Betty, Bill and Richard 36 (Dancing Again) Teen bisex M-M-M-F-F July, 2020
My name is Richard. Betty and Bill are my friends. By the end of our senior year, the three of us had been having sex together for a couple of years. One Monday in late April, Monty and his girl Ann had come to us for some help. That evening we'd talked out what they had done, what wasn't working and how we might be able to help them. The short version was that Ann wasn't enjoying sex and both of them were interested in having some bisexual experiences.
On Tuesday night we helped them re-learn how to look at each other and appreciate each other and how to make out and feel each other up. Wednesday after school we got Ann and Monty to do oral sex on each other; it hadn't worked for them before but now they were good at it. Monty had brought his girl to orgasm for the first time that evening. Thursdsay they experienced gay oral sex; Betty and Ann sixty-nined while Bill, Monty and I sucked each other in a triangle. This was the first time that Ann or Monty had oral sex with the same gender.
On Friday at lunch, Betty found Monty and gave him the address of the Advocacy Center and told him that we weren't going to Bills, but to get an early supper and bring Ann with him after supper. This confused him, but after supper the three of us met Ann and Monty in front of the place, introduced them to people we already knew, and let them know that we were at a dance. Monty was kind of stuck in the doorway, looking at the sign with the rainbow on it.
"This is a gay and lesbian resource center. You can dance with your girl, dance with a boy, dance with a giraffe. Nobody cares here. Be yourself and don't worry about what anybody thinks", Bill explained.
Ann slowly grew a smile while Bill was talking. Monty waited till Bill was finished, then cracked a smile. Betty, Bill and I took classes when we were fifteen, so we were comfortable. Ann, like most girls, was at home on the dance floor. We didn't know how Monty would be; we expected him to be as awkward as we had been. We were wrong.
Monty was a pretty good dancer. He danced with Ann the first two dances, then he broke up a boy-girl couple, having Ann dance with the girl while Monty danced with a guy he didn't know.
The whole evening was great, and broke us away from our pool shelter sex classroom for an evening.
I can't speak for Ann and Monty. but Betty, Bill and I spent the weekend with our respective parents.
On Monday after school the five of us met at Bill's. We came through the house and stripped, and then we realized that we were one short.
"Where's Bill", Monty asked.
Bill came out with codoms, lube and a box of tissues, "Sorry I'm late. I had to get some things.
These things were familiar to Betty and I, but maybe not to Ann or Monty so far.
Once Bill had stripped, we all five started making out which is difficult. We ended up making out in pairs, with one person always looking for one couple to break enough for a shot. The feeling up part seemed easier because somebody's body was always within reach.
Bill finally spoke up. "Ann and Monty, you've both had some time with your dildos. Can you take them gracefully now?" They both nodded. Bill looked at Ann. "Are you comfortable with taking Monty in your butt tonight?"
Ann nodded again, and moved a half step closer to Monty.
Bill looked at Monty. "You're going to make love to your girl's ass tonight." Monty nodded.
Bill nodded at Betty. Betty took Ann by the hand and talked to her. "I'm going to be next to you." The girls kissed. I grabbed a throw pillow and tossed it to Betty, who put it in the middle of the workout pad. Betty got Ann to lay down in the middle of the pad, and started to move the pillow to Ann's lower back when she looked up at Bill and I, shook her head and moved the pillow so it was under Ann's head. I realized what Ann had realized, and put my hand on Monty's shoulder. He looked at me and I kissed him. "Monty, use your hands and mouth to get her off before you do anything. Lots of kisses, pay attention to her breasts. After she has a climax, then you start the heavy stuff". Monty nodded like he agreed completely, and joined Ann on the ground.
Bill and I got comfortable about ten feet away. Betty stayed close to them, but crossed her legs and waited. Monty and Ann were on their own, and they wouldn't need anything but each other for a while. Monty started with kisses, and in a couple of minutes he was down to Ann's breasts.
Bill looked over at me and quietly told me that tomorrow night I would have the task of taking Bill's ass for the first time. I looked at Bill surprised. Bill said that Betty was handling the condom and lube tonight and had been working close to Ann since her and Monty had joined us, and Bill said that he'd been setting the pace and telling people what to do, so I seemed like a good candidate to be Monty's first, and Monty probably wasn't going to object.
I sure wasn't going to object; this looked like fun.
Monty had gotten down on his knees with his head and hands focused on Ann's pussy, and it sounded like she had only a minute or two before her climax. From where Bill and I were sitting all I could see was Monty's ass and Ann's feet.
Betty moved up so she was on her knees, so she expected to have a job in a minute.
Finally, Ann reached her climax, but Monty didn't seem convinced and he didn't seem to understand that Ann would be to sensitive right now. Betty put her hand on Monty's shoulder, and he sat back for a few seconds, then layed next to Ann and just held her, kissing her cheek. I smiled at that and saw Betty smile too. Monty was becoming a tender lover.
Betty left them alone for a minute. Ann had an angelic smile on her face. Finally Betty said, "Monty, Ann is ready for you right now".
Monty got back on his haunches between Ann's legs, but didn't see what to do next. I noticed that Monty wasn't erect at all.
Betty worked with Ann to get the pillow under Ann's lower back, and told Ann to keep her feet on the ground for now.
Betty kissed Ann and promised to get her boyfriend ready. Ann might not have known what that meant.
Betty kissed Monty and grabbed one of his nipples, then sucked on the other nipple, then sucked his dick while her hand played with his balls. I think this frightened Ann, and Monty sure didn't see it coming, but in about two minutes Monty was hard as a rock. Betty opened the a packet and unrolled a condom onto Monty's dick, then put some lube on the tip. Betty told Ann to pull her legs over her head. "Try to put your toes behind your ears. Perfect!" Next, she put a large glob on her finger for Ann's ass, and looked like she worked it an inch inside. Ann made a noise. Now Betty backed up, said "Monty, do it now!", and sat cross legged to watch.
Again, from where Bill and I were it was just Monty's ass and Ann's feet, but the angles were different now. Monty made reasonable progress. I think Ann had done a job on herself with the dildo so it was easy going. I barely heard Monty tell Ann that he was in all the way, and she mumbled something back. Monty started moving again, slowly at first and he built up speed for a few minutes, then he had enough discipline to slow down and then pick up enough. When he finished, he kinda froze. Betty was back on her knees, and softly told Monty to roll towards his left and onto the mat. He did so, and Betty came around with tissues to grab his condom, clean up his dick and to clean the excess lube from Ann's ass.
After Betty dropped the condom and tissues in the trash, she came back and kissed Monty, then Ann. Betty layed down to talk to Ann. She took the time to explain that with Bill or me, if somebody's about to penetrate but aren't erect, whoever is closest gets the guy hard, and that Monty was still Ann's guy.
Ann said that was sweet, and that she figured that's what was going on. Ann kissed Betty, and then Ann and Monty cleaned up in the outdoor shower.
When they were dry, we all got dresssed and were done for the evening.