Put on lipstick

You figure you’re not going to win if you don’t take your turn. You let out a sigh as you put down the card.

“I guess I’m going to need to borrow lipstick.” You say reluctantly.

Olivia jumps up gleefully and rushes over to her makeup table. She shuffles through a collection of lipstick tubes before grabbing one.

“This one is perfect!” She says as she opens the tube in front of you. It’s bright pink lipstick, and as you look closer at it, it seems to have some kind of glitter in it.

“This is a little much for me, but I think it will look great on you.” She says with a grin.

You can tell she’s enjoying embarrassing you, but you’re not going to back down this early in the game.

“Just give it here.” You say in a defeated tone.

“Since I’m guessing you haven't put on lipstick before, I’ll help you this time.” Olivia says as she brings the tube to your lips.

You relax your lips as she rubs the shimmering pink goop onto them. You have no real reference point, but it feels like she’s really caking it on.

“All done!” She says as she backs away.

She walks back to her dresser and brings back a small mirror. She holds it up to you.

“What do you think?” She asks.

You look at your reflection staring back at you with now glittery, bright pink lips. It’s a strange sight to see. On closer inspection, you could even say your lips now look slightly bigger, plumper.

“Well, whatever you think, I think you look super cute.” Olivia says as she pulls the mirror away and puts it down. “Now, time for the next part.”

She turns around and bends over. You’re a bit confused at first as she backs her ass up closer to your face.

“I get to pick where you kiss, remember.” She says as she pulls the side of her underwear down a bit, allowing her left butt cheek to hang out. “I want a big ol’ kiss on the cheek!” She says with a laugh.

Once again feeling defeated, you pucker your lips and press them hard against the soft, warm, cheek of her ass. You pull away to reveal a shimmering pink kiss mark. Olivia turns back to admire it.

“Now I have proof that you kiss my ass.” She says as she pulls back up her panties and sits back down on the floor.

You ignore her comments and move your token 5 spaces.

“Oh! Hold on.” Olivia says as she bends over, grabbing the tube of lipstick again. “You smudged.”

“Hey, that’s not fair” You argue as she quickly leans in, putting more of the lipstick on you.

“I just want to keep you pretty.” She says with a smile.

Before you can respond, Olivia quickly pick up the die and rolls it. It lands on a 4. She then picks up a card.

“Switch cloths with your partner.” She reads.

You look at the two of you, both wearing nothing but underwear.

“Well, we’re wearing the same panties already, so no real point in changing those.” Olivia says as she moves her hands behind her. “So I guess we’ll just have to switch tops.” Olivia unhooks her bra, and holds it out to you.

You stare at her now free breast for a moment before you snap back to what’s going on.

“But I’m not wearing a top.” You say, trying your best to focus your attention on something other than her chest.

“It just said to switch.” She says. “So now I won’t be wearing a top. But you'll have this.” She holds out the bra and brings it closer to you.

The bra loosely rests on your chest as Olivia wraps the straps over your arms and clasps it in the back. You look down to see the two large cups jetting out in front of you, holding absolutely nothing.

“If you look really quick, you almost looks like you actually have tits.” Olivia says with a laugh.

Olivia takes her token and moves it four spaces. You don’t see how that counts as a challenge for her, but once again, You don't want to argue. You take the die and roll. It lands on a 5. You take a card and read it out loud.

“Pose for 5 sexy photos, the poses will be chosen by your partner.”