It’s finally happening!
About 5 years ago my wife and I started dating I knew she was the one from the first time we spoke.
Hot, funny, smart, outgoing, independent, and open minded. She was far out of my league and still is. I’m a lucky guy.
When we dated I was very upfront with her about my sexual interests. I sent her photos and videos of myself deep throating and riding dildos. Often dressed in lingerie, wearing a chastity cage, wig, and lipstick. In short, I was a sissy. I made it clear. I am not dominant in the bedroom.
I do enjoy it from time to time but it’s not who I am at my core.
Her and I married and subsequently moved in together in a new city to build our lives together.
Early 20s can be stressful for a myriad of reasons so needless to say, everything I was interested in prior to moving in together got put on the back burner while we established ourselves but it was always in my mind.
Over the course of the following years we grew together in our marriage and built each other up and established a level of trust I never thought I’d have with anyone.
Things changed a few years into marriage as I realized that seeing other men flirt with her caused me to chase her like I did when we were dating.
Not only did it drive me crazy but she reciprocated it.
When I told her this, she confessed that she was talking to LOTS of guys while we dated. I felt my dick twitch and my stomach flip.
She smiled as she talked about some of the guys she slept with before me and I realized this was something we needed to delve deeper in to.
I confided that I wanted to see her with other men.
Let me tell you…I didn’t need to tell her twice. Her eyes lit up, a smirk began to form across her beautifully glossed lips as they parted before she seductively said, “Oh, really?” and leaned over to show her attention grabbing breasts. “Yes…” I replied without a moment of hesitation. “Tell me more.” She said with her green eyes fluttering their perfect lashes. So big I could see my reflection in their depth. She analyzed me as I elaborated further, “Ya, I just think it’d be hot. You present more confidently when you’re flirted with. You’re the hottest woman alive when you wear that confidence. Like you know what you’re worth.”
Her detective eyes looked me up and down as I sat there in front of her. Awaiting her response. Every second passing in slow motion made me want to run. This girl, far out of my league, just heard the man she married wants to see her with other men…she really made me sit in that for a second.
What felt like five minutes passed, though it couldn’t have been more than thirty or forty-five seconds, before her hand finally met mine with a soft touch. Her freshly painted deep red nails and silver rings contrasted elegantly against her fair skin. She gave a subtle shrug and tilted her head, and wisps of hair slipped from behind her ear and cascaded across her face like a curtain, partially concealing the green of her eye. Then, with unmistakable seduction in her voice, she said,
“Okay-“ and swept the hair back over her ear.
Her lips curled in to meet her teeth and tongue as she looked at me in excitement for our newly shared desires.
That day she began posting on Snapchat. Look, I’ve always known pretty girls get lots of attention but I had no idea she’d get so much. In under a month she got 35,000 adds.
I never saw her more buried in her phone.
Eventually she solicited my help to add guys back.
I saw a massive influx of messages and dick pics guys were sending.
Oh. My. God. As I looked at the state of her confidence from these messages it became apparent I unleashed a side of her that I could never tame.
She would never go back to relying solely on me for attention.
Her newfound confidence massively soared every day.
I wanted to do everything I could to chase her down and get her to myself. Naturally, the competition I saw in her Snapchat outclassed me on so many levels.
She had so many crushes on all these different guys and she told me about all of them. Playfully hinting that she’d leave me for some, “-because his dick is huge. LOOK!” Pushing her phone in my face and displaying one of the biggest cocks I’ve ever seen.
Filled with jealousy and shame I reluctantly encouraged her to talk to him more and pursue it further. She asked if I wanted to cum right then and there! “PLEASE! Oh my god, fuck me. Please!” She pulled my pants down, pushed me on the couch and wrapped her luscious lips around my throbbing dick. It was the first time I ever looked at my dick as inadequate. Filled with shame but full of pleasure, it was so erotic!
She opened her phone as she went all the way down on me and fingered my ass. Placing one finger in and showing me the photo again. She brought her head up and looked at me for a moment as she pushed her finger in and out.
“Say it.” Confused, I tried to oblige, “Aw fuck! That feels so good!”
“-NO!” She paused momentarily, wrapping her hand around my balls, the phone on the couch next to my leg. I couldn’t help but see the photo she left open. Looking at her then shifting my gaze back to the picture I couldn’t look away from it in envy. It dwarfed me.
“-SAY IT! SAY ‘I’m too small for you goddess.’ SAY IT!” She ordered as she slapped my balls again. I winced, “OH FUCK, Oh my god, fuck! -“SAY IT!” She demanded as she hit them again, this time harder than the last, softening my dick from the pain. “AH FUCK! OK! Fuck, my dick is too small!”
“-TOO SMALL FOR WHO!?” Another blow. She brought so much pain on my balls I thought I was going to roll over!
She continued to squeeze them as I yelled “My dicks too small for you goddess!”
She stroked and fingered me until I exploded the most intense orgasm I’ve ever felt in my life and she made me repeat it over and over. “My dicks too small for you goddess. His dicks so much bigger. You need a dick bigger than mine!”
