Main course (Part 3)

I decided not to think about it too much, or at least try to. I mean, weirder things have happened. Have you ever been masturbating only for something to break your focus as you’re about to climax and end up coming but feeling nothing? That hasn’t only happened to me, has it?

Anyway.

Grace put her hands on my face and kissed me tenderly again and again. She flicked the tip of her tongue on mine, moaning languidly as I pressed her body against me to keep her on her feet.

“I swear the day you put a baby in me I’ll fall into a coma from pure pleasure…” she said, gasping. “I don’t feel my brain.”

“Please don’t fall into a coma with my child inside you…” I pleaded.

“Be careful saying stuff like that,” Diana warned from her spot, a mischievous grin on her face. “Your mother is looking forward to having grandkids, Oliver.”

I flinched. “S-She said that, huh?”

“Seriously, that’s so unfair,” Sarah moaned. “Diana has a direct line to our mother-in-law. She’s already the favorite.”

“To be fair, she could’ve easily been the most disliked,” Mila said. “Ms. Brooks didn’t like the age gap.”

“True,” I said. “Diana won her over.”

“And you won over my parents…” Sarah muttered. “Shit, I’m slacking.”

Grace kissed my cheek and began to pull away. “I’m alright now, love. I have my legs again.” She giggled. “Still, that was a little faster than I thought. Maybe this abstinence game was way too hard on you.”

“Hey, it’s fine.” I smiled wryly. “Well, NOW it’s fine. Any longer and I would’ve gone insane.”

“And speaking of going insane…” Mila got behind me and hugged me from the back. She loosened my tie, then one by one began to undo the buttons of my shirt. “I said I could go last, but make me wait any longer and I might start hallucinating.”

I swallowed, feeling my cock already rising again. Mila wanted it from the back, so… “Are there any condoms in here? I… didn’t bring any.”

“There are condoms and lube on the night desk in the bedroom,” Diana said. “I’ll go get them.”

“N-No, I can…” before Mila could stop her, Diana was already entering the bedroom. Mila sighed with a smile. “Does she look bothered to any of you?”

“No,” Sarah said. “And I’ve been watching her closely.”

“Yeah, she seems fine,” Grace said. “Fine, if understandably horny.”

I nodded. It was safe to say Diana had already confirmed her feelings on sharing me with the others. Like she said, it was mostly a formality.

“Thank God,” Mila said, letting out a relieved sigh.

Diana came back with a box of condoms and a small bottle of lube and left them on the stage floor. With a polite bow, she went back to standing next to the couch. She was really into her role as waitress, wasn’t she? Then again, Diana liked this elegant style of customer service.

“Thank you,” I told her, then grabbed the condoms and the lube with one hand while leading Mila to the couch with the other.

She bent over without me having to say anything, tantalizingly swaying her butt with her hands on the cushions. I fondled one of her ass cheeks, running my hand up and down, side to side and pushing it to the side to get a better look at her hole.

“You cleaned up properly, didn’t you?” Grace asked her teasingly, sitting at the other end of the couch.

“Of course!” Mila said, pouting. “Grace! Don’t ruin the mood!”

I chuckled and gave Mila’s butt a gentle spank before taking the bottle of lube. I poured some of it on my middle finger and gently pressed it against her little hole. She let out a cute yelp.

“Eek! It’s cold, hahaha!”

I leaned down and kissed her naked shoulder while rubbing the entrance to her asshole. Or should I say exit? I don’t want to think about it too much, honestly.

“Mmm, seriously, you guys should try this,” Mila said with a soft moan. “It feels so different.”

“I don’t know…” Sarah said with a frown.

“I think I’m good…” Grace said.

“I’ll give it some thought,” Diana said, taking the other two by surprise. And me too, for that matter. I found myself getting excited at the prospect of doing anal with Diana.

I pushed my lubed middle finger inside Mila. She got stiff, her asshole clenching around my finger. “Hnn…!”

I gently slid my finger in and out, letting Mila get used to the sensation. It had been two weeks since we’d had sex, but even longer since we last did anal, after all. Still, she quickly began to loosen up.

“I think I’m good, Oliver,” she said, turning back to look at me. Her cheeks were red and she was biting her lip in anticipation. “Put it in me.”

I pulled out my finger and grabbed a condom. They were my size, and that made me briefly wonder if Diana, who worked at this hotel and knew we had a reservation, was the one to leave these here.

I put it on and rubbed some more lube over my protected erection. I teased Mila’s asshole from behind, poking it with the tip of my cock like I had done with Sarah and Grace before. Then I stepped away.

“Eh?” Mila looked back at me and saw me offering her my hand. Confused, she took it and rose from her previous position.

I was the one who got on the couch instead, sitting down and patting my lap. Smirking, I made a suggestion, “Wanna try reverse cowgirl?”

Mila’s eyes went wide, a shiver running down her whole body. “Holy… That’s REALLY gonna hit deep,” she said with an excited giggle.

Grace and Sarah shared a look, and without words they both got closer and sat down at both sides of me, curious eyes on my dick and on Mila’s butt.

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