So this just happened like 5 days ago, and I’m still not exactly sure how I feel about it. She’s wanted more than one guy at once for a long time, and I’ve been happy to oblige, but it just hasn’t worked out. Well it did, finally, and it was hot, and awkward, and intense, and fun all at once.
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She was on her hands and knees with the collar around her neck and her hair in a high pony tail. The bathroom’s tile floor felt cold under my feet. “Keep your eyes down and your ass up,” I commanded. I had told her how I’d fuck her and what she needed to do 100s of times before, but my voice wavered a bit and I know she could tell I was nervous. I reached down and hooked the buckle of her leash, a leash we had jokingly bought at a grocery story a couple of years before, through the buckle of her collar.
“Don’t you fucking speak until you’re spoken to,” I commanded and she smiled, mostly to herself, probably at how unsure I still sounded. “yes daddy,” she whispered and I watched her run her tongue over her cherry red lips. I bent over and slid the black sleeping mask I had just been given on my delta flight over her eyes. “Tumi?” she whispered, on her hands and knees, leashed and now blindfolded, momentarily cracking the tension. She knew how many of those delta sleeping kits ended up collecting in my luggage. I wrapped the leash around my fist a couple times and stood up. Her body tensed. I could see it.
She was still wearing the tiny black thong she had been wearing under her dress an hour before at the bar. That’s all she was wearing. the small black straps formed a perfect T across her hips and down her ass. Her skin was smooth and brown except for the faint tan lines, tan lines from the thong she was wearing earlier at the pool. She looked so small kneeling there. “We’re doing this?” I whispered to her. She arched her back, pushing her ass into the air and raised her blindfolded face, “you know this is what I asked for.” I opened the door and stepped into the hotel room leading her by her black nylon leash. As soon as she felt it tug at her collar, she followed me, slowly sliding her knees across the tile and then the thick carpet of our suite.
As I led her into the room she kept the leash taunt and moved her hips like an animal in heat. The Aussie businessman we had only met hours earlier, sat in a chair in the corner, still dressed in his suit, his tie now slightly undone, holding a beer from the minibar. He raised an eyebrow, smirked, and gave me a look like “you got to be kidding!” I let out a slight laugh and suddenly felt less nervous. She stopped crawling but stayed on her hands and knees, her head down, her ass up.
“She looks a little different than she did at the bar, doesn’t she?” I knew she’d think that was funny and he ran his hand over his face. “Holy fuck, mate! This is incredible.” I sat in a chair next to him, with a small table between us and handed him the leash, making sure our hands didn’t touch. I was about to fuck my girlfriend with this guy, but handing him the leash felt oddly intimate. “May I,” he asked as he took it, balled it around his fist and carefully pulled her towards him. She slowly crawled towards him and he reeled her in as she settled on her knees between his legs. He edged forward on his chair and spread his legs wider. He put his beer down on the table and ran the back of his hand down her broad, high cheek bone.
I shifted the table behind us and pushed my chair closer to his so I could watch her face. She smiled. I leaned forward. “Are you going to do what you’re told tonight,” my voice seemed to crack even if it didn’t. “Yes” she said and shuffled her knees so she was even closer to him. Her naked body now pressing against the sides of his thighs. I knew she was wet. She’d drip when she was turned on. He pushed her hips into her and she could feel his cock pressing into her chest. He undid his tie and began unbuttoning his shirt.
She reached up and pulled off the blindfold, dropping it on the floor, as submissive as she is, she also knew this was her show, and she’d do what she want. She looked over at me. I had asked her to keep her eyes on my as she did what happened next. Our eyes locked and I bit my lower lip. He shifted his hips even further forward and I could see his dick was straining against the thin material of his suit pants. She didn’t break eye contact as she slid her hands up his thighs, and undid his belt and then his pants.
She turned and looked up at him as he raised his hips and she slid his pants down while he took his shirt off. She glanced back at me. I was leaning forward. Nervous but excited. I could tell her hands were shaking slightly and she ran them up his naked thighs and then over his silky boxer briefs. He was focused on her. His hands gripping the arms of his overstuffed chair. The leash hung loose with it balled around one fist still.
The air conditioner clicked on and I could hear the muffled foot steps of someone in the hall. She traced the line of his cock with her thumb, studying it, leaning into it. I leaned forward, almost in unison with her, I had stopped breathing, he pushed his hips forward and she hooked two fingers into the band of his boxers and slowly tugged them down slowly revealing the base of his shaved dick.
He was smooth and tan. Early 30’s and seemingly pretty kicked back. His cock, almost comically sprung to life, and she left out a quick laugh as he leaned back and balanced his hips on the edge the chair. She reached down and grabbed a condom that had fallen off the table when I moved it and slid it over his dick. She locked eyes with me again, wrapped both of her small hands around him, and slowly slid those wet, red lips over the tip of his cock. He shuddered and she took him in an inch deeper, her spit trickling down. His dick was pulsing. Our eyes met again and his cock pushed into the back of her throat, she gagged slightly and it felt like all of the air was taken out of the room. She reached up and grabbed one of his hands and placed it on the back of her head and she slowly slid her mouth up his cock. I knew she liked to be facefucked and he was about to find out.
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We had talked about fucking her with someone else for years. Really right from the first time we started fucking. We had posted on Craigslist and Reddit (I’m betting if you’ve spent much time on R4R you’ve seen on there). Most of the guys were weirdos or would include waaaay too many pictures of their fucking dicks when we had just asked for a headshot and their interests. Others would type out elaborate, bizarre scenarios, in response to a pretty simple straightforward ad. We have actually hooked up with some of the girls we met on here, but none of the guys seemed worth the time. It didn’t seem like it should be that difficult, but we eventually gave up and figured if it happens, its happens. A couple of weeks ago we almost ended up taking a guy back to our room from a karaoke bar in Portland, but he ended up taking too long to get back from Bethany to The Nines so we bailed on him. But last Friday we got lucky.
I was flying back to LAX from Asia, and she flew down so we could spend the weekend in LA. She got the St. Regis before I did and apparently spent most of the day at the pool. She snapchatted me me pictures ,all of them with the title “#basicbish”, from the room, her getting changed into the suit she had bought for the weekend, and then laying by the pool with a drink. Then about an hour before I landed I got a selfie of her with a guy, their chairs pushed together, toasting- “new friend ;)” – the caption said.
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He’d let go of the leash and both of his hands were now locked on to the back of her head. She had looked away from me, focused on the fucking her mouth was taking. Her hands gripped his legs, her fingernails digging into his thighs as her head relentless bobbed back and forth on his cock. He abruptly jerked her mouth off himself and spit ropes ran from her wet lips to the pulsing head of his dick. She was panting. Her chest heaving. Spit was running down her chin down her chest.
Her eyes looked like they were on fire and I knew what she wanted. I stood up and pulled off my shirt, then pants, then boxers. She stared at me and glanced down at at how hard I was and smiled. Our new friends hands were still locked around the back of her head and she teasingly shook her head free. She grabbed his cock, wet with her spit, and slowly stroked with her right hand as she shuffled over to me. She ran the back of a fingernail up my thigh and in her brattiest voice whispered “Is this what daddy wanted to see.” I laughed, she laughed, he laughed and then shuddered as she squeezed his cock tightly and shot him a flirty look. “Let me make daddy feel good,” she teased as she grabbed my dick, wet with precum and slid it into her mouth. Her mouth still wet from sucking another man’s cock.
PART II when I have more time.
Source: reddit.com/r/gonewildstories/comments/8qmf5e/mmfthat_time_my_fuckbuddy_met_a_guy_at_the_pool