My Job in a Lingerie Shop
- 1 year ago
- 21
- 0
Happy Lingerie Shop free porn video
Situation Trigger to Fantasy Conversion and Perversion at the Happy Lingerie Shop
Starting situation:
Your cock is hard, looking at the girl's panties on display in the window, next to the slips, girdles, and stockings. The sale woman comes out to greet you and invites you in to try some on. You are not interested but go anyway.
Joan the sales lady came out of the store to put up a sign at the curb advertising their latest lingerie collection sale. She noticed me from behind looking into her window that had many sorts of panties, bras, girdles, slips, and hose on display. The window could have been cut out from a fetish magazine that would be jerkoff material for any 18-year-old. I noticed the sales lady, in her 40's was dressed in a black pencil skirt, with black stockings, heels, and a white blouse with frilly lace. Her bra showed through the blouse holding exceptionally large breasts that showed massive cleavage in the vee of the blouse. She is a brunette with curls, red lipstick, and a perfectly made-up face. She saw my reflection in the window looking at the lingerie and now looking at her. She came alongside and we were both looking in the window, and she said, "Like what you see", umhm I said, I love all of it. She turned to face me and I her. I said, "I still like what I see". She smiled and turned "follow me", she said, as she headed into the store doorway. After letting me in, she locked the door and I thought, hmm, this is kind of strange. She said, "don't worry, I am on my lunch break and don't want any more customers". With that we moved into the store interior walking along with the racks of lingerie, my cock getting frisky at the feel as I slid past them and we reached the panty counter and stopped. She said, "Which do you like better, briefs or bikini, and I said bikini, "so do I" she said. She said, would you like to try some on", and I nodded yes.
Take off your pants and shirt, she held out a pair of pink lace bikini panties and I put my feet through them and slowly pulled them up, my cock was getting hard as they just covered it feeling the soft silk against the throbbing underside. My god how could this be happening to me, all in the span of 10 minutes, wow, I am getting ready to blow. Then Joan said she loves to dress boys like me, turning them into sissies who are soft gentlemen for her to enjoy.
Next, she handed me an all-in-one girdle which I put on, it had EEE cups and she brought out some enormous silicone breasts and put them in. "Now you are looking like the sissy gurl you should be", she prompted, "don't you think you look better with big breasts instead of being a flat-chested sissy?" I was totally caught off guard since I had not considered myself as a sissy, but I did like the breasts, as I could feel them as much and as long as I wanted, something that is a fetish of mine. Joan looked at me in the mirror and said, "now for the stockings" and we put them on me together, fastening them to the girdle garters, they really felt great, my legs never looked better except for my hair, which made me think of removing it.
Come over here my sissy" Joan said, next to a row of dresses on the rack. She picked out a hot black dress that would show off my boobs and end just above my knee. I pulled it on, and she fixed it straight and now I was getting into the sissy mood. I still had the face of a man and she noticed and pulled me to her make-up table and did her magic plus a wig and I was hot to trot. Never before did I think I could look so female and this good. Joan twirled me around and then gave me a big hug and a deep kiss. Our lipsticks were in jeopardy of slathering our chins. We both started moaning a bit and getting hotter by the second. Joan reached down and ran her hand up from my knee stopping at my left breast where she gave it a squeeze and then slid over to the right one. I wished I had real ones for her to suck on. Her hand slid down to my cock which was stiff as a rock and she felt me up through the nylon panty, I was in heaven and so was she.
We were standing there necking for all it was worth, I could not help myself from feeling her boobs, which were very bodacious huge with large nipples I could feel through her bra and blouse. She started moaning and telling me to keep going and "squeeze me harder, I love to feel the pain in my nipples, sends happy nerve impulses to my pussy, which is getting very wet." Yes, my dear, I love tweaking your nipples, I hope you like them hurt a bit, I love mine to be clamped and tortured." "You do, I never met a guy who found this to be a turn on", she replied, "I have been doing this with clamps since I was a teenager, makes my pussy get on fire too."
We both were reveling in our joint interest and how it could evolve creative joint nipple ventures in our future together. Joan said, "I am so glad you stopped by to see our panty collection." "Are you a crossdresser, and how long have you been dressing." I told her the truth, "I am a crossdresser since about age 6 when I tried on my mom's panties and got hard instantly." Joan said, "what are your favorite styles?" I said, "bikini, brief, girdles, lace, mostly ones that are smooth. I like to feel the slippery feel and the tightness. I wear two or three at a time most days, makes me feel hugged down there." Joan said, "come here and pull these two pink ones over your black ones and see how they fell you might like them, and I will like seeing you in them." I pulled up one then the other and my cock great tight and hard and was captured by the silky compression holding my cock hard against my stomach. Joan slid her fingers off my cock and made me croon for more. She said, "in due time will we release this happy cock."
"Do you mind if we sit down and talk a bit?", Joan asked I said, "that would be nice, I would love talking more". We moved to the love seat at the back of the store, my dress pulling up my legs almost exposing my cock. Joan sat next to me. I told her I was not married, worked as a scientist at a local tech company, and said I have been almost completely dressing every day since I live alone. I told her that her store has the best lingerie for miles and I loved walking by and seeing what is new in the window. She told me she loved working here and that she has helped many crossdressers complete their wardrobe. I said, "so that must be cool, I would love dressing other sissy men, I always wanted to be with a sissy men group, kind of like the sissy patrol, working together to be as sissy as we can be." Joan's eyes got big and she said, "Joyce, "that is a great idea, I never thought that big", as she caressed my captured balls. I said, "how did you know my name is Joyce?" Joan replied, "I didn’t but you have brought such joy to my life is such a short time, that I thought Joyce was a good name for you," I agreed, and since my name is Josh, it goes with Joyce as well.
