“Very pretty,” Benjamin murmured.
Kailani wasn’t sure whose hands were whose. Maybe if she hadn’t been panting with arousal, she would have been able to tell, but as it was, she was nearly overwhelmed with sensation as fingers played with her pussy lips—now splayed on either side of the thong—and stroked her ass.
“But not what we’re here for. Hold her thong out of the way.”
Fingers hooked the back of her underwear, pulling it to the side where it made a tight line across one butt cheek. The tension pulled the fabric harder against her clit and she rocked forward.
“Spread her ass for me.”
Benjamin leaned over her, his side braced against her waist as he palmed her butt cheeks and spread them. Cool air kissed her anus, and twin threads of embarrassment and need slithered through her.
“Fuck, that’s hot.” John’s words dissipated her embarrassment.
Kailani tried to look back over her shoulder, but the bulk of Benjamin’s body blocked her view. Instead, she heard a small ripping sound.
“I grabbed one of the sample lubes,” John said, probably for her benefit. “But don’t worry, Benjamin got a big bottle. For later.”
Thick gel dropped into the crack of her ass. It was warm, probably from being in John’s pocket, and it felt good as it slid down her rear entrance.
Kailani wasn’t sure what she expected next. More playing maybe, his fingers to tease her.
Instead, the cool tip of the glass plug rubbed through the lube, spreading it. John centered the toy on her puckered anus, and Kailani instinctively clenched.
“No,” Benjamin scolded. “You know better than that. Relax your ass.”
Kailani did, and then the plug breached, opening her. She gasped as John applied pressure. She leaned forward, legs tense as she stood on her toes.
“You can take it,” John soothed.
At the same time, Benjamin pinched her ass, his voice sharp. “No. Don’t fight it.”
Her two men, so very different from one another, but together? Perfect.
She was stretched to the point it started to hurt, to burn in that sweet, dark way, and then it was in. Kailani’s muscles spasmed as they tightened down around the neck of the plug.
“It’s thick,” she whispered.
“This isn’t a long-wear style,” Benjamin said. “It’s for anal training, to make anal sex easier.”
“How does it feel?” John was stroking her ass and thighs.
“Big. Full.”
“Good.” His fingers pressed down on her clit for a moment, grinding it against her pubic bone. Unexpected bolts of sensation shot through her, and she hissed out a breath.
Benjamin released her ass cheeks, letting them close on the plug. One of them—she thought it was John—moved her thong back into place. Her dress was smoothed down her legs, and then strong arms helped her up. Kailani wobbled for a second on her heels before finding her balance. Benjamin slipped his jacket on, while John kept his arm around her waist, steadying her.
“You know,” John said. “We could walk over to the hotel.”
Kailani turned wide eyes on him. “I’m going to have a hard enough time walking to the car.”
“Who said we’re going to the car?” Benjamin took a few plaques from his pocket. “I still have money to spend.”
“You cannot be serious,” she hissed.
“Why wouldn’t I be?” Benjamin’s hand slid down her ass, and he gently pushed against the base of the plug.
Kailani moaned in need, aware that now not only were her panties soaked, her thighs were slick. “I need you, both of you, inside me.”