Winter googled around and decided to start with Chaturbate and MyFreeCams. She had no idea what she was doing but she just had to get their attention. Ever since your girlfriend had gone out drinking with you and your coworkers that one time it had been her holy mission. Winter had watched as Chuck and Ozzy strode over, called you a sissy for drinking a margarita, and commented on your girlfriend’s ‘hot tits’ without you doing anything. She’d been so humiliated and angry. Then Ozzy picked up the margarita and poured it directly into your lap. You yelped and ran for the bathroom. They laughed and mocked your bravery and manliness. Winter’s face burned, beet red, she was sure. “If you need a real man, I have an 8 inch friend I’d like to introduce you to, hot tits,” growled Ozzy, leaning down close to Winter. She suddenly realized her panties were soaked. She tried to speak but only a strangled sound came out and she glared into her lap in humiliation. The bullies guffawed harder, walking back to their table in triumph. She was just a joke to them, Winter realized in disappointment (and then shame at her disappointment).
You returned to the table with a big, slightly reddish, spot on your pants. “Sorry about those assholes. They’re the ones who have nothing better to do at work than pick on me. So immature.”
“You…you didn’t even try to stop them,” she blurted out with meek fury.
“Ah, well, there’s no point, really,” you replied sheepishly, scratching the back of your head. “Besides, you saw them, they’d totally kick my ass if I tried to fight them.”
“They…they called me ‘hot tits.’ Right in front of you.”
“Heh, well they’re not wrong…I’m sorry. That’s just what they’re like. They’re gross dudes. Nothing I say will change them now.”
“Well someone has to try,” Winter said, standing up and walking over to their side of the bar.
“Stop, you’ll just make it worse if you chastise them,” you called after her.
Was that what she was doing? Going to yell at them? That’s probably what she would have said but Winter knew on some level she just wanted their attention again.
She found them in a group of male work buddies, telling jokes and carrying on. They were playing pool, making silly bets. Ozzy and Chuck were clearly the center of the social group. Winter tried to break into the conversation, to get their attention. But she was shy, unsure what to do, and was totally ignored. It was like, to them, she wasn’t even there. This only stoked the flames of Winter’s shame and desire.
She went to the bar to get a new drink and walked back over. As she stood on the edges awkwardly sipping her martini, Winter caught that they were now talking about a ‘cam girl’ website. She barely knew what that was. Like group Skype with stripping? Chuck was goading Ozzie for being too into it, saying that the girls were hot, but it was pointless. Oz doubled down, boasting that he was halfway to getting his dream cam girl to visit him and cheat on her boyfriend. Winter bit her lip at that thought. Chuck called bullshit. After some banter, Chuck had bet that he could bang a cam girl in real life before Ozzie ever could. They shook on it.
So now Winter was setting up two cam accounts. She’d spent a few hours reading up and watching some streams. She’d even made friends with a gothic lolita cam girl and gotten some tips. She needed a better webcam, but her mission was only to get Ozzie and Chuck’s attention, not to become a professional. To feed into the bet, she publicly listed where she lived and even signed up as the username ‘Detroit Cheater Slut’.
While you worked 12 hour shifts at the factory, your girlfriend put in long hours perfecting her new craft. She ran an Etsy store and was used to making YouTube craft tutorials, but this was still terrifying. She didn’t show her face. She didn’t even speak at first. Her username attracted cuckold fetishists. They role-played with her in chat, either as cucks or bulls. This made Winter so fucking wet. After the first few times she had orgasms on camera, involuntarily screaming about betraying you, Winter loosened up about not speaking. Soon she had a loyal little following. Alphas and betas alike bought her equipment off her Amazon wish list and some even sent her paypal tips to buy faster internet access.
You asked Winter what she was doing with all the gear. She said she had a Twitch stream. You had to badger her a few days, but eventually she let you see the channel (it took her that long to scramble to set up ‘Summer Gamegrrl’ and tell her fans to stop by to make it look real). You were surprised at how rude and obscene her viewers were. She was just a girl playing Stardew Valley, but they were were really into sexually harassing her, asking ‘Summer’ to flash her boobs. And begging her to cheat on her in game boyfriend. If you wandered into the room while she was streaming, chat would fill with ‘CUCK BOY ALERT!’ and “Cage that Sissy’.
“Why are they like that? How can you stand it?” you asked her one night.
“Oh that’s just what boys on the internet are like. Don’t take it to heart, my darling cuck boy, haha!”
“But…you don’t even try to defend yourself…or me.”
“They’re gross boys, honey. Nothing I can say will change them now. You showed me that with Chuck and Oz.”
