Keeping Jackie “satisfied” was becoming more and more of Dana’s life. The old saying “Be careful what you wish for” was becoming a harsh reality for Dana. She had always hoped Mike would find a woman that was ok being a girlfriend rather than a one night stand or a few times a year type of thing.
And if that woman would allow Dana to be involved with them it would be great. She was shy and knew it would take a little prompting from the other woman but she was open to serving pretty much any woman Mike chose.
Jackie was a few years older than Dana and Mike. She was tall and thin with large, obviously fake, breasts. She always dressed to the nines. Nice outfits with three or four inch heels and hose worn every day. The hose were always thigh highs. The fishnet hose, normally the smaller more classy fishnets, were common. Her makeup was always bordering between “a little too much and outright slutty”.
It was obvious to anyone that saw her that she enjoyed looking sexy. Some women would say she dressed like a slut with those short skirts, high heels and all that makeup. Jackie would say they were sexually repressed prudes.
Contrary to her looks Jackie wasn’t a slut. Yes, she was kinky, but also very selective when it came to men. After her divorce she found conservative married men to her liking. They tended to be married to women that were less sexually adventurous than Jackie. The men lusted for Jackie and the sexual freedom to explore that she gave them.
The odd fact for Jackie was that the “conservative women” were only prudish with their husbands. They often pleasured themselves to unspeakable types of fantasies. Sex with strangers, being humiliated, rape. incest and other far from prudish sexual thoughts. Often two or three of these things being rolled up into one fantasy.
Jackie quickly learned the biggest problem for these married couples was the wife wouldn’t share her sexual fantasies for fear of being labelled a slut or out right rejection. They were much more into being “forced” to do the things they fantasized about. The husbands were out finding women to full fill their fantasies while the women internalized theirs choosing the safer option of masturbating to them.
Mike met Jackie quite by chance waiting for a table at a popular lunch spot. He chatted her up if for no other reason than to stare at her cleavage. Jackie liked that Mike was tall and athletic with broad shoulders, so she flirted back innocently.
“My wife has told me I should find a girlfriend like you.”
“Sorry. I’m not interested in swingers.” she giggled.
“Oh no. We aren’t swingers. She just likes to hear about it when I am with another woman. And we would both prefer her to be more like a girlfriend than a one night stand.”
“Well maybe you should introduce me to her.” Jackie said with a wink.
When her comment didn’t back Mike down she agreed to exchange numbers figuring nothing would come of it. But Mike was more infatuated with Jackie than he let on that day.
It took a week or so of flirting via text before his constant begging to meet her for sex got on her nerves a bit. She decided to give him an ultimatum and see where it went.
Her text read…..”Tell you what big guy. Make a video of your wife introducing herself to me, telling me it is ok to date you and have sex with you along with why she is ok with us having sex.”
Dana was mortified when Mike told her about Jackie’s request. “I can’t have a video of me saying it’s ok for you to fuck another woman out there. She could post it anywhere on the web. What if friends and family members saw it?”
A few days later Jackie got a video from Mike. “Hi Jackie. Mike has told me so much about you. I was hoping we could meet for lunch to get to know each other.”
Jackie was excited by the reasonable compromise and worked out a Saturday lunch date with Dana. She couldn’t wait to meet Dana and see if she could push her into a submissive cuckquean role.
At lunch Dana admitted Mike seeing other women turned her on but she was afraid of STDs if he started seeing too many women. She also admitted she would like to try a menage trois if the other woman was ok with it.
“So if I date Mike exclusively that would be of value to you, right? Giving the two of you a safe scenario to indulge your fantasies.”
“Y…yes. That would be great. He thinks you are SO hot!”
“Well what do I get in return?” Jackie asked
“I mean you can’t honestly think fucking Mike exclusively will be a dream come true for me. Especially with you in his bed every night for sex. I am NOT a once a week kind of girl. When I’m in a committed relationship I want it several times a week. And while an occasional three way with you wouldn’t be a deal breaker it’s not my fantasy to have a three way every week or anything.”
Dana sat there stunned. She had never thought about this from the other woman’s perspective. Could she expect a single woman to be a committed sexual partner but only see Mike a few times a month?
“Well, honestly I never thought of it that way.” Dana said softly.
