Still wearing the short, red, oriental dress, Jackie trudged up the stairs and found a bedroom with a pair of nicely made-up twin size beds. She didn’t see Robert approach Vince and point out the building where Jackie had just laid down to rest.
It was starting to get dark outside, and Jackie was exhausted, physically, mentally and emotionally. She thought back on the events of the day, and about some of the things she had learned about herself. She realized that she hadn’t seen Mike since before the incident with Vince, but yet she hadn’t even thought about trying to sneak away. She was obviously so accepting of her role as a sissy that she had very little self-respect remaining.
Rather unconsciously, Jackie closed her eyes and ran her hands down her dress and over her crotch as she thought about the things she had done. Her clit was becoming erect again as she casually caressed herself and remembered the delicious humiliation she had endured.
“Well, it looks like she’s getting herself ready for us boys!” Startled, Jackie opened her eyes and looked toward the voice. Vince and 5 of his friends were walking in the door. The last one through closed and locked the door. Jackie started to get up, but 4 pairs of hands grabbed her and held her down on the bed, spread-eagled. A gag was quickly tied around her head.
Vince took control. “We were so rudely interrupted before, we thought we’d give you a chance to finish what you started sissy boy. Stand her up and get that dress off!” The men dragged her to her feet and held her by her arms as they carefully stripped off the dress. They obviously didn’t want to cause problems by damaging a costume. “Panties too,” Vince declared. With much less concern for damage, the panties were ripped from her body. Jackie was now wearing only her black, satin corset with garters holding up her stockings. Her clit was still somewhat stiff, but it was softening in fear of what these men had in mind.
“OK sissy,” Vince announced, “for your entertainment, we’re all going to fuck you. Then you’re going to entertain us by giving each of us a blowjob. Because I’m such a nice guy, I’m going to give you a choice. You can take part in these festivities willingly and happily, or we’ll beat the crap out of you and then make you take part unwillingly and unhappily. As a further gesture of my good nature and generosity, if you choose the first option, I’ll let you use some lube on your ass to smooth the way.” That got a big laugh from all the guys. “What’s it to be sissy? I know you get off on this stuff, so it really shouldn’t be a tough choice. Unless of course you also like to be beaten up. The gag is going to come off now. If you yell for help you’re going to quickly be in a world of hurt.”
The gag was removed and the men released her arms. They were crowded all around her, and Jackie knew that her only chance of avoiding this gang rape was the timely arrival of help. She didn’t have the guts to yell out or put up much of a fight.
“If you want option one, just use this to lube up your ass for us, and get on your hands and knees on the bed. You know you’re gonna love it. Otherwise, see if you can sneak a punch in before we cream you.” Vince held out a tube of lubricant. Jackie knew she really had no choice. She wasn’t a fighter, she was a sissy and she knew it. She also knew that Vince was right. Once she realized they weren’t going to beat her, her clit started to firm up again. She took the tube from Vince. “I knew it! What a pussy!” Vince exclaimed to the group. “And look, he wants it so bad he’s getting a hard on again!”
With humiliation being heaped on humiliation, Jackie started to apply the lube to her pussy. “Stick your finger in sissy!” commanded Vince to the shouted agreement of the other men. The men all laughed as she complied and pushed her finger into her pussy.
“Let’s get on with it,” Vince said, “on your knees on the bed. I’m gonna be the first up your sissy ass you pansy.”
The men’s hands grabbed her and pulled her to her hands and knees on the bed. She was crosswise on the bed so her knees were just on the bed on one side, and her hands were on the opposite side. Two guys stood by her head, each holding one of her arms. Two others each held one leg. The legs were spread exposing her uncovered pussy. “Here it comes sissy!” To the cheers of the group, Vince stood between Jackie’s legs, dropped his pants and thrust into Jackie’s pussy.
There was some initial pain thanks to Vince’s rough entry, but Jackie once again was forced to recognize how far she had fallen when she realized she was getting closer to her own climax as a result of Vince’s thrusts into her pussy. Before she could get to that point, she felt Vince speed up his pace then shudder as he shot his load into Jackie. As he pulled out, Vince said, “not the best I’ve ever had, but better than a hand job!” With that, another of the men dropped his pants and slid into Jackie’s pussy. Vince slowly walked around the bed and stood by Jackie’s head.
Vince held up Jackie’s chin. “Now thank me for fucking you, and ask nicely if you can suck my dick,” Vince told her. With voice made a bit unsteady by the thrusting into her pussy, Jackie said, “thank you for fucking me. May I please suck your cock?” Amidst laughter from the group, Vince said with a smile, “of course you can suck my cock. You’re a little cocksucker aren’t you?” He held his semi-hard cock up to Jackie’s mouth. Jackie eagerly pulled Vince’s cock into his mouth and began to bob his head up and down. The cock was starting to swell in her mouth when she felt the guy at her pussy grabbed her hips and shot his load. As another guy moved into position and started fucking her, Jackie felt Vince begin to speed up his thrusts into her mouth. He grabbed her head and fucked her face until he came down her throat. Another guy moved into her mouth.
Jackie was totally consumed by what was happening to her. She wasn’t aware of anything except the cocks in her pussy and her mouth, and the maddening fact that she couldn’t move her hands to stroke her own clit that was stiff and throbbing. She couldn’t remember ever being so excited!
“Hey, let’s flip him over so he can use his hands too!” one of the group exclaimed. Everyone seemed to like the idea so cocks pulled out of her and she was flipped over on her back and her legs spread apart. Cocks immediately jammed back into her mouth and her pussy. She could no longer move up and down on the cock in her mouth, so she just laid still and the guy fucked her face.
Grateful to now have free hands, Jackie reached down to stroke her throbbing clit, but both of her hands were quickly grabbed and made to stroke other waiting cocks. While unable to satisfy herself, Jackie was nonetheless in ecstasy. It was a fantasy come true. But then a surprising thing happened, someone whispered in the ear of the guy who was fucking her pussy, and then the guy started to stroke Jackie’s clit. Jackie was going wild as she came nearer and nearer to coming.
Later, Jackie was unable to recall the actual sequence of events, but in rapid succession the guy in her pussy pulled out and shot his load on her stomach, the guy in her mouth pulled out and came on her face, both guys in her hands came onto her chest, and she reached her own climax, shooting come into the air that fell back onto her stomach. After all this, Jackie heard a somewhat muffled, “Cut!”, followed by Christine strolling into the room.