The story picks up where I previously left off.
Since we already had a full day of travel, and then the events of what I previously shared, both my boss and I were fairly tired. I was still wearing his button down shirt that was a bit too large, and he ended up changing out of his jeans into a T-shirt and shorts. We decided to call it a day for the most part, and ordered room service for dinner, and remained lazy. We prepped for the next 2 days of the convention on which vendors we should meet, and which workshops to attend.
Eventually it was 10pm Vegas time and he asked me to take the button down shirt I was wearing off. I obliged, but I was unsure if he wanted another round, instead basically just random ass grabs and kisses were all he went for until we fell asleep naked.
The next morning, he was up early and left for the morning workshops. I had meetings with vendors later, so I took my time getting ready. I facetimed my husband , filling him in on the details of how the previous day went. Somehow, my husband and my boss and already spoken, and my boss had already shared the details of how he fucked me the night before!
I attended all the meetings and workshops I planned on, and my boss did his own thing for most of the morning and afternoon. We met up around 3 pm after everything was winding down. We made dinner plans at a popular place and headed back to the room to relax. Once we got to the room, he had got a call from a potential client inviting him to dinner, which threw a wrench in our plans. He even asked if he could have a plus one (for me) but the clients had a last minute cancellation so they had room for one more.
I told him not to worry about it, but he felt bad he was canceling our plans for a client. I replied that I’d probably use that time just to walk around like a tourist (since it was my first time in Vegas) and find some stores to stroll. Since he felt bad, he told me to take his credit card and buy something for nice myself.
He ensured me that it was a “private” card that his wife didn’t know about, and it was not apart of the company so no one there would suspect anything either. I flirtingly joked that I was going to buy something big like a set of Diamond earrings to which he replied “Only if you wear them for me here. You deserve it”.
It was around 4 pm Vegas time when I left to go shopping. I had no intentions of actually buying anything, I just wanted to explore and kill time. I found a nice place to eat, and had an early dinner. While there I googled the different stores that were close to me, and I found one that had me curious, Honey Birdette. My husband always liked their lingerie, but we’ve always ordered from online. I texted him telling him I was going, but little did I know he was preparing for his own date, and had no time to have a conversation with me.
I still made my way to the store and was amazed. They had a great selection of different things, and several caught my eye. If I could I would have bought everything, but I had to have some self control and told myself I’d only buy one set. While strolling I got a text. Thinking it was my hubby, I quickly pulled out my phone, but instead it was my boss. The text read “Hey. Checking in on how you’re doing. Did you buy anything nice?”
And that’s when it clicked, maybe I should buy myself some sexy lingerie on his card. I had a couple different sets I had my eye on but couldn’t decide. Without telling him where I was or what I intended to buy, I replied back to my boss “Purple, green, or turquoise?” And promptly got a text back “In what regards? I’m confused”. I replied back “Just pick one”. And he answered back “Turquoise. Is it a sexy dinner dress for yourself?” But i didn’t answer him back this time. He was expecting a dinner dress but instead getting me in lingerie.
The set was amazing (link to it is below). It was turquoise, floral and sheer in all the right places. I found the sales lady, who helped me get all my sizes in the set. 30b Bra, XS garter belt, XS Thong, and a pair of turquoise stockings. Next thing she asked is “would you like the bondage set? It’s a matching turquoise leather collar and cuffs, and comes with a long gold leash. “ I was flustered but thought what the hell and agreed, and she said “He’s going to love it. Trust me”. I had no doubt in my mind he wouldn’t. She rang everything up, with the bill coming out to be a little over $500.
It was 6:30 pm when I got back to the room. I texted my boss what time he expected to be back, to which he said shouldn’t be later than 8. I had an hour and half to get ready, so I took a shower to freshen up. I came out and wrapped myself in the towel and thought out the nights plans. I pulled out my curler and transformed my messy black hair into long flowing curls. I started my make up, applying my various toners, concealers, powder, mascara, and lipstick. I finished up all that, and started pulling off all the tags to the set I had just bought.
First I put on the thong, which in itself looked great. Next came the garter belt, then I put on the stockings and clipped them onto the garter belt. I checked myself out in the mirror and was amazed at how it made my ass pop. The I put on the bra, pushed my boobs up, but also felt comfortable and sexy. I glanced at my phone and it was 8:30, and saw the text bumble from my boss pop up saying “On the way”. Final thing left was the collar, which I put around my neck, and clipped on the long gold leash. I looked at myself in the mirror and loved every bit of it. I felt like I could’ve been the sexiest high end hooker in Vegas that night. Only thing I didn’t have were heels.
I was still in the bathroom when my boss arrived and opened the door to our room. I told him I’d be out in a sec, and he said to take my time. I walked out, leash in hand, and saw him sitting in the arm chair like the previous day. He looked up and his eyes glued onto me. I said “Well do you like it?“. He replied “That’s what you bought!? Goodness! And is that a dog collar?”.
