Chapter 4
That afternoon, my phone buzzed with an incoming text. It was from Lindsey, sent earlier that morning. "Day by the pool while the men golf," she wrote. "They didn't want us distracting them. The big winner gets to pick the activity for tonight. Hope he's got a kinky imagination!"
Attached to the text were several photos of Lindsey and Emily lounging by the resort's massive pool. In the first few shots, they were wearing skimpy micro-bikinis that left little to the imagination – Lindsey's barely covered her large tits and tight ass, while Emily's seemed to be one wrong move away from exposing her pussy to the world. Their skin glistened with sunscreen and sweat, their bodies tanned and toned from countless hours spent working out.
But it was the next set of pictures that really got my attention. In these, both women had stripped off their bikini bottoms and were sunbathing completely naked, their shaved pussies on full display. Then a picture of Lindsey, lying on her back, her legs spread wide, while Emily knelt between her thighs, her face buried in my wife's crotch.
I nearly dropped my phone in shock. Lindsey had never expressed any interest in women before. But here she was, letting her best friend eat her out in broad daylight, in full view of anyone who happened to be walking by. I couldn't believe what I was seeing.
As if that wasn't enough, Lindsey had also sent me a video. In it, Emily was licking and sucking at Lindsey's clit with obvious enthusiasm, her fingers pumping in and out of my wife's dripping pussy.
Lindsey's moans of pleasure filled my ears as I watched, transfixed, my cock straining painfully against my boxers. After a few minutes, Lindsey let out a loud, shuddering cry as she climaxed, her hips bucking against Emily's mouth.
When Lindsey finally came down from her orgasmic high, she turned the camera towards herself, her face flushed and her eyes sparkling with mischief. "Damn, cucky," she said, her voice still breathless with arousal. "You better up your game, or I might just have to replace you with Emily! She's got a magic tongue, and she knows exactly how to use it." With that, she blew a kiss at the camera, and the video ended.
I stared at my phone for a long moment after the video ended, my mind spinning with a confusing blend of jealousy, arousal and sheer disbelief. The image of Emily's face buried between my wife's thighs, licking her to a shuddering orgasm, was seared into my brain along with the thought that, they were poolside having sex. Before this trip I knew my wife could be slutty but she was doing things that she’d never done before. My mind was spinning with the thought of where is this going?
I spent the next few hours in a daze, my mind consumed by thoughts of what my wife could be doing now. I was simultaneously disgusted and deeply aroused, my cock throbbing with need even as my stomach churned with jealousy and humiliation. I eventually fell asleep after jacking off two more times.
Finally, around 4am, my phone buzzed waking me it. There was another text from Lindsey. "What a night, cucky!" she wrote. "Emily and I got all dolled up in these sexy little red dresses, and the men looked so hot in their suits. We went out for dinner and drinks, and then hit the club. You should have seen us on the dance floor – we were the center of attention!"
She attached a photo of the group at the restaurant – the five men in sharp suits, Lindsey and Emily looking like high-class call girls in their revealing dresses and fuck-me heels. In the next shot, they were at some swanky nightclub, sipping champagne and laughing as they swayed to the music.
But then came the videos that really made my heart race. In the first one, Lindsey stood up from her seat and reached under her short dress, pulling off her lacy thong panties. She flashed her bare pussy at the camera, a wicked grin on her face, before tossing the underwear to the man with the nine-inch cock. He held them up to his face and inhaled deeply, clearly savoring Lindsey's scent.
"Panties! $2000 bid!" Lindsey yelled, her voice barely audible over the thumping bass. "Sold!"
In the next video, Emily followed suit, stripping off her own thong and tossing it to another of the men with a saucy wink. The guys hooted and hollered, obviously enjoying the show.
A few more pictures showed Lindsey and Emily back at the suite, dancing naked in the center of the room while the men lounged in chairs, their cocks already hard and ready. And then, the pièce de résistance – a video of Lindsey straddling one man's lap, bouncing energetically on his thick shaft. I watched, mesmerized, as he grunted and came inside her, filling her pussy with his seed. Without missing a beat, Lindsey slid off him and moved to the next man, lowering herself onto his cock and riding him just as enthusiastically. I could see the first load of cum glistening on the second man's shaft as it pumped in and out of Lindsey's well-used cunt.
"I was such a good little slut for them, cucky!" Lindsey's text continued. "I took six loads in my pussy tonight! Emily only managed four – she's so jealous. What do you even call it when a girl takes on load after load like that? Sloppy thirds? Fourths? LOL!"
My cock throbbed painfully at the thought of Lindsey's pussy overflowing with all that strange cum. But then came the coup de grâce:
"Oh, and remind me to show you me and Emily's 69 video when I get back! We spent the rest of the night eating all that delicious cum out of each other's pussies. It was SO hot, cuckie! Love you! Night!"
I collapsed back onto my pillow, my mind reeling and my body aching with desperate, humiliated arousal. What had I gotten myself into with Lindsey? And more importantly – how far was she willing to go? It only took three strokes before I blew a load all over the sheets.
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