Friday October 6th 2017, Cuckhold Again
By Joyce Devries, joyce_devries@hotmail.com
Note, this a true story, some of the names have been changed, but certainly not the events of the days!, this is taken right from my diary entry of the time.
My (email) name is Joyce Devries and it was a real life adventure, no this was not a TV/TG event. My spouse knows about and totally supports me as "Joyce"; she is an incredible woman, as you will see. I am 5'0", TV, live near Toronto, Ont., Canada, pass quite well as a woman and have done tons of "real life" things as a woman, this was another interesting and adventurous moments of my life as a CD/TV, that my husband (a GG) set up. However, this particular evening, I got much more than I bargained for when it all happened. ===========================================================================
The reason for this evening happening was as a result of the first time my husband Sharon, discovered a darling little girl, satin and lace, "sissy" dress in my closets and asked if I really wanted to play the part for real and be cuckhold by her. I agreed, and it was definitely the most interesting evening and experience I have ever been a part of, not only did she get pleasured by another man, and I was forced to watch her, but I was able to get in on the action. Now after that evening, even the day after, not a word was said about it. Well it was 4 years later and my husband left me a note and it read:
My darling cuckhold husband,
"I have not forgotten about the wonderful evening when you got to wear your lovely sissy outfit and see me get made love to by another man, and you enjoying him as well. I have a proposal to do another evening like that, but an not going to think/plan about it until I get your support that you want to do it again, I am thinking not the same, but slightly different. All I want from you is an email, in the subject line write "yes" or "No", and if no, I will drop it all together. However, I have a funny feeling you will say yes, when the plan is for you to wear many of your cute outfits for the evening."
I had to think about it for a while, but the thought of another evening and wearing multiple outfits I have in a possible intimate setting had me simply emailing her back with a subject "Yes". I got an email back and found out she had done much more than "thinking", and wrote me this email back:
My darling cuckhold husband,
"So glad you said yes, now I must admit I have done more than 'thinking' about this and have actually put wheels in motion, but if you said no, would have scrapped everything. Now you have heard of Ashley Madison I am sure, well I decided to 'experiment' for fun a few months ago and placed an ad, and after tons of lame replies, I did find one that I found to be the right fit, and I did meet him for lunch (no nothing happened, we just talked) and I told him I would see if you were interested and then go from there, he is our age, married and Bi- curious and a nice guy, his name is Troy, so there you go, and now the planning has to begin".
I was a little taken back, but at the same time excited, and wondered what I was getting into and asked Sharon to share what exactly she put in the ad, and she emailed me back and gave me the text of the ad:
"Married woman, mid 40's, looking for a special man to join my husband and I for fun and something out of the ordinary fun in the bedroom. Those that do not appreciate cross-dressing, do not need to contact me".
I asked Sharon if she could elaborate more on what she found in the guy she had lunch with and then the "floodgates" opened up, and Sharon told me what she and the person (Troy) she met with talked about and it was allot about me and my wardrobe and the potential scenario's. Sharon then sent this telling email to me:
"My darling cuckhold,
So Troy and I have been emailing back and forth and chatting on-line and I have given him your feminine name, and he looked you up on the internet, and all he could find is pictures of you in your Wedding gowns, and that turned him on immensely, so you will be in one of those at some time in the evening we get together. I also found out he is very much into 'cosplay', and I told him of all the cute outfits you have (at least the ones I remember), and he has requested that the first time he sees you, you are in your French Maid uniform, he will pick what he wants after that. I also told him, that for the evening, you are his 'toy', and consider you his 'Barbie doll' and to dress you as he wants. Same cuckhold rules will apply, not a word from you and you will obey and you will watch as Troy does what he wants with me. Also, he does not want to call you by your feminine name, you will be 'cuckhold', followed by whatever you are wearing. To make the evening and the experience even more humiliating and more of a cuckhold night, he will be taking me out for a romantic dinner. To make it even more intense it will be to your favourite formal restaurant, AND I will be wearing one of your LBD's, perfume and jewellery and that sultry red lipstick you have, plus I will be wearing the 4" black patent CFM's you bought for me, and will need one of your black patent clutch purses to match the heels.
Now you know what you are in for, and more details to come as the date is chosen and it gets closer
Mistress"
Well, I knew she was planning, but to this extent, I was actually intrigued by the entire scenario and decided on seeing how it would all play out. I got an email a week later stating that Troy's wife was out of town Friday October 6th for a convention on the Friday and then a reception Friday night and home on the Saturday, so Troy would have a free night. Now Troy lived in a city about 200 kilometres away so he was going to be getting a hotel nearby and we would be entertaining at our house, which made sense as my entire wardrobe was there. The week leading up to the Friday night came and with it one final email from Sharon on how Friday night would go:
"My darling cuckhold,
As the Friday night approaches, some last minute instructions, and plans have been set. Troy will be picking me up at 6:30pm, to take me to dinner at YOUR favourite formal restaurant, please leave in my room, that cute strapless LBD with the peplum, and the matching bolero jacket, a sparkly, earring and necklace set. Do not forget the deep red colour last lipstick of yours, and the Obsession perfume, and one of the black patent clutch purses. When I come home from work around 5 pm, I will expect you to already be in your maid's uniform, and I want it to be complete from head to toe, that means your 5" black patent heels, pick your earrings, but no necklace or any other jewellery. As well, anything Troy wants you to wear, he wants it to be authentic, the way the character is supposed to look and when possible, always the big boobs, as well, wear your Curious perfume, and LOTS of it, everywhere. Please respond to this email and give me a complete list of all of the 'fun' outfits you have for Troy to choose from. I am so looking forward to the evening and so should you, and ensure all of the lipstick you wear is colourlast, it will be needed after what Troy has hinted he has planned for you. One last thing, I will be providing the stockings, yes stockings, you will be wearing with the French maid's uniform, and they will be matching mine and I will leave them on my bed for you to get.
See you Friday night, when I call for you, you better be ready.
Mistress"
I was again excited and sent the list to Sharon and she came back with "my oh my, quite the list, and some of these I have not seen before, this should be fun, and by the way, Troy found your diary entries on the Web and said he read them all, and is so looking forward to experiencing what you have to offer". Now I knew I was in trouble as those diary entries spill out everything I have done in intimate detail over the years.
Friday came and I took a half day off from work, and was tingling with excitement. I laid out everything for the first outfit for the day and made sure I went to Sharon's bedroom and found 2 fresh pair of ultra sheer nearly black stockings on her bed and grabbed a pair. I also hung up the LBD she requested in her bedroom, and looked through my collection of sparkly jewellery and pulled out a set that I personally would have liked to wear. I took that, my alternate black patent clutch purse, my Obsession perfume and laid it out on her bed near the stockings she was going to be wearing. The lipstick we both were going to be wearing, I was going to leave out for her after I put on mine.
