Introducing Natalie and Peter or should I say Natalie and Penelope

Where to Begin?

About a year ago, I got an email from Natalie—sweet, stylish Natalie. She reached out after stumbling upon her husband’s little secret stash. (Cue dramatic pause, and eye roll, I mean is there any men left are not into wearing lingerie?

Let’s set the scene. Natalie and Peter had been married for just over three and a half years. Both were in their early 30s, totally gorgeous, and living the kind of life that makes Instagram jealous. Natalie was a devoted housewife, the picture of grace, and firmly believed that being a hot wife was the key to keeping her husband faithful. (Oh, Natalie. We all learn these lessons in time, don’t we?)

Peter, on the other hand, worked for a well known media company, jetting off on business trips every so often. The kind of trips where he’d be gone just long enough for Natalie to miss him, but not so long that she got suspicious.

That is, until this particular trip.

Peter came back after a quick trip, greeted Natalie with the usual hugs and small talk, and went upstairs to unpack. Natalie, ever the attentive wife, offered to help, but Peter brushed her off and practically sprinted up the stairs. (Suspicious much?)

Natalie, trusting her gut, sensed something was up. She described the vibe as “odd”—not wrong, but definitely off. After a moment of hesitation, she decided to follow him. Little did she know, Peter was upstairs in full panic mode, shoving his feminine clothing into its hiding spot. He barely managed to stash most of it before Natalie walked in... but missed a couple of key items: a bright pink thong and a pair of five-inch heels.

Natalie walked into the spare room, saw the items, and froze. Then, with all the grace of a queen, she picked up the thong and heels, turned to Peter, and asked, “What’s this?”

Peter turned beet red, mumbling excuses. “They’re not mine,” he stammered. (Oh, Peter. Bless.) But Natalie wasn’t buying it. She dropped the items, grabbed her purse, and walked straight out the door.

She ended up at a coffee shop on the high street, ordered a cappuccino, and started Googling furiously. That’s when she found my blog.

Natalie emailed me that same day, pouring her heart out. I replied with the email I always send to wives in her position.

Dear Natalie,

IT IS NOT YOUR FAULT.

Your husband’s needs and desires are his own. You are not to blame. He’s still your husband, and you are still his wife.

Take your time. Don’t rush into anything. And remember: this is not your fault.

Here are some things I’ve learned from helping wives like you:Yes, he loves you—probably more than ever. Please do note these answers are for the most part accurate and I have dealt with more sissy, crossdressing gurls than I care to mention, so trust me when I say for the most part the below is accurate:

• Yes he loves you very much infact gurls like your husband are very loyal and loving
• Yes he might be bi
• Yes he is a submissive 
• His femm persona is a part of him but also not, what I mean is that he is the gurl inside but the gurl is a manifestation of so many conflicting elements and the fact he has hidden her is partly shame, partly fear and partly becuase his unsure who he/she is 
• No has has not been cheating on you although he might have an online gurlfriend or Mistress or Master You might find this upsetting, but he may have had cyber sex
• Yes he does have fantasies that include men, women wearing strap-ons and he does want to have someone use him as a woman. This is mostly a fantasy, most gurls will never take it further 
• In my expereince gurls that are convincing (this is obviously a relative scale) tend to take things further. There are a number of things you can ask Peter that will help you understand his mindset. I would suggest you ask him these questions:
• Have you been with other woman while dressed in the past?
• Have you had a male partner in your past?
• Do you have a Mistress or Master?
• Do you want me to be involved in your fantasy?
  
• Do you understand that I need a real man?
• If you understand that, you must see that I may have to cuckold you?
• Who else knows you dress?
  
• What have you spent on your femm clothing?
• Have you pegged yourself? 
• Do you try to pass as a woman?
• Is it just the lingerie or do you enjoy being fully dressed?
• Do you have make up?
• Have you used false nails?
  
• Do you own femm accesorries?
  
• Do you fantasies about being a
• Maid
• School Girl
• Preppy Uni Girl
• PA or Secretary 
• Cheer Leader
• Air Hostess 
• High Class Escort 
• Pet Gurl 
• The most important and powerful question, ask Peter what his femm name is and why he chose that particular name. Ask him to provide as much detail as possible. 
• Then ask him what women he admires and which woman does he wish he could be. 

A few hours later, Natalie emailed back—angry, confused, and hurt, but also ready to talk. We hopped on a Zoom call, and for two hours, Natalie poured her heart out.

She told me Peter preferred to be called Penny, but sometimes went by Penelope when chatting with his online Mistress. (Yes, Mistress. There’s always one.) Natalie even giggled when she realized Penelope was reserved for moments when Peter was in trouble.

By the end of the call, Natalie felt more in control, and I promised to help her navigate this new chapter of her life. After all, London is a big city, but it’s not so big that two stylish women can’t have a coffee and talk about life, love, and lingerie.

Over the next few weeks, Natalie and I kept in close contact. She shared everything—her confusion, her curiosity, and, eventually, her realization that Peter was only part of the story. Penny was someone else entirely.

