Bad Boy by BangBear “Trevor! My favorite little boy toy. Come in, get comfortable.” Trevor smiled and entered Mrs. Coolidge’s home, and the two shared a quick kiss before he made his way further in. “Hey, I’m kinda sweaty, sorry. I skated all the way here.” “In this scorcher? You must be parched. Let me get you some water.” She walked to her kitchen for a glass. “Yeah, thanks. Can I borrow your shower, too?” His board clacked down against the wall as he set it down. When he looked back up, she was walking towards him with a smile, the ice floating in the water and clinking against the glass. “Why would you go and do that? What, did you think I was too busy to pick you up?” she grinned, passing him the drink. He laughed as he took it. “Just schemed to get me preheated? I should have guessed.” He brought the cool water to his lips as she squat down in front of him, pressing her nose to his crotch and holding onto his legs. She could feel the heat radiating off of him, smell the sweat through his clothes, and feel the lump in his shorts. His free hand came to the back of her head and held her against his crotch as he drank, the principal huffed his junk. “I wanted you to smell like a MAN. You didn’t disappoint,” she praised, her fingers hooking around his waistband and starting to tug them down. “I’ve got a surprise preheating for you too,” she said with a wink. “Is it another buttplug? Roasting low and slow?” She could feel the lump growing larger, firmer against her nose. “Mmmm, something like that. But you’ll find out soon enough.” He could only see part of her face past his growing tent, but he could tell she was smiling at him. “I never would have taken you for such a freak, Mrs. C.” “I’ll take that as a compliment to my professionalism, but I told you to be unprofessional and call me Delilah. Now, let’s see the goods...” She pulled down on his shorts further, his tip dragged down by the waistband. When it could hold no longer, it sprung up and smacked her in the nose. “Hah, so strong…” She ran her lips along the side of his shaft, Trevor huffing at the adoration. Condensation dripped down on her head, but she was undeterred, wanting to feast on his scent and taste through anything. The principal’s tongue wrapped around her old student’s sack and pulled it into her mouth, her nose nuzzled neatly right underneath his sheath. Her needy moans vibrated through his crotch, Trevor almost losing his balance. “Fuck, I could do this every time I come over if you wanted,” he said between pants, setting the now empty glass down on a nearby shelf. She giggled, pulling her head back and letting him pop free, his balls swinging like a pendulum back into place with a fresh glaze. “I wouldn’t turn that down.” Delilah brought her lips to his tip now, and slowly sunk herself down around him. Trevor shuddered, knees bending as his hips thrust forward instinctively. “God, I’m not gonna last long like this, but I can go again. Just gonna need a few minutes to cool down…” The principal bobbed her head on him a few times before pulling off, her tongue dancing under his tip to tease the boy. “Then have your way with me for this one. Enjoy yourself,” she granted. “Yeah? Shit, cool.” It didn’t take further instruction from her, the former student pushing against the back of her head down his shaft. Grabbing a fistful of hair, he pulled her back and brought her down again, her lips kissing his knot. Mrs. Coolidge groaned, closing her eyes and feeling him use her face like a fuck toy. A pair of fingers slid down into the front of her pants to pleasure herself as Trevor did the same. “Hah, hey, open your shirt. Hold your tits up.” She popped the buttons of her shirt open one handed, still toying with her clit in the meantime. She managed rather well, getting herself exposed in just a few seconds. Trevor pulled himself away, his old teacher panting with her tongue hanging out of her mouth. He could feel her breath hot on his cock. He stroked himself a few times to the sight, the old woman squat down in front of him and hungry for his penis, her breasts out and resting on her forearm like a makeshift platter. “Fucking huge,” he complimented, popping back into her mouth for a few more fucks, his balls bouncing off her chin. His breath grew heavy, and soon he pulled himself out once more, this time stroking himself to a finish. Thick ropes shot out from his cock and painted her with strings of white. Cum landed on her face, in her mouth, and down on her breasts, and for the last few blasts he set his cock on her tongue to let it pump the last of his load there. Delilah wrapped around his tip and sucked the last bit out of him, letting the load linger in her mouth. She pulled off and showed off her collection to him, one eye closed to avoid his cum stinging it. She could feel the warm gooey fluid trickling down her cleavage. The principal closed her mouth and looked down at the mess he made. She giggled and took a saggy tit in each wrinkled hand, mashing them together, then pulling them apart to stretch the strands of cum between them as she looked back up at him with a smile. “Holy shit, Mrs. C.” She cocked her head and raised a brow at him. “I mean, Delilah.” She smiled at the correction, then opened her mouth to show off the cum once again. She’d been swishing it around in her mouth, frothing it up and growing the pool with her own saliva. Delilah