Casey's Submissive Journey Pt. 05

He was astonished at her behavior, but a little captivated by it too, so he obeyed. Getting down on his hands and knees he spent the next few minutes licking up every drop of his own creamy sperm from Jamie's pants, and as he did she clicked off about a hundred pictures of him doing it.

When he had the pants licked clean, she got up. "Good job sissyboy."

She then walked out completely absorbed in her phone and he wondered what the hell she was doing with the pictures. He got up, picked up the corduroy jeans and used them to wipe the sperm from his mushroom, then licked them clean. Not knowing what to do, he folded up both pairs of pants, laid them neatly on the bed and put his shorts back on. He sat, drank his coffee and reviewed the past two days in his mind. Karen returned a few minutes later without her phone and made no mention of the pictures. She changed her shirt and told him she was going out with Audrey for the afternoon and would be back later. Her demeanor was as if nothing had just happened, and he found that very strange. After she left he laid down on the couch to watch TV, and soon fell asleep.

*****************************************************************

Saturday night and all day Sunday they pretty much resumed their normal lives, and Casey assumed that the Hendricks did too. After a couple of days of rather intense interaction with their neighbors he guessed everyone just needed a little breather. Sunday night Karen and Casey talked about everything that had happened with Audrey and Jamie, and the discussion inspired some horniness. They fooled around for a while and then made love. Casey had to admit that all of the new kinkiness in their lives had even made their lovemaking more exciting. They now knew things about each other they didn't know before, and in a strange sort of way it was like they were having sex with new people. Not entirely new mind you, but new nonetheless.

Monday and Tuesday were basically mundane, except for the ever-growing apprehension in Casey about Wednesday night. Other than the girls talking on the phone a few times, there had been no interaction with their neighbors, and Casey only saw Jamie once as he was getting in his car to go out. After all the sex he'd had over the past few days, Casey's penis stayed basically limp until Wednesday, so there was no need for Jamie's pants. It also gave his asshole some time to heal. In a nutshell, everything stayed uneventful until 4 o'clock Wednesday afternoon when Casey got home from work.

******************************************************************

Karen was in the kitchen dressed in a Yankees t-shirt and an old pair of light blue, wide-wale corduroy jeans. The corduroy fabric was well worn, and her tight ass always looked great in them. After kissing Karen and getting a lot more tongue than usual, he went into the bedroom to change and got a pleasant surprise when he did. Laying on the bed, folded very neatly, was a corduroy outfit with a note on top.

The note simply said. Compliments of Audrey. PS: no underwear. Then underneath it in Karen's handwriting. Be a good boy for me Casey. It had a little heart next to it.

He felt stunned. It's not like he didn't know what was coming, he did, but the reality of the outfit and the note just kind of slammed it home. He decided he wanted a drink and went in the kitchen to make it. Karen snuggled up behind him and whispered in his ear.

"We don't have a lot of time honey, we're leaving in about 45 minutes, so let's get ready. OK?"

He took a gulp of his drink. "Alright dear, I'm just a little nervous. Let me have a drink and then I'll get dressed."

"OK." She said it in a cheery voice and went in the den.

He was a lot more than a little nervous, he downed his drink and made another, that one he took with him into the bedroom. He stared at the stack of corduroys on the bed, and even though he knew they were men's clothes, the fact that the girls had picked them out made it all very exciting. He decided to get naked before touching anything and stripped down. On top was a pair of Ralph Lauren, mid-wale corduroy jeans. They were green in color and identical to Jamie's pants. In fact, he had to double check to make sure they weren't his, but on closer inspection he saw they were a larger size than Jamie wears. He liked them a lot, and even spent a minute rubbing them against his face, they had a very nice feel. Next on the pile was a matching jeans jacket, and under that was an orange, mid-wale corduroy work shirt. The jacket had the same nice feel as the pants, and the shirt was very soft and supple, which was odd for a work shirt. After he had lifted each item up and closely inspected it, his dick was as hard as a rock and sticking straight up. He was surprised at himself for getting that turned on by guy clothes, but he just couldn't seem to help himself. He even got a little silly and let the shirt hang from his boner like it was hanging on a hook, and after looking at himself in the mirror like that he spent a minute rubbing his boner and balls with the soft corduroy. He had to stop himself however because he was getting too excited, and he wondered if playing around like that was just his way of stalling. He pulled up the trousers first, and with no underwear he zipped them up carefully. The shirt went on next and he tucked it neatly into the pants, then he finished the outfit by donning the jacket.

