The last two weeks had been busy serving my Mistress and her friend. As erotic and kinky as it was serving two women, I longed to be alone with Mistress Sofia. Lady Barbara is a sexy, mature woman, with great legs and a definite kinky, dominant streak, but I did not have the history and emotional connection with her like I did with Ms. Richards.
Thinking back to the last two weeks, it's almost amazing how much Lady Barbara had transformed. She went from unsure and hesitant in the use of a male submissive, to brutal, angry and mean, and then to a horny, kinky, dominant nymphomaniac that was all about using a sex slave and exploring her desires.
In a way her transformation over the last two weeks mirrored my own over the last two years. I went from an inexperienced virgin with a vague idea that I was submissive, to a willing, eager, horny, sex slave to a woman thirty years my senior that could manipulate my mind and body to her will, and I enjoyed it and craved it from her.
Lady Barbara's personal life also had similarities to my own. She had just gone through a nasty divorce and her life seemed to be starting over. I had been through my parents divorce and now my brothers. My life had seemed to start fresh as well. I was living on my own, and serving a Mistress. I had grown to be close to my sister and her fiancΓ© as well as my now ex-sister in-law Jennifer.
My relationship with my older brother and parents kept deteriorating though. My mother did not even bother to call or text me on my 20th birthday, which had been a few weeks ago. She apparently is too busy with her 27 year old boyfriend. I'm an adult so I don't expect a cake and presents, but a simple call would've been nice. My dad at least did that. That was really the only time I heard from him though. He was dating a 24 year old and busy doing who knows what with her.
My sister sent me a thoughtful card, and Jennifer sent a funny one with a woman with large breasts in a skimpy bikini on the cover. Inside it said, "Hope your birthday is as overflowing as her bikini is." I appreciated her sense of humor, which matched mine. I also appreciated the picture.
I sent Jennifer a text thanking her for the great card and telling her it was the best one I had gotten. She replied with, "Is that because of the humor, or the giant boobs?"
"Both, but those huge things good hurt somebody." I texted back
"Probably, but what a way to get hurt huh."
"True, but in reality it is probably only hurting her back." I do not know why, but I decided to open up a bit to her and before she could reply I sent another text. "I am more of a leg man anyway, which that bikini showed off nicely." Immediately after hitting send, I regretted it. Why would I tell her that or think she would want to know.
Jennifer texted me right back, "You mean legs like these..."
I read her message and waited.
The next message popped up with an attached picture. It was not what I was hoping for, but did make me laugh. She sent a picture of her kitchen table leg. Even though I was foolishly disappointed it was not a picture of her slender sexy legs, I did appreciate her sense of humor.
"LOL, not the kind that turns my head, but thanks for trying"
She sent a smiley emoji back. Was she trying to tease me a bit, or was it just that she knew my sense of humor matched hers and that would make me laugh? She had never teased or flirted with me before so I had to assume it was the later.
I began to wonder why everyone else in my family seemed so messed up. My mother and father had split up and began dating people young enough to be their kids. My brother got married to a beautiful, sexy and sweet woman, and then screwed it up and was divorced within 18 months.
It was then I realized I was being a hypocrite. I was in a Dominant/submissive relationship with a woman more than twice my age, and I gladly submitted to her every kinky desire and whim. How was my personal life any more normal than the rest of my family?
Maybe my sister is the only normal one in the family. She has a good job, and is engaged to a really nice guy. Their wedding in coming up next spring. Unfortunately for her, my parents have distanced themselves from her as well. When my brother got married, they insisted on paying for half of his very large and expensive wedding. Jennifer's parents gladly paying for the other half.
When my sister approached our father about the wedding, he told her that the money he had set aside for her wedding had all gone to her mother in the divorce. When she asked my mother, she said all the money set aside went to her father in the divorce. I had a sinking feeling I would get a similar answer when I approached them about their promise to help pay for some of my college tuition.
