One morning Allan bursts into the house after heading out for work, he forgot his wallet and was going to be painfully late. As he heads into the office area he witnesses his wife sucking one of her toys on a webcam while a man in a window strokes his large cock off. Allan stutters to come to words as Michelle is in a deep throat trance, worshiping the dark rubber member. Fumbling he gets his wallet and quickly ducks out of the room, the image burned into his mind but it's something he has to bring up later.
After work Allan inquires how Michelle's morning went, "fine, just did some light workouts and cleaned up before running errands" she says with a smile. Stunned at the omission Allan asks if she saw anything interesting today, still skirting the topic Michelle looks at him puzzled. Finally Allan blurts out the scene he walked in on and Michelle turns pure red, "I thought you went to work though? I mean I don't do this all the time, I... I... I wasn't even able to get the courage to until today". Allan calms himself and takes a breath, "so, what we've done before when I wear your toys, you really want it to be another guy?" his hands tremble slightly at the unknown. Michelle smiles though and puts a hand on his right hand "honey you know we've both thought of other men before, I just didn't know if I could ever go that far for you" she rests a light peck on his cheek.
They spend the rest of the night talking about all of their experiences so far within the confines of the house. His nursery in the attic with full crib, changing table and diaper storage closet and her maze of mystery in the basement with naughty saddles, glory holes and even a sex machine. Outside of their everyday exterior no one would ever think of such sexual explorations within the house or from them. As they sat on the couch they decided it was time to see how turning fantasy and foreplay into reality would be. The coming weeks would include countless emails, std screening requests, location debates and excuses to pass along. Finally they settled on Las Vegas as the destination, a city that wouldn't blink an eye at their experimentation and would never remember they were there.
The summer came and Michelle and Allan headed on their "business trip" by car, afraid of the TSA picking out their assortment of outfits, toys and Allan's diaper bag they felt it would allow them more time to build up the confidence to follow through. Soon they saw the lights of the city and held each others hand, this was going to be an experience unlike anything they've done so far.
As they pulled into the hotel valet they requested a luggage cart and gave an early tip to ensure they would be absolutely careful of things. To minimize their own fears they booked a week to get acclimated and give excuse to bringing so much luggage. As they shuffled through the check-in line Michelle nibbles on Allan's ear to then whisper "I can't wait to dress my sissy for the strip". Allan let out a faint yelp and froze in his feet, it was really happening and they were free to explore anything.
Soon after getting to their room no time was wasted to break open the luggage and put a changing pad down on the bed. Michelle pulled Allan's pants down and pushed him on the bed only to jump on his lap, "does my baby want her diaper now? have you been a good baby girl for me?" Allan reaches around to pull Michelle close but his hands are swatted back in an instant "nuh uh, we have a dinner meet with someone tonight and you wont get me until we're home again". Michelle smiles as Allan whimpers, she takes out the baby wipes and cleans his front and bottom and then takes out a surprise. "Honey, you'll love this gift I just know it" and suddenly a cool rigid feeling takes over, Allan shoots up after pondering what it could be but it's too late. His chastity has just been secured and clouds of baby powder are pouring down over his crotch. "Bu...bu...but we never talked about this!" Allan has a nervousness in his voice and is trembling in his thick diaper as it gets taped on. "But anytime you're a sissy baby you always have to use my toys on me to get inside, honey don't you want me to explore too?" Michelle puts on her puppy face and Allan crumbles.
The hours following leave Allan in a yellow polka dot sundress to help mask the bulk of his diaper, white thigh high leggings a wig and a makeup job that would fool most casual observers. Michelle walks out of the bathroom as they close in on the dinner date in a silk Chinese black dress with a slit riding high enough to show the thin band of her thong panty. She motions with her index finger to get up and Allan obediently follows in some pain as he struggles to fight his arrousal at being locked away while his wife tempts a stranger.
As they make their way through the Casino Allan is too busy dodging gropes to keep full awareness of the eyes on his wife. They come to their restaurant and settle in at the booth, they meet the suitor who only wishes to be known as D. He's a more chiseled man compared to Allan, a mixed African and Caucasian complexion with intense brown eyes set on Michelle. D jokes with Allan to break the tension "Do you plan on wearing those massive heels all night, or are you going to slap on some flats soon hun?" Allan puts his head down and only mumbles out "only Michelle can tell me what I'm allowed to wear, but I'm never allowed to leave my heels." D compliments Allan for being so dedicated and also so familiar with walking in those heels and asks "so, if I may ask, what is your name my sissy girl?" while turning a slight eyebrow up. "Ki...kiim...kimmy..." Allan shyly states. "That's a wonderful name, it's fitting for a girl like you, keep that name Kimmy" D says confidently as he turns back to Michelle. "Well should we go get a drink and talk out the details?" Michelle asks while taking a sip of her drink, her eyes flirting with D as Kimmy watches helplessly. D gives a nod and Michelle gives Kimmy the motion to head back to the hotel.