tilted her head up, placed a hand under her chin, and swallowed down. He could see her fingers pushed ever so slightly by her gulp. Her tongue licked her lips greedily. “What a delicious treat,” she praised, standing herself up in front of the tired Trevor. Her breasts swung and bounced free, his cum still dripping down both them, and her face. A finger came to wipe her endangered eye free of his cum, then licked if clean off her finger. That same finger then came down to tap gently on his tip as she spoke. “So, how long before round two?” He looked down at her cum slathered chest. “Hah, keep doing shit like that and it won’t be long.” Delilah chuckled at him, a dangling drip of cum swinging from her chin. She turned to walk away from him, her feather duster tail teasing his cock on the way. She made her way to her table and leaned on it with her forearms, looking back at her booty call with swaying hips. “Come unwrap your surprise.” He joined her there, hands feeling up on her rear. He reached around her front and popped open her high-waisted pants, then slid them down her legs. She had on backless panties underneath, Trevor kneeling and kissing her right cheek as her bare fur was revealed. He only pulled them down as far as he needed too, his hands placed firmly on her and parting to see what she hid away. Nestled between her cheeks was a loop connected to a silicone string buried inside her, her former student smiling at the sight. “How long has this been in here?” he asked, hooking his finger into the loop. “About as long as last time. Don’t use your hands,” she instructed. He chuckled and gave her a teasing spank, replacing his finger with his mouth. His tongue lapped over and around her hole, Delilah huffing happily. It puckered under his affections, the loop tickling his lips. Trevor bit down on the ring and tugged backwards, gentle at first. Her tail wagged slowly over his head, steadily adding more strength to his pull. Mrs. Coolidge closed her eyes and relaxed herself, and before long she could feel the first of the beads come free. Trevor had an up close view of it, her ring stretching around the ball, the lube squelching between her flesh and the toy. “Ngf, that’s it...” He continued, this next one coming free a little easier as it was smaller than the previous. The trend continued, all the way down until the 10th and final bead came loose, the string falling down and bouncing off his chest. Her asshole winked at him, hanging slightly agape when she relaxed it. “All done?” she said with a pleased sigh, turning herself around. Delilah smiled at the sight of him, her dripping toy dangling from his mouth. “You look good like that.” She reached for the ring of the toy and took it from his mouth, then swung it slowly side to side in front of him. “Want to taste it?” she asked. His tail flicked to the side and he nodded, his head tracking the toy to and fro. “Even knowing where it’s been?” He nodded again, a little harder this time. “Then beg for it.” “Please let me have it.” Delilah shook her head. “No, not like that.” “I’ll do anything for it.” She shook her head again. “Hm, I don’t think you’re quite getting it. Maybe you don’t want it after all?” “No no, I really do! I…” He thought for a moment and quickly landed on a new approach. “R… ruff…” Delilah smiled, looking down her nose at him. “What was that? I couldn’t hear you.” “Rruff, ruff!” he barked again, louder this time and with his hands brought up limp to his chest. “You want the toy, boy? You want it?” she said, her voice in a higher tone as she dangled it over him. Trevor barked repeatedly now, nodding his head at her as his tail wagged uncontrollably behind him. “Ok, boy, here’s your toy!” His mouth fell open, tongue hanging out as she lowered the string of silicone beads down to his mouth. In an instant, the strong taste of her ass took over his mouth. She could see his cock twitch between his legs as she let him have the toy. She ran the length of it back and forth over his mouth, his tongue doing its best to wrap around the beads as they passed. “Filthy boy,” she teased. “Here, have the real thing.” Delilah turned and leaned on the table again, reaching back to pull her cheek aside. A drip of lube fell down out from it. “All you can eat.” His hands returned to her butt in an instant, his face soon following. He pressed his nose directly against her hole and breathed in DEEP. Her hips pushed back against him, encouraging him further. As if he even needed it. His tongue mashed against her hole and slithered deep inside. Mrs. Coolidge’s eyes rolled up as she bit her lip, wondering how she got so lucky for him to stroll into her office that day. Trevor’s lips sealed around her ring, the dog sucking on it as his tongue wormed around within. The seal broke with a wet pop as he pulled his head back, lapping over her asshole a few more times before giving it another slobbery French kiss. “Fuck…” they both moaned under their breath together. It didn’t take long before half the lube dripping from her hole was his own drool. Her toes splayed and curled on the floor, indulging in his indulgence. His moans sent waves of vibrations into her, adding another vector of bliss into the degenerate mix. Each time he pulled away for a few pants of breath or another deep, greedy huff of her musk, she could feel it cooling the increasingly wet fur on her ass before