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Friday, March 29, 2019

Wife's return

My wife returned home last night from visiting family.  We missed each other while she was away, and agreed to have a quiet girls night in.  It was amazing to have a relaxing, intimate evening together!  

She even confessed her bisexuality, and how spending so much time with me as Alison helped her realize it.  I've never felt closer to anyone in my life!  Love you, sweetie!

crossdressing sissy and wife in panties

Wednesday, March 27, 2019

Homework

sissy sucks cock mother-in-law watches

My wife left this morning to visit her extended family.  Since she's gone for most of the week, I thought I'd have lots of down time.  

However, as she kissed me goodbye she told me I have homework while she's gone.  She says I need to brush up on my blowjob technique, since I'm not performing up to par lately.  I asked for more instructions.  

"Don't worry sissy, my mother will help you."  

"What?!" I asked in surprise.  "You told your mom about me?"  

She just smiled as she headed out the door.

Well, my mother-in-law is now giving me remedial lessons in giving head.  She gets him started while I watch, then pulls me in to switch places.  

I thought it would be awkward and embarrassing, but she's been very professional and a great teacher!













Friday, March 22, 2019

Walking home

My wife has a few friends over and the wine is flowing freely.  Now that they know of my female alter ego, they accept me dressing up in their presence and treat me as one of the girls.

Anyway the conversation turns towards me and how my wife humiliates me.  The girls listen intently to a few stories and are soon giggling.  

My wife smiles and asks, "girls, do you want to help me humiliate Alison?"  They all laugh and nod excitedly.  They huddle together as my wife whispers to them.

They hold me as my wife wriggles my fitted jeans off.  She cuts the legs off with scissors, holds them up, and trims some more.  When she's satisfied, she hands them back.  I grudgingly put them on before they lead me to the car.

We all climb in, my wife driving and me in between her friends in the back seat.  After what feels like forever, she pulls over to the side of the road and confiscates everything in my pockets.  "Enjoy your walk home, sissy!  Hope you don't run into anyone you know!"

I get out of the car and adjust the tiny shorts as best I can for maximum coverage.  There isn't much to be had, unfortunately.  I feel my face flush as a group of nearby strangers look my way.  

As I turn and start my walk down the street, I feel a gentle breeze on my exposed cheeks.  A car horn blares as my wife and her friends wave and jeer on their way home.  

Once they're out of sight I decide to make the best of my situation.  I strut down the street with my head held high, confidently swaying my hips.  This won't be so bad!
  
sissy wearing skimpy shorts

Wednesday, March 13, 2019

Good and bad news

My wife approaches me from behind and gives me a hug.  "Honey, I've been thinking and talking with my friends about our situation.  I have some good and bad news for you."

"Since we both enjoy Alison so much, I've decided to suppress your masculinity moving forward.  What I mean by this is your erections are going to be fewer and farther between, and will only happen under my supervision.  Hopefully by stifling your manhood, Alison will be encouraged to emerge and let her femininity flourish."

"Since I can't be with you all the time, I've picked out a chastity cage to be my helper.  Once you're secured inside, I'll keep the key on my necklace.  Since it'll always be with me, I can unlock you at a moments notice.  But don't expect it to happen often."

"Wow, I guess you've thought this through," I reply.  "You said there's good and bad news.  Please tell me that was the bad news?"

She laughs and holds her face against the back of my neck.  "Yes, that's the bad news.  Not so bad, huh sissy?  The good news is after talking with my friends about all this, some of them were intrigued.  At least one has convinced her husband to wear her panties in the bedroom.  Another wants her husband in chastity.  Others are keeping an open mind.  So, you may have some company on your journey!  We'll keep our fingers crossed."

Later, she has me shave my body and dress as Alison.  After I carefully slide my genitals through the ring, she places the cage in place and slips the lock in place.  Click!

feminized sissy in chastity cage