A slip up

Jason: She actually did it!

Jason: I'm nothing if not a man of my word, so dinner is on me.

Jason: Should I be concerned at how quickly you were to come up with a convincing story??

Tiffany: I'm honestly surprised at my improv although I'm might've dug myself into a bit of a hole...

Jason: haha we'll see

For the next half an hour Tiffany and Jason texted back and forth about their tastes in music, tv, video games, and life in general, all the while Tiffany was tracking her parents location, getting changed into her non-female clothes, and gently teasing her asshole with her dildo. She was just getting ready to really go to town on herself when her phone dinged that her parents were only a few minutes away. Damn, thought Tiffany, I guess I can't be too upset. I got a lot more time than I thought I would. Before heading downstairs, she cleaned, then tucked her toy away with a sloppy tongue kiss. By the time her parents walked in the door, she had gotten the pizza out of the oven, set some plates, and set the counter up with all the necessary ingredients for the cocktails.

Her Dad was first to walk in and, seeing the cocktail ingredients on the counter, gave Tiffany a clap on the back.

"I knew I could count on you to be ready!" He laughed. Tiffany could tell from the goofy grin on his face that her parents had definitely fooled around a bit while out on their drive.

Tiffany was so busy moving around the kitchen that she didn't notice the odd look from her Mom. It wasn't until she felt her Mom staring that she looked over and saw her Mom's slightly furrowed brow and pursed lips. Very quickly her Mom smiled and asked if Tiffany would help her with something. Unsure of what was going on, she followed her Mom up the stairs and into her parent's bathroom. When her Mom opened her vanity, pulled out a makeup wipe, and handed it to Tiffany, her stomach dropped and her head spun. I totally forgot to take off my makeup! She remembered she hadn't gone heavy with the makeup, just enough to highlight her feminine features and mask her almost non-existent "masculine" features, which was likely why her Dad hadn't noticed anything.

"Mom..." Tiffany started but her voice broke and tears began to form.

Her Mom rushed forward and enveloped Tiffany in a crushing hug. She couldn't remember the last time her Mom had hugged her like this and the months of sneaking around and hiding who she was becoming came crashing down on her. Tiffany wrapped her arms around her Mom and sobbed into her shoulder. Her Mom was equals parts soothing and crying into Tiffany's shoulder. For a full minute they cried together until they were able to compose themselves.

"How long?" Her Mom asked as she dabbed at her eyes with a tissue.

"A couple of months." Tiffany answered, her voice still wavering with emotion. "At first it was just a little experiment. But the first time I put on women's clothes I felt...right. Complete. Like this is what I was meant to be."

"I've noticed that you seem happier." She smiled. "And that you've slimmed down a bit and you've let your hair grow more than usual."

"So...you don't hate me?" Tiffany asked, her voice starting to break again.

"Hate you?" Her Mom replied, the hurt and pain all too clear in her voice. "Baby, I could never hate you. All I've ever wanted and all I'll ever want is for you to be happy. If you feel this is who you are and this feels right and this makes you happy, then you are and forever will be my daughter."

The crying this time didn't last a full minute before they both regained their composure.

"So, what should I call my beautiful daughter?" Her Mom asked.

"Tiffany" Tiffany managed to squeak out between sobs.

"It's beautiful. And so are you, Tiffany."

"Are you ready to tell your Dad?" She asked.

"No, but it doesn't feel right to keep him in the dark." Tiffany answered. "Give me a few minutes to touch up my make-up?"

"Of course. We'll be downstairs whenever you are ready." She answered and gave her another hug and a kiss on the cheek.

While it was incredibly relieving to not have to hide any of this from her Mom anymore, it was also still very nerve wracking to have to admit this to her Dad too. Regardless there was a catharsis to pulling all of her makeup out of the hiding spot in the closet and spreading it out over the top of her dresser. She was slow and deliberate with touching up her makeup, both to make sure she did a good job and to give herself time to steel her nerves for what was about to come.

When everything was set she headed downstairs, her Dad was seated next to her Mom at the island chatting over their Manhattan's, Tiffany was surprised to see a third glass placed at her seat.

"Hey kiddo." Her Dad said as she walked in. "Your Mom said you could have one as long as you promise not to drive anywhere tonight."

Her Mom looked over at her and gave her a wink.

"Wow, thanks Dad!" She replied and moved to take a small sip.

"Woah hold your horses there!" He covered her glass and lowered it to the table. "It's your first cocktail, so what are we toasting to?"

"Well, I have something important to tell you." Tiffany started, her heartbeat drummed in her ears. She swallowed hard and continued. "I'm a woman."

Her Dad's smile faded and he quickly looked over at his wife. She gave a brief nod to answer his unspoken question of whether they had just discussed this upstairs. The silence, in reality, only lasted five or six seconds but to Tiffany it dragged on for an eternity. In those brief seconds her adrenaline spiked, her hands began to shake, and she felt the resurgence of unstoppable emotions. With a very noticeable elbow from his wife, Tiffany's Dad was out of his stool and, like his wife only minutes ago, wrapped her into a crushing hug.

Her Dad was eight inches taller than her at 6'2 and she couldn't recall him ever being skinny but also never overweight. He had a trapezoid shaped torso (broad shoulders that tapered down to his waist) and surprisingly toned, strong arms. Months ago, Tiffany was jealous that she was trapped in a petite 5'6 body with androgynous, if not downright feminine, features while her father was the picture of masculinity. Now she appreciated taking after her mother and appreciated feeling small and secure wrapped in her Dad's arms.

Aside from some sniffles and a few heavy tears, Tiffany was able to keep the bulk of her surging emotions in check. A well timed tissue from her Mom helped to dab away the moisture while keeping the makeup intact and prevented her mascara from running onto her Dad's shirt. It meant a lot to Tiffany to see her Dad's eyes watering as she explained her discovery and the past few months. When she explained the whirlwind of feelings inside her, finally feeling right in her body but also guilt and shame for being different and lying to her parents, her Dad let out an actual sob and pulled her into another hug. Her Mom wrapped her arms around them both and they all enjoyed a much needed cry.

"I'm sorry." He said, after they finally all regained their composure. "Not for losing a son. Never that. I'm sorry that you felt guilt and shame for being who you are. I'm sorry that you felt you had to hide it. That you didn't feel like you could tell us earlier."

Grabbing his glass, he motioned for the ladies to grab theirs. "To our lovely and beautiful daughter, Tiffany, cheers!"

The three of them gently clinked their glasses together and took a sip. Her parents swallowed their sips with practiced ease. Tiffany, however, took longer to swallow thanks to equal parts the strong taste and the lump in her throat from her Dad's words.

The rest of the night, aside from her Mom mentioning shopping together and offering make-up tips, was mostly like nothing had changed. There was pizza, another round of cocktails for her parents, and her Mom destroying the two of them in Jeopardy. As Tiffany, laying in her bed hours later, drifted off to sleep it was without any feelings of shame and with the memory of both of her parents telling her they love her, no matter who she is.