In my senior year of college, my roommate John and I were in a dorm building that also served as housing for the law school. John started dating Sylvia, one of the law students, and I was a little jealous. Sylvia was a gorgeous, Asian-American girl with a tendency to wear short skirts. She had a deferential quality toward John, and she was more assertive with me.
One day I went up to her room to return a bottle of honey I'd borrowed. I glanced over at some sheets piled up on her bed, and for a moment thought that John was lying in there. He wasn't, and as I started to leave, I asked where he was and mentioned looking at the sheets. "And you thought that was John?" she said mirthfully and gave me a pat on the butt, sending me on my way.
That minor physical reprimand was on my mind the next few days. I wondered if I might get further instant chastisements from Sylvia's hand for future wisecracks or other transgressions.
That Saturday night, John and Sylvia had a date. She showed up at our room in a short black dress, dark tights and heels. I guess I wasn't very subtle about looking her over, as she and John both seemed to notice it. "We've got to get you a girlfriend, Gene," John said as the two of them took their leave.
I expected John would stay at Sylvia's that night, as he normally did on the weekends. Late that night, I was lying in bed in the room he and I shared, visualizing Sylvia in that short dress, Then I imagined the two of them scolding me for checking her out; then John grabbing my arm and bending me over a desk, so Sylvia could deliver a spank like she had the other day; but this time with my pants and underwear down around my ankles.
It was just a fantasy. I didn't expect that anything like that was going to happen.
Sunday morning I woke up at 7. As expected, John's bed was empty. But unexpectedly, there was a text from Sylvia that had arrived just a few minutes before. "Get up here, Gene," it read. "We want to see you. As soon as you're up."
That was odd. I didn't know what to make of it, but thought a quick reply was in order. "Be right up." I brushed my teeth, put on a pair of sweatpants over the briefs I'd slept in, plus a T-shirt, and walked up the stairs in a pair of moccasins I used as slippers. I was about to knock on Sylvia's door when it opened. John ushered me in. He was dressed in sweatpants as well. My eyes quickly moved on to Sylvia, as I wondered what she'd be wearing this early morning. I'd hoped a Teddy nightie, but it turned out to be a long T-shirt, which was almost as good.
John sat down on a sofa next to Sylvia. "What's going on?" I said, standing in front of them, a bit worried maybe something was wrong.
"Nothing much," John said, his tone slightly sharp. "But it's come to my attention that you've been checking out my girlfriend a lot, and making wisecracks sometimes at her expense or mine, and that she even had to give you a smack on the butt the other day to keep you in line."
I didn't know what to say. Was this a serious complaint? It appeared so, from John's expression, but then I looked at Sylvia, and she gave me a wink and a quick smile.
John continued. "We're going to have an understanding here," he said. "If this kind of behavior continues, I've fully deputized Sylvia to spank your ass when needed."
Again, I had no idea what to say, but my cock was now stiffening fast. The idea of objecting didn't seem entirely appealing. In any case, John wasn't finished talking.
"Furthermore, what you don't know is that Sylvia gets her ass spanked by me now and then when I feel it's necessary. So if I feel she's overly lenient with you or receptive to your misbehavior, she's going over my knee, even if that means doing it in front of you."
That last part seemed to startle Sylvia. It was as if she'd expected the rest, but not the possibility that I'd be a witness to her punishments.
"Does anyone have any objections?" John asked.
There was a moment of silence, and then Sylvia said, "No," with a little headshake. They both looked at me. My cock was straining against my sweatpants now. The idea of being spanked by Sylvia turned me on, and the idea of watching her get spanked turned me on even more. I wasn't about to object, but I couldn't quite get the words out.