Milled - Cover

Milled

Copyright© 2024 by OmegaPet-58

Chapter 41: Night Life

Drama Sex Story: Chapter 41: Night Life - Mothers can be maternal, or infernal and despicable. Here, a good mother earns a life of love, lust, and happiness, while older children of bad mothers escape—including sisters whose parents wanted to traffic them overseas. Through blood and marriage ties and many twists and turns, these nine characters have the happy endings (in every sense) they deserve. Contains hydrotherapy and transvestism (a woman in hiding, who adopts a temporary male identity and clothing).

Caution: This Drama Sex Story contains strong sexual content, including Ma/Fa   mt/ft   Fa/Fa   Mult   Coercion   NonConsensual   Rape   Romantic   Teen Siren   Gay   Lesbian   Heterosexual   CrossDressing   Fiction   Crime   Rags To Riches   Sharing   Incest   Mother   Daughter   Uncle   Swinging   White Male   White Female   Hispanic Male   Hispanic Female   Anal Sex   First   Lactation   Massage   Oral Sex   Voyeurism   Big Breasts   Menstrual Play   Nudism   Slow   Violence  

“So, I’ve been thinking about this.” Willie was helping Tricia become Trey. The enlarged shoulders and upper chest were on, and the piece for her lower ribs was in place. It was time to start dressing.

“I’m toning down the lesbian look for tonight. It’s better if you look like you’re out with a girlfriend, or at least a straight woman. Alright, let’s start with the underwear.”

She pulled up the white cotton briefs, stretching them tightly over her hips and ass cheeks, but Willie stopped her.

“I bought you a present. Here, Trey, this cock is for you!”

It was a realistic dildo with prominent veins. The surface texture was very soft, and the whole thing was surprisingly heavy from the steel rod embedded inside.

“Hmm. Do I have to wear it on the outside?” Tricia had a lascivious smile on her face, imagining the sensations the heavy tool would create inside her vagina.

“For now, yes. Later...”

Willie pulled out the waistband and dropped the tool inside her briefs.

“OK, let’s continue. Here are the pants, they should fit after the alterations. Yeah, good. And the belt. Yes, it’s narrow, but so are the loops. You missed one! OK, that’s better. Now for the shirt. Something different, men’s shirts button the opposite way from women’s. I can tell you why, but I don’t want you to collapse from boredom before I finish helping you dress.

“Let’s button the cuffs and put on the coat for a minute. Oh, it fits nicely. The tailor did a good job with it. Now for the ... OH SHIT!”

“What’s wrong?”

“We don’t know how. Your necktie! I gotta call Gabe or your uncle. Go sit over there for a minute.”

After Uncle Jul put her in a proper Windsor knot, they were ready to go.

“Wish me luck, uncle.”

“You’ll be fine. Because you’re so masculine, this is the first time since you arrived that I haven’t felt attracted to you. Just remember to not talk too much, and to ogle the hot heterosexual women.”

Willie and Trey walked to her driveway. In front of them was an almost-new Ford F-150 pickup, jacked up and running extra loud. It was perfect for their purposes. Trey walked Willie around to the passenger door, with a stop to lower the tailgate. Willie had a little trouble climbing up to get into her seat, so Trey helpfully boosted her up with “his” hands squeezing her ass.

When they were both seated and ready to go, Willie asked, “What is that tailgate thing about?”

“You’ll see in a minute.”

The engine started with a throaty rumble, and Trey drove out of the driveway and started down the street. When they passed the constant Audi, they parked right in front of it. Leaving the engine running, Trey jumped out and walked back with a peevish scowl to slam shut the tailgate. Looking directly at the woman inside the Audi who was monitoring Gabe’s house (evening shift), she turned and strode back to the driver’s door and pulled herself up into the cab.

“Well, Trey, that was daring. Why did you do that?”

“Simple. We go out on the town tonight, and I practice picking up chicks or something. That’s a waste of time and effort. I only need to convince the watchers that you’re living with a studly young man, who comes and goes as he pleases. And they couldn’t care less about him.”

“I think I get it. So long as they are watching Mia and Gabe’s house because your uncle is there, Trey is just my new boyfriend who comes and goes from time to time.”

“That’s exactly right. So, now that we’re out together, I was hoping you would take me to a restaurant. My uncle gave me $50 so we could go to, I don’t know, Denny’s? Applebee’s? Dairy Queen?”

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