This story goes back to the very 2nd time we tried hotwifing.
I used to work the front desk at a very busy office. I'd see my share of good-looking folks come through the door from time to time but I never expressed or felt any interest in anyone because I was happily married.
One night, while my husband Tom and I were having sex, he started dirty talking to me about me fucking another man in front of him. I was surprised, and quickly dismissed this as him getting carried away in the heat of the moment, especially as he had always been a fairly jealous man. A week or so later, the same thing happened. I now started to pay attention, but wouldn't agree to anything for a number of reasons. What if he was just testing me? What if this was just a fantasy? We were happily married and Tom was very good in bed so I pushed this to the back of my head again.
This dirty talk of Tom's started to pop into my head at the worst times. I'd see a good-looking man and would start to wonder what he looked like naked, and eventually wondered what it would be like to be fucked by him. Tom's talk was starting to make my thoughts wander. I started to look at other men in another light. It wouldn't be cheating if Tom was included, would it?
A few days after Tom had last brought it up, we were driving and Tom put his hand on my thigh and said something about how hot it would be to watch another man enjoying my tight body. This wasn't in the throes of passion, this was a calculated statement. I laughed, out of nervousness, then said something about how I was loyal to him. Tom responded that he knew I was loyal, but that he thought it would be fun to expand our horizons and asked if I didn't think it would be fun to have 2 men pleasuring me.
I thought about Tom's question, then admitted that the prospect sounded exciting but that he was just being silly suggesting it.
Tom countered that if we were both willing to try it out once, with well established rules, it wasn't something unreasonable to consider. I had to agree that his reasoning was solid, although I still doubted that he wouldn't be jealous or upset when the time came to see me with another man between my legs. I brought up my concerns and Tom assured me that he'd put a great deal of thought into it and was very interested in trying.
That night, we sat down after dinner and had a couple of drinks. With our inhibitions lessened, we started to discuss rules. What we came up with was the following:
-This could only happen with both of us agreeing and were present.
-No jealously.
-No gay or bi guys, Tom had no interest in men sexually. This was all about pleasing me.
-Safe sex only. We didn't want more children, nor diseases. I wasn't on the pill so condoms were a must.
We later came up with a few other less significant rules, but these were them at the time.
One afternoon, Tom sent me some links from Craigslist of men looking to join a couple. I discretely opened each link, one at a time and read them. Few had any photos and the photos they had were usually of their dicks. I'm sure some women pick men on that basis but I was turned off by those ads. I finally found one that sounded interesting and I sent that back to Tom.
A week later, we were in a hotel room with a guy named Kevin. He wasn't bad looking, okay body, but I really wasn't into him, although we did have sex, with the men using me in nearly every imaginable position, even giving me my first double vaginal penetration. While I do admit that it was fun, I was sure it would have been much more fun with someone that I felt a connection with. I wasn't the type to just have sex with anyone, especially if I didn't feel an attraction, at least not until that night.
Tom and I discussed that encounter and my issues with it, and left things be for a while. He'd send me the odd Craigslist posting and we agreed to have a drink with the odd guy at a bar to see if I felt an attraction to any of them but other than a few having good bodies, there was no chemistry with anyone, that was until Andy walked though the doors of my office. Andy stood about 6 feet tall with brown shaggy hair and glasses and a decent build. I was 29 at the time and Andy was about 10 years my junior. I wasn't immediately attracted to him, mostly because he was so much younger than me. I figured he'd be more interested in women his own age, but he had a cocky grin and was very flirtatious. He got my attention and I started to become attracted to him. Of course, the first time he came in, I didn't pursue things. It was really after he left that I realized that my heart had been fluttering and that I was wet.
Andy started to come into my work often and flirted every time he came in, slowly increasing my interest in him. On his way out one day, he stopped and chatted, making sure I noticed him checking out my body as he looked me up and down, then made eye contact and winked. I knew he was interested in me now. The issue was how to broach the subject of him joining us for a threesome. Craigslist had the benefit of anonymity. If Andy was repulsed by the idea, would he tell people at my work? Because he was a customer, I did my best to stay flirtatious, but not take things further.
After work one day, hubby was being amorous, suggesting we should try to find another man to join us again. Andy was now on my radar and I blurted out to my husband Tom that there was a cute young customer who kept flirting with me at work. Hubby immediately asked for details and asked if I felt a connection to Andy. I was still worried that there was a potential for jealousy from Tom. He didn't show any the first time with Kevin, but that encounter had been purely physical and anonymous. What we were broaching now had a psychological attraction aspect to it also. I sheepishly nodded that I was attracted to Andy, then said that I'd be willing to pursue things if he wanted. Tom was very excited by the prospect, obviously having hoped that we'd be able to make something happen again. We had incredibly passionate sex that night, some of the hottest we'd had to date, with Tom dirty talking about the things he wanted to see Andy do to me. I have to admit, having images of Andy doing things to me while Tom fucked me gave me an unbelievable orgasm that night.
Every day, after work, Tom would ask if Andy had been to my workplace and would look very disappointed when I told him that he had not been in. Finally, about a week later, Andy came in. Andy leaned on my counter, chatting, checking me out, grinning. He made me very wet, to the point I was worried that it might be visible When I stood.
Andy finally went in to meet with his contact and I watched his ass as he disappeared down the hallway. I immediately texted Tom to tell him that Andy was there and had flirted again, and Tom pushed me to ask Andy if he wanted to join us. As much as I wanted to ask Andy, no, as much as I wanted to have him take me right there at work, I couldn't, so when Andy was on his way out, I stood and walked him to the door, then slipped him my number and smiled. He looked at the little piece of paper in his hand, a big smile crossing his mouth when he unfolded it and realized what I'd handed him.
That evening, I received a text from Andy, "Hey Erin. What's up?"
I saw the message, my heart immediately raced and my palms began to sweat. I showed my phone to Tom and asked, "How would you like me to respond?"
Tom pondered for a minute, then "Just do what feels natural. Flirt a bit, then ask if you can meet for a coffee somewhere to discuss the situation." Andy still had no idea of our intention to have him join Tom in pleasuring me and I was still terrified that telling him might backfire. The last thing I wanted was rumors floating around my workplace that I was some slutty swinger type, despite it becoming a reality.
