Chapter 3: Chapter 3
The alarm went off and James woke up next to Debbie in bed no puppy suit wait it all.was a dream a wild dream except they do have a neighbor called Tina and randy James smiled ho ey I had thr wildest dream I dreamed sue and Thomas was over last night and made us puppies Debbie smiled oh James you been pestering for me to.have you Weta a puppy suit for. Ever ever since you went to the furry convention I should get a puppy suit for you but if I do you agree to.sleep.in a cage at night?
Debbie asked with a playful smile.
James grinned eagerly, his eyes reflecting his excitement. "Absolutely, I'd love to try that. As long as you promise to let me out in the morning for some human interaction."
Debbie laughed, her eyes sparkling with amusement. "Deal. Now, how about we make this weekend even more interesting? I'll call Sue and Thomas, and we can all play together."
James's eyes widened with surprise and delight. "Really? Oh, that sounds amazing, Debbie.
But dear sue makes her husband Thomas dress inn pretty little dresses and diapers are you ok sue is so domineering if I invite her she nay make yiu her submissive baby girl? I.bet you like it diapers cribs baby dress es and so on Debbie chuckled as she ran her fingers through James's hair. "Well, you've always been a bit of a submissive one, haven't you? And I think it would be fun to play with Sue and Thomas again. But if it gets too much, just say the word, and I'll make them stop. Deal?"
James nodded eagerly, a shiver of excitement running down his spine. I trust you, Debbie."
Debbie smiled and kissed him softly on the lips. "Good.
Should I invite Tina and randy too maybe Tina will put you in a puppy suit together and we can make that dream of yours come true? Debbie asked playfully.
James's eyes widened with surprise and excitement. "Seriously? You'd do that for me?"
Debbie nodded, a mischievous smile playing on her lips. "Of course, darling. I want to make all your fantasies come true. Let's make this weekend one to remember."
James's heart was pounding with anticipation as he imagined the possibilities. He couldn't wait to see where this weekend would take them.
Debbie pulled out her phone and began to make the calls.
I will.ask.tina ro bring her daughter Allison she home feom college and well.maybe she will.be your babysitter for the weekend as Debbie suggested as James nodded eagerly. Yes, that would be perfect.
Debbie dialed Sue's number and waited for her to answer.
"Sue, hey, it's Debbie. You and Thomas want to come over tonight? We have a little surprise for you," Debbie said, her voice laced with excitement.
"Oh, really? That sounds interesting. What kind of surprise?" Sue responded, her voice curious.
"Just come over and you'll see. And bring your puppy suit. We might need it," Debbie added with a playful laugh.
"Sounds like fun. And sue remeber that cute baby dress short wirh diaper cover yes the one wirh rhe bonnet and booties and gloves yes that one bring it too I think james wants to be a qirl yes bring the playpen for them I am.calling Tina and ask if Allison wants to babysit them while we go clubbing Sue chuckled, her eyes sparkling with mischief. "Oh, I see. You're really going all out this time, aren't you? I love it. We'll be there in an hour."
Thomas's voice came over the speaker, his tone playful. "I can't wait to see what you have in store for us, Debbie. And don't worry, I'll make sure to bring everything you asked for."
Debbie hung up the phone and turned to James, her eyes gleaming with excitement. "They're in. So you dreamed of Tina coming over too? Well Katrina abd you did go to the furry convention last month
Debbie asked james do you want me to call Tina? Dear I can ask her daughter Angela to cone over too wait you dteam of her too Debbie smiled oh my were you dreaming of her in a school girl uniform again?
James blushed and nodded yes Debbie chuckled and shook her head yes I remember you mentioned that Angela looks just like that girl from that anime.
James nodded eagerly, his blush deepening. "Yeah, she really does. She's so cute in that uniform. I'd love to see her here, dressed like that."
Debbie picked up her phone and dialed Tina's number. "Hey Tina, it's Debbie. I was wondering if you, Katrina and Angela could come over tonight? We're having a little get-together."
Tina's voice sounded warm and inviting on the other end. "Sure thing, Debbie.
You couldn't per chance have Angela in her college school uniform with plaid skirt black bra white shirt? You know Jane's would like to see her like that what will Jane's ve wearing Debbie giggles a nice satin maid uniform wirh high heels yes maid Jame's is going to
Be our maid tonight mmm Kat wants to wear what ? Oh hell yes what about you? Mmm yes a latex catsuit corset and heels mmmm me oh yes ma'am I will kneel and kiss your feet you want James to do what ohh let me ask as Debbie breathed hard phh James Tina asked as a maid you willing to lower tinas catsuit zipper and lick her pussy like a good submissive?
Debbie looked at James, her eyes sparkling with excitement.
"Well, James," Debbie said, her voice filled with anticipation, "are you ready to prove your worth as a maid?"
James gulped, his heart pounding with a mix of fear and thrill. He looked at debbie, will she wear her electric blue latex catsuit shimmering under the room's soft lighting? Debbie nodded, his voice barely a whisper. I'll do whatever she command."
Debbie said tina he will fo whatever you command debbie smiled, her red lips curling into a wicked grin. Mmm James she wants you to kiss her ass first, then lick her pussy clean as she pulls down her cat suit. What do you say?
James felt a shiver of anticipation run down his spine. He took a deep breath and nodded. I'll do as you command."
Debbie said come over he's ready to serve you both tina chuckled yes we'll be there soon have him dressed in the maid outfit with his collar and leash attached ready to greet us at the door and oh tina please don't forget the electric shock collar Debbie smiled as I have it ready for you oh yes Debbie don't forget we need the diaper and the pacifier for him too tina said Debbie nodded and whispered I'll make sure he wears them everything will be perfect tina said good see you soon and hung up the phone Debbie turned to James and said well it looks like we're in for a wild night james nodded eagerly ready to serve the ladies as Debbie smiled and kissed
James you really ready for tonight Kat is going to drive you wild James you also realise once Tina and Kat and Angela even there is no going back you will be probally have to be their maid at least 2 night a week you know you can't go back now James nodded ready Debbie smiled I'll start getting things ready he turned to James you go take a shower and I'll lay out your maid outfit for you when you're done as Debbie turned to leave the bedroom James called out Debbie yes please don't forget the diaper pacifier and the shock collar Debbie winked at him and said don't worry baby I won't forget a thing as Debbie headed to the closet to get everything ready.
