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I couldn’t have been happier. I was heading down the highway to meet Mistress Rachael. Her last letter had contained instructions on how to prepare for this, our fourth get-together. We had corresponded with one another for a year before she finally consented to a meeting. Now whenever she was in the state on business, she called me to serve her.

I spied a service station with a rest room and pulled in so I could get ready for our meeting. Squatting on the chilly tiled floor, I actually inserted an anal plug into my “service entrance” as Mistress liked to call my asshole. It fit okay once it was in, I guess, but its nubby surface itched the whole time it was in there. I would have to hand it back to Rachael on demand; she knew how to set the tone for the evening. This was just one of many nasty little acts she liked me to perform to prove my worthiness. The humiliation of the act really got me going. I left the service station, sans underwear, also on instruction, and went to the small restaurant where I had been told to meet her.

There she was, waiting for me. Her eyes gleamed wickedly when she spied me making my way across the room to her. “Stewart, you’re on time. That’s good. I’ve got a special night planned.” She raised her eyebrows, questioning me silently.

“Oh, yes, I’m fully prepared, Rachael.” Only in public am I allowed to address her without using the term Mistress.

“Good. Now take this, put it on and then come back and enjoy dinner.” This was a small package that I knew contained a cock-ring with a ball separator. I went to the rest room and fastened it in place. It stretched my sac until my balls were a tight package resting a few inches below my groin. I started getting hard as soon as I finished snapping the thing in place.

I ordered light, a salad and some soup. Rachael ate heartily, as she always does before a session. She made me drink a couple of whiskeys — I looked tense, she said. She couldn’t stop chuckling to herself as she queried me. By the time the meal was finally over, I had completely slipped under my Mistress’s spell. This always happened; by the time we got to her hotel room I would be totally focused on serving her needs.

I followed her down the featureless hotel corridors with my hard-on apparent to anyone interested. I wondered why I did this; at that moment I wasn’t sure why I longed for this meeting with her all month. I did know that finally achieving such a relationship had really changed my life. My musings couldn’t distract me from Mistress Rachael’s ass for long, though. It swayed enticingly as she strolled toward her room. She put the key in the lock and turned to me. “Are you ready, Stewart?” she quietly asked.

I dropped my gaze to the floor and answered, “Yes, Mistress.” When we entered the room, I stood at the door and waited for her command. One time she must have left me there for forty-five minutes while she showered and changed for the session. That night I was quickly stripping after her command to do so. I lay my clothes over a chair and assumed the humiliating position that would allow her to inspect me. My face was to the floor and my ass was raised high so she could see the base of the butt plug sticking up out of my anus.

I do try, really I do, but Mistress loves to use her crop. “Wider, Stew.” Two quick blows on my thighs left me hissing in pain as I complied with her wishes. “Arch that back,” was accompanied by a stripe across my buttocks. “I still want that ass of mine higher in the air.” Mistress started to pull at the butt plug. My cock and balls ached from their confinement. The blows I had received had me twitching while she worked the plug out of me; she enjoyed my efforts to remain still. “Aha, that was just a little too much young man. Do you want that hanging out of you like that for the whole night?”

I was sent to fetch her wooden paddle without the use of my hands. She had me kneel at the side of the bed and take ten strokes before she continued. My ass was burning now. When she finally had the damn plug out, I might just as well have had an enema. The constant stimulation, from the moment I had inserted it, made it imperative that I use a toilet. Mistress just laughed when I asked. “Not until I’ve come do you get any relief. Here — these will help you focus.”

My ass, cock and balls were a mass of active nerve endings as Mistress fastened nipple clamps to me. The sharp, biting pain in my chest had me hearing groans in the room that took me a second to identify as my own.

Her cunt was hairless, a change from our last session. She was wet and slick by now. I couldn’t believe how lucky I had been in acquiring a mistress who got so excited dominating men. I sucked at her juices and finally concentrated on her clitoris. Soon she grabbed my head and forced herself against me as she came. I love the taste of her vagina. I love it when she wipes it all over my face during her orgasm. She finally let me go and had me gently clean her up with my tongue while she cooed with delight.