Joan was getting hotter and hotter as we kept talking about males becoming sissies, She asked, "what part of being a sissy turns you on?" I responded with, "da da da I can't speak all of the things there are so many, let's start with the look, I always wanted boobs, and a pussy, to replace my cock but I like my cock now.. I love clothes and wearing a wig gets me feeling like submitting to a male. I love eating pussy and when dressed will become totally female and suck cock and get fucked by cock up my ass pussy." Joan asked, "have you been ass fucked by any other crossdresser sissies in your life?" I said, "yes when I was a teenager my older adult male friend dressed me and fucked me for about 1 year a couple of times a week." Joan was surprised that I confided this deep a secret in our first time together. I said my older friend was my first and he seduced me along with his bisexual buddy who did crossdress for my friend, so I became one of these sissy submissive fuck groups. There were 4 of us sissies servicing my male friend. This lasted below the radar for about a year, we would get together in the basement of the single guy Herb's house, he had a whole room set up for sex, big screen, music, lights, toys, bondage tables, etc. We would have sessions with all of us for about 4 hours on the weekend and Wednesday evenings for about 3 hours. All of us were in love with each other, hoping to make the next party the best, so we kept trying new things.
Joan's eyes were big with excitement as she heard my story, she had a hand on her pussy feeling it to keep her juices flowing to keep up with my hardness. I had her boobs in my hands and kept feeling the hard nipples. Then we kissed more after my story ended. She exclaimed, "I really get hot hearing your stories about your c***dhood, did you ever think it would end back then?" "No," I said, "I was totally into the scene and how it made me feel complete in pleasing the gurls and my male friend whose name is Nick." She said, "how would you like to relive those times now? Bet you would love returning to your youth and updating your more experienced view with some creative scenes you might now fantasize about. I have been traveling through different scenes here at the store on my lunch breaks, sometimes a couple of times per week, but they only last at most 2 hours, but they are fun." I was totally interested in jumping into a new scene, my cock was throbbing at the thought. I could feel my nipples getting hard, wanting them to be tortured as I might be tied up and cross-dressed sucked a cock, and getting fucked at the same time. I wondered how many wild parties Joan had in her past, seems like she knew how to get others to follow her.
Our future unfolds as Joan pulled back, stood up, and pulled her breasts out from her bra and blouse, showing me her very large nipples that appeared conditioned by vacuum pumping them over a long period of time. Joan, you really have nice nipples on top of those beautiful breasts, how did you get them, born like this or some other way. Well, Joyce, I started teasing, clamping, and then vacuuming them since I was about 19. I have loved nipple play since then and now enjoy titty bondage, clamps, and suction. My nipples are a great sensation when I tie them with a small cord and then clip the nipples at the end, sends the orgasm signals to my pussy and now my ass, which I have been working on for a while to get me to release into an orgasm." Seeing you Joyce also makes my sexual thrills hit my spine and I get that wonderful "this is new" sensation with butterflies in my stomach." How about your nipples Joyce, I see you also like the torture suction routine, we could have a joint suction and clamp session when you think we are ready."
"Absolutely Joan", responded Joyce, " wish I had big boobs like you, but my nipples are all stretched out and fill with joy when I pump them. I also pump my cock which then becomes an auxiliary sensation that pushes my nipples over the edge, and I can orgasm without touching my cock. Having someone suck me is better, I really liked being sucked by my t-gurl friends when I was young, one would suck me and the other would fuck my boi pussy till I came and was eaten up by the sucker. My taste for cum has been lost over time but I would love to reignite the flavor in my near future, are you up for cum sharing my dear?" "Why yes Joyce, I would love to share cum with you, we could suck a cock together and share the results with the cum producer, you game?" I just smiled into Joan's face, she saw the thrill in my eyes, we were so like twins who finished each other's thoughts.
Joan suggested I purchase the items she had dressed me in and come back with them on in two days at lunchtime and she would have a surprise for me. She said don't be late, we will have 2 hours start to finish. I left with my lingerie on and my male clothes on top, the bra showed a bit but I figured I will be getting used to coming in fully dressed in two days so all could see me. I lived a couple of miles from the store so knew the neighborhood which was pretty progressive. There was an adult bookstore around the corner that brought many men into the area who were looking for some sexual relief usually found at the adult store. I went home and redressed in my new female attire, I put on more makeup and pretended that I was someone’s wife doing the household cleaning and making the bed. Soon the day arrived, and I took off from work to have the day to play. I got completely shaved from neck to toe and made sure my beard did not show under my make up. I dressed in the clothes and put on the wig and off I went to the Happy Lingerie Store.
When I got there Joan was in the store, she saw me and come over, kissed me, and welcomed me in. She locked the door and said, "come back to the other room, your surprised is waiting there for you." I followed her into the room which was down a short corridor which was dark. She opened the door to the backroom and the lights were turned down low, there was a large screen on the wall with some video going with naked bodies moving around. Against the wall on the other side of a large coffee table, there were three trannies dressed in red, white, and blue lingerie outfits, no one had on any close, but all were well made up with wigs, lingerie, stockings, heels, and big boobs. She introduced me as Joyce and Donna, Debbie, and Diane, the three D's, I thought can I simply call out Red, White, and Blue, and since I was dressed in black you can call me Blackie. They all agreed since we all knew this encounter was simply for sexual abandon so who could be bothered with names at this point.
