Cheater Wedgie Slave

Slave

Jorden knew how angry Emily was, but he still loved her. He's still in love with her, he knew not to fight her. Although the wedgie was painful and humiliating, he felt he deserved it.

Emily went into the kitchen, and made lunch for the both of them. She didn't want to kill him. She took the sandwiches she made and some water and headed back downstairs. He had only be hanging there an hour but to him it felt like an eternity. Emily has no sympathy though, he broke her heart. She went over to him and began pulling on his legs, causing him moan into his gag. His balls had to have gone back inside him at this point he thought. He was on the verge of tears.

Finally his underwear ripped and he fell to the floor. At this point he was crying. After lying on the floor for a minute he sat up. Emily took off his gag and untied his hands. She handed him the sandwich and water and they ate in silence. Jordan finished first. And was the first one to speak. "Can I see the screenshots?" He asked and Emily handed them to him. He read over them and then started rubbing his temples. "I was angry, we had just argued, I wanted to get even..." He said "You called me fat, and said I looked like a pig compared to Carly" Emily snapped. "I'm sorry, I fucked up bad this time" he said "please forgive me" Emily couldn't believe this, he actually seemed sorry, she had an idea. "I'll make a deal with you. I have the house to myself for two months, I want you to service me." "Like a slave?" He replied shyly. "Exactly" she said "So do we have a deal?" She said as she reached out he hand. Jordan shook her hand and said "now what?" Emily reached into her purse and pulled out a bag and handed it to Jordan. "Put this on and meet me up stairs. She then grabbed her bag and left.

Emily was sitting on the couch when she heard the door to the basement shut. "Come here, let me see" Jordan made his way into the living room, he was so embarrassed. He was wearing a French maids outfit and a pair of briefs, it was humiliating. "I need you to clean my room, can you do that?" "Yeah" he replied. Emily quickly stood up and kicked Jordan in balls causing him to fall over and cry out in pain. "You will refer to me as mistress, and you will not speak unless you are spoken to" He was still on the floor but managed to reply "yes mistress" "Stand up and let me fix your outfit" Jordan did as commanded and Emily reached into his skirt and grabbed his underwear and yanked up on one of the leg holes, causing him to wince. She then put his arm through the hole and placed it onto his shoulder, she then did the same for the other side. Jordan was now in a very tight shoulder wedgie, and to make it worse Emily pulled a few extra times on the front and the back. "Ok go clean, come see me when you're done." He began to make his way upstairs to her room, trying to walk normally but even then Emily still snickered.

Once Jordan finally made it upstairs, he made his way into her room. It wasn't too messy, there were just some clothes on the floor and her bed needed to be made. As soon as he bent over to pick something up he realized the predicament he was in. Every time he bent over his underwear dig deeper into his ass. He began to moan each time, did he like wedgies? He couldn't he thought to himself, but then he realized he was becoming hard. He knew now he was screwed. He continued cleaning and endured the pain and pleasure from wedgie. Once done cleaning and he felt he had done enough he went to see Emily.

Emily was sitting on the couch reading, Jordan knew not to speak first so he stood there and waited. She looked up from her book and said "well?" Implying that Jordan could speak now. "I finished mistress" Emily then walked up to him and grasped the front of his underwear pulled it up and placed it into his mouth "hold it there" she commanded as she went to inspect the room. At this point Jordan was rock hard and his outfit was not helping him hide it. Emily soon came back downstairs "release" she said and Jordan let go of his underwear. "Good job, you seem pretty pleased with yourself as well" She said as she motions to his erection. Jordan was completely red.  She grabbed the front of his underwear and pulled up hard "Do you like this?" She asked but received no response . She then pulled harder, causing Jordan to let out a moan "I'll ask one more time, do you like wedgies?" There was a pause but then an answer "Yes mistress" he confessed but would not make eye contact. Emily kept pulling until he was on his toes, and then she dropped him. It was around dinner time and Emily wanted to make dinner. "Go hang yourself from that hook" she told him as she motioned to a hook that was mounted on the wall that Jordan assumed was for coats. "May I take out the shoulder wedgie mistress?" "Of course not" she replied. He knew he was going to need something to stand on to reach the hook, but he eventually found a small step stool. He stepped up and hooked his underwear onto it and proceeded to kick the stool out from underneath himself. He moaned from pleasure and wondered if his actions pleased Emily.