Careful What You Wish For...

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Confessions of desire lead to sinful results.
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That_Guy71
That_Guy71
267 Followers

It had been about 4 months since my wife had "caught" me looking at Cuckolding web sites. It wasn't that I had a few pages saved on a different user profile on the home computer. Nope, I had a dedicated email account, chat ID and a few blogs that I was moderating.

I had a network.

I had others that I confided in, looked up to, and even asked personal questions.

I was committed to the fetish and wanted the lifestyle. I wanted a Cuckold marriage, the unfaithful wife, friends that knew, friends that were "in the know" and I wanted to prove my devotion to this life by all means worthy of my wife's attention.

My wife Noreen was a professor at the community college and had been away on a Geologist Expedition in Utah for weeks. She was very excited to go and like many other summers, she was planning on being gone for quite a while.

This meant that I had the house and (most of) the summer all to myself. Knowing all of that, and as predictable as our summers had become, I went a little over the top with my time.

I had shaved my legs, painted my toenails with a soft pink color, then cleared them. I grew my fingernails longer than normal, and I painted them to match on Friday nights. I would leave them painted through the weekend, then remove the paint on my fingers through the week. I had gotten quite good at painting them.

To take things to the next level, I had driven all the way across town to buy some thong panties in my size, and "accidently" purchased mid-thigh stockings that matched each color. I ended up buying multiple sets in a variety of colors. Then the mail ordering started. I had purchased some halter tops with phrases like "cum dumpster" and "cock here" on the chest.

I even bought lip stick to match the pink shade of nail polish.

I had gotten into the habit of caging myself and then mailing the key to myself. I was "proud" of the fact that I had gone 3 weeks without an orgasm and had just mailed the key off.

According to our schedule, I had a few weeks left, so I wanted to set a personal "best" of 7 weeks without an orgasm.

I usually wore the device all week, taking it off to clean myself. I decided that if I was successful with the 7 weeks promise to myself, I would do something nice for myself. Glamor Photos had crossed my mind. I was saving money for that while my wife was gone. To save money faster, I cut down to two meals a day, sometimes one meal a day.

By my estimation, I had about 3 weeks left, so on this particular Friday, I shaved all of my body hair off, and smothered myself in lavender lotion. I was a sight to behold. I enjoyed "pushing" myself to try new things, going further, and taking more risks - in secret.

I had written quite a few stories about the cuckold fantasy, nothing too elaborate or too extreme, but I had other ideas as well.

I had joined a few fetish groups, made a few confessions, and gotten things off of my chest. It helped, but I still "felt" like this was something I wanted to try. I was stuck in "wanna-be wonder land".

While the thought of my own wife taking another man inside of her mouth and finishing him, or another man pounding her married pussy harder and faster than I ever could DID make me horny as hell. The image of her riding a bigger and thicker cock, having powerful orgasms in the process, or even screaming HIS name while she orgasmed usually put me "over the top" when I let my mind wander.

In spite of all of this, there was never a solid plan to confess, or to pursue this fantasy any further than just thinking about it.

That was at first. But now things had changed and developed beyond anything I had imagined earlier. Now things were a little more advanced.

The more time I devoted to this fantasy, the more the idea of confessing these thoughts to her became more welcomed. My "ideas" started to formulate into "what ifs" and that was when I knew that I was in too deep and way over my own head for anything beyond denying these urges.

So, I started researching these ideas, beyond the stories one can read online, and that was when I discovered that I was not alone, I was not as weird as I thought, and YES, THERE WAS A WAY to go from someone that wanted this lifestyle to someone that lived this lifestyle.

I thought I had time to ease into this, secretly dragging my wife along until one day she would have to choose which cock to sit on, and she would just say, "what the hell, I will try it."

It was a great way to approach such an idea. I thought I had scads of time. That all changed on a random Friday night in July.

My wife's trip from Utah was cut short. Instead of texting me, or even calling me and telling me that she would be home early, Noreen decided that she would surprise me by coming home unannounced. Well, that was how it appeared anyway.

We had a routine for the weekends where we would chat or talk on the phone. Most of the time, there was a function everyone on the dig had to attend, so Friday nights I had to myself.