Joan had me sit and we started talking about being crossdressers and transgendered, what kind of makeup, what the favorite lingerie was, how we got to where we are. Then Joan suggested we play a game of "tell the truth" with the first question being, "what was your most perverse tranny scene?" Joan went first to give us a flavor, she said, "I am not a tranny but grew up with a tranny neighbor that I liked, and he liked me. I went over to his house one day to see if he could watch my dog while I had to go back to college for a weekend to get my stuff since I graduated. He agreed and after a couple of days, I returned and knocked on his door unannounced. He opened the door and I saw him totally made up head to toe, he invited me in, my dog Suzy come by and started sniffing his groin and my pussy, which was embarrassing but he said, Suzy loved his crotch. He offered me a soda and I took it; it was so hot out. We sat in the kitchen counter talking about things. He was unemployed and home for a while, I had just gotten out of college and hitting the job market. He said he was dressing all day every day and asked how he looked." I said, "you look marvelous, I hope you feel comfortable in that outfit, can I feel your boobs to see if they feel real, and I did, and they felt great under my small hands." He said can I feel yours too", and I stuck my boobs out which he held in his big hands and pinched the nipples. I was starting to get hot. Then I thought hmm, this might be fun to see if he can get hard. I reached down and slid my hand up under his skirt, up the stockings, and there it was hard as a rock, throbbing with his heartbeat behind a thin nylon panty. It was so smooth I loved the texture and he loves the sensation. I slipped my hand lower and moved a finger to his asshole and pushed in through the panty, he started gasping and spreading his legs. I said, "how would you really like to feel like a woman?" and he nodded excitedly. I took off my shirt and shorts and was there in my panties and bra, my boobs are about a DD, and he was like a GG and we stood there feeling each other's boob and me feeling his cock and stroking his ass between his legs which were bowed out and spread. We were both wondering where this was going, then I looked up and caught his gaze and we were in lala land with a deep kiss that bonded us in our scene.
I moved around to the back of him and pulled down his panties and inserted two fingers into his boi pussy as he started mewing and moaning how good it felt. His cock was rock, and my other hand had it going as well. I said, now don’t you move, I want you to stand here, keep yourself hard, and feel your cock through your panties and your boobs through your blouse. I went to the refrigerator, found a cucumber, and gave it to him to suck like a cock. I said, "I will be right back" and I left to go home to get my bag of sex toys which I had used at college. Boys there were not so common, I had more lesbian encounters at school, sometimes up to 6 in a group, and boy did we fuck ourselves silly. So, back to my neighbor’s house, I got back, and he was there in the kitchen doing as I instructed and slobbering all over the cucumber. He was glad to see me and I stripped again but now nude with all my glory showing, he took my body in like a little boy. His cock reaching out for my touch. I reached into the bag and pulled out a strap on with a huge dong on it. His eyes got big and he smiled, he said this will be a great fuck, please show me how you have used it in the past to fuck someone, I bet you have much experience and I said, I did, with girls but not men. I told him, "I am going to fuck your brains out, you will yearn for more when your ass is empty, you will be calling me to come over every day to make you obey me, you will serve me as I say, and act out anything I prescribe, you will surrender your sexual desires to me and I will twist them and feed them back to you." "I am not your girlfriend, I am your mistress, and you will treat me so, you will give me lingerie gifts that you get while shopping for your lingerie, you will take selfies of trying on lingerie with the sales lady present, you will submit yourself to the sales lady and tell her I sent you." Then I proceeded to put on the dong, lube it up, and bend him over, feel up his asshole, which opens larger than before, I had bet he fucked himself with he cucumber while I was gone. I asked him, "did you fuck yourself with this cucumber while I was gone." He looked sheepishly down and nodded he had, I said show me how far you put it in, and he inserted the cucumber fully into his asshole and it disappeared inside. I said, "shit is out and suck it", which he did immediately following my orders. I then had him lean over the kitchen table and pull his ass cheeks apart, then I saw his asshole, it looked ready to fuck. I lubed up the gong and slid it slowly up his butt, he is holding his cheeks open, laying on his fake boobs and moaning that it was really good. I started the in/out action building a tempo and he was in heaven, his anal orgasm only minutes away. Then I started getting into it and the dong was tweaking my clit, I was pulling on my nipples, and grinding into his ass as hard as I could, and then aaaaaa, wha, wha, wha, wow, I was cumming from all the stimulation and then he erupted below the table on the tile floor. I gently pulled out, made him lick up his cum, and then share it with me, which he did, I tasted it but pushed most of it back in his mouth. I told him to get down and lick me clean, he did, and then I started to piss, unannounced, and he started to drink my piss wantonly sucking all of it into his mouth and swallowing. This turned me one in a way I did not expect, I got more dominant, and held his head up to my pussy to get all the juice. Once I was done, he had to piss, and I got a glass and said, "piss in here, then I will feed you", he was not so quick to move, and I mentioned that "this can be our last visit if you like", which made him stand and piss hard into the glass about a pint, then e was back on his knees begging me to let him drink his piss, "mistress I would love to drink my piss for you, I am so happy to serve you in any way, I want you to come back as much as you like, I love it when you fuck me and make me anal orgasm which makes me feel like the slut I am, please fee me my piss," he could not get it out better, his heartfelt desire to please me made me want him more as well. So I poured the yellow golden liquid into his mouth and he swallowed every drop as it went down his throat. When he was finished, he said, "now what" and I responded, "time to go." He was sorry to see me leave, and I told him that for his reward for giving me a scene that I will remember forever he should go out and get new lingerie set for him and one for me for the next time I came. Then I said, "you are my little pervert pig and I like you when you are piggish because I am also piggish inside, but I want you to release your piggishness in front of me, so I want you to take pictures of yourself this week, fucking your asshole with large cucumbers, and drinking your piss after you eat your cum, and I want to see pictures of it next week. I also want you to meet another crossdresser online and have them come to our next session online so they can see how perverted you really are", and off I went leaving him dressed, sweating, and thanking me for a wonderful time and looking forward to next week.