Meanwhile, Tina was getting ready at her house. She was dressed in her favorite black latex catsuit with matching heels and a whip hanging from her belt loop. Tina told Angela to wear her school uniform and said honey shorten yiur skirt and wear your thing Jane's is going to regret tonight I want you to tease him every chance you get as Tina laughed wickedly.
Katrina dear you really going to wear that leather dress it barely cover your ass oh you want to make James hard well make sure you bend over fully yes Debbie said Jane's will kiss our ass and pussy tonight
His ass is ours tonight Katrina laughed yes we will tease him all night long.
Katrina was in the living room, sipping on a glass of wine, her legs crossed, showing off her long, tan legs. She was wearing a black leather mini dress that barely covered her ass, with thigh-high boots that accentuated her curves. She looked up as Tina walked in, wearing her latex catsuit, the whip hanging by her side.
"You look gorgeous, Kat," Tina said, her eyes appreciative. "I love that dress on you."
Katrina smiled, running her hands over her thighs. "I thought it would drive James wild. Want to really make a statement go put on your strap on with the large dildo lol said tina to Kat as Katrina laughed, her eyes sparkling with mischief. "Oh, it will. He's not going to know what hit him."
Katrina stood up and walked over to Tina, her heels clicking on the hardwood floor. She wrapped her arms around Tina's waist and looked up at her, her eyes filled with lust. "I can't wait to watch you tease him, Tina. I know you're going to make him squirm."
Tina chuckled and ran her hands through Katrina's hair. "Oh, I plan to.
But Kat I want you to Dom him to take your strap on Debbie expects us all to make Jane's such a submissive playboy Angela bring a baby girl dress abd diaper we are going to make him a baby girl abd you will have a job all summer being his nanny do ypu want that Angela? Rub his diaper and make him come in his diaper all summer what do you say Angela ready to return all those stares he gave you watxhing you suntan in a bikini I bet you will be able to make James have bikini suntan lines laughed Tina to Angela
as Angela blushed and nodded yes I'd like that, Mom . I've always wanted to tease him. "Oh, that sounds like fun. And don't worry, I'll make sure to give him a thorough inspection later." Angela said how far can I go? Tina said what do you want to do to him dear I see something in your mind
Tina laughed tell me what else you want to do to Jane's... or are you thinking you want to take advantage of Debbie?
Don't think I haven't seen you Angela looked at Debbie lustfully what are you thinking dear Tina asked Angela smiled mischievously
Yes, Mom. I think I'd like to have some fun with Debbie. She's so beautiful and I've always wondered what she tastes like Tina smiled at Angela's boldness. Your wish is my command, dear. You can have Debbie however you want her. Just remember, she's ours to share tonight.
Angela nodded, her eyes sparkling with excitement and lust.
Tina turned to Katrina, who was now wearing the strap-on with the large dildo, her body shaking slightly with anticipation.
"You heard Angela, Kat. Make James our little baby girl for the night. And don't be gentle with him."
Katrina grinned, her eyes gleaming with wicked intent. "With pleasure, Mistress Tina."
Angela watched as her mother and Katrina headed to the front door, eager to watch the show that was about to unfold. She couldn't wait to get her hands on Debbie.
Back at Debbie and James's house, Debbie was in the bedroom, laying out James's maid outfit. She had chosen a black latex maid dress with a white apron and black stockings. So James wants to be a maid Debbie added the corset abd 3 petticoats abd smiled yes Jame's will be a real maid tonight for sue abd Thomas abd Tina Kat and Angela Debbie smiked as she added a pacifier diaper collar and got out his chastity cage James is going to find out being a maid is going to be no sexual relief for her as Debbie shouted shave all your body hair off abd use my things I want you to smell like lavender sissy maid Debbie smiled
James walked out of the shower, his body smooth and hairless, the scent of lavender filling the air. He saw the outfit laid out on the bed and gulped nervously. "Debbie, are you sure about this? I don't know if I can do it."
Debbie walked over to him, her eyes softening as she reached up to cup his cheek. "James, don't worry. I'm here with you every step of the way. And if at any time you want to stop, just say your safe word, and everything will stop. Okay?"
James nodded, taking a deep breath to calm his nerves. Red ti stop yellow slow green go harder
I am going to humiliate you so bad sissy maid lets get you dress stand hands behind head close your eyes as Debbie tugged at James cock feel good sissy does it? Should I kneel a d take you in my mouth ? debby had a wicked smile as James forced himself to nod. Debbie smirked. "Well, well, well... look at that. You're eager to serve, aren't you, James?"
James bit his lip, his cock twitching at the thought. Debbie leaned in, her breath hot on his ear. "You better hope you're good at your job, sissy maid, or Kat will have a lot of fun punishing you."
James gulped, his heart pounding. "Yes, Mistress Debbie."
Debbie walked over to the bed and picked up the maid outfit. "Put this on, James.
Ij as Debbie started kneeling you feel I am kneeling mmmn ready my sissy for what comes.... next As Debbie knelt in front of James, she could see the fear and excitement close your eyes as James listen Debbie grabbed his coxk mmm feel good? Debbie stroke him as she pushed the ring on his coxk a little more then Debbie put the cage on his coxk and closed the 2 parts James open his eyes that's right sissy a chastity again beg me to lock it Debbie smiled as she look up at him Debbie said please sissy say it to me as James looked down at Debbie and said please lock the chastity on me Debbie smiled and said good sissy now all ready to serve Debbie stood up and smiled at James this stays on until I decide to release you last tine it was 3 months wasn't it 3 long months I teased you abd you were nearly crazy well guess what honey this time it's 6 months half a year mmmmm a d if you complain we can do 12 months tell me Jane's 6 or 12 months if you really want to please me tell me how long you want to be locked up James looked at Debbie and said please mistress I want to be locked up for 12 months I want to serve you Debbie smiled you sure 12 months no going back 1 year wirhout ever entering me mmmm tell me sissy what if I need a coxk in all that time you don't want me to go 12 months wirhout a coxk tell me sissy what can I do for 12 months while you are locked up tell me James what do I do if I need a coxk huh? Debbie smiled wickedly Debbie said mmmmm let me see you beg for it
James looked at Debbie and said please mistress I am locked up please fuck any man you want while I am in chastity Debbie smiled oh my my husband wants me to get fucked by men you are letting your wife get fucked while I deny you that pleasure are you sure dear you realise I will be coxkolding you daily will you let other men fuck me and fuck your wife?
