Filled with

So Monica and I set a time to have dinner with Jess at a restaurant near her hotel. I had never seen Monica get so ready for a date. She did not want any distractions from me while she prepared.

I had a drink while she got ready to try and distract myself. I didn’t want to think about how awkward this dinner might get. But I stayed positive and slipped some condoms in my pocket. I didn’t want to be unprepared in case the unthinkable happened.

We arrive before Jess, and waited in the lobby. She finally walked in, just wearing jeans and a T-shirt. So casual compared to how done up Monica was. She was still tall and skinny. Her red hair still flowed across her shoulders. Seeing her made me hope I could still keep the pact.

She ran up to me and hugged me. I introduced her to Monica, and she hugged her as well. We were seated, and Jess immediately ordered a vodka martini. Monica ordered the same. I had never seen her drink a martini before. At the her sip, her face gave away that she had never had one before either. I ordered a rye Manhattan up, so we all looked really fancy with our cone and stem glasses.

Monica started the conversation off with small talk with Jess. They really warmed up to each other and made each other laughed. They both told stories where I was the butt of the joke. Things were going smoothly; my worries of Monica attacking Jess were unfounded.

By their second martini, they were best friends. I barely got a word in, they were talking so much. I just listened and drank. I did notice that Monica was being more much physical with me. She always had a hand on me, usually so it was visible to Jess. But the more she had to drink, the more she snuck her hand beneath the table to rub my leg or lap.

Monica said, “You are seriously so pretty. I am so jealous.” She found my dick my lap and squeezed it. “Seriously I wish I had your body.”

“No. I’m a stick!,” Jess replied. “Everyone wants a booty and big boobs. I have neither. There’s no rap songs about girls without curves. You have great curves. I saw your ass when you walked in. I’m the one who’s jealous.”

“Bullshit,” Monica said and ordered another drink as the waitress walked up. Jess ordered another round as well.

Jess looked into Monica’s eyes and said, “I think you’re very attractive. You’re like a voluptuous Anne Hathaway.”

Monica laughed, “Thanks for not calling me a fat Anne Hathaway. But my roommates used to make fun of me for having the smallest boobs of the group. It was very hard to compete with their G cups. They were much bigger than me.”

The waitress returned with our drinks. After her first sip of her third martini, Monica asked Jess, “So what’s your favorite thing Chandler does when you have sex?”

Jess laughed and said, “Oh my.” She took a big gulp and asked, “How much has Chandler told you?”

“We’ll talk about that after you answer my question first,” Monica said smiling and rubbing my half hard cock under the table.

Jess thought and said, “So the last time we had sex, Chandler played with my ass, and I haven’t stopped thinking about it since.”

Monica slapped my cock under the table and said, “He never plays with my ass! I didn’t know he was into that.”

“He did that time,” Jess said and reached up and scratched her nose, flashing us her big wedding ring.

Monica asked, “So do you tell these men you cheated on them? Does your husband know?”

Jess replied, “So I definitely told Brent, he was always so insecure about Chandler and mine’s friendship. I knew it would piss him off so much hearing that we had sex. And let’s see,” she took a sip, “the boyfriend I was with in Denver. I broke up with him after the trip. And he got really shitty and said some really not nice things, I so told him about Chandler. That shut him up, especially when I told him about the differences in their manhood.” She laughed, “Wow, I’m coming off as such a bitch. But I cheated to keep our pact, so that doesn’t make me an angel.”

“Chandler said you only had sex three times,” Monica said. “And the last was when you were engaged.”

Jess took another sip. “It was. I debated in my mind since the first time I saw Chandler was at the wedding. I almost didn’t do it. But laying in bed, I couldn’t only think about Chandler. Really early I got up, put on my running clothes and left the room. When I came back, my fiancé was up. I was flushed and sweaty. It looked like I had gone for a run. I didn’t mention where I was. I let him make the assumption that I worked out in the morning.” She combed her hand through her red hair. “But I told him what I had done before the wedding. I felt so guilty and it was a relief to tell him. And you will not believe this next part.”

Monica was enthralled, waiting to hear the next word.

Jess continued, “He started asking questions. But not the ones I expected. Like ‘HOW COULD YOU DO THIS TO ME!?!?’ But he asked ‘what positions’. ‘Did you come?’ ‘Where did he come?’ My fiancé was noticeably turned on. Like I saw his election pushing against his pants. So I sort of did my best sexy whisper in his ear and said, ‘If you want to know how he fucked me, take your dick out and start stroking it.’ And he did! It was so hot. I learned that my future husband loved to hear about my sexual experiences with other men. Monica, guess what made him come so hard that first time.”

Monica broke out of her trance, “I have no clue. I’m still thinking about how he was turned on by you cheating on him.”

“Well he wasn’t crazy about the cheating part. He forgave me. But no more lying, sneaking and cheating,” Jess finished her martini. “So what made him come so fucking hard, like his jizz hit the ceiling, was when I described Chandler’s dick.”

Monica laughed and pat me on the back, “Did you hear that? Your dick made another man come!”

Jess continued, “So I’ve told my husband about every man I’ve hooked up with. He doesn’t let me made stuff up, so if I don’t remember, I have to keep it vague. He loves vivid details. The more graphic the better.”

Monica asked, “Are you planning on fucking Chandler tonight and telling your husband about it?”

Jess smiled, “What price do I have to pay to make that happen?”