Home discussion Lifestyle Discussions True Experiences An Old Schoolmate in town

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    • #35112
      Mistress C

        This early summer (2020) and old schoolmate of mine I ran into at the gas station, he had gotten married and moved to another state years ago, but came back for a multi-year reunion from HS.
        He flirted with me all evening, I’m sure the leather skirt/stocking and heels helped while most of the women there were in blue jeans, we sat, he held my hand, even had his hand on my stockinged knee, eventhough my husband was with me, alcohol loosening his tongue, and I found out he had a huge crush on me during HS and always wanted to have sex with me. He invited me to his hotel room, but I told him with this covid going on (we all wore masks at this event..how eerie), I am not getting intimate with anyone, but I never told him no, because my husband is my cuckold, so its always my choice.
        Anyway, we decided to stay in touch and talk further.
        As each email progressed I found out more and more about him and he must have found me on another kink site because he was asking me questions like if I was into kink, etc.He asked me if I was a Domme, I told him yes, he asked if my husband was my submissive, again I said yes. He told me him & his wife are into kink, but mostly swingers and that his wife is a sub and he is a switch. They lived in the southwest but moved to the southeast.
        Of course most of our conversations centered around reminiscing about HS, the teachers, and some of the students, but then it progressed into more pointed and sexual conversation. He asked some detailed question about my relationship with my husband and if he would ever agree to us having sex together. I told him quite bluntly I am the Domme and the Hotwife, so I make all final decisions on who I have sex with and my husband just has to accept it because he is my cuckold, but there was no guarantee I would have sex with him.
        That must have made his penis jump because he excitedly wrote back asking that if I allowed him to have sex with me, how would my husband be , in the room or in next room ?
        I wrote back for him to not make any assumptions, but “I have my husband serve as I wish, all depends on how I feel at that moment. It could be him in a corner in chastity and hood waiting till called to do a task, like refill drinks, or he could be bound at side of bed, or bound on floor just outside bedroom door, as examples He is never free to touch himself or have erections, that if he isn’t in chastity he would have his cock and balls bound in rope.”
        I knew this would excite him because next thing I knew he sent me a pic of him and his erect penis begging me for the opportunity to serve me however I wished. It kind of caught me by surprise since I didn’t expect this from a schoolmate, but I know most men react like this.
        He again begged. I told him to be patient and lets see next time he comes to town.
        Well, it was about a week later he wrote me and said he had to see me, and would arrange to be in town whatever date I picked in August, as he had some business to take care of anyway in NY.
        I told him to call me, he did, and we planned for weekend Aug 28 & 29 and he would go home on 30th. That the first nite since he had business to attend to, he would treat us to carry out dinner and buy a bottle of Jack Honey Bourbon for me and whatever else he wants for drinks at his hotel and we would just hang out and get to know each other and build a comfort level, and if all is good, then play on Sat nite in his hotel room, but no promises, so he agreed.
        Well Friday finally came, he landed in NJ to avoid being made to fill out trace forms because of covid if he landed in NY, and he drove here in a rented car.
        We met him at his hotel at 8:30 pm and was having our order of Chinese food delivered, he had my bottle of bourbon on the table, and we sat, ate and drank till about midnite. My husband stopped sooner because he was driving. Most of nite my husband was just sitting on the side as he felt like an outsider as my friend and I talked about old times in a small town.
        I let my friend flirt a bit with me as he sat next to me in the chairs, then him and I moved to the loveseat in the room as we cuddled, I allowed his hand on my leg (I was wearing jeans) and I told my husband to turn his chair to face the corner, and I let my friend kiss me. We made out for a bit, and I felt his bulge in his pants. But I told him to be a good boy, I patted his bulge and told him to keep it warm for me for tomorrow nite. He almost whimpered.
        I will adsd the second part of what happened tomorrow……..

      • #35151
        Cathy & Jerry

          That’s terrific, we’re waiting for the second part of the story 🙂

        • #35174
          Mistress C

            I know I posted it, but its not here….hmmmmm

          • #35176
            Mistress C

              I tried posting it again, but it didn’t appear, so I will make a second new posting of it by itself. Look for part 2