Debbie said as she licked her lips mmmm James looked down and nodded yes mistress I want that I want you to be happy with other men please mistress please fuck other men Debbie smiled and kissed James forehead he can suck their cocks after they fuck you while I watch Debbie said as James moaned in pleasure Debbie strapped on the diaper then put the pacifier in his mouth before tugging on his leash she attached to his collar James looked up at her with pleading eyes mmmm mistress what about the shock collar Debbie said oh yes I almost forgot James shivered as Debbie attached the collar around his neck and turned it on low voltage James whimpered as the collar gave say it sissy what will other men do while you are in your diaper what will they do to me?
Beg me again to coxkold you fully James beg like you really trying to convince me you want them to fuck me James said please mistress please let other men fuck you while I am locked up I want you to be happy I want you to be satisfied even if I can't satisfy you Debbie smiled cruelly yes sissy you will beg and plead and I will still make you watch as they use my pussy and fuck me raw Debbie said as she turned the shock collar up a notch and James yelped I want them to gag you and fuck your mouth too mistress I want you to choke on their cocks Debbie said as she tugged on the leash leading James to the door Debbie said be good tonight then Debbie smiled James honey as she open the door noone was there Debbie smiled scare you dear? Well good honey we are done for tonight let's get you out of the uniform and chastity ok? Debbie kissed Jame's thank you dear for saying I can let men fuck ne but I was teasing I am not cockolding you but I do want to reward you tonight
I called tina and canceled tonight canceled everything I am sorry I just didn't want to share you tonignt James nodded yes dear I understand but now what are you going to do with me Debbie smiled I think I will let you use that cock tonight since it did so well behaving I am going to let you fuck me but I want you to be in charge and I am going to be your slave tonight.
James eyes widened in surprise and excitement and was about to say something but Debbie put her finger on his lips and said shh dear it's your turn to be in control tonight and please make me feel like I am your slave I am going to do everything you say and please use me tonight.
Debbie said I like the maid uniform so Friday Tina and sue will be over with Kat and Angela and Thomas but we need to talk more about this now James nodded yes we can talk but first I want to fuck you and make you feel good Debbie smiled, her eyes sparkling with lust. I love it when you take control James. Now, what do you want to do with me? I'm all yours tonight.
James took a deep breath, his cock twitching with excitement. He started by kissing Debbie passionately, his hands roaming her body. He grabbed her breasts, squeezing them gently before pinching her nipples. Debbie moaned in pleasure, her body arching against his touch.
James broke the kiss and whispered in her ear, "Go to the bedroom and wait for me.
I want to see you on the bed, spread eagle, with your legs wide open. I want to admire your body before I fuck you."
Debbie's breath hitched with anticipation, and she quickly made her way to the bedroom, leaving the door slightly ajar. James followed her, his heart pounding with excitement and nerves. He had never been in control before, and he was determined to make this night memorable for both of them.
As he entered the bedroom, he saw Debbie laying on the bed, just as he had instructed. Her legs were spread wide, her pussy glistening with anticipation.
James felt a surge of power wash over him as he looked at her, laid out before him like a feast. He could see the desire burning in her eyes, and it fueled his own hunger.
He walked to the bed, his cock throbbing with need. He ran his hand down her body, starting at her neck and moving slowly down to her breasts. He cupped them, his thumbs brushing over her nipples, making her gasp. He leaned down and took one into his mouth, swirling his tongue around it before biting down gently. Debbie arched her back, a moan escaping her lips.
Now sissy get your cixk over here before I spank your ass red said Debbie as she watched James walk toward her, his cock jutting out in front of him, eager and ready.
Good boy, James, Debbie purred as she spread her legs wider, inviting him in.
James, with a confident smile, climbed onto the bed and positioned himself between Debbie's legs. He rubbed the head of his cock against her wet pussy, coating himself with her juices.
Debbie moaned again, her hips bucking up to meet him. Tell me sissy I you serious going to let Thomas fuck you as a girl? Thus is serious are you?
Yes, Mistress Debbie, I am. I want him to fuck me while I'm dressed as a girl. I want to feel what it's like to be taken as a woman. Please, let him use me."
James's cock twitched at the thought, and he slid it slowly into Debbie's wet pussy, filling her completely. He groaned at the sensation, loving the way she felt around him.
"Good James I gave you tonight to tell me because I will invite 6 men to fuck you this weekend since you want it and you will be in full make up diapers and baby dresses teasing them alllll" Debbie said as she gasped "oh yes James you want this tonight fuck me harder now"
James complied, increasing his pace, his hips moving faster and harder against hers. He could feel her clit rubbing against him with each thrust, and he knew she was close. Her breaths were coming in short gasps, her body tense and ready.
"That's it, baby," Debbie moaned. "Fuck me just like that.
You really seriously want Tina Katrina and Alison to come over with sue and Thomas tonight while you are dressed as a maid? You know Alison has told me she will dress you as a little adult baby put you in diapers and feed you bottles how humiliating wikk that be a college student treating you as a baby while also having you be a maid once Tina and sue sees you as a maid they will start telling others your secret wilk get out neighbors will expect you to clean their houseand you will be known as the maid of the neighborhood James nodded yes mistress I want this as Debbie smiled and James nodded eagerly yes mistress anything you say Debbie smiled oh my dear you are going to regret this James nodded yes mistress I know and I don't care Debbie got up and opened the bedroom door as she walked to the living room Debbie shouted sue if you are serious about this tonight you will be in charge of James tonight so you better get him ready to serve you tonight by 7pm as Debbie hung up Debbie smiled as she looked at James that is your last chance to say no James told Debbie I want this mistress Debbie nodded and went to the kitchen to get a sn ack as the doorbell rang Debbie smiled as she opened the door and saw sue with Thomas and Tina with Katrina and Alison Debbie smiled and said welcome everyone I have a surprise for you Debbie said sue you will be in charge of James tonight make him serve you like a proper maid as sue smiled and said I have a surprise for you too Debbie as sue's hands went to her zipper and she pulled out her strap-on with the large dildo attached. Debbie smiled as she said perfect now let's get this party started as sue walked to James and handed him the maid uniform she had brought with her.