This story got all of the gurls feeling piggish which was my intent, Joyce looked at the other three gurls with a smile on her face like she had something up her sleeve, although she did not have sleeves. All of the D gurls were getting hot, their cocks were tenting their panties, Joyce’s was feeling hers through her panties, and they were looking at the TV which had a video of a bunch of gurls in an orgy with two mistresses making them don all kinds of things to each other. On mistress made a tgurl piss into another tgurl’s mouth after they had cum together and shared/ate their cum. The whole bunch of them were connected mouth to cock, and ass to cock in many connections. The mistresses only had a gurl eat their pussies as they watched the mass of bodies trying to cum.
Joan brought the attention back to the present when she said, Joyce how about you tell us what you would like to get out of our 2-hour session here today. I coughed a bit and started to outline my hopes, "well I would like to taste you all, in one form or another, I would like to deep kiss you all, a group kiss is good, I would like to finger fuck your assholes, and mutual fist with one or all of you meaning you shove a fist in my ass and I shove one in yours at the same time together while in a 69 and sucking each other, this drew sighs, then I would like to get fucked by you all, I want you each to fuck my ass without cumming in it, then I want you to cum in my mouth. After your orgasms you will all piss in my mouth and I will drink your piss, oh this is getting so hot." Joan said, "isn't there more you would like to do?" I responded, "yes, I would like us all to shave neck to toe if we are not already shaved, I want to make the rules for the next session, which will be a full day, and I want to go out shopping on the town with all of us when we are done with our sexual banquet. Everyone nodded in agreement and Joan said, "ok, sounds like a plan" Let us get going, gurls, take off your panties, leave your bras on and lube your asses to get ready. I want you all to put a butt plug in your ass and only take it out to put a cock in, then return the butt plug to your ass once it gets fucked by a cock." We were all looking forward to being filled fully with the plugs. This sex session was turning out to be quite a thrill.
I got down on my knees, Red got behind me and started shoving her stick cock up my butt, and White got in front of me so I could suck her thick cock which strained my mouth, I was licking the tip, pushing my tongue into the piss hole, and feeling the hard tube under her cock, then down to her balls and sucking one then the other into my mouth. Blue got under me and started sucking my cock, we were all focused on making each other feel good. Joan got behind White, whose cock I was choking on, and shoved her dong up White's ass. This made her even harder, giving me a thicker cock than before. My ass was on fire with Red's big cock filling up my asshole, I loved getting stretched so big. Joan had a butt plug up her ass and the dong was filling up her pussy on the other end. My nipples were getting frisky and Blue under me put clips on them after she pulled my breast forms away, this got me going fast. We were all plugged into another to get our fill of pure sexual abandon when there was a knock at the door, Joan looked alarmed and wondered who it could be since she had locked the front door. She pulled out of White's ass and moved over to open the door and check. We all slowed down just in case we were needing to stop, but we kept our fires burning to not lose our cadence. Joan breathed a sigh of relief when she said, Susan, what are you doing here on your day off?" Susan said, "I just came by to pick up the lingerie I bought for my boyfriend, we are going out on the town tonight, he all cross-dressed and me with him." Joan was relieved and said, "Please come in but don't get alarmed" and she stepped through the door. Well, she was a tall blonde with the biggest tits, almost too big, and a great athletic build, she had on a mini skirt with sandals and a tight top, which made her boobs look too big. She took a look around the room seeing us gurls going at it and sighed, "only wish my honey pot was here to see this as well, he would be right into this scene as fast as a cougar, and I am his cougar and would join him. Mind if I grabbed a feel?" Joan said, gurls you up for a Susan feel?" and they all agreed yes they would love a feel from her while they were in their piggy state of sexual abandon. Susan came over and cheered them on, "come on gurls, get into fucking each other, make the gurl you are in feel that cock, suck the one in your mouth, make it hot, make me hot, maybe I will jerk off a bit", and she started feeling her pussy through her panties which were getting wet.
The gurls went back to sucking and fucking, Red was ramming my ass and moaning that they were about to cum, and I was anticipating a flood of cum that would drip out of my ass. And there Red went, "I am cumming, ooo, ooo, ooo, this is so good, ooo, ooo, ooo', Red moaned. I was getting my cum also and warned Blue that I will fill her mouth, she opened wider, ready for the event, and ooo, ooo, ooooooaaaaa", I followed Red in cumming into Blue's mouth, and then White who was once again getting fucked by Joan was cumming into my mouth. Joan and Susan were kissing each other and tongue fucking their mouths, while Joan was ramming White’s asshole with the largest dong. Joan started to cum and felt up Susan's pussy and then they both were cumming and moaning into each other's mouths, with such a sweet orgasm. The whole room got filled with love as their orgasm washed over them, us gurls were pulling apart, savoring the sliding out of our cocks from their holders. My ass was dripping with cum that Blue lapped up, and Joan's pussy was streaming which I lapped up and shared with Susan. We all then stood up and shared whatever fluid we had in our mouths with each other. This was not such a covid free moment, but we were too caught up in the depravity of the situation to care. Once we were done, Susan said she had to run, and wanted to bring her gurl friend over the next time we got together, and Joan said, "for sure, we want to make the next one a whole day, so get your lingerie and come back in a week, we will start at 10 in the morning, you have a key, so let yourself and your honey in, see you then." And Susan left, we all were getting dressed since the 2 hours were up and time to go, we all kissed each other farewell and said our goodbyes till the next time for more gurly fun.
