Mike is just a normal guy and most girls would never know. He wondered about what it would be like to have a girl sexually use him like he had so many girls himself.
Mike was friends well friends with benefits with Jill. They hooked up from time to time when they were in between relationships. It was all in good fun they would both work out their sexual needs in random locations just to fulfill that weekly need of release. She was the submissive one and didn't mind trying new sexual activities from time to time. They slowly graduated from sex all night to finally fulfilling one of Mike's fantasies.
One afternoon Mike convinced Jill to try a bit of double penetration. First he had Jill lay down on her stomach and he worked his all day stiffening cock into her moist womanhood. After they had gotten things all nice and moist he insisted on trying one of her feminine toys on her anus. They were indeed successful with penetrating her butt and pussy at the same time. It was a slow and tedious process that yielded new sensations for both Mike and Jill. It was the tightest Mike had felt inside a woman in a long time. Further, it was most fulfilling for Jill during the stint of this adventure.
As fun as it is reminiscing about old times. They moved on over the years and eventually found new lovers. After a few years their lives crossed paths again for that need of sexual release after that hard day of work. Something to take the edge off that alcohol just won't do.
Mike eventually through text explained to Jill that he always enjoyed dominating her in the fun of their countless sexual adventures. He explained that he would enjoy it if she would ever be interested in returning the favor of being the dominant one for the night. Mike was unsure of how to breach the subject of her being the one to be dominant enough to use a strap on in his never invaded hole.
Mike expressed again that he was curious about if she would have enough guts to possibly use her fingers near his butt. She replied that she had never explored a man's butt and it definitely was a new idea to her. He then said he would even let her use her tongue on him. She immediately replied that she found that actual act a bit too disgusting. She replied again that she would consider using her fingers while giving him head on their next fun fest.
Thursday came and they met up at a hotel that they had been to numerous times and decided to have fun. Mike showed up first and hopped in the shower discarding his work clothes from the day. He lackadaisically admired his body in the mirror while letting the water warm up. He casually noticed that the time at the gym had been paying off and that he was actually starting to sharpen up. He noticed too that by the next time that he would have fun with whichever girl he was with he would need to shave himself. Mike jumped in the shower and washed himself of the days work. He even washed his cock and rubbed around his butt hoping the evenings festivities would bring about some fun.
When he got out he was met at the door by Jill who had just gotten off work as well. She showed up in a casual paralegal outfit complete with knee high dress a female sports coat half undone with a white button up revealing her tired looking breasts.
With the anticipation of rekindling an old flame they hurried themselves into meaningless kissing relighting an old flame of zero love and using each other for carnal instincts only. They groped each other in a frantic pace and led each other disrobing clothes along the way to the bed. Mike fell on top of her and started attacking her breasts pulling her bra down in anticipation. He knew it would be no time and her nipples with barbells through them would be hard. He shoved his hand forcefully into her panties and began massaging her whole sex into a fever pitch drip. They instinctively knew what they were doing, there was no time for the cutsie love escapades that their friends shared on social media. This was all about build up and release of sexual tension.
She responded by fondling his cock pulling and tugging on it with a firm grip. Even giving his balls a tug. She wanted and needed that release of an orgasm she trusted him to fuck her with out the use of a condom. Mike also trusted that she wouldn't send him so far over the edge that he wouldn't have time to get a condom and prepare his own orgasm in a bag. Mike knew she was ready when his knee felt the wetness in the bed that they had rented for the nights activities. He pulled away in the cool air and aligned his cock for her soaking entrance. He balanced on the sheets and slid in to a place he knew all too well. They began feverishly bucking and moaning it was more animistic than it was love making. He continued ramming his stiff rod in and out of her enjoying the feeling of her over wetness that he had missed. He hadn't came in a while and he knew that it wouldn't take long. He decided to end it early and see what else the night would bring. He pulled out and with the force of weeks worth of cum came all over the young gal who was granted her sexual release moments before with a face squinting orgasm.
They decided after cleaning up to go out for some dinner. Over dinner he egged her on about his desire to try for her to anally please him. He suggested that they could even visit the adult store and see if they would have any toys to help them through their conquest. They departed and headed to the adult store where and middle aged woman was happy to help them find what they were after. Mike explained that they were looking for a toy that would help him get over his desire for anal play. The attendant showed them around and even suggested that they try a strap on. Mikes eyes widened and went a bit pale with the thought of that. The attendant explained that lots of males have tried it and nearly all of them were disgusted by the thought of being with a male. Mike gave it some thought and asked Jill what she felt like trying. She simply suggested that she was up for anything and if it's what he really wanted she would try it. They quickly found a starter kit that had a harness, some lube, and the object of desire. The dildo was a light blue in color almost easter pastel it was elongated to what appeared to be 7" and was gradual in circumference. They payed for it and went on about their night. If they used it great if they didn't he could always use it on her pussy or even her ass.
They circled back to the hotel ready for another session of sexual release no matter what was on the menu of desire. They quickly undressed and were on the sofa Mike's hands vigorously working on her pelvic region and Jill's hands automatically working over his hard cock. It was the biggest she'd been with and always wanted to return to it. In between breaths he suggested that she start the anal play. She in her submissiveness accepted the command and edged her middle finger down to his stiff feeling hole. It was puckered shut in anticipation of what may come. She felt natural in running her finger around the hole trying to open things up like she did the first time she felt like masturbating. Mike was aghast at the new feeling of not just his finger but a feminine finger exploring a lost sexual canal. He then leaned over her and suggested adding some lube to dull the tension in the air she complied by holding her hand out and taking some in her tiny hands. She moved the excess down to the bottom of his shaft and then rubbed it over his balls. Mike's head momentarily flew back in the newness when he felt lube fall coldly and freely down his balls to his anal area. It reminded him of when a girls juices would slide from their sex down onto his nether regions while they rode him like a stallion.