Thanks to everyone who has voted and especially to those who have posted comments. The more response I get the faster I pump out stories.
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The next day I called Rebecca and we talked about what night she might come over to start working off her debt. I told her I wanted to give her a blowjob lesson or two beforehand, and so we ended up deciding on the following Friday.
When I went over to her house on Sunday afternoon, she answered the door. She gave me a hug and then we walked up the stairs, past her husband Professor Fleming, who was watching TV in the living room.
"We'll be back in the bedroom," she said, before taking me back and sitting me down on the bed. She took my cock out and we worked on getting her to open her jaw up a little further and calming down her gag reflex a little. She explained apologetically that she had almost never given her husband blowjobs and his dick was much smaller.
Tuesday after school I went over there again with, this time I brought Jess with me. First Jess sucked my cock a little bit, then Rebecca knelt down in front of me and took over. Jess watched and gave her occasional pointers.
After a minute Jess put her hand on the back of Rebecca's head. She slowly pushed down until Rebecca's lips were only a few inches from the base of my cock and she started to gag. Jess held her there for a few moments, then pushed her a just a little further before letting go.
We continued with the lesson, and when I finally came, Jess made sure that Rebecca swallowed.
On Friday, Rebecca showed up at the house at 7 PM. I had bought a bottle of nice scotch and I poured her a glass.
"Thanks," she said. She was wearing a little black dress and a tall pair of heels. I watched her take a big drink of scotch. She seemed noticeably less confident than usual. I put my hand on her shoulder.
"You okay?"
"I'm fine," she said, taking another drink. "Look . . . Are you sure . . . I mean that with a couple of hot twenty-year-old girls around . . ."
I stepped around behind her. I ran my hands up her sides and then grabbed ahold of her tits.
"Guys are gonna be lining up to get their hands on you." She turned her head a little.
"Are you sure?" she asked.
"I wanna fuck you so bad right now," I said as Jess and Stacy emerged from the hallway.
Stacy was wearing a pair of high-heeled boots over a pair of tight dark grey jeans. A tight tank-top was stretched across her C-cup tits, and her long blonde hair was pulled back into a tight pony-tail. Jess was barefoot, wearing only a simple red halter dress with a plunging neckline. She wasn't wearing a bra, huge amounts of her massive breasts where showing on the sides, and they threatened to burst out of the front at any moment.
"Hey Rebecca," Jess said. Rebecca nodded to her and I let go of her breasts. Jess motioned to Stacy.
"This is-"
"Stacy. I know," Rebecca said sharply. "You fucked my husband right?"
"That's right," Stacy said with a cold smile.
"I'm sorry," Rebecca said, "I shouldn't care. God knows I don't want to fuck him . . . and honestly, I should be thanking you." She took a sip from her drink. "For the first time in 25 years I'm having some satisfying sex."
The first two guys showed up. One paid for a blowjob from Stace and the other one wanted to play with Jess' tits while she jerked him.
One of the reason's I had jumped at the opportunity to rent the place was the giant living room, which was nearly twice as long as it was wide. The house must've been built for entertaining. We put couches on the north and east walls. There were two recliners in the north west corner and a long chest with a padded leather lid that served as a bench along the east wall below the windows (curtains drawn of course). There were two futons laying in the center of the room. The southern wall opened up into the dining room which was well stocked with alcohol.
Jess and Stacy each took their guys to one of the couches. Rebecca watched quietly, nursing her drink as the two younger girls went to work on the first two customers of the night.
Stacy finished hers off quickly but Jess was still stroking hers when the doorbell rang again and three more guys arrived.
One of the guys immediately walked over to Rebecca and asked her for a blowjob. I collected his 80 bucks and she slowly led him over to one of the chairs. The second guy went over to Stacy.
Stacy looked across the room as she stroked, watching Rebecca take her first cock of the night into her mouth.
The third guy just leaned against the counter, watching Rebecca's mouth start to bob up and down on his friend's cock.
"What is it you want?" I asked him.
"How much to fuck her?"
"200," I told him. He pulled out his wallet and fished through it, handing me 10 twenties.
When she brought her guy to a climax I handed her a towel and she wiped off her hand.
"He's paid for sex," I said, motioning to the guy across the room undressing.
"Okay," She said and reached under her little black dress, peeling her panties off.
He grabbed a condom from the bowl and put it onto his average-sized dick. He was just a little smaller than me. Then he laid her down on her back on one of the futons and spread her legs apart, causing the bottom half of her dress to gather around her hips.
I stood nearby and watched. I could see that she was already quite wet. When he thrust forward, his cock slid into her without much trouble.
More guys arrived while they fucked and the place started to fill up. By the time the guy moaned and filled up his rubber with sperm, there was another guy waiting with a condom-sheathed cock. A big one this time. Looked to be a little more than twice as big as her husband's four-inch-prick.
He stood her up and lifted the dress up and off of her. Her eyes stared wide at his thick tool as he lowered her to the ground and positioned her on all fours.
He placed his the tip of his cock against her pussy and then pushed forward at a slow, steady pace. She was well lubricated, but it was still slow going. She winced as he pushed the tip inside her. By the time she had taken half of it her body was shaking.
"Oh, fuck, fuck," she said, gritting her teeth.
Jess was riding a guy on the other futon, who was groping madly at her enormous mammaries. She bounced up and down on his cock but she was staring at Rebecca and the guy kneeling behind her, slowly driving his long thick cock into her.
After another several seconds of pushing Rebecca let out a yelp and he eased up. It looked like almost two inches was still outside her. He started to thrust his tool in and out of her quickly.
Before long, her grunts of pain became mingled with grunts of orgasm and soon she collapsed forward onto the futon.