Hi James what do we have here?
Sue said as she handed James the maid outfit. It's a little latex number with a frilly apron and thigh-high boots. I think it will make you look quite cute, don't you think, Debbie?
Debbie smiled, her eyes sparkling with mischief. "Yes, Sue, I do. And I think James is going to look absolutely adorable in it."
James took the outfit from Sue and looked it over, his cheeks flushing with embarrassment and excitement. He could feel his cock twitching at the thought of wearing it.
Sue smiled at him, her eyes gleaming with lust. "Go on, James.
Sue smiled put it on add the diaper shock collar and pacifier too Debbie said as she walked over to the bar and poured herself a glass of wine. James hesitated for a moment, looking down at the maid outfit in his hands. He took a deep breath and began to undress, causing Debbie and Sue to chuckle.
"Come on, James. Don't be shy. We've seen it all before," Sue said, her voice playful.
James nodded and quickly pulled off his clothes, standing naked in front of the group. He noticed Angela watching him intently, her eyes wide with curiosity. He felt a spark of excitement at her attention. So you are a sissy after all gosh I will have fun this summer making you wear a pink sissy bikini and give you bikini tan lines I am going to tell my friends and jocks about you you really going to suck cocks mmmm I will dress you as a school girl and bring yiu to my sorority you will be our sissy maid at rhe sorority Tina said and you know I will tell the neighbors Bob is going to love bending you over his table and fuck you why would you want this? What do you get out of it? James felt his face flush, but he held his gaze steady. "Fulfilling my wife's fantasy, letting her explore, and watching her enjoy herself with others. It turns me on knowing she's happy."
Tina's eyes narrowed, but she seemed to accept his answer. "Well, alright then. Let's get you into your little maid outfit, shall we?"
James nodded and began to put on the latex maid dress. The tight material hugged his body, accentuating his curves. He slipped on the white apron and then the thigh-high boots.
Mmm said Katrina rubbing James so jenny my girls club will also expect you to serve them at Sunday meetings they are rather a bunch of horny woman you realise Sundays will be you getting strap ons duties and you are ok with Debbie dating ? I am going to take Debbie away from you and make her mine for 6 months as you serve all our friends James looked at Katrina and nodded yes I understand I will serve them all Sundays and I am ok with you taking Debbie too
Debbie looked at Sue and said will you also date Thomas this weekend yes I will make him my bitch for 6 months James will serve us both Debbie said as Debbie poured herself another drink and offered one to Sue
Sue smiled and took the drink from Debbie yes I will make Thomas my bitch too for 6 months he will follow every command I give him Sue said as Sue looked at Tina and said I also want you to make your slut Angela serve us both too
Debbie said I will let you have Angela do you want Sue here as your lover for the summer sue will dress you as a school girl cheerleader and be d your ass over her knee and slap.it Tina smiled Angela gasp me? Wait this is about jenny not me how am I getting used? I don't want to be a maid sue smiled oh I am dressing yiu as a little toddler diapers and pigtails yiu will be aippy cup trained sue went ti Angela I will pit yiu in a toddler bed at night maybe instead of going to college I make y I u my little girl toy to babysit jenny so Debbie is free to fuck men in front of jenny j a mes you really gave Debbie permission to fuck men? Thomas said well Debbie come here letd start cockolding James with me now little buddy you cock needs to be locked up ins I de that diaper as Thomas produce a chastity device you realise I will have the key and Debbie will not be able to unlock you once I put this on only me a d if you need to be unlocked you have to take my cock in your mouth and ass Thomas smiled oh I am going to love cockolding you think jenny you will not be able to ever enter your wife freely after tonight and Thomas grin the longer you wear this the tighter it gets the ring will.fucking cut your balls off you will eventually not be able to get hard again this is called the bander for a reason you really need to beg me and Debbie to do this if you agree it goes on a d will eventually make you a real woman with no use for that cock
James looked at Debbie and asked is This true Debbie yes James it's true you will be cockolded for 6 months starting tonight as Thomas gave James the the chastity device and explained how it needed to be placed and locked in
Sue grabbed Debbie's hand and led her to the couch she sat them down and placed Debbie's hand on her own pussy Sue moaned as Debbie began to caress her mmmm Debbie tell me what you want me to do to James as sue pushed Debbie's head down to her pussy Debbie smiled as she looked up at sue with lust filled eyes
Debbie you know if Thomas does this you will never feel James cock in you never get pregnant by James it will cut his balls off turn black fall.off then the device will slowly cut James coxk and push inside him forming a pussy permanently Debbie this is real no changing minds once on even Thomas can't remove it do you want Jane's as a real woman you will be getting a divorce Debbie looked at Jane's umm honey this is up to you how serious do you want to be female enough that yiu wilk give me up you realise this is real
Debbie cried if you are serious then we will get a divorce you will move in with Thomas and you will never see me after tonight Debbie cried as she said taking off ger ring me or your fantasy which is it I will not be yours or yiur Dom me if you do this James decide now and do t do it for me because I will be kicking yiu out as Debbie looked at sue and said please tell him what this means sue smiled and said well James if you let Thomas do this you will never feel your wife's pussy again you will be a real woman with no use for that cock and eventually you will be a eunuch and Debbie will divorce you and move in with Thomas as sue said this James looked down and nodded yes mistress I want that I want you to be happy with other men please mistress please fuck other men Debbie smiled and kissed James forehead well.she removed her ring Tina Kat lets leave them to it I guess he doesn't love ne after all Debbie looked at James you failed the test bitch as Debbie got up and grabbed a suitcase and said well sue your right he never loved me just his maid life bye James as Debbie walked out the door with Tina and Kat and Angela following behind them.
