It was inevitable the moment he had let slip to ProfessorxX that he had been sharing pictures with one of Holly's work colleagues. ProfessorxX had insisted that Warren organise a way for the three of them to talk.
He had done so, introducing Barry under his pseudonym 'Hank' and before he knew it, Warren was watching them exchanging pictures of his wife whilst he sat and did nothing. The sheer eroticism of watching his wife's pictures get traded like baseball cards right in front of him whilst he was powerless to stop it had him cumming over and over. When he was in the chatroom with them, he would be lucky to last minutes, yet he would carry on watching, his cock aching but knowing he was spent.
When he was at work, or out grocery shopping, he would think about the pictures they were trading and the ones that were going to be posted online for the whole world to see.
So far, neither Barry or ProfessorxX had exposed Holly's name. Warren knew he was grateful for this, not because of the damage it would do, but because once it was out, there would be no where left to go with his deviant fantasies.
Warren masturbated daily to the fantasy of the day when her pictures were spread far and wide, where every set was relabelled with Holly's full name. This was his ultimate tipping point, the thought of typing his wife's name in to google and seeing her exposed nude body staring back at him made him spasm from his very core.
He knew it would be the end of his marriage, the end of her career, most likely he would be treated like a pariah by their friends, but he didn't care. This was his most thought out and repeated fantasy. He got off on it being out of his control - that all he had to do was piss off either Barry or ProfessorxX and they would punish him in the most complete way.
That part of him desperately wanted to see it happen, scared him to his core, but the other part, the 'rational' part, used it as justification to continue doing whatever they asked.
They were at the point, where the requests were starting to get repetitive. They had seen every inch of her, multiple times, both in pictures and in videos. Yet, they kept asking, and Warren kept giving in to whatever they told him to show them, often needing to set up specific opportunities to take pictures when they asked for something he didn't have.
...................
A week before the Christmas party, Holly came home with a new dress.
Warren looked at her as she excitedly told him about it.
"Elliott gave it to me. She said it didn't fit her right and asked if I'd like to wear it to the party next week" Holly exclaimed, holding up the dress to show him.
"What's wrong with the one you bought last month?" Warren questioned, his mind wandering back to the impromptu display in the changing room.
"Well, this one is so much better quality, just look at it." Holly said, gently stroking her hand up and down the length of it. "The material is so light and it's just.... gorgeous" she enthused. "And...." she leaned in conspiratorially, "it cost over a grand".
Warren smiled at her and shrugged. "O.K, whatever makes you happy I guess. Are you gonna try it on?" he asked.
Holly started to step out of her work clothes, clearly desperate to try the dress on there and then.
"Wait" Warren cried, pulling out his phone. He pressed record and nodded for her to continue.
Holly smiled at him and shook her head, clearly finding it funny that he wanted more pictures of her stripping. Warren smiled back, as he recorded her slowly remove her top and skirt, maybe a little more sensually than she would have normally.
As Warren watched, he kept thinking how good this video would be for the chatroom.
The dress looked stunning on her. It clung to her like a second skin.
"Wow", Warren sighed. "That looks great." He raised his phone to take a picture of her, not for anything other than she looked stunning.
The flash went off and he looked at the picture he had taken in amazement. The flash had penetrated the fabric of her dress, making it nearly transparent. Holly's white bra and panties were clearly displayed, only a few shades duller than if she had just been stood there in her underwear.
"Can you send me that" Holly asked, breaking him from his semi hypnotised state. "I want to send it to Elliott and show her how well it fits."
Thinking on his feet, Warren replied "actually, let's take another one -- the flash has washed out your features."
He turned off the flash and snapped another pic. Studying it, he was relieved to see that the dress was completely opaque, without even a hint of her underwear showing. He forwarded it on to Holly then snapped a few more pics of her in her underwear as she stripped out of the dress and carefully hung it up.
......................................
That evening, both ProfessorxX and Barry were online. It didn't take Warren long to steer the conversation around to the dress Holly had brought home that evening.
Warren sent them the picture he had taken with the flash. He opened the file and looked closely at the image. Zooming in, he could make out Holly's cleavage under the dress, her belly button, even the tattoo on her hip.
"Damn" said Barry. "There is no way she doesn't know that the dress is see through -- just look at it".
Warren sent them the follow on photo where he hadn't used the flash.