I waited until the last possible moment I could to take a shower and get clean all over, and made sure I used the curious body wash when I did. I checked the clock and I had 45 minutes before Sharon said she was going to be home and headed right downstairs to my bedroom and quickly started to get dressed. First was my hair, and went with my longer usual curly length hair. I started dressing with my latex vagina and put it on and made sure it was fitting very tightly, and then the black lace and satin panties I chose to wear with the black lace and satin bra I was going to be wearing. The next thing was my foundation garment followed by a black lace and satin garter belt which I put on. I then put on a pair of white satin gloves and opened the new pair of ultra sheer nearly black stockings and carefully slipped them on and clipped then in place. I quickly slipped into a pair of low 2" black heels to ensure I would not get a run in the ultra sheer stockings, and looked at my legs and loved the look and feel of them. Next was the bra and the DDD breast forms, and I put it on, and had fun with the 4 hooks at the back and ensured they were all done up. I put on my pink satin robe and moved to the bathroom to start to put on my makeup. I knew that the makeup for the first outfit was going to be dramatic, but somewhere between low light conditions and work makeup. I started with my eyeliner, and it was black and I put it on more than usual than for a work application, but not as dark as for a darkly lit setting. Eye shadow was going to be deep purple on my lower lids and deep pink on my upper and then a ton of Mascara to give my lashes a full look. I looked at my eyes and thought they were done just right. Next was the blush and I applied more than the office, and my darker shade, and enough to highlight my cheekbones. Final makeup touch was my lipstick and this was a lipstick I saved for special romantic dinner occasions out with my dates, it is a deep red, and glossy, and colour last, and can withstand a long night of kissing and no smudging. I applied a thick coat and liked in the mirror and my lips certainly looked full and kissable, and the rest of my face certainly set the lipstick shade off. I went upstairs to Sharon's bedroom and put the lipstick on the bed next to the black patent clutch purse. I went downstairs and checked the clock as I did and saw that it was 10 minutes before Sharon was planned to be home, and quickly went downstairs to finish dressing.
I took off my robe and remembered what Sharon told me and I took out my Curious perfume and literally doused my entire body in it, so I smelled of it everywhere. I then started to get into the maid's outfit, first I slipped on the dress and loved the silk feeling of the material as I slipped it on. I put on the white satin Apron and did it up at the back, and put on the white lace choker, then the pure white frilly "sissy panties" and slipped them on. The only jewellery and that was a pair on small circle silver earrings, then took off the 2" black heels and into the 5" black patent heels. I heard Sharon come home and it was a little after 5pm, and then I heard the shower running, so I knew she was getting ready. Again, Sharon was taking a long time in the shower and I knew she was shaving to be nice and bald for her pussy, like the first time we had an evening like this. I walked around a bit and got used to the 5" heels and eventually the shower was done and I waited for a while as Sharon was getting ready for the formal dinner date with Troy. I then realized I had not done my nails and sat down and carefully put on the polish to match my lipstick, which Sharon gave me and has the matching polish. It was around 6:10pm and I heard the clicks of heels upstairs and I heard Sharon call out downstairs loudly, "UPSTAIRS NOW CUCKHOLD MAID!". I checked myself one last time and went upstairs and Sharon was waiting for me standing, arms crossed in the living room, "she barked out, station cuckhold maid, now!", I went and stood at the tape, on the floor, same as the last time, and folded my hands in front of me, and stared straight ahead. I looked her over as she stared and looked me over as well, as she walked around me, she tugged up my tiny dress and cooed, "very nice, you are wearing lovely white sissy panties, I have not seen those before, Troy definitely will like", and she grabbed my large breasts and again cooed, "oh and these lovely tits he will love to caress as well, and you smell you sweet and young". Sharon had done her makeup, dark, even darker than mine, and had her hair piled up and she definitely was wearing my LBD the right way with her boobs displayed nicely, 4" black patent heels ultra sheer black hose, (which I would later find out were actually stockings) and the jewellery I picked for her set the whole look off. I could smell her wearing my Obsession perfume and she had done her nails the same as mine, and then she told me to reach back and pull up my hair and walked in behind me and started on a little speech and she said:
"now cuckhold maid, this is from Troy and you are to wear this and make sure it is displayed in no matter what you wear. My you smell so pretty, not sexy, pretty, like a little girl's Barbie doll smell, Troy will love it, now drop your hair. I do hope I am dressed to please him, and I am sure we will have fun discussing the fun we will be having when we get home. Now, we will be home when done dinner and I will text you when we are leaving and when we are close to being home. I suggest you use this time to pull out some of your cute outfits Troy will want you in, I suggest at least one of your cheerleading uniforms, and the Little sissy girl dress, a Wedding dress, and any others that take time to gather things as I do not want you taking a long time changing."
There was a flash of lights in the driveway and Sharon's cell phone buzzed and she opened the black patent clutch purse I loaned her and she looked at her phone and told me it was Troy and told me to leave and go downstairs and "get lost". I left the living room and was going down the stairs when I heard the knock at the front door. I heard Sharon's heels clicking and then the door opening and some muffle talking and then the front door closing. I went to the bathroom to see what the necklace was that Sharon put on me and it was a silver necklace with the name in bold letters in silver that said, "CUCKHOLD", and it laid across my breasts. I smiled when I saw it and then did what Sharon suggested and started pulling out different outfits that I thought Troy would probably pick and hung them up in the bathroom with all of the accessories for them. As I was doing that I could not help but think of my husband Sharon with another man, and enjoying my restaurant and dressed in my clothes and perfume, and flirting with him. After pulling everything out and getting it ready I sat down and relaxed and it was around 9pm, and Sharon texted me and told me that she and Troy were leaving, and she would text me as they were getting off the highway. I went and checked on how I looked and noticed the colour last lipstick was doing its job and my lips were still looking good. I made sure my perfume was going to be fresh and applied another healthy dose of Curious perfume and about that time, I got another text from Sharon and told me that she and Troy were getting off the highway and I should make my way to the upstairs bathroom, and wait for her to come and get me. I went right upstairs and to the bathroom, and sat down on the closed toilet seat and waited.
I heard the front door open and Sharon and obviously Troy giggling and I heard Sharon's heels clicking and heard them talking and then heard Sharon's heels clicking louder and she came into the bathroom, and I stood up. She smiled and told me she had a wonderful time and at dinner and the hostess that sat them complimented her on her dress, she also told me Troy was flirting and teasing her and her panties were already soaking wet, and that was from just two long kisses he gave her. She fluffed her hair, and grabbed my arm and said, "time to get to work cuckhold maid" and dragged me into the kitchen and let my hand go and then walked into the living room, and said, "Troy, let me introduce you to your 'play toy' and 'Barbie doll" for the evening". She motioned for me to come into the living room, and said as I walked in, "Troy, may I present cuckhold maid, my husband, he is all yours to play with this evening". She then went and sat next to Troy and barked out, "station cuckhold maid!", I quickly moved to the tape and stood with hands folded in front of me and feet together. Troy at this point was speechless and stared at me with his mouth wide open, Sharon said, "what is it Troy?, you do not like your play toy for this evening?, he looks so adorable after all". Troy then said, "I cannot believe it, I read all the diary entries, and cannot believe how small he is, and how much he looks like a woman or a girl, I thought the diary entries he has written were exaggerated and made up fiction". Sharon smiled and said, "I am glad you like how he looks, now again, he is your play toy, and yes, those diary entries are all real". Troy smiled and leaned in and kissed lightly on Sharon's lips and then looked at me and said, "Oh Sharon, I plan on having allot of fun with your cuckhold husband this evening". Sharon then looked at me and barked out, "serve us wine and the snacks now cuckhold maid!", I curtsied and turned and left for the kitchen, and I heard Troy say, "my how cute and so unmanly". I went and poured two glasses of white wine and walked back into the living room, and saw Sharon and Troy making out and Troy's hands were all over Sharon's body, and both were moaning. I put down the glasses and went back into the kitchen and got the tray of veggies and snacks and back into the living room, and put down the tray on the coffee table and went and stood on the tape and folded my hands and watched as Sharon and Troy continued to make out heavily and moaning.