Sue looked at James and said well James it looks like it's you and me now what do you say James looked at Sue and said please mistress I will serve you and Thomas faithfully for 6 months sue laughed 6 momths no bitch you are wrong yiu just gave up on Debbie no you are ours forever you realise you let Debbie walk out?
You gave her up for us forever?
Thomas asked, surprise and glee in his voice.
James nodded, his eyes filled with a mix of fear and determination. "Yes, Master Thomas. She made her choice, and I accept it."
Sue smiled cruelly, "Good boy. Now, let's get you dressed properly for tonight's festivities." She waved her hand, motioning to the bedroom. "Get changed into your maid outfit and come back to us."
James scurried to the bedroom, his heart pounding in his chest. He quickly changed into the latex maid dress, the white apron, and the thigh-high boots.
Sue smiked you realise tomorrow Debbie wikk get a divorce from you and you will never see her again I promise you will be treated as an object no safe words sue cackled you are so much an asshole you gave up a loving wife for a fantasy sue looked at Thomas I can't do this lets leave as sue looked at Thomas I respect Debbie this was a test you failed sue said bye James and Thomas looked you idiot the chastity wasn't real you gave up.febbue and said all in 3 minutes as sue and Thomas left James alone in his maid outfit with the pacifier in his mouth and the shock collar around his neck he fell to his knees in the empty room sobbing quietly to himself
The next morning, James woke up on the living room floor, still dressed in his maid outfit. He could hear the sounds of Debbie packing in the bedroom. He sat up, his head pounding, and looked around the room. It was empty except for the remnants of last night's party. He could see the shock collar on the coffee table and the pacifier on the floor next to it. He stood up, his body aching, and walked to the bedroom door. He could hear Debbie crying inside.
He took a deep breath and knocked softly. "Debbie? Can we talk?"
The door opened, and Debbie stood there, her eyes red and puffy from crying. She looked at James, her expression a mix of sadness and anger. "What do you want, James?"
James took a step back, taken aback by her harsh tone. "I just... I wanted to apologize. I was stupid and selfish. I never should have agreed to any of this."
Debbie sighed and rubbed her temples. "You're right, you shouldn't have. But it's too late now. I've already called the lawyer. You things are all packed I even gave you that leather dress you liked I can't believe you 5 years and you never loved me Tina sue Thomas all.of them do not want to talk to you I gave you all the wedding pictures I don't want them here is ny ring should I call your mistress and tell her you can go there? Or your mother ? Debbie said as she handed James a box with his wedding photos.
James looked down at the box, his heart aching. He took a deep breath and said, "No, Debbie. I don't want you to call anyone. I just want to talk to you."
Debbie looked at him, her eyes filled with pain. "There's nothing left to talk about, James. You made your choice last night. You chose them over me."
James shook his head, tears brimming in his eyes. "No, Debbie. You don't understand. I was just trying to make you happy. Bullshit you did this for you not me you did this because you rather wear a dress then be James don't tell me you did thus for me damn yiu even told me you think I am a slut and whore having other men fuck me you are sick our vows means nothing to love a d forsake all.others I wasted t years of my life I will.never marry a man Sue and Tina right I should be a lesbian from now on goodbye James keep the maid uniform as a reminder of what you did to us as Debbie turned and walked away.
James stood there, his heart shattering into a million pieces. He couldn't believe what had happened. He had thrown away his marriage, his love, his life for a fantasy that he didn't even want anymore. He felt sick to his stomach.
He looked down at the box in his hands, his wedding photos, and felt a tear roll down his cheek. He couldn't bear to look at them anymore. He quickly placed the box on the bed and walked out of the room, leaving Debbie alone to pack his clothes he went to the kitchen where was he going to go? Debbie was crying loudly mom James is divorcing me I am alone no he doesn't love me he's been seeing a dominatrix on the side yes he wants to be a fucking maid really I will tell him Debbie open the door my mom offer you to hire you as a maid for her house but at holidays I don't want to see yiu ever again Debbie please stay away from me James please never talk to me again I don't want to see you as a maid or your cock or you
James sat at the kitchen table, his head in his hands, sobbing uncontrollably. He had lost everything he cared about. His marriage, his friends, his dignity. He had given up everything for a fantasy that he didn't even want. He felt like a shell of a man.
He heard the front door slam shut, and he knew that Debbie had left. He heard his mother's car pull away, and he knew that she had taken her with her. He was truly alone.
I expect you gone in a week said Debbie when she was leaving I will be at my moms house goodbye James please don't contact me ever again.
James sat at the kitchen table, his head in his hands, sobbing uncontrollably.
He had no idea what to do next. He couldn't go back to his old life, not after what had happened. He felt like a pariah, a laughing stock. He knew that people would talk, that they would whisper behind his back, that they would judge him.
Then Betty knocked on the door Jane's or jenby I heard what happen come work for me I need a maid leave Debbie I will take you you need a place to stay anyway leave your male clothes you won't need them just maid uniforms cone on my husband wants a sissy maid and you will be our maid and our sissy.
James looked up, his eyes red and puffy from crying. He saw Betty, his neighbor, standing in the doorway, her arms crossed. She was a large woman, with a harsh look on her face.
"Betty?" James asked, his voice barely a whisper. "What are you doing here?"
Betty walked into the kitchen and sat down at the table across from him. "I heard what happened, James. I heard you gave up your wife for those freaks.
Debbie always was a bitch controlling work for me you can be jenny and I will rub it in Debbie face everyday I took her husband away Betty said come on jenny what other option you will be able to watxh Alison all.you want while she sunbath the little coxk tease I will make Tina and Kat jealous I have a maid screw sue she is a bitch too Betty smiked you can let Bob fuck yiu my husband is a fat slob no love just sex come on jenny you won't have to pay rent just work for me you will cook clean you will be our maid for life Betty said as James looked at her in disbelief.
Betty is right angel, you got no choice now, might as well make the best of it, you can still be the sorority fuck bitch maid what choice you have mocked Angela said as she watched James cry.
