midlifecrisispanties
Literotica Guru
- Joined
- Apr 10, 2019
- Posts
- 527
The commute was asinine as usual. I nearly got sideswiped by some bitch in a white SUV on Main street. It would seem that traffic circles, yields, and right of way all in one space, just freaks some people the hell out. I was prepared for the usual ritual of walking the dogs, then getting showered and putting on my panties and stockings under my sweat pants. I was needing my little self care ritual of shaving, rubbing lotion all over my freshly showered body, then donning my frillies to sit and watch Jeopardy on TV with Mistress until dinner was ready.
But everything was different this time. When I got home from work, Mistress was out. I found a note on the table, folded into a tent so that I wouldn't miss it. Upon setting my bag on the couch, I turned to the note which read, "I will be home at 7:00. Walk the dogs, then prepare yourself by showering, shaving, and putting on the clothes and makeup I have laid out for you. We are going out."
"Out?" I looked at the bed as I passed by to get to the bathroom. There on the bed was a little, navy blue dress it was cut in such a way that it would be snug and expose my legs to the thigh. Next to it was a pair of lace trimmed thong panties, knee stockings, and a pair of flats all in matching color.
I became erect when I saw the dark red lipstick, powder blue eye shadow, and red nail polish. "What does she have planned for me?"
I showered and shaved, making my legs, ass, arms, and torso completely smooth. I carefully shaved my pelvis so as not to cut myself. I had been keeping well trimmed on my work trips, so it wasn't too much work. I carefully avoided touching my tingling member. "Mistress will punish me if I release, even by accident," I reminded myself.
I dressed in what was laid out, savoring the sensations against my skin. I caressed the jasmine scented lotion Mistress loves on me, on my arms and legs shoulders, feet, ass, and carefully on my now fully erect penis. I slid the panties and slip on slowly, reveling in every tiny caress on my skin. I struggled to hide my now full erection under the dress. I'm not a large guy, but my medium build and my “ample for a sissy” dick are are attractive enough, I guess. I have never thought myself pretty when dressed in my girl clothes. I looked in the mirror on the wall across from the bed. I frowned, wishing I was more girly. Then I heard her keys at the door.
Mistress has not been the kind to put me on public display. I have a situation with work that makes it... shall we say... impractical to be open about my submission, cross dressing, or bi-sexuality. It isn't that they would reject, shun, or fire me. It is just that decorum is paramount in what we do. And a 6 foot tall, shaved headed, medium built guy, who they all know has a feminine nature by the decor of my cubicle, would be over the top in heels and drag. So, I stay low key.
Mistress, has always indulged me though. She lets me pretend to be pretty. She lets me drop the deeper tones I speak in all day long and let my soft, lilt be my conversational tone. She enjoys the control of knowing that at any time, she could reveal me to the world. She holds it over me as a minor threat when I'm misbehaving. That's why I thought she was kidding about going out.
“You look lovely, Princess,” she said. It always makes me blush and smile when she calls me that.
“Thank you, Mistress.” I looked to her and she smiled, knowing what was on my mind.
“No, I wasn't kidding about going out. Let me change my clothes. We're going on a little date.”
I bit my lip in nervous anticipation as she walked to the bedroom and closed the door to change. She doesn't usually shut the door. I usually get to sit on the bed and watch her dress. But, she had changed the routine so much to this point, that I figured this was just another small change of routine. I was wrong.
Mistress came out of the bedroom dressed head to foot in leather. Shiny, black leather pants hugged her ass, while the leather corset lifted her titties to round little mounds. Her boots matched the color of my lips. She wore only light makeup and had her hair slicked back and pulled tight into a bun. The mere sight of her filled me with the impulse to worship and I fell to my knees.
“Not yet, Princess, let's get to where we are going first.” She smiled wickedly at me.
My penis stabbed straight out at her. I shifted, trying to tuck it in, but to no avail. She hadn't brought out the restraint ties or the jock strap she usually puts me in to control my erections. I think she wanted me to be embarrassingly open for all the world to see.