He looked at himself in the mirror and liked what he saw, and it ran through his mind that Jamie would probably get very horny seeing him dressed like that. That thought turned him on tremendously and he unzipped his pants, pulled it out his boner and moved closer to the mirror. He got very turned on thinking about how hard Jamie's dick would get when he saw Casey like that. He never thought of himself as a sex object before, never thought about a guy getting turned on by how he looked. It felt funny, and in a weird way it made him feel sexy. The idea on another guy looking at him and getting a boner suddenly seemed appealing.

"Are you ready Casey?" Karen's voice quickly snapped him out of it.

He shoved his dick back in his pants, zipped them up and looked at the clock, which read five minutes to five. He finished his drink, and even though he was starting to feel the alcohol the butterflies in his belly suddenly multiplied a hundred-fold, and by the time he met Karen in the den his boner was gone.

Her eyes bulged a bit and she gave him a big smile when he walked in. "Oh my god Casey, you look fucking great."

She straightened his collar and fussed with his outfit a little before giving him a rather passionate kiss. After separating she ogled him for a moment with a silly grin, then snapped out of it. He wondered what she was fantasizing about.

She gave his crotch a squeeze. "Let's go Lover Boy, there's a lot of fun to be had."

They walked through the secluded backs yards and Audrey met them at her patio sliding doors. She was dressed in a pair of pants and a t-shirt like Karen, but her trousers were quite different. Once inside he got a better look. They were a pair of dark brown, mid-wale dress pants that looked rather formal, and they were in stark contrast to the old, green, Star Wars t-shirt stretched over her big tits. The girls embraced briefly and Karen gave Audrey a quick kiss on the lips. Even after the past week it still shocked him to see her behave like that, but it now sort of turned him on a little too. Audrey told them Jamie was taking a piss and would be there in a minute, she then asked them if they wanted a drink. The girls went in the kitchen and Casey sat on the large sofa in the living room. The butterflies were beginning to calm down a little, probably due to the alcohol, but he also knew he hadn't come face to face with Jamie yet, he had no idea how that was going to hit him. Not only were they going to do the homo thing tonight, but the last time he saw Jamie, he was Angie, he hadn't been with his buddy since they became lovers.

A minute or two later Jamie walked in the living room and looked a bit surprised to see Casey sitting on the sofa. He stopped dead in his tracks, but after a second he gave Casey a big smile. Casey liked the fact that even without the wig and make-up that killer smile was still there. Angie was right, even dressed as a guy Casey couldn't help but see Angie when he looked into Jamie's eyes. He gave Jamie a once over and was amused when he realized they were wearing identical outfits.

"Hi Casey."

He kept his voice soft so it wasn't all that different from Angie's.

"You look fucking great, I'm really happy you didn't change your mind, I've been looking forward to tonight for months."

Casey noticed the very pronounced bulge in Jamie's pants, it was obvious he wasn't wearing any underwear either, and it also gave him a pretty good idea of why Jamie was so happy to see him.

Casey replied nervously.

"Hi Jamie. Yeah I'm here, and you know why, but I still can't promise anything."

He eyed Jamie's outfit again, then added in a whisper.

"But I must admit, seeing you like that makes me want to give it a try."

Jamie continued his killer smile. "Don't worry Casey, I promise you it'll be easier than you think."

He took a step forward just as the girls came in the room.

"Oh look Karen, look at our boys, do they look fucking great or what? Come on Casey stand next to Jamie, I want to see our two handsome homo hubbies side by side."

Audrey was many things, but subtle wasn't one of them.

Karen handed Casey a drink, he then got up and stood next to Jamie. Audrey told them to wait, ran to the kitchen and returned a moment later with her phone. She then proceeded to snap off several pictures of them together. The thought crossed Casey's mind that she must be taking "before" pictures. He then imagined the "after" pictures would involve a gaping asshole, and something told him that asshole would be his. She made them put their arms around each other, pose in several different ways and the whole experience was quite humiliating for Casey. Jamie on the other hand seemed pretty OK with it.

