Betty, Bill and Richard 35 (Ann and Monty learn to put their money where their mouth is, Part 1) 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. This is something they obviously knew how to do but had forgotten about. After that, Bill and I had taken Monty and kissed him from his forehead down to his nipples, then used our hands to slowly get him off. While Bill and I were busy with Monty, Betty had done pretty much the same thing with Ann, and it seems likely that Ann had experienced her first orgasm this way.
Bill had started his Dad's 3d printer making two dildos on Monday night, and before Ann and Monty left Tuesday they each had one of these in their backpack. They left Bill's Tuesdsay evening to get ear syringes and lube from the drug store.
Wendesday while Bill, Betty and I were eating lunch, Monty practically ran to our table. We thought there was some emergency. "Tonight, right?", Monty asked. "Yes, tonight, my place", Bill answered, part of a sandwich in his cheek. Monty nodded and kept going. "Boy, a little handjob can sure get some people excited!", I commented. Betty nudged my elbow, but she was giggling.
That evening when Betty, Bill and I got to Bill's place, Monty and Ann got out of his car and followed us in and through to the back.
This time everybody stripped without any hesitation or suprises. Ann kissed Betty first, and they started making out. Monty looked at his girl with Betty and came and kissed bill, so soon us three guys were making out.
This only went on for a minute, though I got brave enough to feel his butt cheek before we broke up.
Monty proudly announced that he'd used the syringe to clean himself the night before, and had taken about half of the dildo with a condom on it and lube. Ann turned red at this. I told Monty that he'd probably have the whole thing in a couple of days and that it wouldn't hurt at all after the first few times. I told Ann that she should also be doing this but that she didn't have to tell us all about it.
Bill announced, "Ann and Monty, we're not breaking you two apart today. You have a challenge to work on together. I trust that you both know what a sixty-nine is?"
Monty answered, "We tried it once but it was uncomfortable. We didn't have this much space."
Bill nodded. "Make out and feel each other up before you lay down. Play with each other's chests, we saw yesterday that you both like your nipples played with; make the most of it. You two get those two Yoga mats; they should be plenty wide and they are way better than concrete. For this, you'll both want to be on your sides. Look at each other's parts before you go for it. You're lovers, don't be strangers."
Bill headed for the bigger workout pad, finishing with, "Richard, Betty, they're yours."
Betty went to talk softly into Monty's ear. I knew from earlier that Betty was telling Monty how to properly go down on his girl. Monty's eyes were already wide.
I went to Ann and started talking to her quietly. "I'm supposed to tell you how to please Monty when you two have your sixty-nine. I've blown Bill more times than I can count." Ann wasn't yet comfortable with me, so there was a pause while she decided that I meant well and then responded. "We tried a sixty nine once. This should go better, the yoga pads are okay."
I continued. "Betty is telling Monty how to go down on you and get you off, and Monty wants to do that. Have you given him oral sex, and how did it go?"
"Not so well", Ann said, finally dropping her inhibitions. "I have a hard time getting him in my mouth, and my jaw gets sore." I could hear her getting mad at herself. "How is it supposed to work?", she asked.
"You don't have to get the whole thing in", I told her. Start by making out and feeling each other up. Use your hands on his chest, nipples, his ass, his dick and his balls. He'll respond. Lick the outside, lick his balls and just take in the head or whatever you can. You'll be sore, especially if you haven't done it in a while, so when your jaw gets sore, pull it out and go back to licking. It's okay to back away and use your hands on his nipples, his balls and his feet. If it takes you a half hour to get him off today, that's okay; take a half hour. He'll remember this for a very long time. Long term, practice on him or your new dildo till your jaw isn't sore anymore and you can take more of him, but if all you do today is lick him, that'll bring him to a mind-blowing orgasm, and remember, it's his job to get you off today."
Ann absorbed all of this for a minute. Betty was done talking to Monty, and he was looking at us expectantly. Ann looked at me, nodded, kissed me, and went to Monty.
I went to Bill and Betty and the three of us started making out and feeling each other up. After a couple of minutes the three of us arranged ourselves in a triangle and started performing oral sex on each other, leaving Ann and Monty to figure out proper oral sex without any more of our help.