Starting situation:
Your cock is hard, looking at the girl's panties on display in the window, next to the slips, girdles, and stockings. The sale woman comes out to greet you and invites you in to try some on. You are not interested but go anyway.
Joan the sales lady came out of the store to put up a sign at the curb advertising their latest lingerie collection sale. She noticed me from behind looking into her window that had many sorts of panties, bras, girdles, slips, and hose on display. The window could have been cut out from a fetish magazine that would be jerkoff material for any 18-year-old. I noticed the sales lady, in her 40's was dressed in a black pencil skirt, with black stockings, heels, and a white blouse with frilly lace. Her bra showed through the blouse holding exceptionally large breasts that showed massive cleavage in the vee of the blouse. She is a brunette with curls, red lipstick, and a perfectly made-up face. She saw my reflection in the window looking at the lingerie and now looking at her. She came alongside and we were both looking in the window, and she said, "Like what you see", umhm I said, I love all of it. She turned to face me and I her. I said, "I still like what I see". She smiled and turned "follow me", she said, as she headed into the store doorway. After letting me in, she locked the door and I thought, hmm, this is kind of strange. She said, "don't worry, I am on my lunch break and don't want any more customers". With that we moved into the store interior walking along with the racks of lingerie, my cock getting frisky at the feel as I slid past them and we reached the panty counter and stopped. She said, "Which do you like better, briefs or bikini, and I said bikini, "so do I" she said. She said, would you like to try some on", and I nodded yes.
Take off your pants and shirt, she held out a pair of pink lace bikini panties and I put my feet through them and slowly pulled them up, my cock was getting hard as they just covered it feeling the soft silk against the throbbing underside. My god how could this be happening to me, all in the span of 10 minutes, wow, I am getting ready to blow. Then Joan said she loves to dress boys like me, turning them into sissies who are soft gentlemen for her to enjoy.
Next, she handed me an all-in-one girdle which I put on, it had EEE cups and she brought out some enormous silicone breasts and put them in. "Now you are looking like the sissy gurl you should be", she prompted, "don't you think you look better with big breasts instead of being a flat-chested sissy?" I was totally caught off guard since I had not considered myself as a sissy, but I did like the breasts, as I could feel them as much and as long as I wanted, something that is a fetish of mine. Joan looked at me in the mirror and said, "now for the stockings" and we put them on me together, fastening them to the girdle garters, they really felt great, my legs never looked better except for my hair, which made me think of removing it.
Come over here my sissy" Joan said, next to a row of dresses on the rack. She picked out a hot black dress that would show off my boobs and end just above my knee. I pulled it on, and she fixed it straight and now I was getting into the sissy mood. I still had the face of a man and she noticed and pulled me to her make-up table and did her magic plus a wig and I was hot to trot. Never before did I think I could look so female and this good. Joan twirled me around and then gave me a big hug and a deep kiss. Our lipsticks were in jeopardy of slathering our chins. We both started moaning a bit and getting hotter by the second. Joan reached down and ran her hand up from my knee stopping at my left breast where she gave it a squeeze and then slid over to the right one. I wished I had real ones for her to suck on. Her hand slid down to my cock which was stiff as a rock and she felt me up through the nylon panty, I was in heaven and so was she.
We were standing there necking for all it was worth, I could not help myself from feeling her boobs, which were very bodacious huge with large nipples I could feel through her bra and blouse. She started moaning and telling me to keep going and "squeeze me harder, I love to feel the pain in my nipples, sends happy nerve impulses to my pussy, which is getting very wet." Yes, my dear, I love tweaking your nipples, I hope you like them hurt a bit, I love mine to be clamped and tortured." "You do, I never met a guy who found this to be a turn on", she replied, "I have been doing this with clamps since I was a teenager, makes my pussy get on fire too."
We both were reveling in our joint interest and how it could evolve creative joint nipple ventures in our future together. Joan said, "I am so glad you stopped by to see our panty collection." "Are you a crossdresser, and how long have you been dressing." I told her the truth, "I am a crossdresser since about age 6 when I tried on my mom's panties and got hard instantly." Joan said, "what are your favorite styles?" I said, "bikini, brief, girdles, lace, mostly ones that are smooth. I like to feel the slippery feel and the tightness. I wear two or three at a time most days, makes me feel hugged down there." Joan said, "come here and pull these two pink ones over your black ones and see how they fell you might like them, and I will like seeing you in them." I pulled up one then the other and my cock great tight and hard and was captured by the silky compression holding my cock hard against my stomach. Joan slid her fingers off my cock and made me croon for more. She said, "in due time will we release this happy cock."
"Do you mind if we sit down and talk a bit?", Joan asked I said, "that would be nice, I would love talking more". We moved to the love seat at the back of the store, my dress pulling up my legs almost exposing my cock. Joan sat next to me. I told her I was not married, worked as a scientist at a local tech company, and said I have been almost completely dressing every day since I live alone. I told her that her store has the best lingerie for miles and I loved walking by and seeing what is new in the window. She told me she loved working here and that she has helped many crossdressers complete their wardrobe. I said, "so that must be cool, I would love dressing other sissy men, I always wanted to be with a sissy men group, kind of like the sissy patrol, working together to be as sissy as we can be." Joan's eyes got big and she said, "Joyce, "that is a great idea, I never thought that big", as she caressed my captured balls. I said, "how did you know my name is Joyce?" Joan replied, "I didn’t but you have brought such joy to my life is such a short time, that I thought Joyce was a good name for you," I agreed, and since my name is Josh, it goes with Joyce as well.