She admitted that a small part of her was intrigued. After all, Penny wasn’t a threat; she was vulnerable, sweet, and eager to please. Natalie started to see the layers of her husband’s personality, and though she wasn’t ready to embrace Penny with open arms just yet, she was ready to peel back the curtain.

One evening, Natalie decided it was time to confront Peter properly. She dimmed the lights, poured herself a glass of wine, and waited for him to come home. As soon as he walked through the door, she greeted him in a silky black robe, her favorite red lipstick, and a knowing smile.

“Sit down, Peter,” she said, her voice soft but commanding.

Peter hesitated but obeyed. Natalie pulled out a neatly folded piece of pink paper (the list of additional personal and very specific questions I’d suggested, based on the feedback Natalie had provided me) and placed it in front of him.

“Tonight, we’re going to have some fun—but first, I want answers,” she said, crossing her legs slowly.

Peter swallowed hard. He knew there was no escape.

As the questions flowed, Peter opened up more than Natalie expected. He admitted that Penny was his way of letting go of stress, of exploring a side of himself he’d buried for years. He even showed her a small hidden suitcase under a chest in the spare room, full of lingerie, wigs, makeup, and a pair of killer thigh-high boots.

Natalie couldn’t help but laugh. “Well, you’ve got better taste in heels than I do,” she teased, holding up the boots.

Peter blushed but managed a nervous smile.

Then came the big moment. Natalie leaned forward, her lips inches from Peter’s ear, and whispered, “Go upstairs, Penny. I want to meet her.”

Peter hesitated, his eyes wide with a mix of fear and excitement. But Natalie’s confidence was contagious. She poured herself another glass of wine, turned on some sultry music, and waited.

Thirty minutes later, Penny emerged at the top of the stairs—shaky but radiant. She wore a little black dress, the thigh-high boots, and a perfectly applied red lip. Natalie gasped, partly because Penny looked so different from Peter, his slight frame and pretty features overwhelmed Natalie, she blushed and almost whispered to her husband, hun you look sexy, like a woman. Peter blushed and smiled its the low light. Natalie shook herself free of the spell and said Penny GET DOWN HERE...

The sterness of her voice shocked Peter and made Natalie bite her lower lip, she realised she was turned on. Penny slowly walked down the stairs, Natalie smiled and noted that Peter was moving comfortably in heels.

Natalie stood, circled Penny like a lioness eyeing her prey, and then smiled. “Not bad,” she purred. “Now, let’s see if you can keep up.”

That night, Natalie and Penny ventured into uncharted territory, discovering sides of each other they never knew existed. Natalie felt a mix of curiosity and excitement as she watched Peter—no, Penny—strut nervously back into the room, her confidence teetering on those towering thigh-high boots.

Penny hesitated by the doorway, her hands clutching the hem of her little black dress. Her makeup, while not perfect, was surprisingly well-done, and her red lips quivered as she waited for Natalie’s reaction.

Natalie let out a soft laugh, the sound both teasing and warm. “Oh, darling,” she said, standing to her feet. “You’re absolutely adorable.” She walked up to Penny, adjusting the strap of her dress and fluffing the blonde wig she’d chosen. “But we can do better than this.”

Natalie led Penny upstairs, where she opened her own closet and began pulling out outfits—a glittery cocktail dress here, a flowy maxi dress there, even a vintage pencil skirt paired with a lace blouse.

“You’re going to model for me,” Natalie said with a playful grin, holding up a pair of pink kitten heels. “And don’t forget to twirl.”

Penny obeyed, slipping into each outfit with increasing confidence. The shyness melted away as Natalie clapped and giggled for each look, offering gentle critiques and saucy compliments.

“That pencil skirt really hugs your hips—are you sure you’ve never done this before?” she teased, watching Penny strut across the room with a growing smile.

Natalie couldn’t resist running her fingers down the smooth fabric of the skirt, her touch lingering just enough to make Penny shiver.

“Hmm, I think we need to try something bolder,” Natalie said, her eyes sparkling with mischief. She opened a drawer and pulled out a lacy babydoll nightie in soft pastel pink. “Go on, Penny. Let’s see how innocent you really look.”

As Penny slipped into the delicate lingerie, Natalie poured another glass of wine and leaned back against the bed, admiring the view. Penny emerged shyly, the sheer fabric leaving little to the imagination, her cheeks flushed a deep crimson.

Natalie giggled, twirling a strand of her hair around her finger. “Oh, sweetheart, you’re just too pretty,” she said, pulling Penny closer. She adjusted a stray strap on the nightie and ran her hand down Penny’s arm, letting her nails graze the soft skin.

But the most unforgettable moments were the ones that left Natalie blushing and squealing with delight. When Penny, emboldened by her wife’s playful energy, leaned in for a kiss, Natalie didn’t hold back. She pulled Penny into her lap, their lips meeting in a slow, teasing dance that blurred the lines between curiosity and desire.

By the end of the evening, Penny was exhausted, and Natalie was positively glowing.

The next morning, as Natalie sipped her coffee, she reflected on the experience. She wasn’t sure where this would all lead, but one thing was clear: her marriage was far from over. In fact, it felt like they were just getting started.

And as for Penny? Well, let’s just say she was going to find out what it means to be a woman.