James looked up at Angela, his eyes filled with despair. "I don't know, Angela. I just don't know what to do."
Angela walked over to James and knelt down beside him, placing a comforting hand on his shoulder. "Look, James, you fucked up, alright? But you can still make the best of this situation. You can still be the maid you always wanted to be. And who knows? Maybe you'll even enjoy it."
James looked at Angela, a glimmer of hope in his eyes. "Do you really think so?"
Angela nodded. "No you will be used by fraternities nothing but a hole for horny boys hell Debbie gave you the boot so all you have is your sissy fantasy you are not a man are you you can be a sissy not even a woman but a sissy isn't that what you wanted James to be a real sissy maid?"
James looked at Angela, tears streaming down his face. He knew Angela was right. He had one choice left, and that was to embrace his new life as a maid and sissy. He nodded, his shoulders slumping in defeat.
Angela smiled cruelly. "Good boy. Now, let's get you packed. You'll need your maid outfits and your diapers. And don't forget your pacifier."
James nodded, standing up and walking to the bedroom to pack his things. He felt numb, as if he was walking through a dream.
Betty has 1 man I offer 39 59 190 Angela said get lost Betty ge is my toy first not even a man we will call it maid I will drive yiu to the sorority replace that collar with a different collar you get shocked anytime you ever leave the house you will never be a real person we put this hood over your face a kimono hood it looks like a Anima girl hahaha you will be my toy James if you ever try to leave I will tell everyone what you did that you gave up Debbie for this Angela said as she handed him his bags and led him to her car.
As they drove to the sorority house, Angela kept up a steady stream of conversation, outlining the rules and expectations for his new life.
"You will be called Jenny from now on. You will address me as Mistress Angela or Ma'am. You will cook, clean, and cater to our every need. You will be available for any task we ask of you, at any time. Do you understand, Jenny?"
James nodded, his voice barely a whisper.
"Yes, Mistress Angela. I understand."
Angela smiled wickedly. "Good. And remember, Jenny, you're ours now. You belong to us. You'll do whatever we say, whenever we say it. And if you're a good little maid, maybe we'll let you have some fun."
James felt a shiver run down his spine at her words. He had no idea what was in store for him, but he knew he had no choice but to comply.
As they pulled up to the sorority house, Angela turned to James and said, "Now, remember, Jenny, you're to be our little secret.
I will get your cock removed asap you won't need it anymore just be a good maid and work hard for us Angela said
Your job is to keep this house spotless, and to cater to our every need. And who knows, maybe we'll even let you play with the sisters a little bit. But only if you're a good little maid."
James, or rather, Jenny, as he was now called, nodded timidly, his eyes wide with fear and uncertainty. He climbed out of the car and followed Angela into the house, his bags in tow.
Inside, the sorority house was bustling with activity. Girls were rushing to and fro, laughing and chatting with one another.
Angela led James, now dressed in his maid outfit, into the kitchen, where several girls were gathered around a large table, drinking and snacking.
"Girls, this is Jenny, our new maid," Angela announced. "Jenny, this is Katie, Sarah, Lauren, and Emily."
The girls turned to look at James, their eyes widening in surprise. Katie, a tall brunette with a mischievous grin, was the first to speak. "Oh, wow, a maid? That's awesome, Angela. What can Jenny do for us?"
Angela smirked. Jenny can do anything fliff your boyfriends get them hard and then after lick you clean she loves cocks when you are on your period your boyfriends can abuse her ladies she has a coxk we need to get removed ewww said the girls a real sissy? Can I practice my piercing skills abd pierce her all over said Emily as she smiled wickedly
Angela nodded, a crude smile spreading across her face. "Jenny will do whatever you ask of her. She is here to serve you all."
Jenny, trying to muster some courage, looked at the girls. "Yes, Mistresses. I'm here to serve."
Sarah, a blonde with a dominant streak, chimed in. Because we have a lot of work for you. Starting with cleaning this kitchen. It's a mess."
Jenny nodded submissively and began to gather the dishes. As he cleaned, the girls watched, their eyes filled with amusement and curiosity.
I am going to permanently tatoo makeup on her real face can that kimono hood be removed it looks so.old James had never felt so exposed and humiliated in his entire life. Everywhere he looked, there were eyes on him, judging him, and laughing at him. He could feel the blush spreading across his cheeks as he knelt down on the kitchen floor, his maid outfit rustling softly.
Katie walked over to him, her heels clicking sharply against the tile. She leaned down, her face inches from his, and smiled wickedly. "I bet you've never had a real cleaning job before, have you, Jenny?"
Jenny shook his head, trying to avoid her gaze. "No, Mistress Katie."
Katie laughed and stood up.
As Katie said open and spit in her mouth gosh a submissive whatever said Katie make sure it doesn't take my panties and sniff them like a pervert I am sure it is a cuckold sissy
Jenny felt the weight of Katie's words, a mix of humiliation and arousal stirring within him. He knew his place, his purpose, and he was determined to serve, no matter what indignities were thrown his way.
As the evening wore on, Jenny found himself in the bedroom, changing the sheets on the beds. The door creaked open, and Sarah peeked her head in, a smirk on her face.
"Jenny, right?" she asked, walking into the room.
"Yes, Mistress Sarah," Jenny replied, keeping his eyes on the bed he was making.
Sarah smirked and walked over to the bed, sitting down on the edge of it. "You know, I've been watching you all night. You're really good at this maid stuff."
Jenny blushed slightly but continued his task. "Thank you, Mistress Sarah. I aim to please."
Sarah's smile widened, and she patted the bed next to her. "Come here, Jenny. I want to talk to you."
Jenny hesitated for a moment before approaching the bed and sitting down next to Sarah.
I need to use you to peg my boyfriends want me to peg him so I need to practice can I use you ?
Sarah asked, running her fingers through Jenny's hair.
Jenny's eyes widened in surprise, but he quickly remembered his place and nodded. "Yes, Mistress Sarah.
Sarah smiled and pulled out a strap-on from under the pillow.
Now, lie down on the bed and spread your legs for me."
