I guess I should start from the beginning. Jon and I had been together for a while. Life was good. He treated me well and I loved him. One day we started talking about our exs. I learned that he had a pretty wild relationship before me. He is older than me. I am 23, he is 29, so I knew he'd had previous relationships. I just didn't realize how wild the sex with this ex was.
We had a great sex life, but nothing like he described. I'd only had one other partner before him. I mean, I'm pretty. At 5' nothing and 100 lbs, I get a lot of attention and I love it, but I never acted on it.
As we talked about fantasies I admitted I had a thing for older men. He asked if that's why I chose him and I admitted that was part of it. Then he asked me how old. I told him there were guys in their 40s and 50s at work that I was attracted to. He pressed me on how attracted. I finally admitted I fantasized about them sometimes.
I thought he'd be weird about it. Instead he got all excited and told me that was hot. Next thing I knew we were fucking like rabbits with him asking me about the older guys and what I imagined doing with them. It was wild intense sex and I came like crazy.
A few days later we started talking about fantasies again. I asked him why he liked the fact I was into older men so much. He told me he had a fantasy of seeing me with another man and the idea of it being an older man was even more exciting.
At first I thought it was an odd fantasy, but I loved him and since it was just fantasy, I thought I'd indulge it. I asked him more about it. He started showing me stories online about women with other men. They were from a man's perspective. They talked about how much they enjoyed seeing their wives or GFs with another man. Even doing things with the other man she would not do with him.
As we read the stories I admit I got turned on. I could picture me and some of the older men I knew. I could picture letting them take me in front of my boyfriend. We started incorporating this into our sex. I admit having sex with my boyfriend describing how I'd look with another cock in me, or how he'd like to watch me, made sex much more intense.
One day he suggested we try to make the fantasy real. Real? No way, I thought. I had excuses. Who would we get? How would we choose him? I would never do it with someone I knew.
What I realized was, I was turned on by the idea but the logistics bothered me. My boyfriend suggested we try craigslist and see what we found. At worst we'd get some laughs out of it. I agreed.
He placed the ad. We did not have to wait long. We got tons of responses. A lot of one liners. A lot of cock pictures. I let my boyfriend weed through them. Eventually he found a few that stood out. I did not read them but he starting corresponding.
One of the guys really piqued my boyfriends interest. He started writing erotic stories. I would have thought he just copied them from somewhere except they were kind of specific to us. Jon (my boyfriend) would show me the stories and I would read them aloud to him. Not everything in the stories turned me on, but I have to admit reading them, knowing someone had written them for us, and describing situations we fantasized about was a turn on. The story reading always led to great sex.
Jon mentioned he was going to start calling some of the guys he picked out. I did not want to look to interested. The idea of making it a reality both frightened me and turned me on. Jon did not push it. Jon asked if there was a picture he could send out. I found one that was fully dressed but really showed off my figure. With the face cropped out, I told him he could send it. The idea that he wanted to show me off to strangers was a turn on. I wondered what they thought.
One day Jon brought up the guy who wrote the stories. It turns out Jon had talked to him on the phone and thought he sounded perfect. I was skeptical. Jon started by showing me pictures. He was not gorgeous but he was certainly attractive. Jon told me how much the guy liked my pictures. It made me feel good to know he thought I was hot. Then Jon and I started discussing the stories. Jon asked me what I liked and didn't like about the stories.
In talking about the stories I could see me in parts of them. It also made me think about the man who wrote them. This guy obviously understood that sex was not just slam me on a mattress. His stories showed engagement, thought, and included me and Jon. I started wondering what this man would be like in person.
Jon would tell me about his interactions with the man. It became clear this was the guy Jon thought would work. He sounded nice, I liked his stories, but I did not know what the next step was. I certainly wasn't ready to fuck this guy.
