Are You Experienced? (Let our girls keep track of that!)

 

Are You Experienced?

Dave (18): Dad, you have to kidding.  You’re saying that these two hot girls and their pretty mother, are actually neighbors and best friends?

 

Sam (41): Crazy to believe, huh son?  Well, the one of the left is my fishing buddy, who you know as Mr. Adam Sweeney, but for tonight, she’s my date, Ms. Allison.  The one of the right is your brother’s basketball teammate, Josh, but right now, she’s Randy’s date, Julie.  And the young lady making her debut tonight as a girl is Victoria Sweeney.  As you may have guessed, Vicki grew up as Vance Sweeney, your school chum.

Randy (20): So what do you think squirt?  All of those days riding skateboards and playing video games with Vance, you never knew that there was a hot chick inside of him waiting to bust out.  Julie and I started this whole “best friend to girlfriend” situation when I caught her dressing in her then girlfriends panties.  One night with me made her go girly for good.  And how many times have we made love since then, babe?

Julie (20): Seven times, and it gets better each time, stud.  (giggle).  And not long after we were caught by Mr. Dave, we convinced him that he could seduce my then-father into being his soul-mate.  Right Mom?

Allison (40): That’s right, honey.  And the fact that I secretly lusted for Sam since we were kids was my catalyst for my new life.  That was just two weeks ago, and we’ve had sex four times since then.  And now, we get to pass on this wonderful feminine feeling to the birthday girl, Miss Victoria.

Vicki (18): Thanks, Mom, sis.  So, Dave… guess who’s gonna be my first?

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Cynthia & Those Cougars (with links back to the 1st 2 caps)

Cynthia & Those Cougars

Christopher Dean III told his family that he needed

to be a girl…

“What a great idea,” Dad and Granddad said… Then the real fun began!

(Chapter 3 in a continuing adventure)

40something futa Candice and her T-cougar “mother” Catherine crept in the kitchen door of the three story Colonial they shared with Candi’s daughter, Cynthia. It was Cyndi’s revelation of her own sissy status that inspired Cate and her daughter to follow in their daughter/granddaughter’s high heeled footsteps.

But tonight, the older Dean girls had a double date with a father/son attorney duo while Cyndi stayed home to study for her final exams. The mature and curvy redheads giggled through whispers trying not to make noise and bother their baby girl, but a statuesque teen dream met them in the hallway.

“Gosh, Mom-Mom, you are having trouble walking? How much cock did you have up your ass-pussy tonight? And hey, Mom – your breath smells like cum. And there’s a little dried spunk on your nose. I think you might love sucking cock even more than I do!” giggled Cyndi.

“Candi, our little princess is a little jealous, I think,” Cate smirked.

“Well, Mom, I think she needs to concentrate on her big test – that way, if she passes, we can introduce her to Daniel James McDowell III; college BMOC and third generation tranny lover. If he’s anything like his dad or granddad,” added Candi.

Cyndi’s “clit” erected a tent in her silk gown and she grinned at her mom & grams.

“Let’s go upstairs so you can tell me all of the fun you both had tonight!”

(Catch a glimpse into this trio's prior adventures by clicking below - and stay tuned. There's more to come for these tri-generation ginger! )

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MOTB: A Suprise for Stanley

MOTB Tales: A Surprise for Stanley

Stanley Williams was proud his son Gary when he proposed to his college sweetheart Hailey – and he was very supportive when Hailey shared her transition from sad boy to happy sexy young lady. But Stan when learned that her last name was Kopernick, he asked her if she was related to Jimmy Kopernick, who he served in the Navy with.

Hailey smiled and said, “I think so – when my Mom comes out for the wedding, you can ask her that.” She winked at Gary as she spoke.

“Dad, come meet Hailey’s mom ,” Gary said as Stan finished putting the corsage on his tuxedo. It was a simple ceremony, and the kids’ single parents would be acting as their attendants.

