Jenna smiled as she opened her mailbox and removed the five simple envelopes inside. Closing and locking the mailbox, she walked out of the postal store, jumped in the passenger's seat of Becca's car, and they sped off home.
Once safely home, sitting at the kitchen counter, Jenna opened the envelopes and laid their contents on the smooth granite. Becca's jaw dropped at the sight of five crisp $100 dolllar bills in front of her.
"Mind sharing how that happened?" She said.
"Oh, just a little side hustle I've been working on" Jenna grinned as she answered. "This is the weekly haul...for now."
Becca came around the counter and stepped behind her girlfriend, wrapping her arms around her as she kissed Jenna's neck and then licked her earlobe. "And how long has this been going on?" Jenna turned her head, to give Becca easier access to the curve of her neck.
"About four months now, but only the last month has been this weekly take."
"Weekly take. So, you've made two grand in the last four weeks with a side hustle? Spill the beans, bitch. Are you turning tricks on the side?" Becca laughed as she said it, but Jenna's response caught her off guard.
"Not me."
"Wait, what? Now I really need to know. Do you need help? How do I get in on this?" Becca waved at the on the counter as she spoke.
Jenna just laughed and turned to kiss her friend, their tongues slipping over each other. She took Becca's hand and led her upstairs to the bedroom, then stood in front of the smaller girl as they stripped each other. Becca's auburn hair fell forward and half covered her perky, creamy tits as her left hand dropped between them to stroke Jenna's olive skinned thigh's.
Finally, Becca pushed Jenna lightly and watched her lover fall back onto the bed. She knelt between the larger girls legs and lowered her lips to lightly caress Jenna's pussy. A gasp escaped her friend's mouth as Becca's nimble tongue began pushing it's way in and licking slowly, searching for that magic button. She sucked and nibbled and licked for the next twenty minutes, as Jenna's breathing became panting.
Reaching down with both hands, Jenna grasped the back of her lover's head and pulled her in tightly, sealing the younger girl's mouth to her sopping pussy as she came in waves. Becca giggled, her laughter muffled by the folds of Jenna's pussy encasing her mouth. She kept sucking until the last orgasm convulsed the older girl's body and the hands released her.
Sliding up, the creaminess of her thighs entwined with the coffee colored legs of her friend, and their mouths found each other again. Jenna loved tasting her own pussy on her girlfriend's tongue as it flicked in and out of her lips.
"Okay, lover, now tell me about this side hustle of that seems to have you so hot and bothered." Becca toyed with Jenna's pussy as she said it, fingers encircling her clit.
So, Jenna spilled her story while her pussy spilled it's slick juices over Becca's nimble fingers. The basics of it was no surprise to the younger girl as she knew that Jenna loved dominating guys, feeling the rush of power that came from getting them to do something they didn't really want to, something humiliating that proved their submission to her. Every few months, it seemed, Jenna would take on a new boy toy and make humiliating him her hobby.
But Jenna had taken her hobby to a whole new level. She had five men she had seduced into this position of humiliating themselves for a chance at continuing to be her lover. The humiliations all started small, maybe jerking off for her as a show, followed by her turning away to sleep. Then, making each lover swallow his own cum if he wanted a blowjob. This typically progressed into teasing that culminated in him stroking into his own mouth and swallowing "like a good boy".
All of this was intertwined with mind blowing orgasms that Jenna would provide, if they continued to play her games. They always did. But none of them knew Jenna or each other. Each one knew her by a different fake name. Each one lived in a different town or city. And the primary thing none of them knew was her larger plan. Each meetup happened in a hotel room that Jenna arranged, and she had secretly placed cameras in the rooms to capture her escalating humlitiations of these submissive lovers.
Of course, her goal with each was to escalate in a way that left her increasingly out of the frame of the videos. By the time she had them jerking into their own mouth, their legs over their head, her victims were wearing a blindfold. This not only made it somehow easier to convince them to cum in their own mouth, but also easier for her to improve her video angles with a phone camera.
Next step in her path to setting up her side hustle was to convince her submissive lovers that they should engage in chastity play with her. Within days, each of them had their less than average cocks locked in a chastity cage, with Jenna as the sole key holder. From there, it was on to the final stage of both humiliation and her plan.
She left each of her sluts locked in chastity for two weeks, with instructions to watch their favorite porn for at least two hours each night. After the first week, she began setting up dates for each man. She created a fake profile for each of them on Grindr, with pictures of her slut and a video she could share of them stroking into their mouth and swallowing cum. Within hours, she had selected a "date" for every one of them. Their dates were with other men looking for no strings attached blowjobs.
Danny's date was typical of how they went, and Jenna's mind drifted to that day as she recounted the story to Becca. She had bound the excited young man to the hotel bed, securing both his wrists and ankles before unlocking his cock cage and watching his horny dick immediately spring to attention. Jenna chuckled to herself, thinking that as a janitor at the local community college, Danny surely didn't get much action. And after being locked for two weeks without so much as an opportunity to stroke himself, Danny was dying to get release.
