Due to personal issues, it's been a while since I've posted. Thanks for the support and with some luck I'll post again in the very near future.
I received 3 enemas from Janice, each one followed by a cold shower. I was happy that I didn't get a surprise from "mommy" as she had suggested. I walked into Jack's den and was pleasantly surprised when he threw my shorts at me and told me to leave.
I walked across the street and into my home to find Cindy naked in the large leather chair, playing with herself. She motioned me over and told me to kneel in front of her. As I did, she spread her legs and scooted in the chair so her ass was on the edge.
"All of today's activities have made me very horny. I'm going out tonight but don't want to wait. Use your tongue on me, make me cum." I did as I was told, at first trying to rub her G spot, then concentrating on her clit trying to make her cum.
"Slow down you idiot, that's not a dick your sucking on, make it last." I slowed my pace moving from her pussy to her clit and back and forth. After 30 minutes or so, she clamped her legs around my head, keeping me glued to her clit and came with a scream.
"Lie down on your back" she said. She walked over, put a foot on each side of my head, glared down at me and said, "Your mouth is the only thing worthwhile on you." With that, she sat on my face and told me to clean the mess I'd made. "Don't lick you fool, suck my pussy clean."
After Cindy had finished with me she told me to run a bath, in my bathroom. As the tub was filing, she added some type of bath salt and perfume. She told me to relax in the tub until she returned. She came back about 30 minutes later, it was obvious she had showered while I was in the tub, her hair was wet and she was naked. "Get out, dry off and come into my bathroom."
I was told to sit on the stool, which had been placed in front of the large mirror. Cindy then applied a gel to my hair and combed it straight back, the effect was that my hair was plastered to my head. As she reached in one of the drawers, there was a knock at the front door. Cindy put on a very sexy, see - through robe and went to answer the door, telling me to stay put as she left the bathroom. I was mortified, sitting naked as Cindy walked in the bathroom and introduced this stranger as Ms. Erin.
"So this is the cock sucking little slut," Erin asked.
"Yes, that's him," replied Cindy. "Stand up boy," Ms. Erin ordered. She then reached down and played with my cock cage, rolling it over in her hand. She then looked at Cindy and said, "It's a very small cage isn't it?" Cindy replied, "There just isn't any reason for a larger one." Both women had a good laugh at my expense.
"Well, lets see what we can make him," Erin stated. 45 minutes later and for the second time in my life, I had make up on, complete with bright red lipstick and a blonde wig. I was then put in a pair of white lace thongs, white stockings, fake boobs were put on my chest using double sided tape, and they put me in a French Maid type outfit which barely covered my ass and then added 5" high heels to complete my outfit.
Steeping back and slowly looking at me from head to toe, Ms. Erin said, "If I had a cock, I'd let her suck it."
"She is kind of cute, isn't she," Cindy and Erin both had good laugh and my humiliation continued at the hands of my own wife.
Cindy told me, "Go to Jack's house."
"Please ma'am, don't make me go outside dressed like this."
"It's almost dark and I need to get dressed to go out. Now get out of my house," was her reply. I could hear Ms. Erin giggling as I left.
I walked across the street, rang Jack's doorbell and waited. He left me standing there for at least 5 minutes before opening the door and letting me in.
"Don't you look cute. Turn around and let me look at you." As I turned, he grabbed my ass and rubbed it saying, "I think we're going to have some fun tonight." He explained that he was playing poker with a few of his friends and I was going to serve them and be the entertainment. Somehow, I knew this wasn't going to be a good night.
As instructed, I put snacks on the table and filled the ice bucket in the wet bar. The first person to arrive was George, the junior partner from Cindy's law firm and the second dick I had sucked. After saying hello to Jack, he walked over to where I was standing, grabbed my balls with one hand and lightly rubbed his fingers around my lipstick covered mouth, "such a hot mouth on a pretty slut and I look forward to using it tonight." George squeezed my balls making me jump and told me to fix him a drink.
As I handed the drink to George, he told me to turn around, spread my legs wide and bend over. "Now, spread your ass checks." I felt so embarrassed in that position; the only thing hiding my hole was a thin piece of material from the thong Cindy had put me in. I then felt a hand on my ass and the thong was pulled away and I felt something pushing against my ass. "Just relax and this wont hurt," George said and I could hear the enjoyment in his voice. Within a minute, a butt plug had been inserted in my ass. I felt my sphincter muscle clamp around it and hold it in place.