Eventually they broke their kissing and grabbed their glasses of wine and started to sip their drinks, both staring at me. Sharon then told me to parade around and let Troy see the whole look and I pranced around slowly with my hands at my side and palms down and then at one point Sharon told, "bend over and pretend to pick something up with your back to us, not like a girl, like the man you really are". I did that exposing my frilly white covered behind and my stockings and garters. I heard Troy say, "oh look at that, those are going to be fun to play with on him". I kept on prancing around and Troy made the comment about how I was very good on the really high heels and Sharon commented, "oh he is much better wearing them than me, I cannot wear that high, but he can". He then commented that my lips looked so inviting to kiss, and that he was glad that I put her lipstick on me. Sharon laughed and said, "like the dress and perfume, and jewellery, the lipstick is his, and he does his own makeup", Troy just smiled and said, "perfect"
I saw Troy drink the last of the wine in his glass and he stood up, and I finally got a complete look at him. He was fair looking, about 5'10", so tall, and not fat, but not lean, and black hair, he was in a black suit and a red tie and black shoes. As he stood up he said looking to Sharon, "let's get this party started", Sharon said to Troy, "I told you, he is your play toy for the evening, do with him what you want". He smiled at her and then came to me, and grabbed my waist and pulled me into him, and stared at me and smiled and then gently put one of his hands behind my head and lower his lips to mine and push my head to his and started kissing me, almost like he was kissing my husband Sharon, passionately, and I reciprocated. He let my head go and lowered both his hands to my satin covered rear and started caressing it, then reached under my tiny skirt and started caressing the frilly satin sissy panties and all the while smiling at me. He then pushed me away and started caressing my breasts through the satin and said in a sexy voice, "I love the huge tits, and you smell so sweet". He then again pulled me into him even harder and kept kissing me and then started moaning. I could easily feel the hardness of his member pushing into my belly, and at one point he grabbed one of my hands and forced it down to his crotch and I started rubbing him through his pants, he definitely was excited. He continued to rub me all over and eventually found my garter belt, playing with it and moaned even more as he continued kissing me, every once in a while, broke the kissing and moaned, "GOD, your lips are soft and kissable".
He broke off the kiss and was breathing hard, and I looked over at Sharon who was smiling and sipping on her wine, legs crossed and seemingly enjoying the show. Troy, took my hand and lead me to the love seat, and then, looked at me and said, "undress me cuckhold maid, and I want you to suck my cock with those lovely lips and get me very hard so I can take my hard cock and ram it into your wife's pussy, while you watch me fuck her like a real man". I did as he asked and helped him off with his jacket and he tugged off his tie and I started unbuttoning is shirt, when it was undone, he shrugged it off. I was left staring up at him and he pushed on my shoulders and I used my hands and started lowering myself to the floor, using my fingers to go through his hairy chest. I heard Sharon's heels clicking and then she said to Troy, "hang on, let me put a pillow under his knees, I do not want him to ruin his stockings, after all, I paid for them". I kneeled on the pillow and sat back on my heels and heard my husband walk back to the couch and sit down. I slowly undid Troy's belt and looked up at him and he was smiling as looked down at me, and I then undid his pants and tugged them down to his knees and was staring at his white underwear with a bulge staring at me. I caressed the front of his underwear, and it was wet at the tip of his cock. Troy then said, "now cuckhold maid, leave me a souvenir of the evening like so many other men you have pleased before". I heard my husband Sharon speak up and say, "Troy, it will not work he is wearing lipstick that will not leave a mark, I promise you one of these times, I will have him wear lipstick that he can leave a mark for you". Troy then looked down at me and said, "get to work cuckhold maid". I slowly slid down his white underwear and tugged them down to his ankles, and was staring at his semi rigid member, it was cut and average size, and heard Sharon say in a sexy way, "oh how lovely, cannot wait for that in my pussy". I then closed my eyes and started to enjoy what Troy was offering me. I gently grabbed his shaft with one hand and the other gently started caressing his full balls. I started my "usual' routine of slowly licking up the underside of his shaft, and felt Troy flinch and then got to the head of his member and loved licking and slowly enjoying all of the precum that had formed. I swirled my tongue around and then slowly started pumping my one hand up and down. Around that time, I heard Sharon's heels click and then heard her say, "do not worry Troy, I will be sure not to get your face in any pictures, but I have to record my cuckhold husband sucking another man's cock in his cute outfits". I opened wide and took as much of Troy's member into my mouth and found I could get him in all the way and no need to fully deep throat a only a little bit and closed my lips around the base. Then I heard Sharon taking picture after picture and then I ignored her and started really getting down to business and started flicking my tongue up and down and all around and started bobbing up and down. I heard Sharon say, as I heard Troy start to groan, "oh these pictures are going to be perfect, nothing like taking pictures of your husband sucking another man's cock, dressed so unmanly and in such a compromising position". I continued working on Troy ignoring Sharon and Troy was literally rock solid and groaning and moaning, "oh this feels incredible", and Sharon cooed back in a sexy voice, "told you he knew how to suck another man's cock". I was at a point I felt his pre-cum building and he was close to orgasm, and then he pulled my head off, grasping for air and said, "enough cuckhold maid, the first time I cum, it is a load I have been saving to pump into your wife while you watch, I will fill your mouth soon enough and watch you swallow my juice". I let go of his very hard shaft, but not before kissing the head and licking up the pre-cum that had formed.
I stood up and went to the tape and my husband came over and stroked the hard cock, and said, "my all this for me?", Troy smiled and said it was, and she made the comments, "well I am over dressed, let me get changed, any requests?". He smiled and told her to pick something sexy, and she replied, "oh I will wear something that really turns on my husband and you will love it when he sees you making love to me in it, now what do you want to do with your toy?, have him change?, or leave him as a cuckhold maid and play with him more like that?". Troy smiled and said to Sharon, "well he is my Barbie doll, I want to have a cheerleader to play with" Sharon smiled and looked at me and sternly said, "you heard Troy go and change and make it authentic, leave your makeup the same, but touch it up, and more perfume, but before you do, serve us more wine". Sharon left the living room with her heels clicking and I picked up the glasses and went to the kitchen and filled them up, and brought them back in and put them down and Troy asked me to come to him and turn around. I did and he told me to slowly sit down into his lap, and as I did he started caressing the ruffled silk panties, and I could tell as he pulled me to him, he was rubbing his hard member against the frilly satin panties and moaning Then was caressing my silky legs and playing with my garters and told me how sexy I looked and how he was looking forward to playing more with me and told me to go and get changed. I stood up and slowly walked away from him, to give him a show.
I went downstairs to my room and started to get undressed and hung up the French maid's uniform and put on white satin gloves and carefully took off the ultra sheer nearly black stockings, I put them back in the package. I took off my earrings, and bra and DDD breast forms and put them aside, as I was sure I would be wearing them again. I then pulled everything out for the cheerleadering uniform, and laid it all out on my bed, of the 4 authentic cheerleading uniforms I have, I pulled out my orange and white one, the one I have not had an intimate time with a man when wearing it. About that time, I heard Sharon's heels clicking on the hardwood floor as she obviously had changed and was back to see Troy, I could hear muffled talking and laughing, and then nothing. I left on the latex vagina, the black lace and satin panties and my foundation garment and started with a pure white all lace front closure bra and slipped it on. Next, I put on the peavy hose/tights and loved how they made my legs look, so sleek and shiny, next was the orange satin spankies, then the short pleated skirt, I loved the feeling as I slid it up my legs and zipped it up into place. Next I put on the sweater, and made sure it sat right and the small white socks with the orange trim, then the white running shoes with orange laces. I found it strange to be standing in them after being in 5" heels for so long and the added the final touch of the orange satin hair bows. I then moved to the bathroom and started to touch up my makeup, it was not much, a little more eyeliner, more blush, and my lips were fine. I doused myself again with Curious perfume, and looked in the mirror and made sure that the cuckhold necklace was showing and cantered it. I then moved to the floor mirror and made sure the look was perfect, then grabbed the pom pom's matching the uniform and headed upstairs.