“It’s usually bad luck to see the bride in her gown, young man,” cooed the stunning mature blonde in her slinky blue outfit, “But I’ll overlook it because you just reintroduced me to someone I missed very much. Looking good, Seaman Williams.”

Stan’s heart stopped. “Jimmy?”

“Call me Janet, handsome,” she winked at Hailey.

“Like mother like daughter, huh?”giggled the younger T-girl.

The wedding was memorable for all – but the reception was especially interesting; fueled by a desire they barely understood, and by alcohol, Stan took his long lost best friend into the banquet hall’s office, laid her on the desk, and consumated their passion together.

Peering from behind the door, Gary and Hailey watched their parents fuck like mad– so like father and mother, like son and daughter, they started their honeymoon in the kitchen pantry.

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ANNIE'S CAPS - Grow Up (and out!) ( @ )( @ )

“Oh Grow Up, Dad!!”

Mark: Who is this “Dad” you are speaking of, honey? Do you know of any Dad with a body like mine? Your Daddy is the hottest dancer at the Red Velvet Lounge – “son”!

Kevin: My dear Daddy is the sluttiest shemale whore in five counties. Don’t you have any self respect – or did the surgeon throw that out to make room for your implants?

Mimi: I love who I am, dear child. Thirty years of posing as an ineffectual male are history. But just because I’m a woman doesn’t mean I don’t take my parental duties seriously - and I don’t care for your tone or your words, young man err young woman!

Kylie: Look, I’m just as much a female inside as you, and you did help me transition into a cute girl before heading off to college. But how can I compete with a mother who is a stripper? I feel more stupid and inadequate now than I did as a dorky teenager!

Mimi: Kylie, do you think I just woke up one morning looking and feeling like this. I had many a day where I just wanted to blow away – I looked like a man pretending to be a woman. I wanted you to transition more gradually, and now that you are eighteen, I want to propose a deal to you. My boyfriend, Carlo, the club manager, is always looking for more hot T-girls to dance and “entertain the clients” if you know what I mean J I got him to agree to my terms, baby: if you maintain 3.0 in your classes and graduate on time, next summer, he’ll pay for you to get tits like mine, facial reconstruction, and carte blanche to get the sexiest wardrobe ever. You’ll also work at the Red Velvet Club on weekends and summer; you’ll work your way from waitress to on stage talent – and when you graduate, and once you’ve learned the art of the lap dance and the how to use your body to make money and make men cum, you can join your Mom as the co-headliner. You’ll have a body like mine, but you’ll have something I don’t - a college degree. I love you so much, and I will do anything to see my little girl be a success!

Kylie: What a great Mom you are! Say – can I help you thank Carlo tonight? (giggle)

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ANNIE'S CAPS - Shame On Us!

SHAME

on us

“William Martin – shame on you for being such a poor role model to your son Carlton – taking him to a tawdry strip club on his 18th birthday,” said my cousin Tonya as she chastised me.

“Look, since my wife Denise died last year, the boy and I haven’t spent much time together,” I said in my defense.

“I know why you chose it to, cuz – you ain’t that much of a man but you’re ashamed to let your child know. So let me introduce you to your DAUGHTER – Cassandra,” she smirked.

OMG – it was my pride and joy, looking as fine as any young woman her age. She spoke in a soft voice that my son never had.

“I used to watch you and Momma dress on Halloween as sisters, and I always wished that I could have dressed up like my two moms and gone out to party with some studs. How about you let Auntie Tonya make you up like my sexy

mother Whitney and we go celebrate my birthday as ladies?”

Shame on me for not realizing that Cassi and I would be closer as mom/daughter than ever! And we bonded over strippers again, but this time we got up close and personal with some fine ass men!

And yes , we both now enjoy putting our soft, pretty lips around these kinds of “straws!”

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ANNIE'S CAPS - David, Dad, and the Debutante Ball

David

THE

Debutante

At this moment, David Morgan wishes he was home. Playing video games, or even doing math homework.

But here he was stepping out of a rented limousine, wearing a gold Lamaze gown, with strappy heels, a blonde wig, and some body parts manipulated to match his wardrobe.

