisting him up, Theo carried Oliver bridal style through the sliding door into his bedroom. A heather-grey sheeted king sized bed accepted the otter graciously as Theo let him down, fingers already pulling back his lace underwear, letting his cock bounce out freely. "You're a bit bigger than you look," Theo teased.
"I doubt I compare to you," Oliver jested. The zebra smirked, standing straight and stripping out of his thong. His eyes went wide at his date's half-erect cock flopping freely from its confines. Already bigger than any dildo he'd ever consider buying, and steadily growing and throbbing in time with the zebra's lustful heartbeat. As adventurous as Oliver was, there was no way he'd be able to take that thing tonight. Buckets of lube wouldn't help his virgin ass against that flatheaded monster.
"So...I don't think that's going to fit."
Theo looked at his cock, then scanned over Oliver, "I'm sure it will."
"No, it won't," Oliver shook his head and blushed. "I've never...actually stuck anything up there?"
As if a cold wind swept through them, both froze at his words. Theo broke the tension first, taking a seat on the bed next to him. "Huh...you know, I guess it's on me to figure you were a bit more experienced."
"The night doesn't have to end," Oliver said, hastily sitting up and leaning against the zebra's shoulders. "I mean, I doubt I could fit it in my mouth either but...well I could fuck you. Make it a twist on the stereotypes." A gagged chuckle sounded from across the room. Startled, the otter turned his head toward a pair of white louvered closet doors across the room. "What was that?"
"She can't keep quiet," Theo mumbled, giving Oliver a solid kiss before getting up. "You wanna see something?" He asked with an assured smile. Not sure what to say, the otter nodded and watched his date get up and stride across the room to the door. His eyes went wide as Theo opened it, revealing a familiar lioness with long black headfur and egyptian styled mascara kneeling behind them, dressed in a tight white top and a plaid black skirt. She smiled with what little room the big red ballgag gave her, and Oliver suspected she would have waived if not for her arms bound behind her.
"W-Who's that?" Oliver stammered, reaching for bed covers to hide his current outfit. It took a second to remember where he saw her, back at the clothing store before his first date. But that only raised more questions.
"My slave," Theo said casually, "Don't worry. It's consensual." Hooking a leash against the pink leather collar around her neck. "Come on, Pussy. If you can't be quiet you might as well come out." With a light tug, she stood, carefully following Theo's lead as he brought her closer to the bed.
Slave? Her? Oliver looked between the two furs with increasing confusion. "Wait, I thought you were gay?" He asked, taking note at 'Pussy's' lustful eyes as drool escaped her gag.
"I am."
"Um, how? Pretty sure gay guys aren't interested in girls."
"Pussy here is a very...special kind of girl," Theo chuckled, pulling up the lioness's skirt and revealing exactly what he meant. There was no clit between her legs, but a pink male chastity cage with the word 'Pussy' etched out vertically onto it. Oliver blushed. He'd seen many chastity cages in porn, but seeing someone wear one before him for the first time was...he shook his head. Now was not the time to be blushing.
Or maybe it was. Shocked as he was, the otter's body shivered at how his erection tensed against the sheets and lingerie. "So...why was he...she...in the closet?"
"Well I figured her presence would be a little too intense for you," He said, pulling Lucy into his chest to play with her headfur, "But she was so adamant on attending that I decided to let her watch. I apologize for not being fully sincere about it. Even as her master, I have trouble saying no sometimes."
Oliver wasn't mad. He should have been, and mentally screamed to walk out the door. But the way Theo held the lion, how he caressed her, had him yearning for that same touch. "We can stop tonight if you want-"
"No!" Oliver cried out, coughing to regain his composure, "I mean...well it's not like I'm some stickler for tradition. I'm sure she'd love to clean my cock off after I'm done fucking you."
"About that. I'm not really that into having my ass played with. Trust me, I've experimented with it a lot and it doesn't really do much. But Pussy over here." Theo turned her around, finger tapping on the solid plug planted into her ass, "She is a fanatic at it. Would you be interested in testing out her ass while I...well, I won't fuck you but I don't wanna ruin the surprise."
Heart pumping wild, Oliver nodded his head. Sure it wasn't the big hunk, but he wasn't about to turn down the opportunity for a little threeway. That and Lucy's lustful eyes had an allure to them like the otter was looking in a mirror. He scooted over, letting Theo gently push her down to the bed on her stomach. The zebra took her playfully brushing tail and tucked it under her shirt to give a clear view of the jeweled plug inside her. Grasping it tightly, he twisted and pulled slowly, taking the thick toy out inch by inch. Lucy's gagged moans had Oliver's body pulsing in envy, never had he expected a scene like this outside of the porn he watched.
A small pop echoed and the plug was free, leaving a gaping hole begging to be filled. Theo helped Oliver up, standing behind and reaching down to brush two fingers against the otter's cockhead. "You wanna fuck her?" He whispered, digits dancing on the edge of his cock.
"Y-Yes..."
"Tell me you wanna fuck my slave."
"I..." His mouth dried as he forced the words, "I wanna fuck your slave..." Theo responded with a heavy kiss, saliva wetting the parched twink's maw. Cold and slimy gel wrapped over his cock. Theo held him steady, slowly pumping Oliver until he was harder than he'd ever been.