I couldn’t help myself and said “Yea so you can come get me and have me however you want” and held the leash out. He got up and started walking towards me and said “Is that right? However I want?”.
He was starting to get the hint that he was in charge. He took the leash and then twirled me around to get the full view. He then pulled me in and gave me a passionate kiss, while his hands gave me one hard spank and then several gentle grabs. His breath and lips tasted of nothing but liquor but I didn’t care. He pulled back, looked at me and said “I truly wasn’t expecting this” and I just smiled. He pulled on the leash and led me back to the armchair and sat down, and I followed sitting down on his lap. We passionately kissed again for a bit until he pulled back off.
I used the break to drink some water, while he went to the bathroom to pee. He came out in nothing but his boxers, full dad bod on display. He grabbed the leash again and said “Since I’m no longer going to the strip clubs tonight, I want you to dance for me instead.” I fumbled around on my phone for some music while he pulled me closer by the leash. I was standing in front of him while he sat in the armchair.
I swayed my hips back and forth to the music and flipped my hair several times. He seemed to enjoy the view when I felt another tug at the leash, this time pulling me into his lap. I straddled him on the chair, and started grinding on him trying to give my best lap dance. He reached around me and unhooked the bra, took it off and buried his face in my boobs. His hands traveled down to my ass, grabbing my cheeks pulling them apart and pushing them together while I continued to grind on him. I could feel his erecting growing.
After several minutes of me giving him a lap dance, his hand grabbed the top of my head and shoved me down to his crotch. I got down on my knees and knew it was time to start sucking. I pulled his cock from his boxers and started working my tongue around his tip. He tugged on the leash again with one hand and shoved my head down further with the other. My head bobbed up and down until I was fully working his cock in my throat. He started to hold my head down longer, making me gag several times. Several minutes of that and I was spent, and I started waving my arms until he let me pull his cock out of my throat.
I was gasping for air and reached for the water bottle and took a big gulp. My eyes were a bit teary and mascara started running. He asked “Are you okay?” To which I just nodded (I just needed a breather). The he said “I was really enjoying that until your arms started waving”. That’s when I remembered I had the cuffs, so without a word I walked over and pulled them out of the bag. I walked back over to him and gave him the cuffs, turned around and out my hands behind my back, to which he instantly knew what to do, and cuffed my hands. With my back to him still, he grabbed my waist, pulled me closer, and pulled down the thong.
I was back on my knees sucking him off again, this time without the panties and my hands cuffed behind my back. I felt myself getting wet, but his hands kept holding my head down on his cock. This time didn’t take long, as he started squirming a bit, and started grunting. The next thing I felt was his hand grab a fistful of hair and pull my head back. His cock popped out of my throat, and he aggressively said open your mouth. I obliged. He proceeded to shoot a hot (and fairly salty) load in my mouth. Some shots missed, hitting my chin, neck, and chest. I was about to spit it out when he tugged on the leash again and said “Swallow!” I don’t know what came over me but that aggressive tone turned me on and I did as he said.
After a couple minutes of catching my breath, he pulled me up and bent me over the bed. My hands were still cuffed behind my back, and At this point the only thing I was wearing, aside from the collar, were the garter and stockings. He slapped my ass a couple times, which stung like hell, and aggressively rubbed my pussy. He felt how wet I was and started to rub his cock on it. Once again he was rock hard, and like the previous night, just shoved it in as far as he could without warning. I was pinned between him and the bed. One of his hands was on my back holding me down, while his other hand was pulling the leash, slightly chocking me.
He was aggressively thrusting back and forth for several minutes and it was ecstasy. My dug my head into the mattress so it would muffle my moans. After a bit I couldn’t hold it anymore and came, instantly starting to shake. He pulled out and slapped my ass again and I somehow managed to pull myself up onto the middle of bed, laying flat on my stomach trying to regain myself. As soon as my heartbeat was slowing I hear “I’m not done yet” and he climbed back on top of me.
This time his full weight was on top of me (think of pronebone) and pulled my legs apart and shoved it back in. My eyes rolled back and started uncontrollably moaning again, with his thrust getting harder and harder. He leaned down, reached around and grabbed my neck, this time chocking me with his hands while he fucked me. I was about to cum again when he started grunting, and slowing down. A couple of rough thrust later, he exploded inside of me, warming me up from the inside. He finally pulled out when he was finished, and undid the cuffs finally letting my hands be free.
He slapped my ass as he got up and walked to the bathroom, probably to clean himself off. I pulled the cuffs off, and took off the collar and leash. I was exhausted, and didn’t even have the energy to clean myself. I pulled the covers over myself and went to sleep in the garters and stockings, with a a full load of my boss’s cum inside of me.