Hello,
My girlfriend Kate and I started dating in our mid twenties. She was very cute with a slightly alternative goth look. She wore dark eye makeup and baggy clothes almost every day. She had a great body but you'd be hard pressed to notice while she was wearing her favorite oversized xxl hoodie.
After a few months of dating, I told Kate about my cuckolding fetish. She thought it was silly and teased me about it but it never went further than that at the time. Kate, on the other hand, was a big fan of dress up and roleplay. Her favorite holiday was halloween and she had tons of costumes accrued from over the years. She liked to sneak into the closet sometimes, dress up like a slutty elf or pirate, jump on the bed, and then beckon me to join her. It was super hot and we had great sex any time she did it.
I got a job as a bartender at an upscale bar attached to a larger hotel. Kate wanted to visit and see it but I told her she couldn't just show up in her normal oversized hoodie. She'd need to dress up. Kate took the challenge and eventually found a short black dress from her college days.
She tried it on and she looked incredible. She smirked and asked if the dress would be acceptable for my fancy pants bar. I said yes and added that every guy there would be hitting on her. Kate laughed and said that I would like that if so. I agreed and suggested she wear some jewelry to complete the look. I took out a gold bracelet she had and said that she should wear it on her ankle. Kate asked if that would make her an official hotwife if she did that. I said it would make her look like one but she'd have to actually hook up with another guy to obtain official hotwife status. Kate agreed to wear the dress and anklet but was skeptical that she'd receive any noteworthy attention during the evening.
I Kate arrived at the bar a little after 7pm wearing the black dress, anklet, and a pair of high heels that I didn't even know that she owned. She looked stunning walking into the room. It wasn't too crowded yet and Kate was able to find a seat at the end of the bar. Playing the part, she called me 'bartender' and didn't make anyone aware of our dating status. She ordered a drink from me and I handed it to her with a grin. I tried not to hover too much in front of her and was busy otherwise making drinks for everyone else. I did notice though when the seat next to Kate became open and an attractive man in his mid thirties sat next to her and started chatting with her.
Kate seemed a bit shy at first but eventually let her guard down and I saw her laugh at one of his jokes. The man called me over and ordered a drink for both himself and a drink for Kate too. I made their drinks in front of them and listened as the man attempted to seduce Kate. She returned his flirtations but declined his overt advances. She was simultaneously embarrassed and appreciative of his attention. Eventually the man had some friends arrive and he left Kate to hang out with them.
Over the course of the next hour, I saw two more men shoot their shots with Kate. Now after a few drinks, Kate felt more comfortable being hit on and became more playful interacting with the men. Neither of the guys were really her type though and both eventually gave up hope of luring her to their hotel rooms. It was almost 9pm and the bar was quite crowded now. All the seats at the bar and tables were taken and there were several additional people standing behind the seats at the bar trying to order drinks. I could no longer keep a watchful eye on Kate as I struggled to serve everyone.
I finally filled a drink order for a big group when I looked back at Kate and saw an older man in his forties standing next to her and talking to her. Despite his age, he looked quite fit and wore a tight fitting suit. I walked over to the end of the bar and asked them if they wanted any drinks. He ordered a whiskey which I poured slowly while eavesdropping. The man was quite forward and told Kate that he noticed her anklet while standing behind her and admiring her backside. Kate lit up with surprise, looked at me with a grin, and ordered a whiskey for herself as well. I poured Kate's drink while she thanked the man for his compliments. I handed them both their drinks which they clinked together before drinking them.
Regretfully, I had to serve a few customers at the other end of the bar and I left Kate and the man alone for approximately five minutes. When I got back near them, I noticed the man was sitting next to Kate now with his arm around the back of her chair. I couldn't make out what they were saying but you could see that Kate was beaming with excitement. I worked my way closer to them and eventually heard Kate tell him that she had to leave soon to meet a girlfriend. The man asked me for a pen, wrote down his phone number on a napkin, and handed it to Kate. She thanked him and assured him that she'd message him later. They both got up and Kate gave him a prolonged hug before leaving the bar. He watched her leave, sat back down at the bar, and ordered another whiskey from me. I played dumb and mentioned that the girl he was just chatting with was super hot. He agreed and said he'd see her again soon.
Once I got off my shift, I looked at my phone and I had just one text from Kate that said "OMG I can't believe that just happened". When I arrived home twenty minutes later, Kate was on the couch still wearing her black dress. She had a devilish grin and asked me what happened after she left. I told her that the guy got another drink and said that he hoped to see her again. Kate asked if she should text him and I said yes. She said his name was Brian.