A few days later Jon asked me if he could take a picture of me to send the guy. I told Jon to send one of the pics he has. Jon said the guy had asked for a candid shot. Here it comes I thought. The guy wants naked pics, but no, Jon said he just wanted pics that were taken just for him. In fact he said he didn't want anything x or r rated.
I thought about what I was wearing. I was in a pair of tight shorts and a T shirt. What the hell. I let Jon take the pic. Almost immediately the guy responded. He thanked both of us for the picture and said how pretty I was. He hoped he'd get a chance to meet us. I was flattered by the compliments. After all, it's nice to be admired. I smiled at Jon and Jon joked that the man had great taste.
A few days passed and Jon asked if could take another picture. I thought about the first one. I liked the compliments. I kind of liked the idea of being shown off. I said sure but told Jon to wait a minute. I went to change.
From the letters and the stories I knew what this guy liked. Short flirty skirts. Lacy tops. Cute shorts or jeans with a top that showed a of leg and a lot of belly. Well I had plenty of clothes like that. I also knew he liked cute lacy thongs and boy shorts. Well, I knew that wasn't going to Happen. I also realized if I went through with this eventually he'd see a lot more. The thought kind of excited me.
I went to my closet and found a cute short sundress. The dress covered me so I skipped the bra. I looked in the mirror. I looked pretty, not sexy, not slutty, but pretty. For fun I messed up my hair a bit. Now I looked like the girl next door who just did something naughty. Perfect I thought.
I went out and showed Jon. I did a little spin.
He said, "Wow, you look great."
I liked the compliment.
Jon said "I can't wait to show Dave what a hot girlfriend I have."
The thought of Jon getting excited by showing me off was really turning me on. I wondered if Dave would like the pictures. I realized that I really wanted him too.
Jon started taking pics and I started posing. Hand on hip, turn around look over my shoulder. That kind of thing. In one I let the shoulder strap of the dress slide down my arm a bit and showed off a little of the top of my tits. On another I held my leg out and pulled the hem of my dress up to show off my entire leg and hip stopping just short of my panties on my hips.
Jon was encouraging me. Telling me how sexy I was. Telling me what a naughty girl I was taking pictures for man I'd never met. It was all turning me on. We sat down and went through the pictures. We sent Dave 5. We got a response almost right away.
He started off telling me how sexy I looked and how lucky Jon was. Then he went to each picture and told us what he liked best. He liked that I wanted to take pics and show off for him. He said he also liked my naughty side.
All this was too much. I unzipped Jon's pants, straddled his cock. Pulled my thong aside and just started fucking him. Jon started talking to me.
"So you liked showing off for Dave. I bet you'd like to show him how naughty, even slutty you can misbehave."
He told me that Dave had sent him a cock pic and that Dave was big and thick. He kept on telling me how much he'd like to see that big cock split my pussy. I could see it in my head. Fucking Dave, feeling full, watching Jon. I Came. A great orgasm. So wet I had to throw both the panties and the dress into the wash. Next day when Jon was at worked I sneaked a peak at his email and found the picture of Dave's cock. It would definitely fill me up.
One day I was putting on a cute thong. As I did I asked Jon if he thought Dave would like them.
Jon responded with, "Let's see."
He took a few pics from the waist down of me in my thong from the back and front.
Again the response was quick. Dave said he loved the thong. He complimented my ass and my legs. This time a bit more forward. He said he wanted to rip the thong off me and for me to wrap my legs around him while he fucked me silly.
He said he could picture me on my knees, face down on the bed, ass in the air, the thong pulled down over my ass but still wrapped around my thighs and him plunging his cock in me from behind. Both those images went through my mind. They both made me tingle. I could see that as I read the responses out loud Jon was getting hard too.
After that we took pics every few days. It definitely turned us on seeing the responses. I would show off my dresses. I would sometimes pull them up to show off the panties I was wearing. One time I took pictures in just a wife beater and a thong. In a couple I was pantiless in a dress. I would pull the dress up to show off my naked ass.