As she instructed them her arrogant air of superiority didn't surprise Casey that much, after all she was Audrey, but what did surprise him was Karen. The entire time Audrey was doing her thing Karen sat on the sofa, sipped her drink and just stared at the boys. She had a dreamy look on her face with a funny sort of smile, she looked like she was fantasizing and getting very turned on doing it. It again shocked Casey to think that his wife of 15 years wanted to watch another man fucking him in the ass. Until that moment his mind had refused to accept it, but seeing that look on her face as Jamie groped him make it impossible to deny any longer.

As embarrassing as it was posing at Audrey's command, he couldn't help but enjoy putting his hands all over Jamie in his corduroy outfit. When she ordered them to grab each other's crotches, the feeling of Jamie's hand on his cock was exciting, but not nearly as much as the feeling of how hard Jamie's dick was. Feeling his rock-hard boner and knowing it was him who was making Jamie that horny made him feel very flattered. Casey had always been submissive to begin with, and the thought that another guy was getting turned on by his ass was becoming exciting. He liked the idea of being pursued, of being the object of someone else's lust, and knowing that Jamie had spent months jerking off and dreaming about Casey being his bitch was suddenly appealing.

The photo session lasted about ten minutes, and after she finished she put down the phone and sat next to Karen. She put her arm around his wife and gave her a long kiss, and Casey got the feeling it was her way of showing him who owned Karen now. As they stood awkwardly waiting for the girls to finish, Jamie hugged Casey from behind and began to kiss the back of his neck. That felt very strange. He was definitely turned on by all the corduroy, and part of him was a little excited by the perverseness of another guy getting affectionate, but there was still something about all of it that repulsed him. When the girls finished their kiss, Audrey whispered something in Karen's ear, then said aloud.

"Alright boys, Karen and I are going upstairs for an hour or so. Jamie, take Casey into the den, explain tonight's scenario and inspire some enthusiasm into our new little homo."

The girls got up, headed for the stairs and Karen gave him a sexy smile as she passed by. Jamie dropped his hand down and patted Casey's bottom.

"Come on lover, let's go in the den."

*******************************************************************

Jamie turned on the TV and they both put their drinks down on the end table. Casey was trying to relax but he didn't know what to do, and now that it was just the two of them the butterflies returned. Jamie wasted no time, he walked right up to Casey and tried to give him a kiss, but Casey turned his head. No one said anything for several seconds. He then turned back and looked Jamie in the eye.

"I'm sorry Jamie, it's not you, it's me. I mean you look great, the two of us in all this corduroy, it's such a fucking turn on, but I'm still having a problem with the guy thing."

Jamie smiled and gently tugged on his arm. "Come on lover."

He sat in the lounge chair and pulled Casey down on his lap. They got comfortable and Jamie playfully ran his hand around the front of Casey's pants, just feeling them up, probably more for his own pleasure than Casey's.

"We don't have a lot of time Casey before the girls will want us upstairs, and I still have to tell you the scenario and how to act your part. But before I do, I want to make a suggestion that I think might help you a little. Have you been able to see me as Angie since you arrived?"

Casey's eyes continued to savor Jamie's outfit, that part he wasn't having any trouble with, there was a part of him that wanted to kiss, grope and rub his boner against every inch of his buddy's corduroys.

He tried to focus. "Yes Jamie, actually I was able to see Angie right from the start. Your sexy smile is the same no matter what you have on, and it did help me until a few minutes ago."

Jamie smiled that smile and enjoyed the compliment. "Good for you Casey. Now I'm going to suggest something that might sound a little crazy, so just hear me out. OK?"

He nodded.

"Alright, I know you think of Angie as being a girl with a dick, am I right Casey?"

He nodded.

"Then I want you to think of Angie as a crossdresser tonight."

He gave Jamie a puzzled look.

"Don't think of me as being a crossdresser who calls himself Angie, think of me as your girlfriend Angie who is crossdressing like a guy, and she's calling herself Jamie. You know how natural it is for me to be Angie, and if I had my choice right now I'd much rather be all prettied up, but on Wednesday nights Audrey makes Angie crossdress in guy clothes and do the guy thing. But I'm still Angie, I'm still your girlfriend. Are you getting what I'm saying?"

