The Halloween Sissy Party - Pt. 01

I was now only minutes away from my final destination. I clicked on the penultimate image. Carla was dressed in very simple opal green cotton panties and frilly cotton and lace bra. Her breasts were straining to get out. Her mouth looked brazen, her tongue was resting on her red lip-gloss. I was really beginning to like cotton panties, couldn't help but think I'd look really cute in them, like some slim innocent crossdresser in his twenties about to experience gay sex for the first time, rather than what I actually am, an overweight guy in his late fifties with thinning hair and a tiny cock. But then I thought, hey, it's never too late to experience gay sex preferably while dressed in a pair of your hot wife's cotton green, pink, blue or, maybe, given it would be my first time and therefore a hot sexy sissy faggot would be burying his juicy cock in my virgin boy pussy, a pair of white frilly cotton panties. Maybe that's what I should purchase today, I concluded. Oh, and Carla's message only served to confirm my newly discovered deep desires: Gay sex is so hot sissy hubby. I want to see his hot gallon of cum dripping from your ass, and then I'm going to scoop it up and make you eat it. Oh fuck, yes please, Carla. Yes please my horny hot wife.

My cock was now straining to become fully erect in the lovely pink cock cage. I felt strangely liberated wearing it. Like it was my calling, fate or destiny to be humiliated for having such a tiny cock by my hot sexy wife who deserved big fat ones in her sexy pussy, mouth and ass.

I was now only two minutes away from the store. It felt like my heart was going to explode. I very nearly ran for home. But then I checked Carla's final image and her last message and I knew I wanted to be lost in this sea of perversion forever. Carla was wearing a deep red latex dress, again no bra - her nipples could have cut glass, She was on her knees in her office, her stocking tops and pink satin panties clearly in view. And, she was sucking two enormous cocks. I felt a momentary stab of jealousy, but was more overwhelmed with lust and desire for her. I was also very, very proud of her for breaking free of those ludicrous conservative restraints and becoming the hot wife she clearly needed to be. I wanted to kiss her and thank her showing me the way to liberation. I wanted to tell her how much I loved and adored her. And I wanted to be on my knees next to her wearing a latex dress like her, as well as sexy panties and stockings, as we gorged ourselves on those gorgeous enormous juicy cocks. Instead, I had to settle for her final caption: Meet Scott and James sissy hubby. Soon you'll meet them in real life at James's halloween party provided, of course, you don't give into your fears and bail. But io don't think you will. I think you want to watch Scott and James impale your hot wife's naughty pussy this weekend with their gorgeous hunky cocks. I think you'll want sloppy seconds. A nice cock perfumed cream pie. I think i know you better than you know yourself, Dan. You're a wannabe crossdressing sissy faggot. After all, straight men don't want to wear clothes like this and they don't want big juicy cocks in their mouth and ass like you do, hubby. So, if you really want to experience gay sex at the party you better get in that shop and buy some panties. Scott, James, Iain and I can't wait to see what you look like in all that sexy, feminine attire. Do this Dan, my gorgeous hubby, and me and the boys will turn you into such a cock -sucking sissy slut, you'll be on your knees, like me, begging for cum and for your panty clad ass to be pummelled. Love you, my sissy cuckold. Carla XX

I stood outside the shop, pausing for thought. Carla could not only make me wear a cock cage, she could turn me into a sissy crossdressing faggot. She could turn me bisexual. She could turn me gay. She was the devil or rather Lilith or a sexy vampire in disguise and I was now totally under her spell.

I was still shaking life a leaf, however, when I finally entered the store. I kept giving myself little sissy pep talks. Carla's right, I need to face facts, I'm not an alpha male, I'm barely a man, Carla's made me gay. And I did want to go that halloween party and watch Scott and James, and a plethora of other hunky guys fuck my hot wife with their big juicy cocks. Cocks that I was now craving. Cocks and cum. Oh, how I wanted, needed a cock to lick and play with, I thought, as I found the escalator and headed to the lingerie section on the second floor. I wanted to wear panties and shake my panty clad sissy ass at all the other crossdressing whores I was hoping would be attending the halloween party. I wanted them to break me in gently while I sucked on some real alpha male cocks getting them hard and stiff and throbbing for Carla. I think she'll absolutely love that, I thought.

