Once they got back to the mansion, it was rather quiet. Compared to the loud gathering they had just left, almost deafeningly so. Perhaps the servants were sleeping or off elsewhere because the place seemed almost empty. Alex wondered about this, but simply shrugged it off. A bit of silence was sometimes a welcome change of pace. Making their way through the dark and silent corridors, they headed into the master bedroom.
"I didn't think about it initially, but I feel I should apologize for some of the comments you received from my family." She said, setting their masks on the dresser. "I hope you weren't too offended by anything."
"I was more perplexed by them than anything." He said, taking his jacket off. "I wasn't expecting your dad to just compare me to medieval English princes."
"My father has never had much of a filter between his mind and mouth." She took off her dress, which was rather quick and easy since it was a one-piece. "He tends to blurt out whatever he's thinking without considering his words first."
"I used to have a friend who was like that." He looked around, only to then realize he didn't have a change of clothes. "Shit, I think my clothes are in the car. Hold on." He was about to leave before she stopped him.
"Wait a moment, I have a change of clothes for you right here."
He turned around. "What kind of clothes?" Knowing her, it was anyone's guess what she would give him.
Lilith went into her closet and walked out with a maid outfit. "I'd considered getting one of these before but seeing you wearing a skirt encouraged me." She explained, handing the costume to him. "Mind trying it on for a bit?"
"No problem." His heart started beating quicker.
"I've got something for myself as well." She went back into her closet and got out a black leather corset; the same one she'd worn on the night they first met. "Since you seemed to like this outfit so much the first time."
He began changing into the maid outfit, taking off his clothes then slipping into it. Lilith was changing while he did this, but it wasn't easy to look at her and get dressed at the same time. Once he finally got into the maid outfit, he looked at her to see she was already fully dressed in her corset, gloves and boots. He sometimes forgot how fast she could be. Nonetheless, she looked just as good in it as he remembered. Only now there was one important difference: she had a strap-on dildo secured to her crotch.
She took one look at him and simply smiled. "As I suspected, it suits you. I should have you wear cute outfits like that more often."
"Thanks!" Hearing her praises never failed to give him serotonin.
She fastened a collar around his neck, then attached a leash to it. Pulling him in close, she smiled. "It's good to know that my parents are okay with us being together, but I must make one thing clear: even if we get married," she caressed his face "you'll still be my little puppy."
"Woof woof..."
"Good boy. To reward you for your good behavior tonight, I'll give you the strap that you so desperately crave."
She cuffed him, then had him sit on the mattress as she prepared the dildo. She doused it in lube and made sure the whole thing was slick. The strap she was using looked about average size, which he was secretly thankful for since he was a little out of practice.
"Get on all fours and face away from me." She commanded. He complied, then suddenly felt her hand firmly grasp him by the top of his head and force his head down. With his face down and ass in the air, she lifted his skirt.
He was ready for her to insert it, but then he realized something was wrong: she wasn't doing that. Instead, she just prodded his hole with the tip. He looked back to see what was going on. "Aren't you going to put it in?"
"Beg for it."
"Huh?"
"You heard me: you sounded so desperate when you brought this up last week, I want to hear you beg."
"Come on, please just ram it in." He shook his ass from side to side. "You said I've been good, right?"
"Ram what in? What do you want me to do? Use your words."
He felt she was having a little too much fun with this. "Please, I want you to peg me. I want to get railed by mistress's strap."
"That's more like it." He felt the dildo's tip pressing against his anus, before she gently slid it in. He could feel the phallus hitting his prostate as it pushed its way into his rectum. He tightly clung to the sheets and let out a whimper.
"It's all in, darling." She firmly grasped him by the hips. "How does it feel?"
"It feels good..." being penetrated, it soon became clear that he needed to get back in the habit of using the dildos and plugs he had at home. Especially if she was going to start trying things like this on him.