he promptly continued his noisy make-out session with her asshole. She was tempted to just let him continue like that forever, but she knew he must be aching for more by now. Or perhaps she was just projecting. “Fuck me,” she commanded. “Get up and fuck me, right now.” His cock twitched at the command, but part of him didn’t want to leave. And so, he didn’t. He lingered, showing her anus the kind of love reserved only for long lost lovers reunited. “Ngh, didn’t you hear me? I said fuck me!” “I heard you,” he said, pulling away only just long enough to say that before returning to his act. A smack cracked across her ass. “Ah! God, nngph…” She lowered herself down onto the table, her breasts squishing beneath her. “Bad dog…” Another smack, harder this time. Delilah moaned, her legs trembling now. “Fuck… the hell are you doing, Townsend?” she puzzled. He continued on, feasting on her fuck hole to his heart’s content as her breathing grew more shallow. “Ah, aaanhg… How are you doing this?” she asked, her voice breathy. She began rocking her hips back against his face instinctively, his hands kneading her ass in between spanks. “Oh, god, I’m, I’m gonna…!” Her voice reached a peak. Mrs. Coolidge shuddered and squeezed hard around his tongue. He did his best to keep teasing inside her ass, but her hard climax made it tough to move at all. Not that he minded. She moaned through her orgasm, legs trembling even after it passed and she was left panting on the table. He was sure she was finished, but even still he lingered for half a minute before finally pulling away. Thick bands of drool bound his face to her ass, his mouth, nose, and chin all coated in smears of that same substance. Between her feet, his drool had formed a small puddle on the floor. He stood up and leaned to the side to get a look at her, Delilah’s eyes closed as she caught her breath. Her mouth was in a confused limbo between bliss that she’d just came, and awe that he did it purely from eating her ass. She opened her eyes to see him smiling rather proudly at her, Delilah unable to hold back a giggle. “Bad, bad boy!” she teased, Trevor laughing. He stepped forward now, teasing his tip against her hole. She clenched as she felt him make contact, but was able to calm herself and relax soon after that. Looking back, she gave him a quiet nod, ready for him to sink inside. He thrust in all at once. “Ah, fuck! Hah, bad bo-OOYYY!” Just as quick as he entered her he began thrusting away, his hips smacking against her ass. His excessive worship paid dividends, soaking her with more than enough lube to easily glide in and out of her. He leaned over her, pinning her down against the table firmly enough that she stayed in place when her feet lifted off the ground. It was almost too much for her to handle, having just cum only a minute earlier, but she had no intention if having him stop. She resigned herself to be a moaning mess underneath him, but there was one change that she wanted. “Wait, wait, stop for a second,” she said between he moans. Reluctantly, Trevor slowed himself down to a stop, Delilah using the brief respite to gather herself. “I want to look at you.” She rolled herself over, Trevor grinning and helping her around onto her back. The mess on her chest was thoroughly smeared and matted into her fur. Her legs pointed up and he pulled her pants up off her legs, then summarily threw them on the floor behind him. He haphazardly disrobed himself down to his bare fur, then leaned between her legs again, resting them on his shoulders as he came in to kiss his old teacher. Her hands held his face. Kissing him deeply, she could taste herself on him. Trevor navigated blindly back to her waiting hole, slipping back in quickly and fucking away at it without breaking the kiss. The pair moaned hungrily into each other as they debased themselves on her table, wet plapping and squelching joining their vulgar chorus. Trevor was deep, but he wanted even deeper. He lifted his knee up onto the table and used it to climb up and bring the other up with him, knocking a chair over in the process. Now both of them were on the table, and him fully on top of her. His legs tucked in on either side of her, allowing him to fuck into her deepest reaches. She pulled her mouth away to breathe deep and that gave her a chance to look at him. He smiled down at her, still pounding away at her asshole. “Where do you want it?” he asked between pants. Delilah laughed at him and shook her head. “Don’t ask stupid questions.” Her right hand reached down and grabbed his cheek, squeezing him and pulling him close. “You KNOW where. And I, nngh, want that fucking knot, too.” Trevor groaned and nodded down at her. “Yes, ma’am. Just a… little… more…” His hips rolled down into her, pressing his knot to her asshole. She felt that wide stretch, more than the toy she took earlier, her toes splaying once again. “Yes, yes, give it to me! Aaaah, give me… that last bead!” Just then, he popped inside, the insertion alone enough to start his climax. It stunned him for just a moment before he fell into a slow, deep set of thrusts. Mrs. Coolidge pulled her former student’s head down to hers, sealing her lips around his again and sharing one more deep, needy kiss with him as he flooded her with his seed. “Fuck, yes,” she moaned in a breathy tone, her arms wrapping around him and pulling him against her. “Fill