Then, finally, I was allowed to use the bathroom and take a quick shower. By the time I returned to the room, Mistress had put on a soft terry-cloth robe and was brushing her hair. I took over that chore and then began to massage her neck and shoulders. She liked it so much she decided I could give her a full massage.

Standing before me, she shrugged her robe off her shoulders. I was stunned. I had never seen her totally nude before. I had seen all of her, I think, just not all at once. This time she was allowing me liberties I’d only imagined. I felt the full weight of her breasts; they were magnificent. Her ass had a resilience I’d only felt with my tongue before. She had removed my nipple clamps before I started, but she now swiftly inserted a different butt plug, one that vibrates at different speeds when she adjusts a switch.

My whole groin area felt swollen and congested. I very carefully moved around her as I worked her body’s muscles. My cock was shiny with pre-come and I didn’t want to drip on her. She was enjoying herself so much I didn’t want anything to ruin it.

Mistress showered when I finished, and then had me dry her with a big fluffy towel. “I feel like a queen tonight, Stew. You’re turning into a good little slave. Come out here and lie on the bed for me.” I couldn’t believe it when she unrolled a condom down the length of my now-mammoth cock.

“Mistress, I,” I started to stammer. “Oh, stop babbling, Stew, just let me enjoy myself.” Mistress removed the cock-ring and lowered herself onto me until fully sheathed. Then she leaned forward and let herself relax atop me. The warm weight of her was wonderful. “Now, fuck me, Stew. Make me come again.” I gently raised and lowered her hips on my straining member. I rotated her against my pubic bone to stimulate her clitoris. She was sucking and biting at my neck with passionate little cries that grew louder when she came.

I stayed motionless while she savored the final tremblings of her orgasm. “That was wonderful, Stew, just what I needed.” She lay next to me and let me rest against her spoon-fashion. In just a few minutes she was asleep. I spent the whole night in a daze with my hard cock pressed against her ass.

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Mistress Rachael

Storyline

I couldn’t have been happier. I was heading down the highway to meet Mistress Rachael. Her last letter had contained instructions on how to prepare for this, our fourth get-together. We had corresponded with one another for a year before she finally consented to a meeting. Now whenever she was in the state on business, she called me to serve her.

I spied a service station with a rest room and pulled in so I could get ready for our meeting. Squatting on the chilly tiled floor, I actually inserted an anal plug into my “service entrance” as Mistress liked to call my asshole. It fit okay once it was in, I guess, but its nubby surface itched the whole time it was in there. I would have to hand it back to Rachael on demand; she knew how to set the tone for the evening. This was just one of many nasty little acts she liked me to perform to prove my worthiness. The humiliation of the act really got me going. I left the service station, sans underwear, also on instruction, and went to the small restaurant where I had been told to meet her.

There she was, waiting for me. Her eyes gleamed wickedly when she spied me making my way across the room to her. “Stewart, you’re on time. That’s good. I’ve got a special night planned.” She raised her eyebrows, questioning me silently.

“Oh, yes, I’m fully prepared, Rachael.” Only in public am I allowed to address her without using the term Mistress.

“Good. Now take this, put it on and then come back and enjoy dinner.” This was a small package that I knew contained a cock-ring with a ball separator. I went to the rest room and fastened it in place. It stretched my sac until my balls were a tight package resting a few inches below my groin. I started getting hard as soon as I finished snapping the thing in place.

I ordered light, a salad and some soup. Rachael ate heartily, as she always does before a session. She made me drink a couple of whiskeys — I looked tense, she said. She couldn’t stop chuckling to herself as she queried me. By the time the meal was finally over, I had completely slipped under my Mistress’s spell. This always happened; by the time we got to her hotel room I would be totally focused on serving her needs.

I followed her down the featureless hotel corridors with my hard-on apparent to anyone interested. I wondered why I did this; at that moment I wasn’t sure why I longed for this meeting with her all month. I did know that finally achieving such a relationship had really changed my life. My musings couldn’t distract me from Mistress Rachael’s ass for long, though. It swayed enticingly as she strolled toward her room. She put the key in the lock and turned to me. “Are you ready, Stewart?” she quietly asked.