            • #35197
              Mistress C

                Still trying to get the last part posted called “Conclusion

              • #35301
                Mistress C

                  Part II

                  Sorry for the long read, but unavoidable while trying to recall all details of a fun nite.
                  Now we hadn’t played like this in months because of the virus, so this was our first time back out, and only because I had a comfort level with this person being an ex-classmate, otherwise we wouldn’t have done anything.
                  So as is usual, my husband is kept in denial for a week prior to any play, this insures his compliance and makes sure I have a nice fresh vagina for my playmate.
                  It being summer and hot, I didn’t put him in chastity until Thursday morning.
                  So now its Sat, and I arranged to meet my classmate again back at his hotel, since you really can’t go out to have any fun, I told him what we wanted for dinner to have it delivered, and to also get a bottle of dry champagne and 2 real glasses not plastic cups.
                  So he texted me in the morning and I texted back we would be there at 8pm.
                  We arrive, I told my husband to stay in the car until he sees the food being delivered, then to get the play bag and knock on the door a certain way, the door will be unlocked, to come in, and once he gets in to drop to his knees and face the door until instructed.
                  After about 20 min, the food came, then two min later my husband knocked, and came in, dropped the bag by my feet, and faced the door on his knees.
                  My classmate was amazed by what just happened, and very turned on. We are sitting on the love seat, his arm around me, as we are sipping on champagne
                  I told him he better watch out because I may teach his wife to do that to him, he gave a nervous laugh.
                  So here I am, in a leather skirt, heels, thigh highs and corset on, my classmates hand on my leg, I reach into the bag, get the leather cuffs & hood, tossed it to my husband and told him to drop all his clothes right there and put on these items, then crawl to in front of me and kiss my feet. For me just cuckolding is boring as its just sex, but I absolutely love the Femdom aspect of play. My husband did as told, and there he was kissing my feet as my friend watched excitedly. I reached over and gave his bulge a squeeze and he moaned.
                  I had my husband kneel and show his chastity, my friend was enthralled and I threatened him maybe he would be in it next time.
                  I took my key from around my neck, and unlocked the husbands cage, as I wanted access to torture his cock & balls if I wished, and pulled a piece of rope from the bag and quickly tied them up tightly. He was then told to go keel in the corner after refilling our drinks, and face the wall.
                  I told my friend since he was so quick to show me a pic of his cock, that he should get undressed now and show it to me in person. His jaw dropped, but he quickly stood and dropped all his clothes. His cock was hard and balls hung low, he was not impressive as he was smaller than my husband who is nicely endowed. I grabbed his hard cock, squeezed it till he winced and forced him to his knees….then told him the nite will go how I wish and I got a “yes maam” out of him.
                  I told him to kiss my heels and beg for my attention, god did he slobber all over them.
                  I then told him to get up and over my knees I wanted to spank him, boy did he jump. I then locked my hosed legs around his cock and balls to hold him in place, and I gave him 1 swat for all the years he never contacted me. His ass was beet red by then, and he leaked precum on my stockings which I made him lick up. You don’t have to have a bull to do a cuckolding, you can have 2 subs as well and one has level over the other.
                  I told him good boy..you better please me well, and I allowed him back up on the live seat with me, called my husband over to refill while my friends cock was staring him in the face, then he returned to the corner.

                • #35304
                  Mistress C

                    III

                    I grabbed my friends cock and warned him to not cum until given permission. I gave him permission to kiss me again, and we started making out, I allowed his hand to roam up my leg and over my thigh highs, as his fingers ran over my panties which were drenched by now, I put two fingers inside my pussy and then put them in front of his face, telling him “you waited over 40 years to taste me, so open your mouth and suck my fingers dry. He eagerly licked them clean and his eyes rolled back in passion. “Oh my god I waited so long for that” he moaned.
                    I was just going to tease him then leave, but then I decided what the heck, just go for it, so I called my husband over and told him to kneel there, as I stood, took off my skirt, and slid my panties off and put the drenched panties in his mouth to worship. I then slid my mouth over my friends cock and started to suck on him, feeling and tasting his pre cum, from time to time I would kiss my husband as I took my panties out, and told him to taste his cock on me. I saw how hard his cock got straining at the ropes so I then took out my crop and started beating his cock & balls for getting excited seeing me play with another man and wanting me to have sex with others and he would pay dearly. I then cuffed his hands behind him, had him lay on the floor as I put one foot on his neck,, the other on his thigh holding him in place as I beat his cock & balls till they were purple for wanting this..

                    I went back to my friend and his cock was harder than ever seeing this, a couple of more sucks, had him put a condom on (I only do safe sex) and I straddled him on the love seat, and guided his cock into me as I slid down on it and slowly rocked. I told my husband to get up, kneel and lick my ass while doing this. When this is done I get an intense orgasm, and just like that I had a massive one as I felt a gush all over my friends cock. He was as deep as he could get in me, but I had to get off and take a break as it was intense.
                    I rolled off and told my husband to lick my drenched pussy and taste the cock that was inside me. I

                  • #35306
                    Mistress C

                      Conclusion coming soon

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