Jenny complied, lying on his back and spreading his legs wide.
Sarah ran her hands up Jenny's thighs, a wicked grin on her face. "You like this, don't you, Jenny? Being used by us?
You really aren't a human anymore right? Just a maid Sarah said as she started to lube up her dildo
Jenny swallowed hard, his heart pounding in his chest. He was terrified, but he knew he couldn't refuse. He had to obey. I'm just a maid."
Sarah smiled and thrust the dildo into Jenny, causing him to gasp in pain.
The other girls watched from the doorway, some laughing, some cheering Sarah on. Jenny gritted his teeth, trying to endure the pain, but it was too much. He let out a whimper.
Alison came in a d took pictures I am sending these to debbie Alison said .
Katie laughed, "Look at him, he's crying like a little bitch."
Lauren, the group's quiet observer, snapped a picture. "Yeah, but he's taking it like a champ. I've never seen someone so eager to please."
Emily, the piercer, nodded in agreement. "He's a natural. We should keep him around."
Sarah continued her assault, her hips moving in a steady rhythm. "That's right, Jenny. Take it like a good little maid. Show us what you're made of."
Jenny gritted his teeth, trying to block out the pain and humiliation. Emiky said here give him the large dildo look at this Alison said that's like 4 ha ds what the hell yiu get that for katie said oh that's for when my boyfriends want me to fuck more than one guy at a time Angela said let's make this a regular thins Emily said this is perfect for taking revenge against Debbie Emily started laughing really we should call Sue and Tina and have them watch this I have some new clamps Emily said I'd love to see him scream Sarah said as she pounded into Jenny with the large dildo Emily handed Sarah the box of clamps and Sarah started to attach them to Jenny's nipples, chest, and inner thighs, making Jenny scream in pain. They all laughed go on emiky push it in split him open so what if yiu bleeds a bit push it in no lube Emily said, laughing as she watched Jenny scream and struggle. This is what you get when you give up your wife, right, James? Or should I call you Jenny now? Angela mocked. Just a fucking maid, nothing more, nothing less.
Tears streamed down Jenny's face as he was violated, but he knew he couldn't fight back. He had to endure this pain, this humiliation, for the sake of his new life. As the girls continued to use and abuse him, he thought back to Debbie, to the love they once shared, and to the stupid, selfish decision that had led him down this path. But it was too late for regrets now.
Jenny was theirs, and they were going to use him as they saw fit. As the night wore on, the girls took turns with Jenny, using him in ways he never thought possible. They laughed and joked, making light of his situation as they violated him. Jenny lay on the bed, broken and tears streaming down his face, as the last of the girls finally left the room.
The door creaked open, and Jenny felt a glimmer of hope. Maybe it was Debbie, coming to save him from this nightmare. But his hopes were dashed as Larry the sleeve came I'm van I fuck him they all laughed ewww then they said kiss her Larry kiss Jenny Jenny tried to turn away, but Larry held him in place, his rough hands pinning Jenny's shoulders to the bed.
"Come on, Jenny. Don't be a prude. Give me a kiss," Larry slurred, his breath reeking of alcohol and cigarettes.
Jenny tried to twist away, but Larry's grip was too strong. He leaned in, his lips crashing against Jenny's. Jenny tried to turn his head away, but Larry's grip was too strong. He leaned in, his lips crashing against Jenny's.
Jenny felt bile rise in his throat as Larry's kiss became sloppy and aggressive. He could taste the beer and cigarette smoke on Larry's breath, and he felt a wave of nausea wash over him.
"That's enough, Larry," said one of the girls, pushing Larry away from Jenny. "We don't want to break our new toy on the first night."
Larry stumbled back, a look of confusion on his face. "But I thought... I mean, she's just a maid, right?"
The girl rolled her eyes.
"Just because she's our maid doesn't mean she's a toy for you to use whenever you want. Now, get out of here, Larry."
Larry shrugged, a little unsteady on his feet, and stumbled out of the room. The girls watched him go, shaking their heads.
"Can you believe that guy?" one of them said, wrinkling her nose. "He's such a creep."
"Well, at least he's gone," another one said, turning back to Jenny. "Come on, let's get you cleaned up."
They helped Jenny to their bathroom, where they gently washed him and tended to his wounds.
The girls were surprisingly tender and caring, almost as if they regretted what had happened.
"I'm so sorry, Jenny," Katie said softly, dabbing at a cut on his lip with a wet cloth. "We got carried away. It won't happen again."
Jenny looked up at her, his eyes filled with pain and humiliation. "I don't want to be like this anymore," he whispered. "I want to go home."
Katie's face softened, and she stroked his cheek gently. "I know, sweetie. But you can't go back now. You made your choice, remember?
Where is home your wife kicked you out?
Are you quitting already? You are our maid now you are here to serve us you signed the contract Angel said as she tossed the contract on Jenny's lap.
Jenny looked down at the contract, his heart sinking. He had signed it, agreeing to be the sorority's maid for the next six months. But now, with everything that had happened, he wanted nothing more than to go back to his old life.
"But... I can't go back," Jenny said, his voice barely a whisper. "Debbie won't have me."
Angela scoffed. "Well, duh. You gave her up for this.
But quietly Angela said I was hope yesterday Debbie misses you terribly she refuses my mom blind dates she won't come out if the doghouse she stays .... oh wait I shouldn't have told you about the doghouse . Forget I said that, okay? Angela said as she grabbed the towel from Katie's hands and helped Jenny dry off. Angela then wrapped him in a warm bathrobe.
Jenny looked up at Angela, tears welling in his eyes. "Why are you being nice to me?"
Angela sighed and sat down next to him on the edge of the bathtub. "Because I feel bad for you, okay? I know I was rough on you earlier, but that's just how we are. We're sorority girls, and we like to have fun. Look I told all the girls already Debbie went to mom and asked to be her puppy Debbie is so depress she can't live alone your wife is our puppy it's been a week and she sleeps outdoor in the doghouse at my house Tina and Kat feeds her but she is so depress the girls feel bad for you you should go get her Angela stood up, her face losing its softness. "But you betrayed her, Jenny. You chose this life over her. You can't just go back and expect her to take you in with open arms."