Tonight, David was Denise, and she was making her debut, under the watchful eye of her father Curt – except that Curt had his own gown, heels, wig, and “modifications” and was grinning from ear to ear, playing the role of Carla, Denise’s proud mother. And it was Carla who arranged for her date’s nephew to escort the 17 year old “daughter” to the Turnabout Debutante Ball.

Denise felt frozen in fear about showing her feminized body to the world, but her mom had no fears, and she was really enjoying holding hands and cuddling up to her date George. Then Denise saw Gary, her escort with the same appreciative look that George gave Carla – and it empowered her, just like any beautiful woman knows.

Carla’s heart swelled like any proud mom’s would – and both George and Gary swelled in their own way…

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MOTB: Hen Party

MOTB Tales :

Welcome to the HEN PARTY!

My wife Barb are so proud of our son Jacob as he prepares to marry his darling Debbie – but her family is a little bit more uptight than ours, so they would have frowned on me taking Jake and his buddies out for a bachelor party with binge drinking and strippers giving lap dances – but Barb and I had a great plan B for the young lovers.

We made sure that Kate and her daughter Jenna came to Debbie’s henparty. You see, Kate is the other me – when I’m not being boring old CPA Ken. I’ve been both supportive husband and best girlfriend to my Barbie, and she loves having a husband who enjoys shopping for cute clothes, and sharing a cock or two – hundred; yea, we’re a little wild and unconventional.

And if you didn’t figure it out, Jenna is Jacob, and has been since she debuted at the womanless pageant Jake’s school had his junior year (she won, of course). I took Jenna out on a double date the day she turned 18, and that night I saw her become a woman, as we had a blast as a sexy mom/daughter combo.

Well the good news is that Deb is not nearly as prudish as the rest of her family. She caught on early to the identities of Kate and Jenna, and the four of us enjoyed the show as four or five pieces of prime beefcake strutted across the stage, their lovely cocks glistening.

Barbie slipped Tony and Shawn $200 each and invited them back to our private suite at the club. Barb & Deb worked on Tony’s schlong while my Jenna and I lavishly sucked and swallowed Shawn.

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MOTB Series: Double Wedding - 3 Sisters and a Joyful Mother

MOTB Tales : Double Wedding

When the Feds finally convinced my sons and I to take on female identities to avoid retaliation from the mob, I could never had guessed that we’d be here today so happy with our lives.

To give up my life as tough cop Ben and start over as Belinda, doting mother of three, seemed unthinkable. Now Jacob was a toddlerat the time so his conversion to cute little Josie was relatively easy – but getting his older brothers Marcus and Evan used to their new bodies, and life as teen girls seemed like a crazy uphill battle.

But you know what – as close as we were before, we got even closer as lived our new lives as 4 lovely females. My darlings were growing into their femininity. They also bonded as sisters – Mindy and Emily were inseparable and they thoroughly enjoyed being cute high school girls. They also adored and doted on their baby sister, which really helped me as I was learning how to be a mom and a secretary after years in law enforcement.

A year after Mindy left for State U, Emily followed her big sister and they shared a dorm room; but they were only an hour away so Josie and I still saw them a lot. We talked constantly about school and guys – a lot about their love lives!

Josie was now old enough to go to school, and I was so proud of all my girls. I also finally jumped into the dating pool – Tom Tanner the VP of Marketing asked me out; my daughters were so supportive!

Four years later, our lives are incredible. Mindy met John and fell in love; John introduced Emily to his brother Steve and déjà vu! They are heirs to a family fortune – the same family that owns my firm where I am now the customer service manager!

My babies ended up having a double wedding, with Josie (growing up so fast!) as one of the bridesmaids. But the best part – they all set Mom up – along with Tommy who caught the garter and immediately got on his knees to propose at the reception! I cried & hugged & kissed them all so much!

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ANNIE'S CAPS -Welcome to the Show!

WELCOME TO THE SHOW!

