In an earlier story, "Catching Debbie Red-Handed", I told the tale of getting the goods on my best friend Danny's sister. Not only had we spied on her stealing from her parents, but we caught her in a nasty but sensual situation with her boyfriend. The incriminating evidence was all on videotape. Once we presented her with the data, the once aloof girl turned into a wet dream of a woman. We had convinced her to masturbate for us, and I was lucky enough to have an agreed upon hand job turn into a scrumptious blowjob. What follows is the remaining task Debbie had to accomplish before we'd completely let her off the hook: a bare bottom spanking.
On Thursday night, the week after we had unveiled our evidence to his sensuous sister, I arrived at Danny and Debbie's modest single family home with a hard-on sparked by anticipation over what might happen. The last few days had been hectic, as Danny and I had to use every bit of power we had not to blurt out to the world what we had done with his sister.
Their parents were at the theater, and wouldn't be home until after 11, so there was little chance our tryst would be interrupted. Good think, too, because we expected the girl to cry out in pain at least once or twice as we satisfied the terms of our "agreement".
Deep inside I wanted the world to know the beautiful cheerleader had jerked me off before giving me a mind-blowing session of oral sex just days before. How she had masturbated for both of us, and how she agreed to our demands to give her a spanking like the one her father had given Danny months before. Of course, letting anyone know would ruin everything.
That spanking was the result of Danny getting the blame for Debbie's larcenous behavior. He took the heat on his ass for her, and now that we had the video of her in action with her boyfriend and stealing from her parents, we had the upper hand.
Although we had given her the tape, presumably divesting ourselves of any and all evidence, Debbie had committed to completing her end of the bargain. She told us in no uncertain terms that she would receive the agreed upon spanking and that our deal would be complete.
What Debbie didn't know is that her darling brother had taped her blowing me, a hole card that he and I decided not to play. At least, we wouldn't play it at this time. That didn't mean we didn't watch the tape, as each of us had kept it for a night, memorizing each bob of her head on my dick that quickly exploded.
Danny greeted me at the front door of their suburban center hall colonial, saying his 20-year-old sister was in her bedroom, waiting for us, resigned to her fate. He mentioned that she was concerned we might go overboard, and that our smacks might be too hard and would show over the weekend when she was supposed to go with friends to the beach.
"I told her we'd be careful, that her ass would be warmed and she would be humiliated, but we wouldn't permanently mark her perfect ass," said Danny with a smile. "Geez, I just can't believe she's following through with the spanking, because she does have the tape. But I think this is to make sure we don't open our mouths!"
"Well, she sure knows how to open her mouth . . . and close it," I flippantly replied, adding that "maybe I should request a repeat of last week's oral workout."
Danny demanded I cut it out, that his sister had done what she had agreed to do, and that I needed to own up to our end of the bargain.
I knew he was correct, she had shown me the best night of my life and I had a tape of her doing it. Tonight I would get to pulverize her perfect white ass until red, and that would undoubtedly be an event etched into my mind for ages.
Danny called up to his sister, informing her we were on our way up to her bedroom. She had a beautiful room, complete with chiffon sheets, fluffy pillows, and bright, friendly color coordination. Dolphins rode atop the whitecaps in a poster on one wall, while a set of Barbies sat on one of the shelves above her bed. The room's accoutrements paled in contrast with the pretty young cheerleader.
Debbie lay against pillows adorned with white lace. She wore a tee top that covered her generous breasts. A short pleated white tennis skirt barely covered her midsection, displaying her creaming white thighs. She looked up as we entered the room, a smile crossing her lips.
"Well, you boys showed up, huh? Wasn't the other night enough for you?" she asked, attempting to make light of the situation. "Now you know, I have the tape, so I don't have to do this."
Secretly, I really think she wanted to be spanked. I mean, why else would she submit to this demand?
"Nope, sis, a deal is a deal. I've been waiting for this moment," chirped and enthusiastic Danny, slapping his hands together in anticipation. "Remember that whipping dad gave me after you stole from mom's purse? Now the proper person will be punished."
Debbie's smile was replaced by a frown. "Now, you promised not to go overboard. Remember? I said I would go along with your perverted desires, but you guys promised to be gentle…no marks. Agreed?"