I nervously walked to the car with her pulling me by the hand. I got in and closed the door, knowing full well the neighbors had seen us. I wanted to cringe in embarrassment but it only made my erection leak into the panties and leave a spot on my little dress. She knew I was nervous, horny, embarrassed, and intrigued all at once. She knew and she was loving it.
We took a route through neighborhoods that were unfamiliar to me. It was dark when we pulled into a dimly lit circle. We parked in front of a very nice house. She handed me a piece of paper and told me to read what was on it when we got to the door. “And, use your prettiest girl voice.”
I unfolded it and looked. Oh, my god! Was she serious? We walked up to the front door and she rang the bell. After a few seconds, a rather muscular young man opened the door and we saw that the living room was decorated with streamers, banners, and balloons. It was a bachelor party. Oh, shit! She can't really be doing this. But...she was.
“Hello, Sir, I have been brought to you by Mistress M. to serve as the entertainment for your party.” I bowed st the hips.
“Well, aren't you a pretty one?” He motioned us in and escorted us to the living room where party trays, bottles of alcohol, and five men aside from our host all sat smiling in my direction.
Oh, my god, this is really happening. I flushed all over and became a little dizzy as Mistress directed me to the chair that had been placed in the center of the room. “Now, Princess, make yourself comfortable. Relax. Let them see all of you.”
I sat as gently as I could, posing so that just a tiny peek of my panties showed under my dress as I faced them. A little spot of precum was plainly obvious on the fabric. Mistress stood behind me and placed her hands on my shoulders. “Now, gentlemen, remember the deal. Ten minutes, shoot it anywhere you like, but no fucking. His ass belongs to me.
Mistress pulled me to my feet. She turned the chair sideways to the group. She walked me to the back of the chair, lifted my skirt, pulled down my panties and began spanking me roughly. I winced a little, then felt my penis bounce against the back of the chair. “Are you ready to be fucked, Princess?”
My eyes teared a little, my throat clenched. It came out in a whisper. “Yes, Mistress.” She was torturing me with this public humiliation... and she knew I loved it! I felt a finger full of Vaseline enter my ass. I tried to hold it back but the sound that emerged from my lips was an intense, girlish moan of pleasure.
I heard the buzzing. Oh, yes...she was going to use my little pink vibrator. She was going to fuck me with it. I cried out as the 6 inch bullet entered me. She was not mean, but just rough enough to cause my prostate and my dick to twitch and pulse. “Oh, Mistress, please fuck me!”
And, fuck me she did. I looked around the room and saw that every man in the room now had his dick in his hand. She was turning me into a sissy jerk off show. And I loved it. I watched them stroking as she thrust into me again and again. I arched my back just as a hot load of cum escaped my dick and landed on the chair. The men were standing now. Mistress took a step back and they closed around me in a circle. I remained bent over the chair.
The first of the men brought himself close to my face. I wanted to reach out for it, but Mistress said, “No, slut...you are just a target tonight.”
“Yes, Ma'am.”
I dropped my hands to my sides and another young man now stood to either side of me. Mistress moved aside to let the last of them crowd around my exposed ass. I heard moaning in various tones and frantic panting. The first hot load came from the guy in front of me. Mistress placed a finger to my chin and closed my mouth. “Not tonight.”
The muscular man that had led us in grunted and shot a warm stream of seed all over my face and neck. Then a second grunt. I felt a hot stream on my left arm. Then another, all over the crack of my ass. Another on the backs of my thighs. The next load landed on the small of my back. Then another load joined the first on my ass. I stood there, covered in their seed.
Mistress pulled up my panties. “Now, my little cum target, sit and wallow in your mess for a few minutes while I settle up with these gentlemen.”
“Yes, Mistress.” I sat, feeling the liquids all over me begin to cool in the air conditioned room. The men all placed their cocks back in their pants and sat looking at me with satisfied grins.
Mistress M. and our host came back into the room after a few minutes. “Well done, pet,” she smiled. “You are becoming quite the little money maker. You have earned a treat.”
