In my never-ending search to make ends meet in this economy, in addition to my party planning, nude bartending/waitering gigs, I occasionally grab a housecleaning job.
However, total CFNM aficionado and exhibitionist that I am, I never do just normal, run-of-the-mill cleaning!
I got a call from a lady in Westwood, who wanted someone to come over and tidy up her guest bath. She liked my website ads and thought it would be more fun than hiring a mainstream maid service.
She enjoyed reading a bit of my other adventures, and liked the idea of being able to order me around. She hoped it would be a bit therapeutic for her. As I like a challenge she asked if I would be willing to clean the bathroom wearing some things she was willing to give me. I did ask if I could bring my own cleaning solvents.
She had just recently divorced and was feeling a bit like taking it out on a man, without really doing anything severe or getting herself into trouble. We chatted for a while. We agreed that she could take out a few aggressions as long as no real pain or danger was involved and that I would be willing to be at her command for the right price…LOL.
I always like a challenge. I grabbed some “green” cleaning supplies, gentler on the skin, as I didn’t know exactly what I was going to do, but figured I was going to end up naked and probably wet and soapy, and headed over.
I got to her place, a very tastefully done condo, she let me in. She was a very attractive 40-something redhead. I imagine that in her youth she resembled Jill St. John a bit. She was dressed in a very attractive lounging outfit, stretch slacks and an oversize print top. It was very modest and covered her, but I could tell that she still had a nice figure.
She was drinking white wine and graciously offered me a glass.
“I don’t imagine that a little wine will interfere with your being able to clean the bathroom, do you?”
“No, ma’am, I’m sure that it won’t.”
After a bit of wine and a few pleasantries, she showed me to the bathroom. I was pleased to see that it was small, but nicely done, with a fancy above counter basin sink, glass tile on the counter, backsplash and floor, and an open shower with just a half wall of clear glass. I was also pleased to see that it was not particularly dirty.
I noticed a small pile of cleaning towels on the floor in the hall outside the bathroom, along with some paper towels and what looked like some men’s underwear.
“You don’t mind if I watch you while you work?” she took a sip of wine. “I am very particular about how I want things done.”
“Not at all ma’am, that’s all part of my service. Would you like me to get started?”
“Yes, but there are some things I would like you to wear while you clean. Is that all right?”
“Of course, as my ad states, you call the shots.”
“Good. Now if you would please take off your clothes.”
She watched me as I kicked off my shoes, and took off my socks and placed them in the hall. I removed my t-shirt, and then unfastened and unzipped my jeans. I hadn’t worn any briefs, as I enjoy going “commando” when I wear jeans. I figured it was time for some “role play.” I stood there with my jeans unzipped revealing my pubic bush and the base of my cock.
“I’m sorry, ma’am, but I forgot to wear briefs today. If I take off my pants I’ll be naked.”
“Take them off, please.”
I did as instructed and stood there fully naked.
“Very good. Now when we spoke on the phone, you said you would bring a Viagra if I wanted you to.”
“Yes ma’am”
“Did you bring it?”
“Yes ma’am, it’s in the pocket of my jeans.”
I started to go to the hall to get it but she stopped me and made me stand still. She retrieved the pill from my jeans. She circled around me, making sure to get a good look at my ass. She pressed against me from behind and put the pill in my mouth. Then she raised the glass of wine to my lips and made me swallow the pill.
“I may want to touch you now and then as you clean, is that all right?”
“Of course ma’am, as my ad states, I must follow your orders.”
“Good, as I told you, I need to have some fun. I’ve never had a man willing to do anything I tell him.”
She put one arm around my chest and another around my waist and kissed me softly on the back of my neck and walked back to the pile of stuff in the hall.
“Now put these on.” She tossed me a man’s white athletic sock. I put it on. She tossed over the other sock. I put it on.
She tossed over a “wife-beater t-shirt. I struggled putting it on as it was a bit small and I tore it a bit. The pill was starting to work, and I was becoming aroused.
She stood quietly watching, sipping her wine and seemingly enjoying the site.
She picked up a jockstrap and twirled it around in the air. Then she came over to me.
I stood very still as she took the jock and gently swatted my cock and balls with the garment.
She flogged me with it until my cock sprang to full hardness. She flicked it a bit harder, giggling as she watched me squirm with each hit.
“Now put it on.”
It was much too small in the pouch to hold my hard cock, so it stuck out the waistband, pinned against my stomach.
To Be Continued:

