I’ve written about cross dresser Pee Wee before and I bet some of you remember him! I could never forget him. Super sweet and polite, my Pee Wee was left in the dust by a wife that needed more. And to look at him with his clothes on, you might question why. Pee Wee has the build and body that women want in a man. He takes pride in his appearance. The problem is, Pee Wee hides a little secret, and hoo boy, do I mean little.
That secret is about 4 inches, and it’s the only thing separating Pee Wee from being the perfect man package.
Submissive Gets A Reality Check
Have you ever unwrapped a present and it’s in a box that instantly makes you smile? Maybe it’s the super pricey thingamabob that you’ve been putting off purchasing because it just feels like a super splurge. But your heart drops to your butt when you realize that your gifter is a jerk. Once that box is opened, it’s a whole different item, and something considerably less exciting. Maybe it’s kitchen towels or a nice set of coffee mugs, and you give a weak ‘Gee, thanks’ and try to look grateful. That packaging was fucking great, but the contents sucked! And you’re left with the sad reality that someone has the exciting thing you wanted, it’s just not you.
That’s Pee Wee’s whole life. His strong stature is just a cruel trick of Nature to show him what a real man should be. Sadly, without the power between his legs, he’s merely a lonely guy wearing a man costume. Pee Wee is like that misleading package. It looks great on the outside, but inside, there’s nothing but ho-hum and failure. And that’s pretty standard for an operating cuckold, but Pee Wee has to get a woman to stay long enough to cheat. And once those pants come off, it’s anybody’s guess if she’ll even want to waste her time.
Pee Wee’s Mixed Messages
I realize that submissives like Pee Wee melt like loser butter when they get into session with a Mistress, but I know very well how life works. There’s so much self-positivity in the media that the Pee Wee’s of the world might get a little confused when they’re out of session. I mean, Mistress says one thing, and the world says ‘Reach higher! Strive! You can do it! Believe in yourself! You are enough, just the way you are!’ The last thing I want is for any of the Pee Wee’s out there (and especially this one!) to wonder if maybe it’s not as bad as they think, for them to build their own confidence ignoring the truth. For this Pee Wee, that would be easy because everything else works. The mirror says you’re strong, good looking, and smart, so at least you have that going for you, right? Well, shut up. Literally shut the hell up. Because cock size matters. Women say they love funny guys with a great personality, but that’s a lie so they don’t seem like sluts. Women want cock. But you can’t tell that to Grandma when she asks you what you’re looking for in a guy.
How lucky Pee Wee was that I was working the other night to bring him down a few pegs and keep him in the proper headspace. It’s a public service I perform.
You’re welcome.
Pee Wee had come to me after sucking a dildo for hours. He was exhausted but I wanted to make sure my order was clear before I let him go for the evening.
Assignment
The assignment is as follows:
Every day until we talk to each other again in the New Year, Pee Wee is to stand in front of the mirror and say ‘I’m a sad sack subby and my looks are a lie.‘ He is to say it twice daily, ten times each.
I want those words to permeate him, to soak and marinate into his humiliation junkie psyche. After all, it’s the truth and no amount of reassuring himself can erase the facts. And I’m soooo excited to talk to him again and see the result of my head work that’s been slow cooking him for weeks!
Passed Around And Shared
Pee Wee has a few Mistresses that are working on him currently. We all have different domination styles but the message is clear. LDW doesn’t mess around when it comes to telling you the truth, that’s for damn sure! If you’re a submissive in need of some training, I’d love to work on you, too! I kinda get off on it!
This is what’s happening to me in my feminization circuit training program with Ms Erika, Ms Olivia,Ms Delia,Ms Erin,Ms Cindy and Ms Alyssa. Ms Delia said there’s no need to have masculine body I used to as she said she likes how I lost my muscle mass as I can fit into women’s clothes better as she really has hot sexy body she said likes how soft I’ve become, Ms Erika & Ms Olivia have started putting me on diet as they told me I need to lose weight to get girlish figure and not to have bodybuilding physique. After much thought I’m going to continue the feminization circuit training program throughout 2019. The feminization circuit training program is for real as they really do have control over me as I’ll always be a cream puff girl forever.
This past week my blouses came in and my masseuse had me try them on. She told me they look great on me and better then my guy clothes. She giggled as she talked me into buying them and even barrowed tried them on while she had hot stones on my back during massage and barrowed one of them this weekend. She said if I feel comfortable wearing women’s clothes I should keep doing this. She told me she will have blouse smelling like perfume when she returns it to me tomorrow and told me after holidays she will take pictures of me in blouse with her phone. I’m going to wear my makeup/lipstick/wig/bra when she does this and tell her I want to see how I look as a girl and get in touch with my feminine side. I really want to and plan getting more into dressing up and seeing how I look as a girl. I want her to help me with this. With her talking me in buying blouses she’s made me her cream puff girl along with being her cockold in a non sexual relationship. I want to ask her if she wants to take control of my feminization just not sure if she’s interested? What are your thoughts about this?
Ask her if she wants to take control. Women LOVE control! And you thrive in a female-led relatonship, so go for it, Paulina! And relish every moment!
I’m going to Ms Amber especially that she talked me into buying blouses trying them on while I had hot stones on my back and her barrowing one of them this weekend. She said she will return it to me smelling in perfume. Also she said after holidays she will take pictures of me with her phone wearing the blouses I bought. With her telling me these things I’m going to wear my makeup/lipstick/bra/wig and tell her I want to see how I look as a girl and get in touch with my feminine side. She said if I feel comfortable then I should do this and not worry or care what others think. With 2019 around the corner I’m going to get more into dressing up as a girl instead of watch football. It’s way more fun especially now that girls I play tennis with called me old:( I’ve started strict diet as I’ve gained to much weight going out with them as they are in better shape then I and this changes. I have everything I need with blouses added and now is the time for me to do this.
I couldn’t agree more, Paulina! It warms my heat that I’ve made such an impact on you! I hope you have a fabulously feminine 2019~
2019 is year I’m going to get more into this!! Ive spent to much money to purge. Also going to start strict diet to lose weight and get lean/slim/ripped so I can fit into women’s clothes/dresses better. No one wants to see a fat cream puff. Also masseuse said she needs to lose weight and I told her we can work together on this. I’ll help her and she can help me. Once she takes pictures of me in blouses/wig/makeup/lipstick/bra/breast forms after holidays I will email you pictures of me.
Can’t wait to see them!
Dear Mistress Amber,
I have 4 inches.
I’m a cross-dresser.
I’m a dildo sucking beta bitch.
I’m a sad sack subby and my looks are a lie.
Love,
Pee Wee
Music to my ears, loser!
Don’t forget that I want your progress report next time you call me in 2019 and you must complete your assignment daily until that day.
Yes Mistress.
It is a pleasure to serve you and I am enjoying my daily assignment.
It now runs through my head all day long.
Sometimes it settles into the background but I know it’s waiting…and then Poof! there it is, no matter where I am or what I’m doing.
Why?
Because I’m a sad sack subby and my looks are a lie.
I knew my assignment would reach into the deepest recesses of your brain and it’s doing what it was designed to do. No accident, bitch!
Pee Wee, myself and all women should thank you for taking an unworthy dickie or clit out of the gene pool. Once he realizes he doesn’t belong in a ANY pussy there is no telling how many women will be spared the disappointment unwrapping that present. NO Women should have put up with a tiny pee pee!
Oh, I couldn’t agree more, princess!
Mistress Amber
Pure brilliance, this post is fantastic! You’ve got this beta bitch down to a T, and then some! I just about fell off my chair when I heard and now about his affirmation! I agree, he’s happier remembering and affirming his place. His stress comes from pretending he is a real man. I look forward to hearing more fun, and HAVING more fun with you, him and the other Enchantrix Mistresses
Me too! My assignment is pretty damn great, if I do say so myself. And SO fitting for our Pee Wee!
Thank you, Mistress Amber.
Thank you, Mistress Erika.
You are so very welcome, Pee Wee~
These pretenders need to be brought down a few pegs. They think just because they have a man-like body that it’s all real. Really the deal is that they are over-grown adolescents whose growth stopped there.Keep reminding them that their pee-wee peens are useless!!!
I will, Miss Lena!
I will, Miss Lena!
I am a sad sack subbie and my looks are a lie
Oh, I love seeing that in print!
Mistress Amber i am a sad sack subbie and my looks are a lie
I agree a million times!
Dear Mistress i am a sad sack subbie and my looks are a lie
Bitch!