She found Jackie attractive in a slutty kind of way and figured Jackie knew how to have a three way. In short, Dana agreed with Mike that Jackie would make an excellent girlfriend for him. But how could she make that happen for them?
“How about we take a day or two to think about this and then discuss it.” Dana offered not really knowing what to say or offer Jackie.
“Ok. But we need to exchange numbers so we can text each other directly without Mike knowing everything. Men are so full of shit sometimes. Always offering the moon and stars only to let a woman down. I trust making an agreement with you I am much less likely to be let down.
The negotiations took a couple of weeks. Dana kept offering more and more things that Jackie wanted from her without exactly telling Mike. Dana agreed to give more control to Jackie than she ever thought she would give any woman.
Complete 100% transparency of her sex life. She would let Jackie know every time she had any sexual contact with Mike. Dana also agreed to meet Jackie once a week without Mike to provide any necessary sexual relief. Just in case Mike ignored Jackie for some reason. But more importantly she agreed to let Jackie punish her if she upset Jackie.
Jackie knew the punishment piece of the puzzle would allow her to push Dana further into submission. She text Mike and they met the next night in a hotel for their first date.
The sex was explosive. Clothes were torn off of each other as their mouths were locked together. Mike took her doggie style in round one. Then Jackie took over in round two. She rode his cock allowing her large fake boobs to hang in his face. Then she turned around to give him a reverse cowgirl fucking. His reaction made it clear he had never been part of a reverse cowgirl. He moaned and blew his second load as he watched the lurid sight of her ass ride up and down the length of his cock.
Jackie was pleasantly surprised to have an orgasm that night. It was during round two when she was in control but Mike got her there. That was important.
Mike almost passed out when Jackie said, “I am willing to go on the pill if you and Dana are ok with it. I mean she can’t eat your load out of my pussy if you are wearing a condom.”
About an hour later Dana was playing with her clit while sucking Mike’s cock when he told her. “She is willing to go on the pill so you can eat my load out of her pussy when you are with us.”
Within seconds an orgasm rippled through Dana. She desperately wanted to make that fantasy a reality. Thinking about the degrading act of eating her husband’s load from another woman’s hot, fragrant pussy was one of her regular masturbation fantasies.
She could tell Jackie was open sexually. That meant Jackie was going to push her limits and she knew that she would enjoy most of it. Dana secretly knew any humiliation heaped on her would turn her on although she would never want to admit it.
“I think we should make this part of our weekly meeting.” Jackie said as Dana wiped the shaving cream off with a warm towel. “Then we don’t have to pretend that we don’t know if you will pleasure me with your mouth every week. That can just be the final step in our grooming ritual.”
“You trim, you shave, you lick. I relax, I inspect, I orgasm. Simple enough.” Jackie giggled as Dana put her mouth to work on Jackie’s freshly shaved crotch for the second week in a row.
“For a straight woman you sure are a natural pussy pleaser.” Jackie commented as she ran her fingers through Dana’s bangs and onto the top of her head letting her hand rest there.
Dana’s long slow lapping of Jackie’s crotch turned into shorter flicking licks over her clit. Jackie began to breathe a little heavier as she gripped Dana’s head with both hands now. A slow rotation of her hips began as the husky whispers started.
“Ooooooooo, yeah baby. Just like that. Do it for me. Please my pussy like a good submissive. Make me happy so you don’t get spanked. A submissive girl that disappoints gets the belt.”
Dana tried to process the excited woman’s babbling in her mind. Am I now her submissive, like a full time submissive? Is she planning to spank me if I don’t give her orgasms? I thought that was only going to be done if I caused her problems with Mike. Not if she wasn’t happy with my oral skills.
Dana’s mind drifted to memories of Leslie, her college roommate, who was quite vicious with the belt anytime Dana lost a bet with her. Those lost bets never led to sex but the spankings always made Dana’s crotch wet. She missed those college days and the secret bets where the loser got spanked.
“That’s it baby. Get Mistress J off like a good little subbie. That mouth feels so good. I want to cum, slut. Suck my clit. Suck it. Suck it. Suuuuuucccckkk Yeeeeesssssss. ohhhhhhhhhh yeeessss.”