Saturday Morning
I woke up the next morning from a vivid dream. Caroline was on top of me, fucking my brains out while we were on a stage. The only person in the audience was Susan, and she was sitting, with her legs up, masturbating as she watched us fuck.
As I jerked awake I groaned that I had woken too soon. The next groan came when I realized my head was throbbing from too much wine, and my cock was throbbing from too much fucking. I rolled over and saw a note from my wife:
John—I'm out for the day, thanks for the good time. XOXO Susan.
I took the opportunity of Susan's absence to spend the morning naked in the house, just padding around and doing some small chores. Even though my dick was too raw to get hard, the freedom felt nice.
I spent the time thinking about what I should do next to indulge my exhibitionist fantasies. I realized that there was a not-so-fine line between sexy displays and sex offender status. Flashing in the park: out unless I wanted to get busted. Jerking off at a movie: out unless I wanted to end up like Pee Wee Herman. In fact, showing my cock to strangers was probably out unless I wanted to go to jail.
I kept thinking about it until I saw my dry cleaning. I had three pairs of pants that needed to be shortened and taken in, and they might give me a good opportunity to show off again.
To accomplish my goal, I decided to buy some underwear that showed off my cock. On the internet there is lots of erotic underwear to choose from, and I quickly found a pair that fit the bill, spending 2x the price of the underwear to get it delivered fast.
Monday
I could hardly wait until Monday for the package to arrive. I left work a few minutes early to get home before Susan, and sure enough, the package for my package was there. They were exactly what I wanted- a pair of tight and sheer black bikini briefs.
They were so low cut that the only way my cock fit by pushing it to the side, so it sat pointed at my hip. The briefs were also completely see-through, leaving nothing to the imagination. The back cupped my ass, and the silky fabric felt great against my penis. Trying them on, I quickly got a raging hard-on. Looking at myself in the mirror I could see my cock literally fighting against the fabric and pushing itself out over the waistband. I got harder and harder until it popped out completely, red and stiff. It took all of my willpower not to masturbate, but I wanted to be ready for my next adventure.
I've been going to the same dry cleaner for years, and have always been served by Maria. We chat the one or two times a week I go in, and she is always friendly. She is Hispanic, in her late 20s or early 30s. She is attractive, but didn't seem to wear makeup often, and usually dressed plainly. It was clear that she had a very curvy body, and the one bit of dressing up she did do was to wear low cut shirts that showed off the top of her bra.
She must have had D cups, and had an ass to match (I took advantage of her bending over to get my clothes to look). We always flirted a little, and she had a quick smile for me, but I had never made any advances. I wondered if she had an interest in me, but I knew that she was going to enjoy my plan, or the police were going to be escorting me away.
Thursday
I didn't have time to get to the dry cleaner until Thursday, and had planned carefully. I had three pairs of pants with me, and before I left work, I put the sheer briefs on under my suit. They felt amazing cradling my cock, and got me semi hard immediately.
I waited until it was close to closing time, so we wouldn't be interrupted, and went in with the pants.
"Hi Maria, I have some pants that need to be taken in—can you help?"
"Hi Johnny. For you, anything. Just go put them on over there."
The changing room was tiny—smaller than a closet, with a short curtain, and I hardly had room to take off my clothes without falling out. The first pants I put on needed to be hemmed, so I put them on, and zipped up fully. I did take off my shirt, so I just had on a t-shirt and pants, along with my socks.
Maria knelt down in front of me, adjusting the hem and marking them with chalk. I had a beautiful view down her shirt. I felt my cock getting stiffer, and it took all my will power to calm down. When she was done, I went back in the tiny room.
This time I took off my pants and got a little off balance on purpose, falling into the curtain, and pushing it open. There was now enough of a gap that if Maria wanted to see in, she could. I kept my back to the curtain as I put on the other pants. These were also a simple fix—shorter and taken in a bit at the back.
I went back out and Maria adjusted the waistband of the pants. I felt her cool fingers inside the pants, brushing my skin. My cock gave a little throb and I hoped it would stay in the underwear—I wasn't quite ready to flash her.
She knelt again in front of me, adjusting the hem of the legs, and stood up and started adjusting my waistband again.
"Do you mind if I lift your shirt a little so I can get this right?"
"No problem. Here let me just take it off."
With that I pulled it over my head. I was now shirtless, and my pants were drooping slightly, since they were a size too big. Normally my boxers would be showing, but these briefs were cut so low that they didn't show at all above the waistband. If Maria noticed, she didn't say anything, and just kept working.
"Do you mind unbuttoning them quickly? I just want to be sure to get this right."
"Sure," I said and undid the button. The pants sagged a bit more, and you could finally see the tops of the underwear. With my cock bent to the side, I knew that if my pants went down any more, you would see the length of my rapidly stiffening cock. Maria continued, and I know that she must have realized my briefs were see-through at this point. However, she still said nothing
She pinned the pants, "All set! Next pair."
I went back into the dressing room, this time barely pulling the curtain closed. I turned my back, dropping the pants, and bent over to pick up the last pair. As I put them on, I stuffed my hardening cock down in the briefs, trying to keep it from popping above the waistband. These pants were way too big; they need to be not only taken in at the waist, but also needed the seat adjusted as well.
I went out, holding them up with one hand, and said "Last pair!"
Maria looked, "Are you sure? With the alterations that need to be done, they won't look right."
"Let's give it a try, they were on sale so even if we spend a lot, it's still a deal."
"Ok, you're the boss, Johnny."