She angled my dick towards me as it shot out with every brush of her finger against my prostate. Laughing as my cum rained on my face and chest. Drops of it landing on my lips, the taste was surreal in that moment.
She laughed as she lathered some off my stomach and stuck her fingers down my throat to feed it all to me.
“Pathetic.” She said as I felt an intense wave of shame fall over me.
I fell deeper in her trance when I noticed the same hand she fingered me with was the one currently down my throat coated in cum.
The sweet and salty taste of my cum plunged me deep into submission to her from that day forward.
~1 Year Later~
Fast forward a year down the line.
She’s taken to shopping at Victorias Secret with me. Openly telling me, “I think this one would look good on you.” As she holds the thong up to my waist. Utterly humiliating. This isn’t in private. She did this in front of other people. They looked. I’ve never been so embarrassed but it was exhilarating.
We got several things for me to wear and she’d pick them out throughout the course of a week as we went out together.
Chastity became the logical progression and of course it paired well with the thongs and panties she picked out.
Once she turned the key and locked me in that 2 inch cage for the first time, I knew I was in my place.
After all, none of her boyfriends wore chastity. They wouldn’t even FIT in it.
It served as a constant reminder of my tiny dick.
The chastity emboldened her 10 fold. What was once just flirtatious remarks with strangers had evolved to forward expressions of interest right in front of me on our nights out.
“You’re so tall, I love your hair. We should grab drinks some time. What do you think?”
Perplexed, he asked about me.
“Oh, don’t worry about him. He’s ok with it.”
Now, idk if he was looking for my approval or acknowledgment that what she said was true but the moment I nodded my head she reassured him, “Seriously, it’s fine. He’s likes it-”
“OKAY, YEAH!” He replied. Confused in disbelief that he’d landed a night out with this girl inviting him to drinks whilst sitting next to a man she’s clearly with. He was tall, 6’3, blue eyes, athletic, and styled hair. He was exactly what most men want to be.
She swooned over him as her eyes obviously latched onto the massive cock he had in his pants.
Exchanging numbers and a parting kiss to build the tension for next time. We shook hands. I took note that his hands were much bigger than mine. I looked at his shoes as we shook hands, filled with shame and unable to look him in the eye.
Dark blue levis and white Air Force’s. The same shoes I was wearing except his were a few sizes larger than mine. Everything about him was big.
We exchanged courtesies, “Have a nice night man!”
“Hey, you too! We’ll see you later. It was nice meeting you.”
He didn’t even get my name, only hers.
The entirety of that conversation had me squirming in my chastity and black lace panties.
Pre-cum pathetically dripping out of the opening in the cage. Painting the inside of my panties and visibly seeping through my pants…also Levi’s…
When we left the bar that night, she got a text from him.
“Hey, this is David. It was great meeting you! Was he your bf? Anyway, can’t wait to see you again. Are you available next Friday? Same place?”
Her excitement presented as she read the message. “Eeeeeek! LOOOOK he texted meeee! He can’t wait to see me again. Uuugh, fuck he’s so hot. Do you think he knew you’re wearing chastity and panties?”
I replied “I don’t know how he would but then again…I don’t know how he wouldn’t assume so. Damn, baby that was hot.”
She agreed, “Yeah it was. What should I sayyyyy??”
Bringing attention back to the message David sent her.
“Why go back to that bar when we could go to a hotel?” I asked.
She paused. Bit her lip. Slowly looked up from her phone at me with her large green eyes. Blond hair straightened, blushing whilst asking, “Which one?”
She smiled from ear to ear with excitement.
This was it. This lead-up was the moment I’ve been waiting over a year for!
This was the day the fantasy would have a plan that actually comes to fruition.
After a brief moment of hesitancy.
I grabbed her phone and texted David myself
“I’ll get a room at The W in Seattle. Saturday, 6:30? He’s my Husband btw.”
I hadn’t hit send when I handed it back to her. She looked at me teasingly, smiling. Her perfect white teeth showing. Then she typed.
A soft ‘whoosh’ broke the silence in the air as she sent the message.
“Sent.” She said proudly.
My heart raced. I had a pit inside my stomach deeper than hades. The fantasy had finally crossed into reality.
I asked, “What’d you change?”
She showed me the phone.
There it was in that blue text bubble.
“Fine if he comes with us?”
“I’ve become an actual cuck.” I thought to myself…in awe when I saw the 3 dots appear and disappear. He was typing. Then he stopped.
They reappeared and the subtle iMessage ‘plunk’ brought with it, “Sounds good I can’t wait! I’ll be there! And ya lol he can come!”
“You better be good for me if you want to go with us.”
She warned teasingly. Something tells me she wasn’t teasing me.
So, after over a year and some change it appears that as soon as Saturday…..which is literally tomorrow we’ll get to take this further than we ever have before!
We’re doing this tomorrow so I’ll post a part 2 after!