“It’s just…do you have to show your tits off like that? I mean you have a webcam view but you don’t show your face, just your chest, and you wear such low cut tops…”
“Honey, it’s called click bait. Are you saying you’d prefer I show my pretty face to all those nasty boys?”
“No, but this seems worse. I mean…it might be better if you did.”
Later you’d tell her you meant she should show only her face and not put on a cleavage show. Instead she’d done both. Winter just shrugged and said there was no going back now, after they’d ‘already signed up for the girls’.
A couple months later Winter was on LiveJasmine too and she had a paid SnapChat feed. She even started a Tumblr. She was a very busy girl, especially after she’d done a big event to finally reveal her face to the world. She’d hoped if Chuck and Ozzie were out there the’d recognize her and reach out. No such luck. In an act of desperation, she signed up for MyFetishLIVE and added gags and piss play to her repertoire. Maybe they were real dirty boys? Still no luck.
She was scared of being found out, but getting eager. Winter started telling a few of her supposedly local devotees on private chat about her mission. The cucks found it hot and vowed to help. The bulls were impressed that she was the real deal but wanted to know what they’d get out of it. She promised to fuck the one who found Ozzie or Chuck for her. After she’d fucked them and fulfilled her dream. Winter had realized a few weeks ago that she wouldn’t be able to stop with just those two bullies anyway. This was all way too hot. But she wanted to have them first. She owed that to herself, and to them.
In the end, one bull found Ozzie and one cuck found Chuck. Each was directed to Winter’s cam show on a different network. Oz was especially into her schtick and started trying to get her to meet IRL. He totally didn’t recognize her. Chuck totally did recognize her. Winter imagined he felt like he’d won the lottery. He began negging her and her boyfriend. He wanted to show her what a ‘real man’ was soon.
Winter determined the bet was ongoing. She wanted her wet dream duo together, so she arranged to meet up with them both in the same place at the same time. They were confused to see each other and were having a heated discussion as Winter walked up. “Oh don’t fight over me, boys. I can’t bear to think of my two biggest fans at each other’s throats. You see, I need you both to cuckold my sweet sissy boyfriend, together. Can you do that, for me?”
They weren’t excited about an MMF threesome, but Winter explained how she knew Chuck desperately wanted to deep-throat her and Ozzie was obsessed with taking her virgin ass. They could spit-roast her without even touching.
Back home, your girlfriend turned on her stream and announced the start of her real-life hotwife odyssey. Her viewers went wild. They’d never seen anyone else with their precious Detroit Cheater Slut. Chuck was a little awkward about it at first, but he grew excited when Winter took her top off and sank to her knees. Ozzie was a natural and began talking up how he would ravage her unsullied sphincter. Winter wiggled in anticipation, leaning over to present her ass. Ozzie pulled off her panties, and spit on her ass for lube. Your girlfriend shivered at the humiliation, even as Chuck forced himself into her throat. She’d never taken you like that. Soon she was truly spit-roasted as Oz slammed his big cock roughly into her virginal behind. She involuntarily cried out in pain and the contractions of her stuffed throat gave your bully’s cock great pleasure. “Pound that bitch, Oz, that felt amazing.” Ozzie eagerly complied, fucking Winter hard and spanking her ass. Chuck loosened up a bit and started talking shit against Winter and her ‘pathetic sissy boy’. He grabbed her by the hair and face fucked winter more aggressively. It was everything she’d dreamed of and so much more.
After they each came, Winter did a little Q&A with the audience. Your bullies got into it, too. Yes, this was real. Yes, cucking her boyfriend felt amazing. Yes, they’d love to do it again. While talking, Ozzie scooped some semen leaking from Winter’s ass and fed it to her. She swallowed it eagerly.
As soon as they each got hard again, Winter let them titty fuck her, slap her around a bit, and even piss on her. Turns out Chuck was into that. At one point they took her ass and pussy at the same time. They were a team now and didn’t mind being close. She told them how much better they were than her boyfriend, coaxing them to fill her holes and lay their claim to her. They both came at once then.
You still don’t understand your girlfriend’s hobby. It’s really desensitized her to the misogyny she railed against only a few months ago. Now when your coworkers organize a bar night, she’ll play pool with your two most hated bullies and get real buddy buddy. “If you can’t beat them, join them, cuck,” said Winter, giggling. It was worse next month when Chuck hosted at his home. Sure, he had a pool and a barbecue, but he also had the privacy for strip poker. You could swear Winter was losing on purpose somehow. And where did she learn to strip like that? And how did she expect to keep playing after she’d already lost all her clothes?
ProblemCollectionLove 