Jenny's heart ached as he looked up at Angela. "I know. But... I miss her. I love her. I never wanted to hurt her."
Angela sighed and rubbed her temples. "Look, I can't make that decision for you. But I will tell you this: if you go back to her, you'll be breaking the contract.
Look under the circumstance we can modify the contract you have time off as long as you are our maid 4 days a week 3 days you can visit brandi and maybe bring Debbie back from deep puppy space mom walls brandi every morning do yo7 want to walk brandi and spend time at the puppy park ? Jenny nodded, his eyes brightening with hope. "Yes, please. I want to see Debbie. I want to make things right."
Angela smiled, "Good. But remember, Jenny, you're still our maid. You have duties and responsibilities here. You can't just abandon us."
Jenny nodded again, "I understand, Mistress Angela. I will be a good maid to you and the sisters."
Angela walked over to a closet and pulled out a leash and collar. You will need this in the morning when you walk brandi bring your own collar and take ownership of brandi but jenny she is very far gone she has been sleeping in the doghouse for a week she is a good house dog but very sad and depressed. if you can make her happy we might let you have her as your own puppy she is well trained you taught her all those tricks.
Jenny looked at the leash and collar, his heart pounding. He had missed Debbie so much, and the thought of seeing her again, even if she was in puppy form, filled him with hope. "Thank you, Mistress Angela. I promise I will do everything I can to make her happy again."
Angela smiled and handed him the leash and collar. Now go get some rest, Jenny.
You'll need to be up early tomorrow to walk Brandi. And remember, if you want to see Debbie, you'll need to earn it. Angela said, a smirk playing at the corners of her mouth.
Jenny nodded, taking the leash and collar from Angela. "Yes, Mistress.
As Angela left the bathroom, Jenny felt a glimmer of hope. Maybe, just maybe, he could make things right with Debbie. He looked down at the collar and leash in his hands, his heart swelling with determination.
The next morning, Jenny woke up to the sound of the sorority house buzzing with activity.
He quickly put on his maid outfit and headed downstairs to make breakfast for the girls. As he cooked, he couldn't shake the feeling of dread in the pit of his stomach. Today was the day he would see Debbie again, but he had no idea what to expect.
After breakfast, Angela handed Jenny a bag packed with supplies for the day. "Here you go, Jenny. Everything you need to take care of Brandi for the day."
Jenny took the bag and nodded. "Thank you, Mistress Angela."
Angela smiled. "And don't forget, Jenny. You have to earn the right to see Debbie.
Don't think you can just waltz in there and fix things. You have to prove yourself to her. To all of us," Angela said sternly.
Jenny nodded, understanding the gravity of the situation. "I promise, Mistress Angela. I will do whatever it takes to make things right."
Angela handed him a letter read this on the bus
With that, Jenny left the sorority house, clutching the leash, collar, and bag of supplies. He could feel the weight of Angela's words heavy on his shoulders.
Jenny open the letter it was Angela James yes James not jenny I hope you don't get too excited brandi in a week has fully stop talking and barks and growls her Charlton is tangled and won't let mom or Kat brush her be careful she may try to bite you I hope you can make her come back it may take time I miss you both as a couple please be gentle wirh her but you will need to be firm I talked to the girls if you decide to stay at the house then for a month we agree to extend the contract 2 more months if you want 1 month time off yes its unfair but you are ours now and I see the contract being renewed for at least 2 more years while I am in school thr next contract is going to test you severely the 3 choices are all equally bad wear a chastity that gives you a pussy wear only female clothing 24/7 or get your name and all.paperwork change to jenny permanently so I hope things go well today I really do mom is also not happy wirh me expect mom to be a strict mistress to you kat hopes you can make Debbie smile brandi needs you love angel Jenny folded the letter and slipped it back into the envelope. He felt a knot in his stomach as he stood on the bus, gripping the leash tightly in his hand. He had no idea what awaited him at Angela's house, but he knew he had to face whatever challenges lay ahead.
As the bus pulled up to Angela's house, Jenny took a deep breath and stepped off, the leash and bag of supplies in hand. He walked up the driveway and knocked on the door, his heart pounding in his chest.
Angela's mother answered the door, her face stern and serious. Jenny swallowed hard and said, "Hi, Mrs. Walker.
Even though Tina knew James she acted cold
Are you the new maid?" Mrs. Walker asked, her gaze sweeping over Jenny's outfit.
"Yes, ma'am. I'm here to see Debbie," Jenny replied, his voice barely above a whisper.
Mrs. Walker raised an eyebrow. "Debbie, huh? You mean Brandi? She's in the backyard. And don't expect her to be too friendly. She's been acting up lately."
Jenny nodded, trying to hide his disappointment. "Yes, ma'am. I understand. I'm here to help."
Mrs. Walker stepped aside and let Jenny into the house. "Very well.
Go take her for a walk rhen I have dishes to wash go and jenny Tina said quietly between us she misses you terribly no temeber as Tina straighten up I am Mrs walker until you and Debbie are back ok? Kat I mean Mrs Campbell still wants to make you her adult baby so be on your toes around Mrs Campbell Angela told me you enjoy being a maid and I heard about the large dildo you are becoming such a sissy maybe you will serve some of my male neighbors sexually?
Jenny gulped down his fear as he stepped into the backyard, the leash and collar in his hands. The sound of barking immediately filled the air. Jenny's heart pounded in his chest as he saw Brandi, once his beloved Debbie, now a pitiful, shaking mess in the doghouse. Her fur was matted, and her eyes were filled with fear and sadness.
"Brandi," Jenny whispered, his voice shaking with emotion. "It's me, James. I'm here to help you."
Brandi growled, backing away from Jenny. Her hackles raised, and her teeth bared in a snarl.
Jenny took a step back, his heart sinking. He knew this wouldn't be easy. He looked around and saw a bowl of food and a water dish nearby. He walked over and set them down in front of the doghouse, trying to coax Brandi out.
"Come on, girl. It's me, James. Remember? We used to play fetch together. Remember the tricks I taught you?"
Chapter excerpt truncated at the edge.