My husband and I live in a small, conservative, midwest town. We both enjoy an active sex life and are fortunate that there are some larger cities not too far away - where we can be more anonymous and explore more of our fantasies.
My husband Jay is a high school teacher and I (Michelle) am an aide in the elementary school.
Up until this point our fantasies didn't include any outside persons - though we had watched plenty of videos and cam shows online with threesomes, swapping, gangbangs, and the like. We had talked about threesomes but had never taken the plunge. We would talk about who it would be with - would it be better with someone we knew or with a stranger? With a friend there could be awkwardness after, but it would be a safe situation. If it were a stranger, the danger aspect could be multiplied, but it could have no strings attached and be over and done with afterward. Eventually we did join a swinger website, but we proceeded very cautiously - wanting to make certain we were comfortable with the person or persons we chose yet still kept it exciting.
My husband Jay and I decided on a divorced man for our first threesome. We met Tom through the website and we chatted for almost a month before we felt we had worked up the nerve to go to the next level. We had shared non-face photos with each other and then eventually face pics. It felt like we were going to be able to have a friendship with Tom even if we had sex with him.
Jay and I decided to meet him in our state's capital city. It is a fun place to visit - quite liberal, which can make for interesting times. There is also the state's largest university there, as well as a couple of smaller private colleges and community colleges.
We thought we would make a weekend of it. Tom had to work and couldn't make it until Saturday, but Jay and I decided to go on Friday so I could shop and we could go out and have a good time. I texted Tom and asked if he had any requests for what I should wear when we met the next day. He told me what I expected, based on our prior chats, he loves a woman in stockings and heels - just as my husband does. I went shopping at a small lingerie boutique and found a lovely outfit to wear - a sexy little black lace bra garter belt set, seamed stockings, and crotchless panties. I could see Jay's cock making a hard outline in his jeans as he watched me look through and select these items. I just kept smiling and told him that I had brought the rest of the outfit but needed new shoes. We went to a nearby shoe store and I bought a new pair of red stiletto pumps with four inch heels.
We went back to the hotel and I sent pics to Tom of the shoe shoes and stockings - but not the rest. Jay and I decided that an early dinner, maybe a few drinks after, and a hot night in bed to warm up for our first threesome was the plan for the night.
I decided to wear my new shoes when we went to dinner, so I could "break them in" and be comfortable in them. As we sat at dinner, I kept running my high-heeled foot up and down Jay's leg - knowing how that aroused and teased him. When we left the restaurant Jay followed close behind me, so as to hide his erection from view. I didn't mind feeling it against my rear.
As we drove around the city looking for a place to go for a few drinks, we noticed and adult bookstore. I texted Tom to ask if he had been to one before and he said he hadn't but would like to go. I suggested we scout out the place and Jay agreed. I was like a kid in a candy store - looking at all of the toys, gadgets, videos, lingerie, and such that they had there. Jay just kept following me around and pointing out different things. He noticed that I stopped for a bit while looking at a black dildo. It looked quite realistic and had balls like a real man and a suction cup. I had seen these online, but never had seen one for real. I looked at Jay as if to seek his permission. He nodded and I grabbed the package off the rack. By now Jay's cock was really "pitching a tent" in his pants and my panties could barely contain the wetness my pussy was producing due to my arousal.
As I was making my purchase I noticed a skinny young man looking at the videos for sale in the store. He was a tall kid - well over six feet tall, but looked kind of nerdy. As we left the store I told Jay to look back at him and told him that I felt kind of sorry for the young man - as he was probably the type who was too nervous to try anything with a girl, even if he had the nerve to ask one on a date. Jay grinned and looked at me with a devilish look and I smiled back similarly. "What exactly are you thinking...?" he asked. I replied that I think it is only right to "pay it forward" and help this young man experience passion. Jay laughed and agreed that it might not be a bad idea to have a trial run at a threesome before we met Tom. I went to the car and scribble a note on a pad kept in the glove box. Jay and I went back in and I went beside the young man and looked at videos. I then slipped him the note which state that if he was interested in joining us, he should come out to the parking lot and he wouldn't need a video because he would have a real memory to enjoy.
