Like a lot of husbands, after many years of marriage, I'd begun to fantasize about my petite wife fucking another man. I would get rock hard at imagining her little pussy sliding down on this long dick, covering it with her juices. I've suggested a threesome to her and she says it's a great fantasy but she would never be able to actually do it. I told her how I'd love to see her with a cock in her pussy and one in her butt just driving her to a frenzy.
While making love, I'd give her these fantasy scenarios which would usually have her cum like crazy. At times in the middle of an orgasm, I'd ask her if she wanted this fantasy to become a reality and she'd emphatically say yes. Afterwards when we'd discuss it she'd always say that she just said it in a moment of passion and could never bring herself to actually do it.
After a couple of years of me suggesting it and showing her different guys on the net, one night she said, "All right, if that's what you really want, we might try it but I get to choose the guy. We'd have to meet first and see if we are compatible. No smokers or men with those huge dicks!" I asked her if she had anybody in mind and she just glared at me. I knew that meant no. I posted to a sight, asking if anyone was interested.
We received a ton of messages and pictures. My little wife would giggle at some of their letters and others that just showed a dick, she would immediately trash. I was surprised at the number of young men, some less than half our age, that wanted to meet. Cathy said that she wasn't meeting someone younger than our own kids so in the trash they'd go.
We settled on a few to actually meet with her choosing several in or near our age bracket. We'd usually meet for drinks at some lounge and my wife and I would talk with her prospective lovers. I got her to put on make-up and dress sexy, well at least somewhat since she's pretty conservative. After some small talk and drinks, they'd usually dance a bit and try to get to know one another but she'd always end up telling me that they were either too old, too hairy, too smelly, too grabby or too something.
I had almost given up hope when one evening I got IM'd by Jack asking of we were still entertaining the prospect of someone for a threesome. I said yes and he said he'd like to meet. I asked my wife if she'd like to meet him and she said, "If you really want, I guess we can," though her voice sure lacked enthusiasm.
I asked him to meet at a nearby lounge and he asked if we could meet for coffee the next afternoon at 4:30 PM instead and suggested one down by the mall. I asked Cathy if that was OK and she just nodded, not really taking her eyes off the TV. Jack said he'd be wearing kaki Dockers and a Hawaiian shirt so we could recognize him. I told him I'd be wearing a red shirt with white and purple flowers.
That night in bed, I was feeling amorous and began to softly caress my wife's belly and thighs. Her legs parted, allowing he access and I asked her how she'd like Jack to be doing this. Suddenly she asked, "How old is he?" Hell, I didn't know. I had never asked him. She sat up suddenly, interrupting my foreplay and demanded I find out. I dutifully got up and went down to our computer and opened it up. I found his profile but his picture was blank as well as his age though it did say that he was divorced, enjoyed softball, jazz, cooking fine cuisine and was busy raising his son. This didn't set too well with her but I reminded her that we already had agreed to meet him and that's all it was, a meeting. Our return trip to bed resulted in her turning on her side and ignoring me so I figured no sex tonight.
I got home early and begged my wife to get at least a little dressed up but she stood firm. "If he doesn't like what he sees, too bad. He'll just have to take me the way I am. She did as little as possible, I guess to dissuade him from being interested. We arrived at the coffee shop and looked around for someone of his description but didn't see anyone. "Let's leave," she said but I insisted on at least sitting down and having a cup of coffee or soda and give him a bit. Cathy nervously tapped her fingernails on the table while we waited for our drinks. Once her iced tea arrived, she seemed to be almost gulping it down, trying to hurry things up but I just sipped my coffee and told her to relax.
The waitress had just refilled her tea when this very handsome, sandy haired young man approached and introduced himself. "Are you Bill and Cathy?" he asked. I said yes and Jack sat down. "I apologize for being late. My son was late getting home and I had to get him to softball practice. Can you forgive me?" he said. I figured he was way too young for her since he seemed to be the age of our oldest son who is 30.
"That's OK," Cathy said, "Getting kids to their practice is more important. How old is your son anyway?"
"Fourteen," he said while motioning to the waitress to bring him an iced tea for himself, "You know, that DIFFICULT age where they know everything."
Cathy laughed. "I know," she said, "I thought I'd kill my daughter at that age. I swear their brains go out the window until they turn 19 or 20."
Jack's hand gently covered hers and he said, "I'd appreciate any pointers you can give me. I'm just running on instinct."
Jack then went on to tell us that he was 38, a builder and doting father, also how his wife left him and their son, Kevin, saying she wasn't ready to be tied down yet. They had been married for almost three years but she felt she had made a mistake. He said he had waited for her to come back for almost five years when one day he was served a summons to appear in a divorce hearing. "All they wanted me to do was sign the papers. She wasn't even there. I guess she was marrying some guy in another state," he said. The hurt still showing as he spoke of her.
Cathy was listening to him intently, injecting a comment here or there. He let out this big sigh and said, "I hope you don't find this weird, me looking to meet a couple like this. I've never done this before. I tried the dating bit but I'm not into the bar scene and I also have trouble dealing with tobacco smoke. I'm not looking for a wife or live-in. I'm really looking for someone I can be friends with and hopefully if things work out maybe more. If not I still hope to be friends."
Now it was Cathy's turn to take his hand both of hers and say, "We'll just have to take our time and see what develops." Could he be the one? I thought to myself.
On our trip home I asked Cathy how she felt about him and she said, "Well he's very handsome. It almost makes me wonder why some woman hasn't snatched him up before now."
"You mean he could be the one?" I asked.
She got this sly smile and said coyly, "He's definitely the best prospect but I'm not totally convinced." Over the next several weekends we would meet him on Saturday night at a local nightspot where we would dine, talk and dance, Jack always being the consummate gentleman with her.