I had gotten into a ritual with one of the chat rooms, so every Friday night I would race home, shower, shave my legs, shave my pubic hair, touch up my toes (as needed), take a few pumps of her least favorite perfume, and pull on some clean stockings. Then I would step into a clean pair of panties, put on a tight half shirt, and carry a pair of sweatpants to the office with me. Each Friday I pushed myself to take this little "ritual" even further than before.

I would carry the pants to the office and lay them on the back of an overstuffed chair, then walk around to the back of the desk, and get comfy in my chair.

I would chat for hours about HOW some guys had gotten their wives to try it.

Some were very positive about it.

Some negative.

I even chatted with a wife that told me, "If your wife takes issue with this idea, tell her to email me. I will make sure she has a new cock inside of her in less than 30 days."

Some guys got their wives to consider it, but they backed out at the last minute. "It's NOT for everyone."

Then there was me. I was "Wanna-bee_5608". Most picked on me for asking so many questions, then NEVER doing anything about it. Some called me an "ask-hole" for asking so much but never doing anything. This was part of the reason I started "dressing the part" for chat sessions. I wanted to show some element of devotion, even if I was stuck in the process.

Noreen was smoking hot, but I knew better than to share any photos of her with this crowd.

Noreen was supposed to be gone until the weekend before Labor Day, then school would start in a week. She loved staying busy. She enjoyed digging up fossils and taking soil samples. This was her third summer in Southern Utah. Most of the time she was so remote that her cell phone would not work. I had gotten used to NOT talking with her, and that allowed me to fantasize about her sharing a tent with another man, and nature taking its course.

Noreen had emailed me frequently, but I had gotten lazy and did not read the last few messages. I was a little late getting home, so I cut a few corners and skipped her messages. This would be a hard lesson learned in the moments that lie ahead.

Noreen's messages:

EMAIL #1:

"Land permits suffered in the processing chain, so they had to close the dig early."

EMAIL #2:

"Cell phone had gotten crushed in an unfortunate mishap with a shovel, so she would need a ride home from the airport. Flight info at the end of the email."

THIS was information I needed hours before I had prepared for a night alone of fantasizing. Information that was available to me right after I decided to lock myself in a cage and mail the key away to an old address. It would get circulated and then returned to our address in about a week to ten days.

It was a hot Friday night. It was about 10:00 - 10:30 and I was in a chat session (as usual) with all the regulars. Charlie had been hounding me to post a photo of Noreen for weeks. He lived in Utah and had seen several women that fit her description. "Its a long shot, but I thought I saw her having a romantic dinner with a younger man."

"Clever, but not completely successful." I thought to myself.

I was defending myself and asking a few innocent questions when I thought I heard the front door click. I was in the office, close to the front of the house. There were pocket doors off of the office, but you could see the light from the office if you were on the front porch or had a key to get inside. We lived on a semi-busy street on a Friday night, so the lights against the walls from the street traffic were common. I had learned to ignore them. What I had also ignored were the lights of the Uber that brought my wife home on this particular night.

After hearing a noise that "sounded like" keys in the front door lock, I looked up for a split second. I gave a pause and talked myself into believing it was NOT the front door, keys, or the lock being turned. This was a pretty dumb move. I went back to typing my response, which was involved. This distraction made me unaware of what was about to take place.

Just before I could finish typing, the front door swung open, the light switch came on, and Noreen stood before me with a surprised and dumb founded look on her face.

She stood in the archway of the office entrance, motionless.

She was dressed in here usual "site clothes" which were hiking boots, faded cargo shorts that showed off her sexy ass and muscular legs, and a white tank top which revealed (highlighted) her cleavage from her 38D breasts. She would often wear a long sleeve work shirt over all of this - a crime to some men that wanted to see more of her skin.

She usually wore a wide brim hat, sunglasses and carried a leather satchel where she kept a camera and other items.

As she processed the vision in front of her, I could see the gears in her head turning.

Noreen was still dirty from the dig. She had elected to take the earliest flight available, which meant getting in one of the vans and heading to town instantly. She knew an early arrival would help make for a reasonable drive to the airport.

Again, this all hinged off of my reading her emails earlier than the day after her flight.

The "dig" had been cut short, the airline had lost her luggage, and now she stood before me with the look of shock on her face.