I entered the living room, and I assumed that since I was not in heels, Troy and Sharon never heard me enter the living room. Did not surprise me as they were definitely engaged in a passionate embrace. I went and stood at the tape and stared at them, Sharon had indeed put on one of my favourite pieces of lingerie on her, a hunter green satin baby doll, with lots of black lace trim and matching green satin thong panties, the built in push up bra had her breasts on full display. They were moaning and groaning and Troy had pulled out one of Sharon's breasts and in between passionately kissing, he would lean down and lick and suck on the nipples, while his other hand was under her panties playing with her very wet pussy. Sharon was massaging Troy's hard crotch through his pants (which he put back on and his shirt on loosely), and as Troy sucked on her breasts she looked at me and had a wicked smile and in a teasing way blew me a kiss, and closed her eyes and tilted her head back to enjoy Troy sucking her nipples. At one point I noticed that I was right, Sharon had shaved her pussy bald and knew Troy noticed it as well, I knew Troy had no clue I was standing there watching him ravage my husband's body.
They broke their embrace and turned their attention to me, and Troy was the first to speak up and said, "what a perfect cuckhold cheerleader, looks identical to the style of outfits the girls wore when I went to high school with and so wanted to score with, and look at those sexy legs!". Sharon laughed a little and said, "well this evening dear, your wish has come true as you can definitely score with my husband dressed like that, and look he is always smiling as a proper cheerleader does". Sharon then told me to prance around the room, and strike a few cheerleader poses. I did what she said and using the pom poms, struck a few poses and Sharon told me to twirl around, smiling, which I did and in the process, exposed my satin spankies, and Troy was quick to notice, and said, "very sexy panties", to which Sharon laughed and told him they were not my panties, but feel to "spank me" as I am wearing them, and that is what they are called.
Troy then got up off the couch and approached me, he grabbed me around the waist and pulled me into him and stared into my eyes and said, "I have always wanted to have my way with a cheerleader all through high school, and one, in particular was Stacey, I wanted her so bad, so you, my cuckhold cheerleader are going to be her right now". Sharon spoke up and said, Troy, why not use the loveseat and pretend it the backseat of a car and take Stacey with you". Troy smiled and said, "good idea, come with me Stacey", he grabbed my arm and tugged me to the loveseat, and at that time I put down the pom pom's on the coffee table and then sat down and Troy sat down next to me and said, "Stacey, I have wanted you for a while", I said nothing and continued smiling. Troy then began caressing my legs, telling me how sexy they were and then moved in and passionately started kissing me and I kissed him back. His hands were all over me and at one point he broke our kissing and told me to straddle him and face him, and sit on his lap. I did with him helping and when I did found myself in a compromising position. Troy then was kissing me straight on and then his hands found my rear and he flipped up my little skirt and started caressing my satin covered behind and then started grinding his hips into my crotch and through the foundation garment I could feel the growing bulge in his crotch, it was like he was making love to me, I just let him continue. When we broke our kiss, I kept on smiling and pushed me back a little and then moved his hands under my sweater and as he caressed my bare back, then started slowly lifting the sweater to eventually exposing my lace covered breasts. He moaned and said, "how sexy", as he pinched and tweaked my nipples under the lace bra. About that time, I heard Sharon's heels clicking and she said, "Troy, what a darling looking pose from this angle, caress his silk covered ass and leave his bra exposed and his sweater up, and caress his bra strap as you kiss him". Troy did that and continued to kiss me harder and more passionate and I heard Sharon taking pictures.
Troy broke the kiss and looked at me and said, "Stacey, `I know you are not captain of the cheerleading team, but I have heard why they all call you the 'head cheerleader'". I smiled and said nothing, and Troy motioned for me to get off his lap and when I did I knew what he wanted. I slid off to the side and then in a sexy way, started undoing his pants and then he lifted his bum and I slid down his pants followed by his underwear, exposing his fairly, but not quite erect member. I smiled at him and then lowered my lips to the wet tip and closed my eyes and slowly licked the lovely juice off the head, and Troy reacted by his body jerking when I did. I then took my time and enjoyed feeling Troy get harder and harder as slowly licked and sucked up and down his hardening member and could hear him moaning and also, Sharon taking pictures of me as I did. I then heard Sharon say, "so Troy, is Stacey really the 'head cheerleader'?", all he did was moan and say, "he has my vote". In no time he was hard as a rock, and I kept up bobbing up and down on his lovely member, and massaging his balls with one of my hands and every once in a while pausing on the hard shaft to lick and suck on his balls. His breathing was getting harder and harder and he put his hands on my head and then I could taste the pre-cum ozzing from his head and then was waiting for a lovely mouthful of juice, but he stopped me and pulled my head up and said, "enough Stacey". I sat up and was slowly massaging his rock hard shaft and he leaned in and gave me a light kiss. He proceeded to stand up and pull off his pants and underwear and looked over at Sharon and said, "it is time". Sharon cooed back, "well I am certainly ready", as I saw her massaging her bald wet pussy. She then asked Troy what he wanted his "Barbie doll" wearing next, and Troy asked for me in my "sissy" outfit that he had read about. Sharon smiled and said, "good choice, it will take him some time to get into that, and during that time, we can enjoy one another". Troy smiled and then Sharon told me to fill their wine glasses and then leave to get changed. I stood up and went and grabbed the glasses and then to the kitchen and filled them and went back to the living room, and put them down on the coffee table, Troy and Sharon were already making out passionately and she was massaging his very hard member, he caressing her all over and both of them ignoring me, I left and went downstairs to my bedroom to change.
I carefully took off all of the cheerleading outfit and put it on my bed and put on my pink satin robe leaving on the foundation garment and the black lace and satin panties, then went to the bathroom to take off my makeup and reapply for the sissy outfit. After using makeup removers, I started fresh with my foundation and then started with my eyes, and for the eyeliner, it was thick and black, and a theatrical style, way more than a hooker would even wear. Eye shadow was deep lavender, upper and lower lids, and a thick application of mascara. I then moved to my cheeks and they were done with my darker blush and definitely highlighting my cheekbones. Lipstick was my matching lavender to the dress and a thick coat of gloss. I packed up my lipstick and gloss in the lavender clutch purse and then proceeded take off my pink satin robe and again doused myself in Curious perfume everywhere. I then started to get into my sissy outfit and everything that went with it. First thing was a white lace and satin bra to hold my DDD cups and I put it on and did up the 5 hooks and then slipped in the DDD breast forms. I then slipped on a pair of white satin gloves and carefully put on the white lace pantyhose, white right after I put on a pair of white all lace ankle socks and then the matching lavender 3" heels. Next was the actual outfit and that was the very frilly and feminine lavender sissy panties, complete with tons of lace frills. The ultra sissy and feminine lavender dress adorned with white lace, finished off with a wide white satin belt, that I tied in a bow behind me. The final accessories were tiny rhinestone earrings, matching elbow length satin gloves and satin hair bows matching the entire look. I checked my look over and knew it was what Troy would want to see and my husband expected to see. I grabbed the Lavender clutch purse and headed upstairs, not expecting to find my husband and Troy, but loud moans and grunts coming from the living room let me know where to go first.
