MOTB Tales: Meeting Her Family

 

MOTB Tales: Meeting Her Family

I’m a progressive guy and that even extends to my sexual appetite, but I do consider myself a red blooded hetero male.  Still, when Kaitlyn confided in me that she was born Kyle, and that she still has a penis, I had to do some soul searching.  But I love her and we are soul mates, and nobody but us and her family has to know, right?

The rehearsal dinner was great to have our families and friends meet.  My cousin Rich and Kaitlyn’s little sister Alison were definitely hooking up based on they way they leered at each other – and my boss and her mom Debbie were also enjoying each other’s company.  No problem!  

 Two weeks later, my new wife and I were cuddling after making love, and she whispered, “I should have told you that my mom used to be my dad, Doug, and my sis was born Aaron.  We all decided to not have the operation, because it’s more fun this way – don’t you agree babe?”

 

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Returning the Favor (starring Kimberly and her mother Irina)

Returning the Favor

Kyle Waters knew that his dad Ian certainly understood his need to be a woman. Since she came out as Kimberly while in college, Ian stood by his daughter as she struggled with acceptance from family and so- called friends. She had inherited her Dad’s size and muscle mass, and cried as many taunted her lack of feminine appearance.

Researching gender identity, Ian discovered a nearby stream hidden in the woods near their house, that supposedly had magical properties. Kim thought Daddy was daft, but because she loved and respected him she accompanied him to a hidden spot; she disrobed and swam in.

The water tingled her skin, and amazingly, rough became soft, and bulky became lithe and curvy. As he put the silk robe around her girlish body, parent and child cried.

Grateful, Kimberly whispered, “Let me return the favor, - Mom!” and pushed Ian into the stream.

A year later, Kimberly escorted the lovely Irina. Mother and daughter would marry their fiancées by the stream.

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ANNIE'S CAPS - Post 450/return from vacation: Catching up with the "Cooolest" Mom

MOM Is the HOTTEST Ever!

(but her daughters are catching up fast!)

Hi it’s me, Erica, and six years ago, I helped my sons discover the cute girls inside them, much as I (their former dad) found the blonde babe in me. Well, now those cute little girls started hormonal treatments, and my little princesses are starting to get a little wild.

Whitney, Heather, and Simone are crazy about their round little butts and “boobies” on their chests. They love bikinis, makeup, and BOYS. Their step-dad is laying down the law: no solo dates, no bad grades in school, and no sexy pix on Facebook – like this one below.

Ah hell - who am I kidding? My girls make me so proud to follow in my footsteps! They’re good kids, and I think I know how to raise them right!

As far as my husband… Mom knows how to handle her man (ROWR!) so that my baby girls can enjoy the most incredible summer EVER!

And I am still the coolest mom in town! ;)

PS: Click above to see how we found our way from boys to babes in bikinis!

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ANNIE'S CAPS - No More Pretending

No More Pretending

“Marquez, you really have a lovely family. Your wife and daughter are very beautiful and a delight to know, Joe.”

It was amazing how everyone at the bosses’ party really thought that my best friend Manny and his teenage son Sam were female.

I told Manny not to worry about me loaning him the money when he got laid off, but he knew that it would help me at work if I projected the image of a family man.

After the party, I told them both, “You can go take those dresses off, guys. No more pretending!”

They looked at each other and grinned .

‘Stephanie’ then bear hugged and kissed me on the cheek; “Daddy, Mom said it was OK that I could go out with Ryan tonight. He’ll have me home by 11:30 – bye!”

As she ran down the stairs to meet her boyfriend, ‘Maria’ pressed herself close to me. “I don’t understand, you can go back…”

“Shhh,” she whispered. “We both stopped pretending to be guys months ago. Now baby, it’ll be nice to have the house to ourselves . What can we do until our little Steph comes home, hmmmm…”

Oh yes - I sure do love my wife and daughter!

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ANNIE'S CAPS - Mother Knows Best (when it comes to being a girl)

Alison and Wonder-Mom

At age 15, my son Anton always showed character, compassion, and common sense well beyond his years. Considering how challenging it was to see his father – me, then Edward Bourne, come out as a woman, he always made me so proud! A mother couldn’t ask for a more lovely child – or could she?

“You always look so wonderful, Mom. You’re Wonder-Mom, in fact.”

I smiled at the joke, and then I put my hands on his shoulders. “It’s so wonderful to be a girl , honey.” I had a idea. “Say… would you like to know why?”

He blushed, and I knew that he wanted to know why – and as a loving mother , I could help him..

“Paul, I’d like you to meet my new daughter – Alison,” I cooed to my fiancée.

“Evelyn, she’s stunning, just like her sexy Mom,” he said as we kissed.

Alison giggled in a very natural fashion as her future stepdad teased her that his nephew Chuck would propose to her that night. And Chuck was smitten ; Ali and I had a very enjoyable double date – complete with sweet goodnight kisses from our guys.