She was a standby passenger, so the luggage would be delivered tomorrow in the morning. The LEAST of her worries at this moment.

In her line of sight I sat, like a small animal caught in the range of an Alpha Predator on open ground.

The lighting was dim, but she was able to process enough to know what was happening.

I was wearing pink lipstick, a dog collar for a necklace, and I had painted my fingernails to match my toes.

I had a black halter top on that said "yes daddy" on the front in pink.

Noreen saw this much and was in shock.

I was glad she processed this much before I stood up.

"DEAN? WHAT THE FUCK?" she yelled at me.

She closed the front door and locked it.

"I-I-I can explain." I stammered.

"What the FUCK are you doing?" Noreen repeated.

I looked down to log off of the site but had to jump up to block Noreen's reach as she slipped her hand inside of her pack and pulled out her camera. She clicked off about 6 photos instantly. She was a pro with that camera.

I jumped up from behind the desk and Noreen screamed as she pointed the camera at my thighs. My panties matched my lipstick. A detail that was not mentioned during this exchange. Noreen clicked off about 20 photos in rapid succession - without looking.

Noreen started laughing at such a site and was beside herself on what to do. She WAS angry, but I am sure the site of her husband trying to look like a Sorority Girl changed her mood.

"Goddam Princess. You look HAWT." Noreen teased. "Stop moving so fast. I want something sexy for our Christmas News Letter. Your Mother is going to love this shit."

I scrambled around the desk like a cornered rat, trying to cover myself. I stumbled and fell to the floor as I was reaching for my sweatpants.

Noreen caught up to me before I could move. Her powerful legs were no match for mine. She towered over me. She put her hiking boot across my forehead and snapped off a few body shots that were NOT blurred. Then she zoomed out to capture "my essance."

"I want to see ALL of your work Pretty Princess." Noreen teased as she clicked off several photos.

"Oh my. I see you locked yourself away." Noreen teased. "For safe keeping?"

The clicking and whirr of the digital camera sounded like thunder as Noreen looked down at me. She pulled the camera away from her face and lifted her boot off of my head. Noreen looked at me and said, "It is better that you keep it caged. Not like you know how to use it to make me happy."

I said nothing.

I rolled over to get up and Noreen nearly squealed as she said,

"Oh MY Princess. Thong panties too? This IS my lucky night." she teased some more.

Noreen took a bunch more photos as I tried to climb to my feet.

Noreen pushed me back down to the floor. "Turn OVER Princess. Daddy will want to see ALL of these. He needs to know how naughty his little bitch has been." Noreen teased me some more.

More "thunder" from her camera. She lowered the camera and I tried to stand, but I was stopped by Noreen and pushed into the chair.

"Don't you FUCKING move." Noreen commanded. She walked over and turned on the overhead light. She snapped off a few pictures, but it sounded like the camera went off again and again and again and again.

"LOOK AT ME Sweet Cheeks." Noreen teased.

She lowered the camera. "Standup, in the middle of the room." she ordered.

Noreen raised the camera up and moved around me, now shooting a video. Noreen narrated her video.

"Okay Sports Fans, here is my latest discovery. Not just middle-aged Dean experimenting with a pair of women's panties or removing unwanted body hair. NO NO NO.. What we have here is the full-blown making of a successful cross dressing Sissified BITCH. My bitch that I will name Deanna." she stated.

She pointed the camera at my feet and began, "Painted nails, shaved legs, a pair of lace THONG Panties, and color coordinated stockings. Not too many straight men can pull off this look." Noreen teased. "But my bitch Deanna sure as hell can. Makes me hot just looking at her. Not because of her perversion, but because of what ALL of this really means."

Noreen set the camera on the desk and walked into the frame. She bent down so her head was at the same level as my caged dick and peeled my thong panties down. She looked at the camera and tapped her fingernail on the cage with her fingernails. She spoke to the camera as if she was addressing a crowded lecture hall. "Deanna has self-promoted herself to THIS level of humiliation while I was gone. She doesn't know it, but I was looking forward to doing this FOR her. I am not upset about it, in fact I am somewhat relieved. This level of ambition sends a message without saying a word. I have needed some time to learn what it represents. Now that I know, and now that I know what level Deanna's ambitions are on, things are going to be moving forward in a way none of us ever thought possible."