I entered the living room and was greeted with the sight of my husband on her knees, her butt in the air and her head into a pillow on the couch, still in her satin green baby doll top, panties on the coffee table and still in her 4" black patent heels and sheer black stockings and black lace and satin garter belt. Troy was completely naked and was on his knees making love to her "doggie style", thrusting in and out of her. I knew they could hear my heels clicking on the floor, but kept going and ignored me. I placed my lilac clutch purse on the coffee table and stood on the tape and held my hands in front of me and watched. My husband was definitely into what was going on and I could see all her eye shadow as her eyes were closed and Troy was pounding in and out of her and she kept crying out, "deeper, harder, harder, make me cum". Troy was focused on just that telling my husband, "your pussy is so wet and lovely". I could see that my husband was reaching under her body and spreading her pussy lips and fingering her clit. She said from time to time, "that is it Troy, I love when your balls hit my clit, it feels so nice". Troy got to a feverish pitch and finally let out a grunt and thrust deep inside her and stopped, obviously orgasming inside my husband. Sharon moaned out, "that was incredible", Troy was breathing hard and said, "your pussy is so lovely". Finally, they both looked at me and Troy blurted out, "what the?...", and Sharon said, sternly, "cucukhold sissy, on your knees now!". Troy pulled out of Sharon, his cock, dripping with his and Sharon's juices. I knelt down sitting back on my heels and Sharon, "said, like we talked about Troy, let my cuckhold sissy husband clean off your lovely cock". Troy got off the couch and Sharon continued kneeling and Troy brought his now softening cock to my mouth and I started licking and sucking the combination of my husband and him, cleaning him up and feeling his member start to get hard again, loving the taste and the fact I was getting him hard again.
When I was done, Sharon said, "now go and get into your normal position cuckhold sissy". I went to the other end of the couch and laid down, and Sharon came and positioned her body so she was literally sitting on my face, and I was staring up at her exposed breasts. I heard Troy moving around and obviously this was planned. She lowered her bald and very sloppy pussy to my face and told me to find her clit, which I easily did and started licking, and she said, "not so fast my cuckhold sissy husband, I want Troy to record this, me unloading my pussy full of his cum while you my husband eats another man's cum". She raised her pussy up about 3 inches and told me to open wide, which I did and then with Troy filming, she opened her pussy muscles and gobs of cum started to ooze out and dripping into my mouth. She said, "I hope you are getting this Troy", and he told her that he was and it was amazing to watch. I quickly swallowed loving every drop and eventually it slowed and Sharon knew it and lowered her bald wet pussy to my mouth and told me to lick her and not miss a drop of Troy, she cried out, "get your tongue in there and lick and suck all of Troy out of my pussy cuckhold sissy husband!". I did and she literally started moving her pussy around my face to enhance her pleasure. As my husband groaned in pleasure I heard her say, "Troy, go ahead play with your Barbie doll, feel him up and see what he is wearing". I felt Troy move in and could hear him making out with my husband, he then started feeling me up and caressing my breasts and moaning, "I so love huge tits" and then felt him lift up my skirt and playing with my crotch and telling Sharon how he loved how silky and frilly my panties were and how smooth I was in the crotch, I as well felt him caressing my legs. I continued licking and eventually Sharon cried out and I felt her body shudder with an orgasm.
Sharon got off of the couch and told me to get up and fix my lipstick, I looked over and Troy was standing there and his cock was now slightly limp, but started to get harder when he saw me standing up. I went to the coffee table and grabbed my clutch purse and opened it and pulled out my lipstick and gloss and my mirror and carefully applied a thick coat while my husband and Troy watched. When I was done after packing my purse, my husband and Troy sat down and Sharon barked out, "talent time cuckhold sissy husband, walk around like the sissy man you are, dressed like a female toddler in that cute outfit!". I did what I was told, including picking up a book by completely bending over, exposing my sissy panties. Troy was getting harder and he said, "get over here cuckhold sissy and suck my cock again. Troy stood up and massaged my large breasts and told me how "cute" my lips were and then put his hands on my shoulders and pushed me down. I got on my knees and sat back on my heels and started licking and sucking Troy, all the while I could hear Sharon taking pictures and making comments about how Troy was way more of a man that I was. Troy again was getting harder and I could taste his precum building. Finally Troy stopped me and then said to my husband, "it is now time for the cuckhold slut, and like I told you, I want him to be so much of a slut that by his look, he is saying to any man, 'I want to be fucked'". Sharon guaranteed Troy I would be sure of that and told me to go downstairs and get undressed and she would be down in a bit to supervise me getting ready for Troy. She told me to go to my closet and pull out all of my black leather miniskirts, to which Troy said, "he has many?". Sharon just said, you would be shocked what he has in his closets and yes he has many. Also, wash off your makeup and put on evening wear, and then even more"
I did as I was told and grabbed my Lilac clutch purse and left the living room and downstairs to get changed. I stopped at on of my closets and grabbed the multi-skirt hanger with all my leather miniskirts and brought it to my bedroom. I got undressed and then into a satin robe and headed to the bathroom to start to take off and reapply my makeup. I was just finishing that when I heard Sharon coming down the stairs and then she came into my room, still had no panties on. She started looking through the black leather miniskirts and pulled out one of the shortest ones I have, a PVC faux leather one, almost shiny looking, with slits up the sides pretty much if you sneeze wearing it, everyone will know the colour of your panties. She handed it to me and then gave me more instructions:
Wear this skirt, NO foundation garment, tight low cut black top, and wear, black lace panties, matching lace and satin bra with your big breasts, a black lace garter belt, black fishnet stockings, and your 5 inch red patent heels, matching red wide belt. Wear large hoop earrings and makeup, I want it super heavy, and if it not right, I will send you back to put on more and the cheap super bright red lipstick, tons more of your perfume. I want you to look as Troy requested, a woman that wants to be fucked".
She left and basically last parting words, were, "do not disappoint me!". As I was putting on my makeup, I realized her tone was strange and really thought nothing more of it, but went all out starting with my eyes, my black eyeliner was thick, much thicker than I would wear out to a formal even on a date or to a formal function. Eye shadow was going to be dark purple, and put it on my upper and lower lids, witch a touch of charcoal on the outer lids to give my eyes a wider appearance and then a thick coat of my Last blast Mascara. My blush was one of my formal shades and I put it on not to define my cheeks, but to really make them stand out, and finally was the lipstick, it was a super bright brilliant red, definitely not for the faint of heart and what I used to wear with Sharon clubbing years ago. I put on a thick coat and there was no need for gloss as it was built into the shade of the lipstick. I looked at my face, and I literally looked like a prostitute. I finished off in the bathroom with yet another healthy dose of my Curious perfume, and put it on everywhere. I then went to my bedroom and started getting dressed. I dropped my satin makeup robe and then went to my lingerie drawer and pulled out matching black lace and satin bra, to wear with the black lace and silk panties I was already wearing. I put on the bra and the 36DDD forms and then as instructed took off my foundation garment, which again, I found it odd. I pulled out a black lace and satin garter belt and slipped it on and then put on a pair of white satin gloves and opened a new package of black fishnet stocking and carefully slipped them on. I then put the garters under my panties and then clipped the stockings in place, I looked at my crotch and was glad the latex vagina was keeping me well tucked and the front of my panties looked like any other woman's. I went to my closet and pulled out one of my tight black tops, this one was tight and had mesh lace over it and a plunging neckline, definitely showing off my tits and the necklace I was wearing. I then stepped into the super short and sexy miniskirt, even without my foundation garment on it certainly hugged my hips. I looked in the mirror and there was no way it could cover the garter tops holding the stockings, definitely a very slutty and provocative look. I did not have to adjust the nail polish as it pretty much matched my lipstick. I finished the look off with large silver hoped earrings, and the slipped into the 5" red patent heels, and the wide matching red patent belt. I check my tiny clubbing purse and had to chuckle, it still had condoms in it from when my husband and I used to go clubbing, and found a stick of gum and thought it would complete the look and started chewing it. After packing my lipstick and a compact into the clubbing purse, I headed upstairs to the living room.
