Jean, her husband Bob, and her date, Dylan were all feeling a bit apprehensive. It was a momentous occasion in their lives.
Jean was outwardly calm, but inside she was excited and nervous. Excited to actually be going on a date with another man since she and Bob got married, a man she really liked. She was glad they were embarking on this new adventure, but worried Bob might suddenly get cold feet or wig out.
Dylan was also calm, but apprehensive. He wanted to make a good impression. He also hoped Jean and he clicked. Even though Jean told him not to, he worried about Bob.
Bob was being Bob, excited and scared, jealous, insecure, aroused, at times filled with doubt that Jean going out with Dylan was wise, but wanting her to go on a date. He felt extremely conflicted, especially as the time Dylan would arrive to pick up Jean grew closer.
Jean and Bob discussed how they would interact when Dylan arrived and Jean and Dylan had discussed how she wanted him to act when he arrived at their house.
Jean instructed Bob to greet Dylan like he would any other male visitor to their home, "Shake his hand. Maintain eye contact. I know you've seen him, but have you two ever met? If you haven't, introduce yourself."
She continued, "After you exchange pleasantries, wish us a good evening, and excuse yourself, but be ready to come back in case I need your services. While I'm gone, absolutely no masturbating. I've left you a list of things to do to keep you occupied."
"You're not to contact me unless it's an emergency. I'll try and contact you midway through my date to check on you. I'll keep the call short. We can talk about my date afterwards. In fact, I'll want to talk about my date afterwards. I expect you to be an active listener."
"You're aware I really like Dylan. He's a neat man. Don't ask me what we did. I'll tell you only what I'm comfortable sharing with you. Don't ask me if he and I had sex. Instead, ask me if I had a good time and want to see him again."
Her instructions to Dylan were a lot shorter, "Don't worry about Bob. Expect him to be a bit nervous. Don't be surprised if I interact with him differently than you're used to seeing wives and husbands interact. My marriage is evolving so it shouldn't be a surprise my relationship with my husband is also."
She continued, "I'm not being a bitch. In order for this to work, we both realized our roles and how we interact needed to change. We're not swingers. He's staying at home keeping the hearth going and I'm not."
Dylan said he understood. Jean had never said she and Bob were in a cuckold relationship, but it didn't take him long to conclude they were. He had done some research on cuckold marriages so he felt somewhat prepared.
He couldn't help but feel a bit smug as Jean had said yes to going out with him which meant she was saying no to Bob. He knew she liked him and he liked her.
He also knew if it felt too weird, he could pull the plug and Jean would understand.
On their first date, Jean suggested they dress casual, go to a dinner, then a movie, maybe a bar afterwards.
Dylan arrived on time. He had read men like Bob were triggered by simple things, a bouquet of flowers for the wife or holding her hand as they headed to the car.
He planned on doing both as he was all about feeding Bob's fetish. The way he saw it, the deeper he could drive Bob into submission the easier it would be to pursue a relationship with Jean.
Jean opened the door.
He took one look at her and his heart was pounding. He thought she really was beautiful. He loved her dress, a purple peasant dress with embroidery. On her feet she wore sandals.
He felt a bit tongue tied as he handed her the flowers and told her she looked really great.
She took the flowers and said he looked very handsome.
"Excuse me. Bob, Dylan is here. Come say hi."
Bob appeared, not looking too nervous Dylan thought but excited. He and Dylan shook hands exchanged pleasantries.
He remembered not to ask about their plans as Jean had reminded him, "You're not my dad and you're not my husband when I go out."
Jean handed him the flowers, said they were lovely, thanked Dylan and told Bob, "Go put these in a vase. I want to be able to see them when I'm home. And get my small purse. You know what I need in it."
"Yes Jean."
Bob left and returned a few minutes later. Jean and Dylan were chatting about their dinner plans. Both were hungry.
He handed Jean her purse. She thanked him and directed her attention to Dylan, "Shall we go?"
He smiled and said, "Yes we shall."
He purposely left the door open as he wanted Bob to see he and Jean holding hands as they walked to his car.
Jean had wondered how she would react and reminded herself to let Dylan hold her hand, neighbors be damned.
Jean and Dylan's date exceeded their expectations. In the theater, he put his arm around her while they watched the movie. They didn't go to a bar for a nightcap, but did stop and eat dessert.
She had forgotten to call Bob, but figured he would be okay. She reminded herself she had told him she would try, not that she would.
He asked her on the way to her house how she thought the date went.
She said, "I thought it went really well. You're a neat man, Dylan."
He laughed, "Thank you. I thought so too. So, do you think there will be a second date?"
She answered, "Definitely."
Feeling a bit emboldened, he asked if that meant, "Should I expect a goodnight kiss?"
"That's definitely a possibility. I would ask you inside, but it's Bob's first night."
He said he understood.
He pulled into her driveway.
"Turn off the car," she said.
He rolled down the windows as the night was warm.
She laughed, "Are you thinking we might be here for a while?"
He answered, "I'm hoping we are, even if it's just to talk."
He knew he was saying all the right things, but it wasn't an act.
"Well, are you going to kiss me?" she asked.
He put an arm over her shoulder, turned towards her. They kissed lip to lip several times.
"That was nice."
He sensed she wanted to be kissed again so he did.
This time their lips stayed in contact for at least a minute until Jean extended her tongue. They shared an intense and long French kiss.
She seemed emotionally moved by the kiss. He initiated another, this time their hands roamed freely. He massaged her breast as they made out. He thought about doing more, but wanted to not come across as too aggressive.
She broke from their kiss. He could hear the arousal in her voice.
"Move the seat back, Dylan. Don't talk or I might chicken out."
He did. She reached down and unzipped his pants.
He was about to tell her she didn't need to do this, but she put her finger on his lips.
He kept quiet. She tried to fish his cock out of his pants and realized it wasn't going to be easy.
He undid his belt and his pants then peeled his pants and underwear down.