Noreen paused and switched sides. She adjusted the camera, and then she continued, "For those that do not know, this is a chastity device. One that I did not put on Deanna. For those in the know, I do not have to explain anything. For those that are new to this idea, just know that these things to not accidently slip into place. You can see it has a lock on it already too. Sissy Deanna has taken the liberty of caging her pathetic penis FOR me." Noreen finished.

Then my wife looked up at me and asked, "I assume someone has the key?"

I quickly replied, "I mailed it to myself, using our old address. It will take about 10 days to get here."

Noreen looked at me. "Maybe it will get lost in the mail. I don't care who gets it, I just hope they keep it."

She reached over and grabbed her camera. She spun it around and moved it up my body. "Have you lost weight while I was gone Sweet Cheeks?" Noreen teased some more.

"I lost 8 pounds." I said, forgetting the mood of the room.

"Wow.. 8 pounds. That is like 12 pounds in the crossdressing world, isn't it?" Noreen teased.

I replied, "I wouldn't know."

Noreen leaned into my ear and whispered, "You WILL learn soon enough Sweet Cheeks, unless there is a "Daddy" out there that is willing to teach you." Noreen eluded into a dark future.

"Soon enough you are going to be MY personal little bitch, Dee-Ann-uh."

Noreen smacked my ass cheek and then stepped back.

Her handprint stung on my skin. She had calluses on her hands and strong forearms.

The bottom of my world dropped out when I heard those words roll off of her tongue. Noreen got my reaction ON camera as she backed away. She chuckled.

Noreen stepped back, centered me in the camera and continued her assessment.

"The YES DADDY top is very cute, but also lets the unsuspecting wife know that her crossdressing bitch of a husband has surpassed the beginner stage and is well on their way to landing in a place they will NOT be comfortable with, and they should be worried." Noreen paused and looked over the top of her camera.

"VERY WORRIED." she said again.

"We will address that later, Deanna. For now, the fact that my husband is wearing it says all that needs to be said." Noreen finished.

She motioned for me to spin around. "This is the last 360* view from the initial opening of this video. Other surprises will follow." Noreen said as I came back to face the camera. She looked at me, zoomed the camera in on my face and then said words that have haunted me ever since.

"I cannot wait to show your friends this video. It will make the task of convincing them to fuck my brains out much easier." Noreen surprised me with her comment.

Then Noreen turned the camera off and looked at me. She barked the order "Sit down, NOW."

I cleared my throat and Noreen held up her finger to her lips. "You left me at the airport after I flew home looking like this just so we could be together. You do not get to speak right now. You get to sit here like the bitch you want to be and let ME learn why my husband does not want to read my emails, meet me at the airport, bring me home from the airport, or dress like a man anymore." Noreen scolded me. "It is the LAST time my Sissy Bitch disappoints me. Is that clear?" Noreen asked.

I nodded.

"No, No, No Sweet Cheeks. You do not get to NOD an answer to me. You will treat me as an authority figure in your life, and you will show respect to me when spoken to. Is that FUCKING clear, DEANNA?" Noreen spoke in a tone that made me worry. She asked in a way that made me nervous.

"Yes Ma'am, that is clear." I said.

Noreen smiled with approval.

Noreen walked over to the computer. "Let us see what you were looking at on here."

There was an awkward pause as the computer screen restored itself.

"Jesus Christ." Noreen gasped. "This is far and beyond what I was expecting. Severely advanced beyond a porn fetish, or some alternate kinky shit."

"You WROTE all of this?" Noreen asked.

I started to speak. "I-I-"

Noreen ignored me as I tried to defend myself. I started to speak, and she held up a single finger. I tried to talk around the finger, but she simply said, "Shut the fuck up, bitch."

The way the word "bitch" rolled off of her tongue let me know that she was very comfortable in her use of the word, and HOW she was using it.

"Oh my God. This is some perverted shit." Noreen said to herself as she scrolled through my work. She took pause as she read some more.

Her eyes got really wide. At several different junctions, her jaw dropped open.

"Well. You certainly have a way of describing how you think I should suck another man's cock." Noreen said. "It is as if YOU are giving me advice."

That_Guy71
That_Guy71
267 Followers