It's funny once I got to the top of the escalator and was faced with dozens of sexy panties any remaining fear evaporated. I simply walked up to the knickers and started to selecting the ones that I was sure would feel tremendously sext on my ass, ball sac and cock. All soft, delicate fabrics, satin, silk, cotton and lace. I purchased three pairs of white cotton ones, two pairs of black satin, and two pairs of red silky and lace panties. And then I became a real sissy.

The relatively young, I say mid thirties, and extremely attractive sales assistant, Penny, looked at me as I pulled out my credit card and said:

"Gifts for your wife for Halloween. They're all so sexy. I bet you can't wait for her to try these on," she said winking at me.

"Actually, Penny. These are for me. I'm on a hot wife challenge. I've now got to go in the gent's toilet and change into a pair of these and send a photo to my wife, one she's going to share with all her male colleagues."

"Oh my," Penny replied, "how kinky. I love it! But let me take you to the female changing rooms and I'll help you if you like. We can take a bundle of photos and you can complete this challenge with real aplomb, greatly impressing your hot wife and her male colleagues. Come on follow me," she said, smiling mischievously.

I was over the moon. I couldn't believe how well this was going!

I took my clothes off and Penny helped me slip into the white cotton panties first. When the feminine material wrapped itself around my cock, balls and ass I felt like I was in some kind of fetish heaven. The feeling was sensational.

Problem was I'd forgotten all about the cock cage. When Penny was pulling my new panties up, she spotted it and started giggling. She wasn't make fun of me. She just seemed overjoyed.

"You're not going to believe this..." she looked at me clearly wanting to know my name.

"Dan," I said.

"Well, you're not going to believe this Dan, but I've just bought my hubby one of these in purple."

"No way."

'Honestly. We're just getting into to the hot wife thing. I can't believe the difference it's made to our sex life. Would you like to see a picture of him before I put him in the cage. A picture of him with his big cock hanging out of a pair of my vintage black panties and finest silk white stockings.?"

"Oh, I'd love to Penny."

"Thought you might. All you sissy husbands are the same. You think you're straight, but you're just as addicted to big cocks as your hot, horny wives!"

You've no idea, I thought. And when I saw Penny's husband, Ash, in PEnny's black panties I couldn't help but wish he was here in the changing room with me and his hot wife right now.

"Penny for them," Penny said laughing at her own joke. I wondered how many times she'd used that joke on her male sissy customers or on her crossdressing faggot of a husband.

"That," I said pointing at Ash's, big fat cock, "is fucking gorgeous."

"Bet you'd like to such hey, Dan. Or feel it in your pounding your sissy panty clad ass.

"Oh, I really would, Penny. Truly. In fact, if we can get some really good pictures of me in these panties maybe I can convince my hot wife, Carla and James her hunky male colleague to invite you and your gorgeous sissy husband to the soiree."

"Wow! We'd definitely be up for that. Right let's make you look as sexy and as sissy as possible."

Penny took dozens of photos, but we both agreed our favourite was one of me leaking pre-cum through the red silky panties, cock cage clearly visible. We immediately sent it to Carla.

A few moments later Carla texted back.

"The only thing that would make that photo better would be if there were a load of cocks dripping cum onto your new sexy panties. I've just showed the boys the picture, they are delighted and quite turned on, so I'm going have to service them again before I come home. But well done my crossdressing sissy cuckold. Proud of you. You have passed the first challenge with flying colours." XX

I thanked Penny, kissed her on the cheek, exchanged numbers and headed home in a mood that can only be described as euphorically kinky. I love walking whilst wearing the cock cage and the panties. I felt like a woman and I was loving that feeling.

It was beginning to dawn on me that Carla might decide to deny me entry to her pussy for good - not that I could blame her. If it came to a choice between hunky, muscly, good looking guys with big fat juicy cocks or your pot-bellied sissy hubby with his pathetic little dick, any sensible hot wife would choose the former. In fact, thinking about how sexy Carla was I think I'd have to insist she got fucked by the hunks. If I was her that's what I'd want. Besides I was craving big fat cocks myself. Roll on the halloween party, I thought, as I turned the key in the door, raced upstairs, stripped off my male attire, and slipped on a pair of Carla's pink fishnet stockings. I let out a little moan of pleasure and, tired from my exertions, promptly fell asleep dreaming of cock sucking and my hot wife getting fucked by gorgeous hunky guys.

END OF PART ONE