Joan was getting hotter and hotter as we kept talking about males becoming sissies, She asked, "what part of being a sissy turns you on?" I responded with, "da da da I can't speak all of the things there are so many, let's start with the look, I always wanted boobs, and a pussy, to replace my cock but I like my cock now.. I love clothes and wearing a wig gets me feeling like submitting to a male. I love eating pussy and when dressed will become totally female and suck cock and get fucked by cock up my ass pussy." Joan asked, "have you been ass fucked by any other crossdresser sissies in your life?" I said, "yes when I was a teenager my older adult male friend dressed me and fucked me for about 1 year a couple of times a week." Joan was surprised that I confided this deep a secret in our first time together. I said my older friend was my first and he seduced me along with his bisexual buddy who did crossdress for my friend, so I became one of these sissy submissive fuck groups. There were 4 of us sissies servicing my male friend. This lasted below the radar for about a year, we would get together in the basement of the single guy Herb's house, he had a whole room set up for sex, big screen, music, lights, toys, bondage tables, etc. We would have sessions with all of us for about 4 hours on the weekend and Wednesday evenings for about 3 hours. All of us were in love with each other, hoping to make the next party the best, so we kept trying new things.
Joan's eyes were big with excitement as she heard my story, she had a hand on her pussy feeling it to keep her juices flowing to keep up with my hardness. I had her boobs in my hands and kept feeling the hard nipples. Then we kissed more after my story ended. She exclaimed, "I really get hot hearing your stories about your c***dhood, did you ever think it would end back then?" "No," I said, "I was totally into the scene and how it made me feel complete in pleasing the gurls and my male friend whose name is Nick." She said, "how would you like to relive those times now? Bet you would love returning to your youth and updating your more experienced view with some creative scenes you might now fantasize about. I have been traveling through different scenes here at the store on my lunch breaks, sometimes a couple of times per week, but they only last at most 2 hours, but they are fun." I was totally interested in jumping into a new scene, my cock was throbbing at the thought. I could feel my nipples getting hard, wanting them to be tortured as I might be tied up and cross-dressed sucked a cock, and getting fucked at the same time. I wondered how many wild parties Joan had in her past, seems like she knew how to get others to follow her.
Our future unfolds as Joan pulled back, stood up, and pulled her breasts out from her bra and blouse, showing me her very large nipples that appeared conditioned by vacuum pumping them over a long period of time. Joan, you really have nice nipples on top of those beautiful breasts, how did you get them, born like this or some other way. Well, Joyce, I started teasing, clamping, and then vacuuming them since I was about 19. I have loved nipple play since then and now enjoy titty bondage, clamps, and suction. My nipples are a great sensation when I tie them with a small cord and then clip the nipples at the end, sends the orgasm signals to my pussy and now my ass, which I have been working on for a while to get me to release into an orgasm." Seeing you Joyce also makes my sexual thrills hit my spine and I get that wonderful "this is new" sensation with butterflies in my stomach." How about your nipples Joyce, I see you also like the torture suction routine, we could have a joint suction and clamp session when you think we are ready."
"Absolutely Joan", responded Joyce, " wish I had big boobs like you, but my nipples are all stretched out and fill with joy when I pump them. I also pump my cock which then becomes an auxiliary sensation that pushes my nipples over the edge, and I can orgasm without touching my cock. Having someone suck me is better, I really liked being sucked by my t-gurl friends when I was young, one would suck me and the other would fuck my boi pussy till I came and was eaten up by the sucker. My taste for cum has been lost over time but I would love to reignite the flavor in my near future, are you up for cum sharing my dear?" "Why yes Joyce, I would love to share cum with you, we could suck a cock together and share the results with the cum producer, you game?" I just smiled into Joan's face, she saw the thrill in my eyes, we were so like twins who finished each other's thoughts.
Joan suggested I purchase the items she had dressed me in and come back with them on in two days at lunchtime and she would have a surprise for me. She said don't be late, we will have 2 hours start to finish. I left with my lingerie on and my male clothes on top, the bra showed a bit but I figured I will be getting used to coming in fully dressed in two days so all could see me. I lived a couple of miles from the store so knew the neighborhood which was pretty progressive. There was an adult bookstore around the corner that brought many men into the area who were looking for some sexual relief usually found at the adult store. I went home and redressed in my new female attire, I put on more makeup and pretended that I was someone’s wife doing the household cleaning and making the bed. Soon the day arrived, and I took off from work to have the day to play. I got completely shaved from neck to toe and made sure my beard did not show under my make up. I dressed in the clothes and put on the wig and off I went to the Happy Lingerie Store.
When I got there Joan was in the store, she saw me and come over, kissed me, and welcomed me in. She locked the door and said, "come back to the other room, your surprised is waiting there for you." I followed her into the room which was down a short corridor which was dark. She opened the door to the backroom and the lights were turned down low, there was a large screen on the wall with some video going with naked bodies moving around. Against the wall on the other side of a large coffee table, there were three trannies dressed in red, white, and blue lingerie outfits, no one had on any close, but all were well made up with wigs, lingerie, stockings, heels, and big boobs. She introduced me as Joyce and Donna, Debbie, and Diane, the three D's, I thought can I simply call out Red, White, and Blue, and since I was dressed in black you can call me Blackie. They all agreed since we all knew this encounter was simply for sexual abandon so who could be bothered with names at this point.