I was met with the sight of my husband and Wayne making out and he was playing with her breasts and she was stroking his crotch through a pair of white underwear. What I noticed in the corner was our large screen television, was angled in the corner towards the couch and in plain view of me, and playing on it was a video and photo montage (Sharon's work is all about video editing and audio visual creating). They both ignored me and I went and stood on the tape and put my clubbing purse on the coffee table and watched them. They both knew I was there and the television was literally in front of me and I was floored at what Sharon had managed to put together so quickly. I watched and what she had put together was not only video footage of tonight, still and video, but video of myself and Brad when I sucked him off in a Wedding dress, and footage of my first cuckhold experience, sucking Wayne off and me standing there watching Wayne make love to my husband, then me cleaning them up. I was jerked back to reality when Sharon cood, "well cuckhold slut, do like the show?, Troy certainly does and he cannot wait to add to the footage". Sharon then asked, "well Troy, is he good enough to fuck?", Troy said, "cuckdold slut, strut around and show me how badly you want to get fucked". I played along and chewed on my gum, strutting around licking my lips and pushing up on my large breasts eventually standing staring at them with one hand on my hips with a "come and fuck me look".
Troy looked at Sharon and said, "I think this slut, this cuckhold slut will do", Sharon said, "well you ordered a cuckhold slut, and now you have one, you paid for it, do what you want with him". Troy stood up and told me to come to him and I did and Sharon said in a sexy voice, "remember Troy, no kissing the merchandise". I stood before Troy and he started feeling me up, first my large breasts and then moved his hands to my leather mini skirted covered ass and started massaging it, eventually under it and was feeling up my satin covered ass, and moaning, "cuckhold slut, you smell and look so tasty and I love the garters and the sexy stockings, I want those lips around my cock now!". I said nothing and smiled and chewed my gum and licked my lips. He grabbed he hard and pulled me to the love seat and sat down and pushed hard on my shoulders and I dropped to my knees and sat back on my heels. I took out my gum and put it on the table and was reaching up to pull down his underwear and he stopped me and said, "I paid enough for you cuckhold slut, kiss my cock through the underwear and leave me a reminder of how pathetic you are as a man". I knew what to do and he was hard enough that I tugged down on his underwear, leaving a "tent pole" and then opened wide and wrapped my lips around his head and clamped down and left a clear circular mark on his white underwear. I heard Sharon's heels clicking behind me and she said, "take off his underwear slowly cuckhold slut then give them to me, oh and Troy, I got a good picture of him leaving the lipstick mark". I did as I was told and then Sharon was standing there with a zip lock bag and put them in and handed me my clubbing purse and said, "fix the lips and get to work, cuckhold slut". I opened it and pulled out the lipstick and the compact and put on a thick coat packed it away and put it on the coffee table.
I then turned my attention to Troy who was pretty hard before I started, but I started my usual routine of flicking my tongue all around his head and shaft and massaging his balls, and then bobbing up and down, going faster and faster, certainly at a pace to make him orgasm. I could hear Sharon taking pictures and making comments, commenting, "I hope the cuckhold slut is performing to your expectations and he is doing a good job". All Troy did was moan and I heard Sharon say, "good I am glad, and let me know when you are ready". I could feel his precum start to build and then he stopped me and groaned out, "ok Sharon, I am definitely ready", and pushed my head off of his now very hard cock.
Then things took a wild turn of events for me, I thought that I was getting Troy all hard and ready to make love to my husband Sharon again, but I was soon to learn, I was very wrong. Sharon came to me and told me to stand up, I did and then she told me to grab my clubbing purse, I did, she then grabbed my arm and lead me to the couch and told me to fix my lips. I opened my clubbing purse and took out my compact and lipstick and touched up my lips and was about to pack the compact and lipstick away and my husband barked out, "MORE!, REALLY THICK!". I was shocked, but did as she asked and then packed away my clubbing purse and was about to put it down and she grabbed it from me and then said, "get on the couch and in the same position you found me in earlier with Troy making love to me". I had a confused look on my face and she said, in a calm voice, "do not make me explain it, just do it and do exactly as I say". Well at this point, fear came through me and I had a pretty good idea of what was going to happen, but I had come too far to turn back. I got on the couch and got on my knees, with my ass up in the air and my head on one of the cushions. I knew in this position, with the tiny skirt I was wearing, my panty covered rear was fully exposed and I was very vulnerable.
I could not see what was going on, I only heard shuffling, and no conversation, and then Sharon was at the side of the couch and told me to turn my head and look at her. I turned my head and looked over and she smiled and had a large cherry in her hand. She leaned down and told me to open wide and then put the cherry between my teeth and told me to gently bite down, and then said, "my dear cuckhold slut of a husband, no matter what happens, I do not want any teeth marks on this cherry, bat your eyes if you understand". I did and she then told me to wrap my lips around the cherry and cooed, "my how lovely, lipstick is not the same shade as the cherry, but close, now hold that pose. Sharon then started taking pictures and I could feel Troy get on the couch. Sharon then said to Troy, "Troy as we discussed, get in position for the first pictures". I felt Troy move up on the couch and then he moved up my tiny mini skirt totally exposing my satin covered ass, and started caressing it, moaning how silky and smooth it was, he was also playing with the tops of my garters and caressing my fishnet covered legs. He then proceeded to pull down my panties to my knees exposing my ass. He commented to my husband Sharon, "oh this looks lovely", to which Sharon commented, "and very virgin, you definitely will be deflowering him and taking his cherry".
Sharon then told Troy to do what they had talked about for the first picture, and I felt the tip of Troy's cock at the entrance to my ass, and then Sharon commented, "oooooh look at all the lovely juice on the head of your cock, smear some of it around cuckhold slut's hole and get it wet for the picture". I felt Troy do this and my husband Sharon taking pictures and said, "perfect, now let me get you and my cuckohold slut husband ready for the next part". I felt Troy move off my ass, and then Sharon said, "my look at this Troy, in his tiny clubbing purse, he has protection". I could hear her open a condom package and then said to Troy, "allow me Troy, it is the least I can do for taking my husband's cherry, once I put this on you, I will get him nice and ready for you". I felt Sharon get on the couch, and before I knew it, I felt a cool liquid on the entrance to my ass and then felt a finger going in and my husband Sharon saying, "I am getting him nice and wet for you Troy". She wiggled her finger around for a bit and I was already wincing in pain and then Sharon said, "all ready for you Troy!", then she pulled her finger out.
Sharon got off the couch and then I heard her say, "Troy, time for the next picture". I felt Troy move up on the couch and then heard Sharon say, "like we talked about Troy, just go in him a little and let me take pictures". Well, I knew this was going to hurt, and really was not in a position to do anything about it, and winced in expectation and knew I could not clamp my jaw down. I felt Troy moving around and then he entered me, and in my mind a flood of emotions passed through me, first, "if anyone thinks sodomy is enjoyable, they are either on drugs or mentally ill", it hurt like hell!, secondly, "this is sexually enjoyable?", yea NO!. Troy left the head of his cock in me and I heard Sharon laughing, moving around and taking pictures, I remember her saying, "perfect Troy, he is now no longer a virgin". I then remember the moment was Sharon saying "look Troy, he is enjoying this, he has his eyes closed and I can see all his eyeshadow". Sharon continued to take pictures and then I heard her say, "Troy, time for the next pose".