I really hoped she meant food. I was starving. She took me by the hand and said, “thank your host for a lovely evening, pet.”
“Thank you, Sir,” I said in my softest voice.
“Thank you pretty. We will have you again soon. I'm having an office party next month.”
I startled as Mistress said, “Same per person fees apply. Unless someone wants a little extra.”
But everything was different this time. When I got home from work, Mistress was out. I found a note on the table, folded into a tent so that I wouldn't miss it. Upon setting my bag on the couch, I turned to the note which read, "I will be home at 7:00. Walk the dogs, then prepare yourself by showering, shaving, and putting on the clothes and makeup I have laid out for you. We are going out."
"Out?" I looked at the bed as I passed by to get to the bathroom. There on the bed was a little, navy blue dress it was cut in such a way that it would be snug and expose my legs to the thigh. Next to it was a pair of lace trimmed thong panties, knee stockings, and a pair of flats all in matching color.
I became erect when I saw the dark red lipstick, powder blue eye shadow, and red nail polish. "What does she have planned for me?"
I showered and shaved, making my legs, ass, arms, and torso completely smooth. I carefully shaved my pelvis so as not to cut myself. I had been keeping well trimmed on my work trips, so it wasn't too much work. I carefully avoided touching my tingling member. "Mistress will punish me if I release, even by accident," I reminded myself.
I dressed in what was laid out, savoring the sensations against my skin. I caressed the jasmine scented lotion Mistress loves on me, on my arms and legs shoulders, feet, ass, and carefully on my now fully erect penis. I slid the panties and slip on slowly, reveling in every tiny caress on my skin. I struggled to hide my now full erection under the dress. I'm not a large guy, but my medium build and my “ample for a sissy” dick are are attractive enough, I guess. I have never thought myself pretty when dressed in my girl clothes. I looked in the mirror on the wall across from the bed. I frowned, wishing I was more girly. Then I heard her keys at the door.
Mistress has not been the kind to put me on public display. I have a situation with work that makes it... shall we say... impractical to be open about my submission, cross dressing, or bi-sexuality. It isn't that they would reject, shun, or fire me. It is just that decorum is paramount in what we do. And a 6 foot tall, shaved headed, medium built guy, who they all know has a feminine nature by the decor of my cubicle, would be over the top in heels and drag. So, I stay low key.
Mistress, has always indulged me though. She lets me pretend to be pretty. She lets me drop the deeper tones I speak in all day long and let my soft, lilt be my conversational tone. She enjoys the control of knowing that at any time, she could reveal me to the world. She holds it over me as a minor threat when I'm misbehaving. That's why I thought she was kidding about going out.
“You look lovely, Princess,” she said. It always makes me blush and smile when she calls me that.
“Thank you, Mistress.” I looked to her and she smiled, knowing what was on my mind.
“No, I wasn't kidding about going out. Let me change my clothes. We're going on a little date.”
I bit my lip in nervous anticipation as she walked to the bedroom and closed the door to change. She doesn't usually shut the door. I usually get to sit on the bed and watch her dress. But, she had changed the routine so much to this point, that I figured this was just another small change of routine. I was wrong.
Mistress came out of the bedroom dressed head to foot in leather. Shiny, black leather pants hugged her ass, while the leather corset lifted her titties to round little mounds. Her boots matched the color of my lips. She wore only light makeup and had her hair slicked back and pulled tight into a bun. The mere sight of her filled me with the impulse to worship and I fell to my knees.
“Not yet, Princess, let's get to where we are going first.” She smiled wickedly at me.
My penis stabbed straight out at her. I shifted, trying to tuck it in, but to no avail. She hadn't brought out the restraint ties or the jock strap she usually puts me in to control my erections. I think she wanted me to be embarrassingly open for all the world to see.
I nervously walked to the car with her pulling me by the hand. I got in and closed the door, knowing full well the neighbors had seen us. I wanted to cringe in embarrassment but it only made my erection leak into the panties and leave a spot on my little dress. She knew I was nervous, horny, embarrassed, and intrigued all at once. She knew and she was loving it.