While riding in the cab back to the hotel everything races through Kimmy's head, he's so powerful in a room that it would be impossible for someone to just blow him off even if they were married. His mind races and his trapped cock throbs but for a new reason. He was so tense that he hadn't been able to pee until that moment. Suddenly a wave of warmth rushes between his legs. Letting out a high sigh the cab driver looks back on instinct for a treat only to get a puzzled look from Kimmy. As they pull in Kimmy feels a buzz and rushes to look at messages only to find "having a really great time, he's so physical and huge honey" Kimmy gulped knowing the worst must have already happened and slowly went back to the room.
As midnight pulled around Kimmy was passed out on the second bed in her full outfit, resting on her favorite blanket with her plush animals surrounding her. Slowly the door opens and Michelle tip toes in with D. They head to the bathroom while shedding clothes and after a bit make their way to Kimmy's bed. Michelle whispers into Kimmy's ear about needing a change and Kimmy nods and rolls over, tapes slowly pull off while light whispering fills the air. Kimmy in too much of a sleepy state doesn't realize there are two in the room until realizing that Michelle is whispering again in his ear while someone else is finishing up wiping. His eyes shoot open but Michelle calms him "shhh baby, it's okay, D wanted to take care of you so I said you wouldn't mind his care" Kimmy was frozen but it was too late.
They hugged as Michelle took his mind off of the situation while whispering into his ear, she pulled back and revealed D's naked body to him. Kimmy was stunned, his physique was superb and he was well hung. All he could think of is that racing in and out of his wife and mommy while she screamed. Michelle made her way down the bed to him and opened a condom he had been holding, stroking it down his shaft as he groaned right in front of Kimmy he started to grow painfully in his cage until D leaned over and unlocked it softly saying "even sissies need a release". Kimmy thanked D over and over even though Michelle was stroking D off in a condom. Kimmy asked what D planned to do with that condom only to get a reply of "well, more like what won't I do?" as he shot a smile back. This was it, Kimmy was going to watch Michelle get bred by a new lover, then suddenly a yelp squeezes out.
D moves to spread Kimmy's legs while Michelle scoots up to kiss him, "honey, D isn't here for me, I wanted to meet with him to know all about you and that it was your cherry he was going to take" pulling his head against her as he winced and gasped. Michelle seeing the larger issue whispered into his ear "honey, picture it just like with me... the tip of the cock rubbing up and down your boy slit, the tip of the condom pushing into you because you're a dirty sissy. You can feel it right? His precum leaking because he wants to thrust his swollen cock into you. Honey feel your breasts, pant like you want him to breed you and pull him in with your legs!" Kimmy let out a moan with eyes rolling back, in the middle of the dirty talk and the moan D's member sank to the hilt in a long stroke. Panting and blushing Kimmy turned to Michelle "he's all the way in, I want him here forever" looking back with a smile at D as he worked in and out with a slow pace. The session tossed Kimmy into the most feminine rush of emotion ever felt but soon the gasps, moans and begs for more started to echo.
Turning to the side to look at the other bed, Michelle was being avidly fucked by a stranger he hadn't even met. Michelle was on her back with legs wrapped around his body, Pulling herself onto the long thick cock penetrating her, the wet slaps from her heat against his lap filling Kimmy's ears. Their mouths locked as he plowed her harder and harder. Suddenly a slap crossed his left cheek, looking back with a gasp an insulted D was working heavily on filling his second condom in Kimmy. "Am I boring you hun? or do you just really like to watch a man stretch your wife like she needs?" D said with attitude. "No its not I just didn't, oh god, D please don't stop I promise" Kimmy said in rush of sensation taking over. "No, watch what a man does to a woman when he wants her, no toys, no diapers, no dresses especially hers." D was fixated on Kimmy accepting being cuckolded and being a true sissy girl now.
As this first night poured on the four kept going strong, even having the mystery man and D double team Kimmy and then swap. Michelle was eagerly begging for more of each until she was too tired to go on. Kimmy had been diapered again and moved to the main bed to cuddle with his wife who shared in being fucked until she couldn't force herself to stay awake anymore. Both of them smelling of sex with large smiles and sore bottoms as the sun rose. Kimmy nuzzled closer to Michelle and happily whispered "I'm the happiest sissy, thank you for making me a real girl". Michelle sighed with pleasure and pulled Kimmy's face into her breasts and they dozed off again.
With only 1 out of 6 nights covered it was the start of something that would open their world forever but it was an experiment and gamble they were both glad they went forward with.
~fin~