The next part was even more painful, and I felt Troy rocking back and forth forcing himself in me, and all I could see was stars, it was not enjoyable at all. I felt the hair of his cock against my ass, and then my husband Sharon said, "PERFECT!, hold that pose", and she started taking all sorts of pictures and then I heard her heels walk away and she said, "ok Troy, take my husband's cherry, fuck him like the cuckhold slut he is". I gripped the pillow tight and did not clench my teeth and held the cherry in place, I winced in pain as I felt Troy grab my rear and started thrusting in and out of me. I felt tears well up in my eyes and closed my eyes hard and was hoping it would be over soon, but it was like a dream, I heard bits and pieces here and there, like Troy saying, "damn he is so tight", and Sharon, "take his cherry and fuck him hard", other than that it was a blurr. It seemed like forever and finally Troy stopped and I could feel his cock pulsing inside me. Sharon told him to not move and I could hear her heels, and she was taking pictures and moving around.
Sharon then came and stood beside me and told me to look at her, and she started laughing, and said, "nice eyeliner dear", as I was tearing up. She then told me to open my lips then teeth and pulled out the cherry and said, "perfect, no bite marks". I watched as she put it in a zip lock bag and then said, "ok Troy, time to get out of my cuckhold slut husband's ass". Well, the time Troy went in me and the time he withdrew was just as painful as when he went in and again I saw stars and groaned as he did.
When Troy was out of me, Sharon told him to pull up my panties and then tug down my skirt, which he did and then Sharon told him to get off the couch. Troy did, and then my husband told me to get off the couch and then onto the floor and on my knees. My head was spinning and I had no clue what was going on, but slid off the couch then onto the floor and kneeled back onto my heels and wondered what was next. I saw Sharon walk up to Troy and she tugged off the condom and held in her hand and told Troy, "let my cuckhold slut husband clean you up". He walked to me and he forced his now limp cock in my mouth. It was odd, the taste of rubber and his juice, but I licked him up clean, and he started to get hard again. When I was done Sharon told me to get to my feet and I stood up and she had a big smile and said, "open wide", I did and she proceeded to empty the contents of the condom in my mouth and said, "that is it my cuckhold slut husband enjoy the juice of another man after he fucked you". When she was done, she said, "NOW SWALLOW SLUT AND ENJOY!, which I did and then was told to go to my station and I did. I watched as she put the used condom in the bag with the cherry and she sat down next to Troy and started playing with his cock stroking it and not even looking at me said, "ready for the cuckhold schoolgirl?" to Troy, he gave her a long kiss and then broke it and said, "yes time for a sex education lesson for the cuckhold schoolgirl". Sharon then looked at me and said, "go change cuckhold slut, take off all that makeup, put on your Catholic schoolgirl uniform, as well as your very long hair, and make it authentic inside and out, top to bottom, and lots more perfume and come back up and Troy and I will give you a special sex education lesson, NOW MOVE!".
I then knew they had planned this and I left and went to the basement to my room and stripped out of my sexy clothes, top, skirt and heels, as well as the 38DDD bra and forms, and put on a pink satin robe, then went to my bathroom and wiped off all the heavy makeup. I carefully took off the stockings, I left on the black lace and satin panties, and then slipped on my foundation garment and then went and grabbed the Catholic school girl uniform and started putting it on. First was my plain white cotton training bra, and no breast forms, then put on my foundation garment, followed by my black tights. Then the uniform which was my black cotton spankies, white cotton blouse, then the skirt (kilt) and then the vest, I completed the uniform look with black flats. I then moved to my bathroom and to make the look authentic, only put on a little eyeliner to give my eyes shape and then clear lipgloss to give my lips a shine, then went and grabbed my very long hair and put it on. Last touch was I doused myself again in Curious perfume. I grabbed a backpack and headed upstairs to the living room.
I was greeted with the site of my husband, stroking a naked Troy and his cock and it was fairly erect, and on the large screen television was footage of me getting made love to by Troy. They ignored me and I went and stood at my station. Sharon then saw me and said, "watch cuckhold schoolgirl, this is part of the lesson today, seeing one man fuck another". I watched and when the scene was over she said to Troy, "time for you to see if you cuckhold schoolgirl is wearing everything regulation". She told me to put down my backpack and stand before Troy for inspection. I went and stood before him, and he stood up and told me to take off my vest and undo my blouse. I did and he massaged my breasts over my bra, and said, "Sharon, what cute breasts, and I love the long hair", Sharon spoke up and said "turn him to me, I want to check out if it is the right bra". He turned me around and Sharon said, "perfect a training bra, perfect for a cuckhold schoolgirl, now check under his skirt, flip it up", he did just that then Sharon said, "now turn him to me so I can see". Troy did that and Sharon said, "perfect, the right clothing for under the little skirt. Then Sharon said, "get your clothes back on cuckhold schoolgirl and get ready for your next lesson".
I just put my vest back on after buttoning up my blouse and heard my husbands heels clicking and she came up behind me and put her hands on my shoulders and pushed me down. I was on my knees and she said, now my cuckhold schoolgirl husband, you are going to suck Troy's cock, and get him nice and hard so he can make love to me while you watch. Troy moved in front of me and jammed his cock in my face and I opened my lips and started sucking, bobbing up and down and doing my usual routine. I could hear Sharon walking around, her heels clicking and taking pictures. Sharon then said, "let me replay the footage of you fucking my husband as he sucks you". When she did that Troy got very hard and to a point I could taste the pre-cum oozing out and he pushed my head away and said, "enough cuckhold schoolgirl, it is time you watch me make love to your lovely wife again".
I stood up and walked behind my husband and Troy and followed them to our bedroom, and Sharon laid down on the bed and I went to my station and she said to me, "now cuckhold schoolgirl, another lesson, this is how a real man and a woman make love, watch carefully". Troy again started making out with her, fingering her bald pussy and then broke the kiss and moved down and started sucking and licking on her very hard nipples, all the while fingering her bald wet pussy. Sharon had her eyes closed and was moaning and then I watched as Troy entered her and started rocking back and forth making love to my husband. Sharon made a point of saying "how amazing it felt", and never looked over at me and then Troy eventually thrust deep in her and grunted and I knew he had came inside her. My husband looked over at me and said, "on your knees cuckhold schoolgirl, this is another lesson, how a woman cleans up a man after sex, you will suck Troy and clean him up". Troy pulled out of my husband and then got off the bed and brought his now wet and limp cock to my mouth and I licked and sucked it up clean, and when I was done he pulled me up to my feet and kissed me on the cheek and thanked me. Sharon then said, "time for your last lesson my cuckhold schoolgirl husband, come and lay on the bed" I did and she said, "now you have pleased a man, now you will please a woman and clean her up after sex". She then crawled up on the bed and lowered her pussy to my face and said, "you will make me cum, and start licking and find my clit". Well of course the juice from Troy came gushing out and she said, "that is it my cuckhold husband lick up another mans juice and don't miss a drop". When it stopped I started licking her clit hard and Troy was caressing my legs and then I heard him kissing my husband and eventually Sharon shuddered with an orgasm.
She then climbed off of me and said, "cuckhold schoolgirl, fill our wine glasses" and her and Troy left my lying there and left for the living room. I got off the bed went to the living room and my husband and Troy were on the couch, again making out with Sharon, her hand his again not so limp cock, and I grabbed the wine glasses and took them to the kitchen and filled them, and put them down and went a stood on the tape and watched. They broke their embrace, and my husband said, "well Troy ready for the grand finale?, you getting sucked off by my husband in a Wedding dress?". Troy said, "definitely", Sharon looked at me and said, "go downstairs cuckhold schoolgirl, and put on makeup to be a Bride for Troy, and I will be down in a bit to help you into your dress, and I want very sexy lingerie on you under the dress".
