Part 1:
Between each round of floggings, just when the sting was becoming unbearable, Louise would pause to caress his ass, seeming to check her handiwork. Each time she rubbed her hand across his ass she gave some sound of approval and a few light spanks. This time she added, "I'm keeping your ass nice and warm. That must feel so good. I know it does to me."
Beneath him, Betsy sat on her knees as instructed, long hair pulled back into a ponytail to show her full face, hands bound by rope, nipples firmly clamped, ass cheeks red from the recent spanking, and tongue extended, per Louise's command, holding the tip of his penis with her cheeks also providing support, maintaining contact throughout. It was incumbent on him not to move- they'd both be punished if she slipped. Dale's cock was now soft; the evidence that he'd been hard was still dripping from her chin, accumulating on her breasts. Betsy could still taste the saltiness. She found that she really liked her new friends.
Back above, each time Louise paused, whispering more and more what a slut he was, what a great ass fuck he was, he'd start to get hard again. Betsy could hear, too, and when his cock began to grow, she'd oblige by licking around the head a little bit. Yeah, she thought, I really like this apartment.
Part 2:
Two months earlier Betsy had moved in. Louise was the landlord, and she welcomed the 26 year-old grad student into her brownstone. There were very few rules- clean up after yourself in the kitchen, respect everyone else's space, rent on time, etc.. Betsy and Dale would be sharing the top floor, Louise had the whole basement to herself. Their space was a reasonable size, Louise's was huge. Louise had a main living area, a nice bedroom, and another room which Betsy had never seen. The only time she went downstairs was to drop off the rent.
Betsy had the more private of the two rooms, Dale's had a glass-paneled door with window coverings. The thing about the curtains is that they were the sheer type that prevent seeing in from a distance but can be looked through close up. And so it was that Betsy discovered that Dale had some interesting sexual habits.
The first time she saw him jacking off she was coming to his room to borrow a book. She knocked, but with the music on he couldn't hear. So she pushed her head close to the sheer curtains and peered through. The first thing she saw was his cock. He had just removed his towel and was beginning to sit back on the bed, his flaccid penis hanging between his legs. Betsy froze, not sure if she should turn away or observe more. When he started rubbing his cock, she felt a slight warmth overcome her, and she settled in to watch.
His strokes were slow and long, working himself to stiffness. With each stroke his penis expanded, growing into a cock before Betsy's eyes. He had a long, thick dick, smooth with a bulbous head. The head appeared full and soft, a stark contrast to his now firm cock. As it now extended outward, pointing to the far side of the room, Dale slipped one hand down to his balls and began massaging them. With the other, he squeezed some sort of lubricant onto his dick and really began jacking off, increasing speed as he brought himself to the brink, then slowing down and moving both hands around the shaft.
Betsy became acutely aware of her breath, now a little heavier. She teased her nipple with one hand and found herself rubbing her crotch through her skirt. When Dale came, he came hard. Cum shot several inches in the air, landing on his stomach and thighs. She imagined what it might taste like- the sourness she'd experienced with her ex-boyfriend or the saltiness she'd heard about. His cum looked thick, milky, almost healthy. She thought it was probably creamy in texture and taste. He seemed to squeeze out the last few drops and then lay back to recover. Betsy retreated to her room and fingered herself until she came.
Then it became a regular thing. After working out, Dale would shower and then get himself off. Betsy would watch through the glass pane, sometimes going back to her room to finish herself off with the new dildo she'd bought, sometimes just going about her day. It might have been boring after awhile if Dale hadn't got inventive.
At some point he turned to phone sex, and the sight of him manipulating his cock while he talked about ramming it into some girl's mouth, fucking her tits, and then feeling his balls slap up against her ass when he took her from behind, gave Betsy her own fantasies. She began to imagine that it was her being used in that way, not necessarily (but sometimes) by Dale, but definitely her working her mouth around some guy's cock while he told her what a filthy slut she'd become. She'd always been "nice," so becoming a filthy slut, sucking cock, taking it from behind, feeding on a man's cum and sometimes feeling it on her ass or tits when he shot is load. Each time she delved further into that part of her she gained a little courage.
Several times later she peered through sheer curtains once again, watching Dale remove the towel and begin stroking his cock. She was a little disappointed when he didn't reach for the phone- she thought she might hear a new fantasy that she could make her own. But he did something new. This time, he laid all the way back on the bed, feet planted and knees in the air. He grabbed for lube as usual but it was a different kind, something she didn't recognize. He put some on his cock, but then lifted his legs in the air a little bit and began massaging the lube around his ass. He began working a finger in and out while occasionally pulling on his cock. After a couple of minutes- Betsy didn't know what to think- he reached into the drawer of the nightstand and pulled out a butt plug. Betsy had seen them before in a bachelorette trip to an adult toy store, and laughed as the clerk described it's various uses, but never could imagine deriving pleasure from it.
As Dale began working the plug into his ass he continued to rub his cock. It stayed hard, glistening with the lube, and Betsy found herself still turned despite not quite getting the idea of the plug. When he finally got it into his ass she noticed a wire sticking out of the bottom. As he continued to jack off, Dale turned on the vibrator, slowing inching it up notch by notch. The sound, the way he grinded his ass against it using the bed as a stop, the uncontrollable look of pleasure on his face- more than she'd ever seen before from him. That look on his face, the cock in his hand, and now the sight of the plug vibrating in his ass was too much for her. She stood at the door, playing with her pussy, leaning against the wall for support. She did everything she could to stifle her heavy breathing and the occasional moan of pleasure as she felt the wetness of her pussy and worked on her clit. When he turned the vibrator all the way up so that she could easily hear it, and it was clear that the intensity was making him quiver with pleasure, she managed to orgasm at the same time he shot his load.
Part 3:
So she tried that, too. T o satisfy her pussy, over a month's time, she gone from pocket size dildo to 9 inch dong, thick with veins. She bought the black one and liked to imagine Harold, the guy from her gym, fucking her with every inch of his noticeably large cock. Now she'd gone shopping for butt plugs, figuring that she wanted the same look on her face that she'd seen on Dale's. Once in the store, she grabbed another dildo for variety, and then made her way over to the plugs. The clerk went through the routine of explaining the advantages and disadvantages of the different ones, spending enough times with the salesgirl for her to eventually give her personal recommendation. A half hour later, she bought her toys and left, not noticing that Louise had entered the store when she was at the counter.
That night, sitting in the full dungeon attached to her room, Louise became distracted. Dale was over her lap, naked, and she'd worked on spanking his ass for a good ten minutes. He squirmed, and she felt his cock twitch on her leg, so she spanked him a little harder. He was used to this, it was the deal between them since they'd met five years ago at a bdsm event. At that point, the back room was used for storage and her bdsm toys were on display in her bedroom so, when she'd had a vacancy, it seemed like a logical thing to have someone from the scene move in.
She paused and had Dale rest on his knees before her. "Did you know that our little housemate likes cock? It's strange, I never see her with a guy but earlier today I saw her buying this mammoth cock AND a butt plug. Who'd have known she was such a freak?"