me, give me ALL of it. Trevor groaned to the conclusion of his orgasm, pumping the last of his load into her just as she asked. He let himself lay against her, the two of them saving more words for when they had breath to spare. They remained there for minutes, sweaty bodies tangled together in a comfortable silence neither of them was eager to break. Eventually it did need to come to an end, and Delilah was the one to do it. “Good boy,” she praised, a hand rubbing his back. She could see his tail swishing back and forth behind him. He searched around for how he might be able to position himself to rest comfortably, but that seemed an impossible task on the hard table. He had to settle for an awkward half lean on his left arm. He was able to appreciate her aging form from here. Her breasts sagged to either side of her torso like plastic bags three-quarters filled with water, and he could see her hip bones protruding underneath her backless panties. The only other article of clothing she had on was her open shirt, the pocket of which she reached into to produce a lighter and a single cigarette. “Not the best place to be waiting to deflate,” he complained as she sparked up. “But the view is nice.” “I think it was worth it,” she laughed, Trevor chuckling and nodding. The flame clicked off and she took a deep drag. “I could always just, you know, yank it out,” he said, teasing the action by pulling back just half an inch. “Ngh, and pull me inside out with it? You’ll do no such thing.” She passed it his way as she puffed out smoke with her protest. “That might be pretty hot, Mrs. C.” “It absolutely would not!” He laughed at her rebuttal and shook his head at her. “Just joking. Mostly.” She glared his way, but couldn’t help crack a smile at him as he took a puff. “Once you’re out you can use my shower. I’ll launder your clothes, too.” “What am I gonna wear in the mean time?” “A towel should work just fine. Until I rip it off from you, of course.” ---------------------------------------------------------------------------------------------------------------------------- “Ah, time’s up, I suppose,” Delilah said, sitting herself up. Her robe hang loose, only just barely holding her breasts inside. “Come on, no time for one more? For the road?” Trevor lay underneath her, his clothes in the dryer that had just buzzed. After their showers they’d spent the cycles kissing and cuddling together on her bed. She shook her head regretfully. “I wish it wasn’t the case, but I’ve got things to do. Though,” she giggled, feeling him poking her butt once again, “I DO appreciate the enthusiasm. How about you hold onto that lust and give your mother a nice treat when you get home, hm?” Trevor laughed as she got up off of him, careful not to tease him too much and blue ball the poor boy. “I just might.” He sat up and swung his legs over the edge of the bed. “Have you told her about me?” Trevor shook his head. “Nah, no one.” Delilah went to fetch her boy toy’s clothes from the dryer. She set his clothes on the bed for him to change into when she returned a moment later, and she went to her dresser for her own clothing change. “Am I your dirty little secret?” she teased. He chuckled and shook his head. “Nah, nothing like that.” Once changed, he grabbed his board as they headed to her car and she took off towards his house. “I’ll drop you off a little ways away. I understand if you don’t want to be seen with me.” “That might be a good idea, yeah,” he answered, hesitating for a moment. She nodded, and within 10 minutes they were in his neighborhood. “Right over here is good,” he said, pointing to a street she could pull over. He began unbuckling his belt. “Thanks, Mrs. C. I’ll catch you again soon?” “Of course, text me anytime you’re feeling up for something vintage,” she smiled. Trevor pulled out his phone, tapped a few keys, and a moment later Delilah received an alert on her phone. “Oh, you little joker,” she laughed with him, leaning in to kiss the man one-third her age. Trevor’s hand reached for the handle and popped the door open, but she felt her grab his wrist to halt him. “One more thing, Trevor.” “Yeah? What’s up?” “I’ll be going away in a few weeks for a trip. Some of my friends and I planned a getaway together.” “Oh, sweet. When are you coming back? I’ll keep it clear so I can welcome you back.” “Actually, I was hoping you could come with me? I’ll cover your expenses, of course.” Trevor’s ears perked up. “I get to be arm candy? Hell yeah I’ll go!” Delilah smiled and leaned in for another kiss, a little longer this time. “Wonderful! They’ll LOVE you,” she winked. Trevor huffed, starting to wonder what he might have got himself into. “Send me the details later, I don’t wanna make you late,” he said, exiting the car. He waved goodbye as she drove off and disappeared around the bend. Trevor dropped his board on the sidewalk and turned around to head home. Trevor froze, a jolt shooting through him from his head to his chest and all the way down to his feet, rooting him firmly in place. His heart pumped hard, fast, but all that extra blood did nothing but heat his unmoving limbs. He stared back at his basilisk, completely at her mercy. For her part, she seemed to be in much the same situation with statuesque hands covering her mouth. They held each other stunned, until finally, Trevor’s curse lifted enough for him to speak. “...H-hey, Liss...”