Joan had me sit and we started talking about being crossdressers and transgendered, what kind of makeup, what the favorite lingerie was, how we got to where we are. Then Joan suggested we play a game of "tell the truth" with the first question being, "what was your most perverse tranny scene?" Joan went first to give us a flavor, she said, "I am not a tranny but grew up with a tranny neighbor that I liked, and he liked me. I went over to his house one day to see if he could watch my dog while I had to go back to college for a weekend to get my stuff since I graduated. He agreed and after a couple of days, I returned and knocked on his door unannounced. He opened the door and I saw him totally made up head to toe, he invited me in, my dog Suzy come by and started sniffing his groin and my pussy, which was embarrassing but he said, Suzy loved his crotch. He offered me a soda and I took it; it was so hot out. We sat in the kitchen counter talking about things. He was unemployed and home for a while, I had just gotten out of college and hitting the job market. He said he was dressing all day every day and asked how he looked." I said, "you look marvelous, I hope you feel comfortable in that outfit, can I feel your boobs to see if they feel real, and I did, and they felt great under my small hands." He said can I feel yours too", and I stuck my boobs out which he held in his big hands and pinched the nipples. I was starting to get hot. Then I thought hmm, this might be fun to see if he can get hard. I reached down and slid my hand up under his skirt, up the stockings, and there it was hard as a rock, throbbing with his heartbeat behind a thin nylon panty. It was so smooth I loved the texture and he loves the sensation. I slipped my hand lower and moved a finger to his asshole and pushed in through the panty, he started gasping and spreading his legs. I said, "how would you really like to feel like a woman?" and he nodded excitedly. I took off my shirt and shorts and was there in my panties and bra, my boobs are about a DD, and he was like a GG and we stood there feeling each other's boob and me feeling his cock and stroking his ass between his legs which were bowed out and spread. We were both wondering where this was going, then I looked up and caught his gaze and we were in lala land with a deep kiss that bonded us in our scene.
I moved around to the back of him and pulled down his panties and inserted two fingers into his boi pussy as he started mewing and moaning how good it felt. His cock was rock, and my other hand had it going as well. I said, now don’t you move, I want you to stand here, keep yourself hard, and feel your cock through your panties and your boobs through your blouse. I went to the refrigerator, found a cucumber, and gave it to him to suck like a cock. I said, "I will be right back" and I left to go home to get my bag of sex toys which I had used at college. Boys there were not so common, I had more lesbian encounters at school, sometimes up to 6 in a group, and boy did we fuck ourselves silly. So, back to my neighbor’s house, I got back, and he was there in the kitchen doing as I instructed and slobbering all over the cucumber. He was glad to see me and I stripped again but now nude with all my glory showing, he took my body in like a little boy. His cock reaching out for my touch. I reached into the bag and pulled out a strap on with a huge dong on it. His eyes got big and he smiled, he said this will be a great fuck, please show me how you have used it in the past to fuck someone, I bet you have much experience and I said, I did, with girls but not men. I told him, "I am going to fuck your brains out, you will yearn for more when your ass is empty, you will be calling me to come over every day to make you obey me, you will serve me as I say, and act out anything I prescribe, you will surrender your sexual desires to me and I will twist them and feed them back to you." "I am not your girlfriend, I am your mistress, and you will treat me so, you will give me lingerie gifts that you get while shopping for your lingerie, you will take selfies of trying on lingerie with the sales lady present, you will submit yourself to the sales lady and tell her I sent you." Then I proceeded to put on the dong, lube it up, and bend him over, feel up his asshole, which opens larger than before, I had bet he fucked himself with he cucumber while I was gone. I asked him, "did you fuck yourself with this cucumber while I was gone." He looked sheepishly down and nodded he had, I said show me how far you put it in, and he inserted the cucumber fully into his asshole and it disappeared inside. I said, "shit is out and suck it", which he did immediately following my orders. I then had him lean over the kitchen table and pull his ass cheeks apart, then I saw his asshole, it looked ready to fuck. I lubed up the gong and slid it slowly up his butt, he is holding his cheeks open, laying on his fake boobs and moaning that it was really good. I started the in/out action building a tempo and he was in heaven, his anal orgasm only minutes away. Then I started getting into it and the dong was tweaking my clit, I was pulling on my nipples, and grinding into his ass as hard as I could, and then aaaaaa, wha, wha, wha, wow, I was cumming from all the stimulation and then he erupted below the table on the tile floor. I gently pulled out, made him lick up his cum, and then share it with me, which he did, I tasted it but pushed most of it back in his mouth. I told him to get down and lick me clean, he did, and then I started to piss, unannounced, and he started to drink my piss wantonly sucking all of it into his mouth and swallowing. This turned me one in a way I did not expect, I got more dominant, and held his head up to my pussy to get all the juice. Once I was done, he had to piss, and I got a glass and said, "piss in here, then I will feed you", he was not so quick to move, and I mentioned that "this can be our last visit if you like", which made him stand and piss hard into the glass about a pint, then e was back on his knees begging me to let him drink his piss, "mistress I would love to drink my piss for you, I am so happy to serve you in any way, I want you to come back as much as you like, I love it when you fuck me and make me anal orgasm which makes me feel like the slut I am, please fee me my piss," he could not get it out better, his heartfelt desire to please me made me want him more as well. So I poured the yellow golden liquid into his mouth and he swallowed every drop as it went down his throat. When he was finished, he said, "now what" and I responded, "time to go." He was sorry to see me leave, and I told him that for his reward for giving me a scene that I will remember forever he should go out and get new lingerie set for him and one for me for the next time I came. Then I said, "you are my little pervert pig and I like you when you are piggish because I am also piggish inside, but I want you to release your piggishness in front of me, so I want you to take pictures of yourself this week, fucking your asshole with large cucumbers, and drinking your piss after you eat your cum, and I want to see pictures of it next week. I also want you to meet another crossdresser online and have them come to our next session online so they can see how perverted you really are", and off I went leaving him dressed, sweating, and thanking me for a wonderful time and looking forward to next week.