We took a route through neighborhoods that were unfamiliar to me. It was dark when we pulled into a dimly lit circle. We parked in front of a very nice house. She handed me a piece of paper and told me to read what was on it when we got to the door. “And, use your prettiest girl voice.”
I unfolded it and looked. Oh, my god! Was she serious? We walked up to the front door and she rang the bell. After a few seconds, a rather muscular young man opened the door and we saw that the living room was decorated with streamers, banners, and balloons. It was a bachelor party. Oh, shit! She can't really be doing this. But...she was.
“Hello, Sir, I have been brought to you by Mistress M. to serve as the entertainment for your party.” I bowed st the hips.
“Well, aren't you a pretty one?” He motioned us in and escorted us to the living room where party trays, bottles of alcohol, and five men aside from our host all sat smiling in my direction.
Oh, my god, this is really happening. I flushed all over and became a little dizzy as Mistress directed me to the chair that had been placed in the center of the room. “Now, Princess, make yourself comfortable. Relax. Let them see all of you.”
I sat as gently as I could, posing so that just a tiny peek of my panties showed under my dress as I faced them. A little spot of precum was plainly obvious on the fabric. Mistress stood behind me and placed her hands on my shoulders. “Now, gentlemen, remember the deal. Ten minutes, shoot it anywhere you like, but no fucking. His ass belongs to me.
Mistress pulled me to my feet. She turned the chair sideways to the group. She walked me to the back of the chair, lifted my skirt, pulled down my panties and began spanking me roughly. I winced a little, then felt my penis bounce against the back of the chair. “Are you ready to be fucked, Princess?”
My eyes teared a little, my throat clenched. It came out in a whisper. “Yes, Mistress.” She was torturing me with this public humiliation... and she knew I loved it! I felt a finger full of Vaseline enter my ass. I tried to hold it back but the sound that emerged from my lips was an intense, girlish moan of pleasure.
I heard the buzzing. Oh, yes...she was going to use my little pink vibrator. She was going to fuck me with it. I cried out as the 6 inch bullet entered me. She was not mean, but just rough enough to cause my prostate and my dick to twitch and pulse. “Oh, Mistress, please fuck me!”
And, fuck me she did. I looked around the room and saw that every man in the room now had his dick in his hand. She was turning me into a sissy jerk off show. And I loved it. I watched them stroking as she thrust into me again and again. I arched my back just as a hot load of cum escaped my dick and landed on the chair. The men were standing now. Mistress took a step back and they closed around me in a circle. I remained bent over the chair.
The first of the men brought himself close to my face. I wanted to reach out for it, but Mistress said, “No, slut...you are just a target tonight.”
“Yes, Ma'am.”
I dropped my hands to my sides and another young man now stood to either side of me. Mistress moved aside to let the last of them crowd around my exposed ass. I heard moaning in various tones and frantic panting. The first hot load came from the guy in front of me. Mistress placed a finger to my chin and closed my mouth. “Not tonight.”
The muscular man that had led us in grunted and shot a warm stream of seed all over my face and neck. Then a second grunt. I felt a hot stream on my left arm. Then another, all over the crack of my ass. Another on the backs of my thighs. The next load landed on the small of my back. Then another load joined the first on my ass. I stood there, covered in their seed.
Mistress pulled up my panties. “Now, my little cum target, sit and wallow in your mess for a few minutes while I settle up with these gentlemen.”
“Yes, Mistress.” I sat, feeling the liquids all over me begin to cool in the air conditioned room. The men all placed their cocks back in their pants and sat looking at me with satisfied grins.
Mistress M. and our host came back into the room after a few minutes. “Well done, pet,” she smiled. “You are becoming quite the little money maker. You have earned a treat.”
I really hoped she meant food. I was starving. She took me by the hand and said, “thank your host for a lovely evening, pet.”
“Thank you, Sir,” I said in my softest voice.
“Thank you pretty. We will have you again soon. I'm having an office party next month.”
I startled as Mistress said, “Same per person fees apply. Unless someone wants a little extra.”
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