"Wow" Barry replied. "It's like magic. I can't wait to see Holly in that on Saturday. I'm gonna have to remember my camera".
"Damn, I wish I could be there" ProfessorxX X responded. "Would be so hot to watch Holly giving everyone a show -- would love to see her smiling for the camera, not knowing that everyone that takes a picture is seeing straight through her dress."
There was a pause, before ProfessorxX X continued. "You should convince her not to wear underwear."
"Fuck. Think how hot it would be watching everyone take a picture of her, knowing they are going to get their own keepsake of her tits" Barry chimed in.
Warren felt his cock stirring. This was something he hadn't considered before. Watching his wife get exposed in front of all her work colleagues -- knowing everyone there would have the opportunity to own their own picture of her. That they would all see her breasts, know their shape, their size. Know what her nipples looked like.
There would be no way to contain it after that. There would be enough pictures of her that everyone would know. Even people that weren't there would surely hear about it. Would see the pictures.
Warren took out his cock and began to stroke it. He closed his eyes and imagined all her horny old colleagues posing for photos, Holly standing there, unknowingly baring her tits for them.
After a few minutes, Warren looked at the screen.
ProfessorxX
-- Well, are you?
Warren
-- Am I what?
ProfessorxX
-- Going to convince her to leave her bra at home?
Warren
-- I dunno. It's hot, but maybe taking things too far. She has to see these people every day.
Hank
-- Yeah, but fuck. I'd love to have a pic of me standing next to Holly that I can have as my desktop wallpaper. See it every time I boot up the PC. That would be the best thing other than seeing her tits in the flesh.
ProfessorxX
-- Are you all staying in a hotel afterwards?
Hank
-- I am
Warren
-- Yeah, us too. Why?
ProfessorxX
-- you should get her drunk then take her back to your room and strip her whilst Hank watches.
ProfessorxX
-- Actually, while Hank films it for me
Hank
-- Fuck -- that would be so damn hot.
ProfessorxX -- make it a live stream
Warren felt himself cumming as he read the exchange between them. The thought of him stripping his wife in the presence of Barry was mind blowing. It turned him on like he'd never felt before. That Barry would film it for a stranger that he'd never met took whole new level.
It was wrong. It was so wrong. And yet it was that thought that made Warren douse himself in cum. Looking down, he noticed he had sprayed all over his tshirt and the sofa.
"Fuck" he exclaimed to himself. He bade the others a goodnight and cleaned up the mess before sneaking upstairs and crawling in next to the dozing Holly. As he lay there, all he could think of was the deviant that he was. He imagined Holly lying on the bed of a hotel room, spread eagle as her work colleague filmed her naked body.
Her every secret exposed to him and the stranger on the other end of the live feed.
Warren felt his cock stir again as he lay there; wondering if this was the line he had to draw in the sand. Or whether, this was just the next stage in his perverted decent.
............
By the next night, Warren had made his decision. He waited for Holly to go to bed, then logged in to the private chat room. Both ProfessorxX and Barry were there.
Warren took a deep breath, knowing what he was about to do. Then he started to type.
Warren
-- OK. Let's do it.
Hank
-- You serious? Damn, Saturday is gonna be a helluva night.
ProfessorxX
-- Lol. I knew you'd break. You're just a weak willed pervert at heart, huh?
Warren
-- I think so, yeah. Something so goddamn hot about another man seeing my wife exposed in the flesh. I have jerked off twice thinking about it today.
Hank
-- Sweet, so you just have to get her so drunk she doesn't notice me standing in the room filming her get naked.
Warren
-- Yeah, that ain't gonna work. Holly never gets THAT drunk. Hasn't done in years and definitely not when she is with work colleagues.
ProfessorxX
-- What then?
Warren
-- Well, I was thinking, when she has had a few, she gets pretty amorous and usually up for a bit of fun.
Hank
-
Warren
-- I might be able to convince her to break out the blindfold and handcuffs
Hank
-- Fuck, even better. It will be so hot watching her, helpless and naked. Unaware that I am looking at her.
Hank
- Filming her
Hank
-- Touching her.
Warren gasped at that last comment. He hadn't considered that. Barry looking at her was one thing. But touching his wife? Feeling her soft breasts with his little pervert hands. Maybe running a finger down her slit. Maybe even going inside her.