I turned to her and grabbed her hand, and smiled. “See – I told you being a pretty girl is just about the most wonderful thing in the world. And tomorrow, we’re going shopping – for your maid of honor gown . What do you say about…”

Alison didn’t let me finish – she hugged me and said “Thank you Mom!”

I guess that was her way of saying YES!

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ANNIE'S CAPS - A Fine Family from Stepford

Stepford Family

KEITH: My son and I had not seen my brother or nephew in over 5 years!

GREG: Yep and Dad and I were not at all ready for their brand new look!

MIKE: You should have seen the look in your eyes, cuz!

CARL: Sorry for the deceit, but it was the best way our masters/husbands to recruit new sissy boi wives for the hundreds of Alpha males flocking to Stepford monthly!

My master Patrick saw our family scrapbook; he knew that if my new daughter and I took so well to being dedicated homemakers and subservient fuck-toys in the bedroom, that my “sister” and“niece” would also make two sexy shemales!

MOLLY: Just like Mom and me – don’t you love it when a real man fucks you like you’re his whore?

KATIE: I never knew how wonderful cock was!

GINA: Me neither Mom, and we are just as sexy and beautiful and docile as Molly and Auntie! What great role models they are for us nu gurls!

CLAIRE: And it’s just getting started. To think, 5 years ago, we never dreamed we’d be so damn happy. Imagine two sisters and their daughters, not having to worry about a job or supporting a family. We just have to be good housewives, and take care of every one of our masters' needs!

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ANNIE'S CAPS - Where In The World... are her husband and son?

PRIVATE DICK

Richard Anderson was the city’s best PI for hire. Today an heiress who’s husband Roger and son Wayne haven’t been seen in two years hired Anderson to locate them.

“Hopefully they haven’t gone far – I’ll give you an update in a week,” he promised, and he drove to his modest home in a quiet neighborhood.

His MILFy new girlfriend, Raquel, and her hottie coed daughter Willow – each a curvy blonde slut - laughed as he described his new assignment.

“Mom, isn’t it ironic that Daddy here knows exactly where those two naughty boys are?”

Raquel licked her lips and agreed.

“Baby girl, not only does he know where they are – he knows what they both want – they

want what is in his pants.”

Now shirtless, Dick Anderson leaned back and patted his “girls” on their bubble butts.

“The best part is – she has to pay me by the hour – whether I find father and son or not. This will pay for your boob jobs , girls!”

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ANNIE'S CAPS - Meet - rather MEAT - the Family!

Meat The Family!

Lucy: Ricky, babe, come meet my family! This lady to my immediate left is my wonderful mother Monica, and to her left is my beautiful mom-mom Theresa. As you can see, she ain’t no bluehaired granny!

Monica: Delightful to meet you Ricky. You are as handsome as Lucy said you were , and thank you for being as understanding about our transgender lifestyle. I wish Mom and I could find boyfriends as sweet and sexy as you.

Lucy, Monica, and Theresa

Formerly Lex (18) – Martin (39) – and Thomas (61)

Theresa: Let’s cut to the chase, Ricky. After you and Lucy first made love she told us what nice long thick piece of meat you have in your pants. Monica and I haven’t been properly fucked in months, and we’re so goddamn horny. How about the four of us go home and have a lot of fun. You and three generations of blonde girls with dicks – how about it tiger?

Lucy: Wow – I told you she wasn’t like any other grandma you’d ever seen. So – how about it stud – cum join the family?

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ANNIE'S CAPS - Trifecta (sequel to Three Point Play)

TRIFECTA

When we last saw Ryan Winslow and his twin teen sons Ian and Ethan, they were finally starting to adapt well to their lives under Witness Protection, as mother and daughters. Ingrid and Eliza were now sisters and still hooping it up in the high school gym, but now they were totally into flirting with, and even dating cute boys. Somehow they balanced straight A schoolwork, championship level scholastic basketball, chores, shopping, and an increasing social calendar. For a majority of these activities, these cute blondes were joined by their equally beautiful mother Robyn; as their coach and head of household, she brought out the best in her pride & joy.

But as a newly minted woman, she paid attention to the girls as they figured out what they were clueless to as boys; how a sexy blonde can get what she wants from a smitten beau. Ingrid & Eliza happily help Robyn pick out just the right dress for the annual State Basketball Awards, and they arranged for the radio announcer for the team, Chet Allen, to escort their Mom as she, along

with the entire girls’ team accepted their championship trophy.

Finally confident enough to enjoy a man’s company, Robyn danced the night away with Chet as her daughters watched while snuggling with their hunks. All three Winslow women became fully female soon after the twins’ 18th birthday – AKA prom night. That night, Robyn, Ingrid and Eliza each gave into their new desires and willingly surrendered their female virginities to their guys. They loved the way they felt as women – and as a close, happy family…

Curious to see how these girls became girls? Click below...

The original cap

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