"You may." Theo guided him into her, passing the loose pucker and into the warm folds of the lion sissy's ass. He didn't expect tightness, not after that plug, but the sensation still had him gasping. Strong hands reached under the slip and brushed at his nipples. "These are rather sensitive," the zebra chuckled, thrusting his hips against Oliver and pushing him deeper, "Do you play with them when you masturbate?"
"S-Sometimes,"
"Only sometimes?"
He nodded, "I mostly just focus on my-" His explanation turned to mush as Theo's lips braced against his neck. Teeth softly nuzzling his flesh and fur, crawling up with hickey after hickey. By the time he reached his ears, Oliver realized he'd been frozen at the base of his cock inside Lucy.
"Why'd you stop?" Theo asked, releasing the otter's nipples to favor his ass, "Can't you see that Lucy wants some thrusting?"
His hips wouldn't listen. Only his cock blazed in pleasure as his lower body stood stiff and rigid. "I...I can't move."
"Oh?" Theo asked with concern, "Do you need to stop or-"
"No!" Oliver stammered, "I...I don't want to stop. I just...I just..."
"Need a little help?" Theo asked, his middle finger reaching between the otter's asscrack and pushing against his pucker. Oliver nodded, spine shivering as the cold lube was spread against his pucker. "I'm gonna need you to relax for me," Theo instructed, "Take a deep breath and keep calm. Can you do that for me?"
"Yes...sir..." The title came out naturally. Theo pressed in, his middle finger digging deeper than Oliver had the courage to go. Shaky breaths escaped the otter's maw, his own claws digging into Lucy's ass. Not enough to hurt, but enough for the lion to notice.
Then came the hook.
Theo shushed his yip with a whisper, "Just relax." And locked his finger inside. Carefully, the zebra pulled him back, pressuring the otter's prostate before pushing. Oliver's cock slammed into Lucy outside of his volition, completely at the mercy of Theo's touch. "Good boy," he chuckled, lips against the otter's neck as he pulled the thin swimmer back and slammed again.
It took all his strength to keep standing. Oliver's chest shivered in delight from both sensations. His cock buried deep inside another, while someone else used his ass like a handle. He couldn't even have the decency to fuck another guy, yet it made him harder than he thought possible. A pathetic little flirt being used by a real man to pleasure his slave. No better than a toy or plaything to spice up their relationship.
"Tell me when you're close." Despite the caring tone, Oliver took Theo's words as an order. He mouthed out a subservient answer, but breathless joy ecstasy escaped his lips through it all. He needed more. More humiliation. To be grabbed and mocked for his teasing ways, belittled for his uselessness. Even Lucy grew more vocal, biting and moaning harder into her gag as soon as Theo took control.
"I'm...I'm close... "
Theo slowed down, "Hold it," He ordered, tightening his grip, "Hold in Lucy's ass and tell me how it feels."
Standing at the edge only to feel it crumbling down slowly, Oliver whined. "Warm. H-Hot. I don't..."
"Loose?" Theo asked. Oliver nodded, seeing a smile curl up on the zebra's lips. "Good. She's tight for me. But thanks to hard work and dedication, she can take me like a size queen." His arm wrapped around the otter's neck, so delightfully tight as he fingered him. "Your ass reminds me a lot of hers, back when she went by 'Luke'. So tight, just waiting to be stretched and ready for me." His finger thrust went deeper, harder and faster while he held the squirming otter. "Do you wanna cum?"
"Yes!" Oliver whined, "I wanna cum!"
"Then beg for it."
"Please let me cum!" The otter cried, meagerly humping Lucy's ass through the rough fingering, "Please let me cum! I'm sorry for teasing, I won't do it again, just let me cum!"
"Won't do it again? No, no, no," Theo chuckled, "You don't need to change a thing, Olive. I just wanted to hear your cute voice beg. Cum for me."
Pleasure peaked over the wall. In a breathless gasp, Oliver's hips lurched. Fucking Lucy with one final thrust as his seed filled inside of her. Theo's kiss kept him silent, pulling out his finger and leaving the otter's ass begging to be filled.
Collapsing against Theo's chest, the zebra pulled him out and carefully laid him against the bed. Taking Lucy off and unbuckling her gag, he pointed to the wet cum and lube covered cock and instructed her to clean it off. Her rough tongue earned another moan, but Oliver doubted he could go again so quickly.
"Hey, you ok?" Theo asked, dragging a clean finger up the otter's chestfur, "I wasn't too rough, was I?"
"No," Oliver shook his head, "No, that was...fuck...that was intense."
"I aim to please."
Oliver peered beside him to the zebra, his cock already softening. "Should I...well you should probably get one too."
"Don't worry about it. You're not able to take me, unlike her," He said, eyeing the lion sissy gagging herself on the otter's cock. "But we can try that for the future. If you're still interested."
There wasn't a question as to if. But Oliver knew he'd need to be more open about what he wanted. That could be saved for later. Right now he was happiest he could be with the gentleman beside him, and the sissy sucking him off.