This story got all of the gurls feeling piggish which was my intent, Joyce looked at the other three gurls with a smile on her face like she had something up her sleeve, although she did not have sleeves. All of the D gurls were getting hot, their cocks were tenting their panties, Joyce’s was feeling hers through her panties, and they were looking at the TV which had a video of a bunch of gurls in an orgy with two mistresses making them don all kinds of things to each other. On mistress made a tgurl piss into another tgurl’s mouth after they had cum together and shared/ate their cum. The whole bunch of them were connected mouth to cock, and ass to cock in many connections. The mistresses only had a gurl eat their pussies as they watched the mass of bodies trying to cum.
Joan brought the attention back to the present when she said, Joyce how about you tell us what you would like to get out of our 2-hour session here today. I coughed a bit and started to outline my hopes, "well I would like to taste you all, in one form or another, I would like to deep kiss you all, a group kiss is good, I would like to finger fuck your assholes, and mutual fist with one or all of you meaning you shove a fist in my ass and I shove one in yours at the same time together while in a 69 and sucking each other, this drew sighs, then I would like to get fucked by you all, I want you each to fuck my ass without cumming in it, then I want you to cum in my mouth. After your orgasms you will all piss in my mouth and I will drink your piss, oh this is getting so hot." Joan said, "isn't there more you would like to do?" I responded, "yes, I would like us all to shave neck to toe if we are not already shaved, I want to make the rules for the next session, which will be a full day, and I want to go out shopping on the town with all of us when we are done with our sexual banquet. Everyone nodded in agreement and Joan said, "ok, sounds like a plan" Let us get going, gurls, take off your panties, leave your bras on and lube your asses to get ready. I want you all to put a butt plug in your ass and only take it out to put a cock in, then return the butt plug to your ass once it gets fucked by a cock." We were all looking forward to being filled fully with the plugs. This sex session was turning out to be quite a thrill.
I got down on my knees, Red got behind me and started shoving her stick cock up my butt, and White got in front of me so I could suck her thick cock which strained my mouth, I was licking the tip, pushing my tongue into the piss hole, and feeling the hard tube under her cock, then down to her balls and sucking one then the other into my mouth. Blue got under me and started sucking my cock, we were all focused on making each other feel good. Joan got behind White, whose cock I was choking on, and shoved her dong up White's ass. This made her even harder, giving me a thicker cock than before. My ass was on fire with Red's big cock filling up my asshole, I loved getting stretched so big. Joan had a butt plug up her ass and the dong was filling up her pussy on the other end. My nipples were getting frisky and Blue under me put clips on them after she pulled my breast forms away, this got me going fast. We were all plugged into another to get our fill of pure sexual abandon when there was a knock at the door, Joan looked alarmed and wondered who it could be since she had locked the front door. She pulled out of White's ass and moved over to open the door and check. We all slowed down just in case we were needing to stop, but we kept our fires burning to not lose our cadence. Joan breathed a sigh of relief when she said, Susan, what are you doing here on your day off?" Susan said, "I just came by to pick up the lingerie I bought for my boyfriend, we are going out on the town tonight, he all cross-dressed and me with him." Joan was relieved and said, "Please come in but don't get alarmed" and she stepped through the door. Well, she was a tall blonde with the biggest tits, almost too big, and a great athletic build, she had on a mini skirt with sandals and a tight top, which made her boobs look too big. She took a look around the room seeing us gurls going at it and sighed, "only wish my honey pot was here to see this as well, he would be right into this scene as fast as a cougar, and I am his cougar and would join him. Mind if I grabbed a feel?" Joan said, gurls you up for a Susan feel?" and they all agreed yes they would love a feel from her while they were in their piggy state of sexual abandon. Susan came over and cheered them on, "come on gurls, get into fucking each other, make the gurl you are in feel that cock, suck the one in your mouth, make it hot, make me hot, maybe I will jerk off a bit", and she started feeling her pussy through her panties which were getting wet.
The gurls went back to sucking and fucking, Red was ramming my ass and moaning that they were about to cum, and I was anticipating a flood of cum that would drip out of my ass. And there Red went, "I am cumming, ooo, ooo, ooo, this is so good, ooo, ooo, ooo', Red moaned. I was getting my cum also and warned Blue that I will fill her mouth, she opened wider, ready for the event, and ooo, ooo, ooooooaaaaa", I followed Red in cumming into Blue's mouth, and then White who was once again getting fucked by Joan was cumming into my mouth. Joan and Susan were kissing each other and tongue fucking their mouths, while Joan was ramming White’s asshole with the largest dong. Joan started to cum and felt up Susan's pussy and then they both were cumming and moaning into each other's mouths, with such a sweet orgasm. The whole room got filled with love as their orgasm washed over them, us gurls were pulling apart, savoring the sliding out of our cocks from their holders. My ass was dripping with cum that Blue lapped up, and Joan's pussy was streaming which I lapped up and shared with Susan. We all then stood up and shared whatever fluid we had in our mouths with each other. This was not such a covid free moment, but we were too caught up in the depravity of the situation to care. Once we were done, Susan said she had to run, and wanted to bring her gurl friend over the next time we got together, and Joan said, "for sure, we want to make the next one a whole day, so get your lingerie and come back in a week, we will start at 10 in the morning, you have a key, so let yourself and your honey in, see you then." And Susan left, we all were getting dressed since the 2 hours were up and time to go, we all kissed each other farewell and said our goodbyes till the next time for more gurly fun.
Myra
- 18.01.2022
- 24
- 0