When Tom Weaver (45) learned that his handsome, smart and macho son Pete (21) was working as a stripper to get through college, he expressed concern. When Tom learned that Pete had let his hair grow out, had taken some estrogen pills and was dancing as a girl, he was flustered and furious.

But when he learned that “Penny” was making over $1000/nite in tips from pole dancing, lap dances, and “other” activities… well, Tom was less furious, and even open to a suggestion that his now-daughter had for him.

So come on down to Scarlet’s on Route 69, and you’ll see one of the few mother-daughter tandems in adult entertainment. For a “girl” at her age, “Tess” has a great body; both Penny and her mom love showing you what they’ve got in their G-string. And for the right price, they’ll give you everything you want!

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WE'RE BACK - new Madame Jae's cap: TRUST ME

MADAME JAE’S

PRESENTS

TRUST ME

As the lovely duo strolled across the banquet hall at the monthly J-Club dance, James Hardy couldn’t help but reminisce about the first time he took his son Derek to Madame Jae’s. It was a tough time for both of them; James’ NFL career was over thanks to a bad knee, and like many athletes, he had fathered a child out of wedlock who was lacking in a good role model. IN fact, Derek’s mom was dying of AIDS and he would soon be a victim of the system.

But an aunt of James – who he later found out had been born an uncle – told him of Madame Jae’s – “I think you’d enjoy a fresh start – Juliette.”

Amazed at the transformation from buff cornerback to curvy diva, the ebony beauty enjoyed her look, her new sisters in the “Jae sorority” and the attention that the J-Club men gave her. When Derek’s mom died, Juliette knew what to do. Reluctant to even accept his dad, especially now in her femme role, Derek resisted even going to the salon until one day Juli brought her son a computer generated picture of a girl named Danielle.

“Trust me, you want to meet her.”

“That’s me – as a girl, Dad?”

“It can be – and please, call me Mom.”

Soon Danni came to life thanks to Madame and her awesome staff, and Juli and Danni were inseparable. The famed Jae Juice brought out the best in them: round booties, soft mocha skin, and long shimmering hair.

That was two years ago, and tonight is Danni’s 18th birthday. Juli trusts that her daughter will be able to make her own decisions as to whether to consummate her relationship with her doting boyfriend Mike. And while Danni knows that while her Momma is always there for her, that tonight, Juli and her lover Leon (a former college teammate) will be spending the night at his house…

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ANNIE'S CAPS - Best Mother's Day Tale (Happy Moms Day to Moms - and Dads who want to be Moms)

THE BEST MOTHER’S DAY GIFT EVER

starring Ian and his son Russ

As a single parent, nothing was more important to my than the respect and love of my only child. That being said, after my ex-wife ran away with my ex-best friend, I finally confronted my lifelong need to be myself – Isobel, a woman trapped by chromosomes. It scared the hell out of me to tell my 16 year old son that his father was a transsexual, would now be his mother, and would be very interested in being intimate with males. Thank God, between our long talks and some great counselors, he was able to accept me in this way.

In fact, we grew closer, and it was tough seeing him go to college a few years later. But after his first year at State, he said he had a very special Mother’s Day gift for me. My son, remembering holidays - what a change! But that was nothing compared to the sight of him when we arranged a nice dinner out on the town – there stood a lovely young blond in a romantic spring dress, smiling nervously..

“Last Halloween, on a lark, a bunch of guys cross-dressed for a party. I had a good time, especially when a football player asked me to dance with him. We got so caught up in the charade, I woke the next morning in his arms. So maybe the apple didn’t fall far from the tree, Mom?”

We hugged & cried and I told my new daughter that she already discovered my favorite reason for being a woman – the joy of having a man lovingly inside you!

That night at dinner, Rachel and I talked at length about finding Mr. Right and how to seduce him. Before long, we both had found our dream guys who worshiped us, respected us, and made us scream with delight. Next year, we’re planning a mom/daughter double wedding – on Mother’s Day, of course!

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