His puzzled look remained as he stared off into space, and while Jamie gave him a minute to think about it he felt up Casey's pants.

He suddenly looked at Jamie. "Yes Angie, I think I do get it."

Then after a pause he smiled. "So you're thinking of me as Debbie the fag, we're still girlfriends."

Jamie's smiled. "Now you're getting it Debbie, you and I are always girlfriends, and guess what, Debbie is crossdressing tonight too, and she's calling herself Casey."

They smiled at each other, and as crazy as it sounded he really did get it, and it helped tremendously. Jamie reached up, gently pulled him down and kissed him, and after a few seconds Casey kissed back. It was a short kiss, but the ice was broken.

When Casey straightened up again they both sipped their drinks, watched TV for a few minutes and just let everything sink in. The "Angie as a crossdresser" concept really hit home and he felt a lot more relaxed. Then his eyes wandered all over Jamie's outfit and he pictured Angie in it. He imagined her wig and make-up being perfect as always and the corduroy shirt being filled out with her tits. It put her in limbo between man and woman, fag and homo, best buddy and prancing-Nancy. The whole idea was weird for sure, but as he envisioned it his cock got as hard as a rock. Jamie noticed it too and started rubbing Casey's boner through his pants, which caused Casey to snap out of his fantasy and lock eyes with Jamie. His killer smile made him think Jamie knew exactly what he was thinking. Who knows? Maybe he did. About 20 minutes had passed since they walked in the den and he saw Jamie checking the clock. He patted Casey's bulge.

"Listen Casey, I need to fill you in on tonight's plot, as it were. The reason we're in these identical outfits is because tonight we're doing a prison scene for the girls, and these are supposed to be our prison uniforms. Actually, I think Audrey did a pretty good job coming up with these outfits, she's really good about indulging our fetish. Well anyway, judging from the videos they like to watch, the girls like prison rape scenario the best, so it's not surprising that they want to start off with that."

Something about Audrey picking out clothes for him to wear while having sex felt weirdly exciting, and he basked in the intimacy of that for a moment. However, when he heard the word rape he immediately suspected it would be his asshole getting raped.

"I'm the well-connected leader of a white gang, I have a lot of gang members and a lot of influence with the guards, and you are a new prisoner who is already being threatened by the black guys. I offer you protection but I tell you that you have to be my bitch if you want it. Got it so far?"

He nodded.

"Alright, to start with we're doing a blowjob scene, then a little later I'm going to fuck you."

He said it in a very matter of fact manner, and Casey found that oddly exciting. He explained a few more dynamics about their prison environment, and as he did Casey could feel Jamie's boner poking his bottom through all the corduroy. It was obvious Jamie was looking forward to their little show.

When Jamie paused to take a sip, Casey asked. "Well what am I supposed to say? Do we have lines or whatever, do you have some kind of script?"

"Don't worry about lines Casey, I'll do most of the talking, all you have to do is act like a scared little wimp and follow my lead. It's pretty basic. The niggers want to rape your ass and pimp you out, and you're scared shitless. You know I'm your salvation and you're happy about that, but you're not happy that you're going to have to be my bitch in return. Everything comes with a price. You're not a queer, but you know you need to act like one if you want to survive. So in a nutshell, you act scared and you submit obediently to save your ass. Got it?"

Casey nodded, and Jamie paused for sip.

"One more thing. I may get a little nasty with you at times, maybe a little rough too, please don't take it personally. OK Casey? We're just acting out parts for the girls. I know from the videos they like a lot of humiliating and a little rough stuff, and I'm going to give them what they want. I think you know I would never hurt my girlfriend, I just might give you a little slap, a pinch or a hard squeeze here or there, nothing big time. Do you understand?"

He felt Jamie's boner flex against his ass.

"Are you sure it's only for their benefit Jamie?"

He gave Casey's bulge a gentle squeeze.

"Trust me Casey, it's for the girls. The only time I'd ever want to abuse you is if Debbie was a bad girl for Angie. Then Miss Angie would have to punish the disobedient bitch, it would be the right thing to do."