I left for downstairs and stripped out of my Catholic school girl uniform and the bra and the slipped on my pink satin robe. I laid the Wedding dress and the crinoline on the bed and it was dress #3 with pearls down the back I chose. I left on the black satin panties and the foundation garment and then put on a white satin and lace corset with garters and slipped it on. then put on a pair of white satin gloves and put on white ultra sheer stockings, took off the gloves and clipped them in place. I put on a pair of white satin 3" heels. I went to the bathroom and started with my makeup, it was a formal application and heavier than normal for my eyeliner, and then dark blue shadow on my lower lips and pink on the upper and a heavy application of Mascara. My blush was a little darker than business wear and then my lipstick was one of Sharon and I's matching and I was just putting it on when she walked into my bedroom, and was blown away at what she was wearing.
Sharon was wearing one of the Bridesmaid dresses she and I wore when we were Bridesmaids together in 1993, purple satin, large puff sleeves and a huge bow in the back, as well as the matching 3" dyed satin heels, I could see she was wearing the crinoline we worn under the dress. She had not changed her hose, but definitely darkened her makeup and was carrying two of my floral bridal bouquets and put them down on the bed next to my Wedding dress and crinoline, and was smiling as she came to me, she said,
"My darling cuckhold sissy Bride, how lovely you will look, Troy will love it when you are in your dress and suck him off completely, and when he feeds you his cum you are not to swallow right away, I want pictures like with Wayne with his cum in your mouth, to show how pathetic you are with another man's cum in your mouth before you swallow, your makeup is perfect, now let's get you into your dress and crinoline, Troy is waiting".
I tugged off my pink satin robe and my husband said, "oh we have to get pictures of this as Troy is not going to see it once I get you into your dress" and grabbed her camera and took pictures and then told me to get my crinoline and slip into it. I went and grabbed the crinoline and slipped into it and did it up, and then Sharon came and grabbed the dress and told me to bend over and I did and then slipped the heavy dress over my head and I put in my arms and she tugged it down into place. As I stood there she zipped me up and started doing up the 30 buttons on the back. As she did she was making comments like, "oh Troy is so looking forward to feeding his cum to a Bride in this Wedding dress, on her knees", and laughing. "look at you, in pure white?, you are not a virgin anymore and only virgins wear white." She did me up and said, "fix your lips and give me your Bridal purse and let's go upstairs so you can take care of the groom". I put on more lipstick and packed it in my Bridal purse and handed it to my husband. She then said, "I am not much of a Bridesmaid if I do not do this", and told me to hike up my skirt and crinolines and then took a blue garter out of her purse, and slid it up my left leg, she said, "perfect, now put on your satin gloves", which I did. We then both left my room, and Sharon handed me my flowers and we headed upstairs and at the top of the stairs she told me to wait in the kitchen, and she went into the living room. I heard Troy say, "Wow, look at you!", and heard her say, "wait till you see your cuckhold Bride, I am his Bridesmaid". Sharon then called out to me to join them, and Troy was semi dressed in pants and his shirt and said, "WOW!, your husband makes a darn nice looking Bride". Sharon said in a sexy way, "time to kiss the cuckhold Bride and consummate the marriage Troy, but let the Bridesmaid have the first kiss", and they went into a passionate kiss while I watched.
They broke their embrace, she then took out her camera from her purse and showed Troy what I was wearing under the dress and he said, "damn that is so sexy". Sharon came to me and grabbed my flowers and then said to me, "time to kiss your husband, cuckhold Bride, go to him, and please him". I slowly walked over to Troy and he grabbed my satin covered hands, and then my husband said, "you may now kiss the cuckhold Bride". Troy leaned down grabbed me around the waist and started kissing me hard and passionate, and pulled me into him even harder, and I could hear Sharon taking pictures. He kissed and was caressing me in my dress for about 10 minutes and then he stopped and slightly pushed me away and the my husband said, "and now cuckhold Bride, my husband, you may now suck the groom's cock, and enjoy another man's cum yet again, this time not from my pussy but right into your mouth".
My husband came behind me and pushed down on my shoulders and I dropped to my knees and she started adjusting my skirt and crinolines and I sat back on my heels. She then said to Troy, "is he looking pretty for you?". Troy agreed, and came and stood before me. I knew what I had to do and staring up at Troy, I undid his belt and tugged down his pants and underwear and his cock was slightly hard. I heard my husband come behind me, her heels clicking and she said, "one minute Troy, your cuckhold Bride needs to freshen up". Sharon handed me my lipstick and compact and told me to apply lipstick. I did and handed it back to her and she said, "now my lovely cuckhold Bride husband, looking so lovely, suck off your new husband". Troy put his cock to my mouth and I opened wide and he slowly put it in and I started going to work and I hear my husband say, "look on the screen Troy I have set it up so you can see my husband sucking you". I started the routine of sucking Troy, but in my brain this was for me, not him, and slowly enjoyed his lovely member as it went from semi limp to hard, and he was groaning the entire time. I heard my husband moving around her heels clicking and taking pictures and at one point Troy saying, "come here Sharon, maid of honour, kiss me while your cuckhold bride husband sucks me off". I heard them kissing, but ignored them and continued to suck bobbing up and down feverishly, and eventually Troy told my husband, "I want to enjoy this", and broke the kissing of her. I could hear his breathing getting stronger and his cock was hard as a rock, he definitely was enjoying my sucking on him, I got him to a point of no return. Troy then grunted and he came BIG TIME, and again it was hard not to swallow, and I clamped down on the head of his cock and he unloaded at least 20 seconds of cum into my mouth, I could feel each and every blast as he did.
When he was done, he was breathing hard and pulled out of my mouth and Sharon was right there with the camera. She came and kissed Troy and asked, "did my husband, the cuckhold Bride do a good job in getting you off?" and he groaned that I did. She then looked down at me, and smiled as I was still on my knees and said, "well cuckhold Bride open your mouth and show me what Troy fed you". I did and she commented, "oh lovely, that is a bunch", and told me to tilt my head back and open wide and started taking pictures. Then she went and grabbed my bridal flowers and handed them to me and told me to hold them next to open mouth and continued to take pictures and the took my flowers from me and said, "ok, my cuckhold Bride husband, look at the camera and swallow your groom, another mans cum", I did and then she said, to Troy, "I am taking him downstairs to get out of the dress and then will come back and say goodbye".
I stood up and Sharon followed me downstairs and we went to my bedroom, and she started to unbutton and unzip my Wedding dress and said, "my what a good cuckhold husband you are, eating all of that cum of another man out of me and direct from him, we are done with you, you can go to bed now". After she said that she left and left me with a mess to clean up with all the clothes. I heard her go back upstairs and chatter and then the front door close and then silence and knew Troy had left. I checked the clock and it was 2:30am, and I went and took off all my makeup and then decided to leave the clothing packing for the morning and stripped down and put on my favourite peach baby doll lingerie and then slid into bed.
...end
So here is the proposal: First off, I AM NOT A PRO. This petite, passable TV, would love to meet you if you are in my area, Toronto Ontario, as described in the diary entry above. I love to be the girl of your dreams, and as long as I can remain the girl at all times, I would love to hear from you. I am not interested in being a TV/TS "girlfriend" and "BI" sex, but rather I will be the woman of your dreams for a wonderful and possible formal evening, I promise, you will not go home frustrated. If you are a NON- smoking male or female, or couple, please contact me, and who knows?