She sent him a quick message that just said "Hey Brian, this is Kate from the bar". A few minutes later, he responded teasingly by saying "I don't think I remember a Kate. Can you send me an image to jog my memory? :)". Kate then went into the bathroom, took a photo of herself in the mirror, and sent it to Brian. He responded saying "Ahh yes, I think I remember your dress. I think it would look better on the floor though. ;)". Kate looked at me for permission and I told her she should do whatever wanted. She smiled and unzipped her dress. She was now just standing in just a black bra and black lace panties. She took another photo and sent it to Brian. He responded quickly with "Good girl." and included a picture of himself in just his boxers with six pack abs and a huge bulge. They exchanged several more flirty texts and Kate learned that he was on a business trip and staying at the hotel for just a couple more days. Eventually Kate arranged to meet him at the bar again the following evening during my work shift.
I was so horny and jumping out of my pants to have sex with Kate but she held me off saying she wanted to keep herself fresh for Brian tomorrow. She let me jerk off while watching her shave her pussy in the shower though. I came quickly with all the anticipation of what she might do on her upcoming date with Brian.
The next day, Kate and I went to the mall to find her a new dress for her date. She was treating the entire process like she was trying to find a halloween costume. She wanted to play the part of a slut hotwife for Brian. She eventually found a pink skin tight dress that was totally out of character for her. I don't think I'd ever seen her wear the color pink before. She looked great though. It showed off her cleavage on top and it was so short on the bottom that she would flash her panties if she bent over to pick up anything. We got the dress and swung by a lingerie store on our way home so Kate could get a matching bra and g-string to wear underneath the dress.
It was a couple hours before her date but Kate was already getting ready and doing her makeup and hair. I had to leave for work and Kate kissed me goodbye with an excited grin. When I got to the bar, it was already busy and I was a bit of a wreck trying to fill everyone's orders. I even dropped one glass and broke it on the ground behind the bar. I couldn't help but count the seconds until Kate and Brian would arrive.
An hour later, my jaw hit the ground as I saw Kate walk in. She was wearing the pink dress, the anklet, high heels, and her makeup and hair we're done up very sexy. I had never seen her like that before. You would hardly believe there was an alt goth girl underneath the facade. There were no seats available so Kate stood against the wall and waited for Brian. A guy came over to talk to her but she shut him down quickly saying she was waiting for her date.
A few minutes later, Brian arrived. He walked straight to Kate and she hugged him. Brian admired her dress while touching her sides and holding her hand. Kate posed for him with a beaming smile across her face. They both leaned against the wall and chatted while I struggled to fill more drink orders. Every minute, I was able to steal a glance at them and noticed their increasing levels of comfort touching each other. Eventually Brian had his arm around Kate and she was pressed against his chest. I watched in slow motion as she looked up at him and kissed him no more than ten feet away from me.
They kissed and fondled each other for a couple minutes before eventually leaving to go up to his room. Kate shot me a glance with a devilish grin as she left while he held her hand. The next two hours were complete torture and my mind was in a fog thinking of every single thing Kate and Brian could be doing together. When my shift eventually ended, I looked at my phone and saw a text from Kate. She said she was having a great time and I shouldn't wait up for her. I drove home and got another text from Kate just after midnight saying that she was coming home. She had been in Brian's hotel room for over four hours.
When Kate arrived home, her hair and makeup were a mess. She looked like a complete whore on a walk of shame. She loved it though. She gave me a big kiss when she entered and then proceeded to tell me what happened while getting into the shower. As she took off her dress, I noticed her butt was red. She embarrassedly admitted that Brian had spanked her a bit. I asked her what she did when he spanked her and she just grinned and said that she begged him to spank her more. She then took off her g-string and it was clear that Brian had cum inside her.
I asked Kate and she admitted that he did while adding that he did it more than once. In total, she said he came in her pussy twice and she gave him a blowjob as well in between. I started jerking off as she walked into the shower. I was holding her g-string and she caught me examining it closely. She took it from me and played with it sensually. She dragged it across her body and eventually licked them while saying how good his cum tasted. She then slingshot them into my face while laughing and I came quickly thereafter.
Since then, Kate has continued her hotwife dress up escapades roughly once a month. She hasn't hooked up with anyone else but she enjoys dressing up like a slut and getting hit on by a bunch of guys while I watch at a bar or club. Brian messaged her recently though saying he was coming back for another business trip. Kate is beyond excited and plans to meet with him multiple times during his stay.
Bartender BF - nesp33@gmail.com
