Background
This is a work of FICTION – nothing more than an expression of mutual physical attraction (LUST) between two friends!
So the chatting and flirting went on and on, getting ever closer to outright "sexting" or "cybersex", but not going the entire way. That was until Jill texted Jack about seeing a man who looked like him holding a melon and bringing it close, smelling the ripe fruit. She said it reminded her of him, and he asked her if she was stroking a banana at the same time. This was their usual banter – melons and bananas, sexual innuendo.
It had been going on for a couple of years, and, as far as Jack was concerned, was the only sex he got. Although he loved his wife, there was NO sex, and Jack reverted to masturbation, a LOT. Most of his fantasies revolved around Jill. Jill - sexy, mature, blond, robust, busty, and a great ass! And a sense of humor to go with it, as well as a healthy (apparently) sexual appetite. She made Jack's cock hard. Every thick average inch! Jack loved watching her walking in the hall way, her large breasts bouncing, and he loved pointing out how the T and N in Trojan lined up perfectly with her nipples! She wore boots on occasion, which added to her sexiness in her jeans. Although she never wore a dress to school, Jack knew she had a feminine side, this based upon the time when it was "switch" day at school, and many of the young boys dressed like girls. Jack teased that his "pantyhose" were in a bunch (not that he was really wearing them – but just testing the waters for a "kinky" side to Jill), when Jill stated that she preferred stocking – a major turn on for Jack.
So, as time went on, the sexual innuendo got more and more blunt and straight to the point. Jack was always turned on by this sexy woman. But it was the latest time that took it to the next level. The banter went back and forth when Jack mentioned "flat" about a coworker and his wife. Jill asked what he meant by "flat" and Jack told her no boobies. Jill laughed (lol) and said she already knew but she wanted to hear him say it. She told him to tell it like it is. So he did. He told her that he loved her boobs. He went further, with her prodding, to tell her that she made him hard, and that his cock was hard right now. Jack was blushing and embarrassed, but he felt "relieved" that he finally told the "truth" about what Jill did to him. He confessed to having many fantasies about having sex with her, and she confessed to having thoughts of him on occasion (but declined to give any details).
A weekend passed. Jack finally got the courage to text her again, confessing his embarrassment and hoping he had not jeopardized their friendship. Jill said that he had not, and wondered about why he was embarrassed. He told her that it was because he was so "blunt" about how he felt. She said not to worry, and told him that as long as it was just physical fun and no "feelings" involved, then she was okay. This suited Jack fine, as he was all about "no strings" "sex" (even if it was just fantasy, sexting, cyber). Finally, Jack asked Jill if she would always think he was "undressing" her with his eyes, and she said no, but it was okay for them to undress each other. (A, tease, of course, but one that planted a fantasy in Jack's mind.) He told Jill so, and that he would write a story for himself to jack off too, (she thought it would be hard to stroke and type) and this is where we are now!
The Fantasy
So Jill and Jack, after a couple of years of sexual banter and teasing, finally decided to go to the next level. They would meet at a secluded spot and masturbate together. They agreed that they could touch each other while undressing each other, but no kissing and no intercourse. Jack suggested the coach's office at the soccer complex, later in the evening, as it was the "dead period" and no student would be around. Plus, there was a shower and a bathroom in the office, if needed.
The evening arrived. Jack told his wife that he had to go and finish an online class, and at the office he could do so in a few hours without distraction. Jill told her husband something along the same lines. Jack arrived first and unlocked the door. He parked a distance away and walked, so that their two vehicles wouldn't be seen at the same location and raise questions. Jill arrived a bit later, and Jack closed the door and locked it.
The air was charged with sexual electricity. Jack, upon Jill's arrival, and already began to swell in his shorts. Jack wore his "coaching" outfit, as Jill at commented before that she found it "sexy". Jill was wearing jeans and a blouse. Jack told Jill that they should take turns removing a piece of clothing on each other. Jill agreed. Jack approached Jill and had her turn around and face away. He placed his hands on her shoulder and began a gentle massage, moving to the neck. Jill approved. He continued, moving to the front, and, teasingly, touched her everywhere but her large breasts. Her breathing began to get shallow. Finally, Jack began to unbutton her blouse, from the bottom up. Until it was open. He turned her around. He was very please, as he was gazing upon a very large set of breast in a very sexy sheer bra. Her nipples were erect and the sight made Jack erect. Jack told Jill how much he loved her boobs, removed her blouse, and reached up and caressed are large breasts through the silky fabric. Jill said it was her turn.