The only real constant in my day to day life was Ms. Richards. No, I did not see her every day, but I knew she was there for me, and I knew where I stood with her in our relationship. The few days that I did not get to see her always dragged on, but always left me with something to look forward too.
Ms. Richards was busy for the next several days. Lady Barbara had flown home to take care of packing and getting her old house sold. Ms. Richards was helping deal with the new house. So I could not see her until Friday night. She had commanded me not to cum for the week, which was another way she exercised her control over me. Of course I obeyed.
Friday finally arrived, and after work I showered and went over to see her carrying my collar with me ready to serve. She answered the door dressed casually in a pair of tight fitting blue jeans and a button up white shirt. Her breasts showed just a bit of sag, which I took to mean she wasn't wearing a bra. She had on a pair of red 4 inch high heeled pumps, which helped show off her legs in the jeans.
She gave me a quick hug and kiss and I handed her the collar. She placed it on my neck and just looked at me for a minute with a smile. She took a step back and told me to strip naked while she watched. Removing my clothes and standing before her, I was exposed and vulnerable, she just looked me over examining me.
"Kneel before me and masturbate."
That command caught me off guard. She had ordered me to pleasure myself while she watched several times, but not usually at the beginning of our play time together. I knelt down and placed my right hand around "her" cock. I stared at her sexy legs and high heels and began stroking. Mistress Sofia stepped closer to me and reached down with her hand and lifted my head by the chin. She stared me in the eyes.
She wanted me to keep eye contact as I fondled myself. It was humiliating to be touching myself, but arousing nonetheless. She stood there staring down at me, while I got myself hard for her. I longed for her to touch me in some way, but she just stood there, inches from me staring down into my eyes and my submissive soul.
After several minutes of jerking off I was beginning to really enjoy it. She of course could tell by my facial expressions and the way my body was reacting. While fully erect, but not close to cumming, she took her foot and kicked my hand away from my cock, indicating for me to stop.
"Place both hands behind your head and interlock your fingers."
I knelt there, my body upright before her, with my hands behind my head and "her" cock sticking out and up in-front of me. She walked to the table and picked up her riding crop. Stepping behind me she quickly delivered a hard, stinging strike to each butt cheek. I did my best not to make a sound and take her abuse. That's what I was there for, for her to use or abuse for her amusement and pleasure. She was reminding me of that fact.
"You've been spoiled these last two weeks getting to serve two women. I think I need to remind you who your only Mistress is."
"Yes Mistress Sofia." was my answer. Of course I had not forgotten I serve her. I only obeyed Lady Barbara because my Mistress had commanded me too. The last two weeks had not been all fun and games for me either. There were several spankings and paddling's, along with some mild CBT and a brutal kick to my balls. But if this was how she chose to use me tonight, then this is what I would gladly submit too.
As she stepped in-front of me the crop was quickly brought down onto my balls and another quick strike to my cock head. I grimaced in pain, but did not cry out. I wanted her to be proud of me and the abuse I was willing to take from her. The next sting of the leather crop was felt on my nipples. Each one getting a hard strike. Her aim was perfect and her strokes harder than normal.
Strutting behind me again, my ass and back received several hard swats. The leather crop in her expert hands, leaving bright red marks. She returned to face me and without a word she struck my hard shaft several times. I yelped in pain, but my body remained upright with my hands locked behind my head. My balls received four hits as well.
Mistress Sofia then focused on my sore ass. She gave me a dozen hard hits to each cheek. I tried to control my heavy breathing while bracing myself for the next hit. Mistress Sofia walked in front of me and saw that my erection had subsided, and "her" cock now hung down limp. She set the crop down and tossed me a black thong.
"Put that on and follow me to the playroom."
The back was just a string that went between my butt checks, but the front was a pouch large enough to contain a man's equipment even if aroused. It was made of silk and felt good against my sore cock and balls. Mistress Sofia had made me get hard for her, and then made me flaccid again with the help of her riding crop. All at her whim and under her control.