I dropped my gaze to the floor and answered, “Yes, Mistress.” When we entered the room, I stood at the door and waited for her command. One time she must have left me there for forty-five minutes while she showered and changed for the session. That night I was quickly stripping after her command to do so. I lay my clothes over a chair and assumed the humiliating position that would allow her to inspect me. My face was to the floor and my ass was raised high so she could see the base of the butt plug sticking up out of my anus.

I do try, really I do, but Mistress loves to use her crop. “Wider, Stew.” Two quick blows on my thighs left me hissing in pain as I complied with her wishes. “Arch that back,” was accompanied by a stripe across my buttocks. “I still want that ass of mine higher in the air.” Mistress started to pull at the butt plug. My cock and balls ached from their confinement. The blows I had received had me twitching while she worked the plug out of me; she enjoyed my efforts to remain still. “Aha, that was just a little too much young man. Do you want that hanging out of you like that for the whole night?”

I was sent to fetch her wooden paddle without the use of my hands. She had me kneel at the side of the bed and take ten strokes before she continued. My ass was burning now. When she finally had the damn plug out, I might just as well have had an enema. The constant stimulation, from the moment I had inserted it, made it imperative that I use a toilet. Mistress just laughed when I asked. “Not until I’ve come do you get any relief. Here — these will help you focus.”

My ass, cock and balls were a mass of active nerve endings as Mistress fastened nipple clamps to me. The sharp, biting pain in my chest had me hearing groans in the room that took me a second to identify as my own.

Her cunt was hairless, a change from our last session. She was wet and slick by now. I couldn’t believe how lucky I had been in acquiring a mistress who got so excited dominating men. I sucked at her juices and finally concentrated on her clitoris. Soon she grabbed my head and forced herself against me as she came. I love the taste of her vagina. I love it when she wipes it all over my face during her orgasm. She finally let me go and had me gently clean her up with my tongue while she cooed with delight.

Then, finally, I was allowed to use the bathroom and take a quick shower. By the time I returned to the room, Mistress had put on a soft terry-cloth robe and was brushing her hair. I took over that chore and then began to massage her neck and shoulders. She liked it so much she decided I could give her a full massage.

Standing before me, she shrugged her robe off her shoulders. I was stunned. I had never seen her totally nude before. I had seen all of her, I think, just not all at once. This time she was allowing me liberties I’d only imagined. I felt the full weight of her breasts; they were magnificent. Her ass had a resilience I’d only felt with my tongue before. She had removed my nipple clamps before I started, but she now swiftly inserted a different butt plug, one that vibrates at different speeds when she adjusts a switch.

My whole groin area felt swollen and congested. I very carefully moved around her as I worked her body’s muscles. My cock was shiny with pre-come and I didn’t want to drip on her. She was enjoying herself so much I didn’t want anything to ruin it.

Mistress showered when I finished, and then had me dry her with a big fluffy towel. “I feel like a queen tonight, Stew. You’re turning into a good little slave. Come out here and lie on the bed for me.” I couldn’t believe it when she unrolled a condom down the length of my now-mammoth cock.

“Mistress, I,” I started to stammer. “Oh, stop babbling, Stew, just let me enjoy myself.” Mistress removed the cock-ring and lowered herself onto me until fully sheathed. Then she leaned forward and let herself relax atop me. The warm weight of her was wonderful. “Now, fuck me, Stew. Make me come again.” I gently raised and lowered her hips on my straining member. I rotated her against my pubic bone to stimulate her clitoris. She was sucking and biting at my neck with passionate little cries that grew louder when she came.

I stayed motionless while she savored the final tremblings of her orgasm. “That was wonderful, Stew, just what I needed.” She lay next to me and let me rest against her spoon-fashion. In just a few minutes she was asleep. I spent the whole night in a daze with my hard cock pressed against her ass.

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