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Shirley Miller's Sex Education Sessions

A Session with Shirley's Best Friend

The alarm went off at 7:30 a.m. on Monday morning. Shirley immediately got up and turned it off. She went to the kitchen and started the coffee. She headed to the shower while the coffee was brewing. Once out of the shower she dried off and headed back to the kitchen still nude. She liked to be nude and she liked it even better with Dan. But he was working today and she has a session to do at 9:00 a.m.

She got her coffee and toast and that was her breakfast. About 8:15 a.m. she decided she better get dressed and put on a conservative dress with a bra and panties. She couldn’t wear her sun dress with Alice. She went into the medical room just to check that everything was clean and ready and it was. She went back to the living room and sat down. She started thinking about the session this morning and she is nervous about it. Alice is her best friend and she will see her nude, her boyfriend nude, and see both of them masturbate. As she has through about it before she will just handle this session like any other session.

Soon the doorbell rang, she went to the door, opened it and there stood Alice and Richard. She invited them in and said follow me. She led them to the medical room, turned on the lights and closed the door. They started walking towards the table on the far side of the room and she asked them to stop. She said Alice this is going to be awkward for me. You have been my best friend for many years and although we saw each other nude while in nursing school, that was a long time ago. And today you will not only be nude, but you will be masturbating in front of me. I have been telling myself I will handle this session just like any other but it is going to be hard for me. Alice said don’t worry about it. Richard and I know what is going to happen, we have agreed to it, and we want it to happen. Frankly we both need to know more about each other’s bodies and how each of us is sexually aroused. So lets get going. Shirley said Ok and soon they were standing next to the table taking their clothes off. Unlike the young virginal couples who turn away from each other, they were facing each other as they undressed. When they were nude Richard said and I am first. Yes said Shirley. Richard walked across the room and got up on the exam table and put his feet in the stirrups like he was an experienced pro. Shirley stood between his legs and told Alice to come join her.

When Alice was next to her Shirley held Richard’s penis and said this is the head or glans. The hole is the urethrae and it is to let urine and semen out. The part under the head is the shaft. The underside of the shaft right below the head is the frenulum. It is the most sensitive part of the penis and most men like to have it stimulated. Below the penis is the scrotum and it holds the testicles. If the testicles get too hot, they stop producing sperm. So when they get hot, the scrotum expands and the testicles lower out of the body to cool. When they get too cold, the scrotum contracts and pulls them back into the body to warm up. The testicles are very sensitive and when you touch them you need to be careful. Below the scrotum is the perineum and below that is the annus. I want you to hold Richard’s penis and move your hand gently back and forth. His penis started to get erect. Shirley said I usually have the girls put two different condoms on the penis, one regular and one ribbed. But I presume you know hot to put a condom on a penis. Yes said Alice, I do. I am only partway through menopause so we have been using condoms and neither of us like it. I was hoping you could give me some advice on birth control this morning. Shirley said I will later but let’s finish Richard first. Shirley handed Alice a tube of lube and said put some on his anus and on your finger. Alice did as instructed and Shirley told her to put her finger in his anus. She told Alice to feel the upper part of his rectum until she found an area that is firmer than the rest. Alice moved her finger and said I found it. Shirley said that is his prostate. Most men like to have it stimulated and we will learn more about that later. Alice took her finger out of Richard’s rectum and Shirley told Richard to masturbate. He asked for some lube and Alice squirted some on the shaft of his penis. Richard started moving his hand back and forth and Shirley told him when he was about ready to ejaculate to tell her. A few minutes later Richard said I am almost there. Shirley told him to stop and told Alice to continue doing the same thing Richard was doing. Alice started stroking his penis and soon he was shooting semen up in the air and all over his stomach. He was not shooting it as far as the young men do but Shirley knew that was normal. When Richard was done, Shirley gave Alice and warm wash cloth and told her to clean up Richard. She did and Shirley told Richard he can get off the table.

Shirley told Alice it was her turn and she climbed up on the table and put her feet in the stirrups. She said before you start will you tell me about birth control. I really don’t want to make Richard use condoms any more. Shirley said there are two shots that are effective in five days and last for 90 days. They are given in the butt and I must tell you they hurt. I am friends with a local doctor and he writes a prescription and provides the medicine for my clients that want the shots. If you want them, I will give them to you at the end of the session. Why not give them to me now asked Alice. Shirley said they hurt like hell and I want you to concentrate on having pleasure now. OK said Alice but I want the shots. Fine said Shirley when we are done with everything else I will give them to you.

Shirley stood between Alice’s legs and ask Richard to join her. She pointed to Alice’s clitoral head and told Richard what it is. She explained that it protects the clitoris which is very sensitive. Shirley explained that most women can have an orgasm from just having their clitoris rubbed but since it is so sensitive put some lube on it before you start rubbing it. And be gentle. Below the clitoris is the urethrae. It is so urine can exit the bladder. Below the urethrae is the vagina. Shirley spread Alice’s vaginal lips and showed Richard the entrance to the vagina. She said below the vagina is the perineum and below that the rectum. Do you have any questions about the names or functions of each part. No said Richard. OK said Shirley, and she went to the cabinets, opened a drawer, and got out a Peterson speculum. She showed it to both of them, took it out of the plastic bag, and put lube on it. She said Alice I am going to insert the Peterson speculum now. She slid it in and rotated it 90 degrees so it was in position. She said I am going to open it now and if you feel any pain please tell me. Shirley slowly opened the speculum until it was wide open. She took a flashlight and looked inside Alice’s vagina, examining the vaginal side walls and the cervix for any signs of irritation or lesions. She didn’t find any so she told Richard to look inside. He said he sees the cervix and Shirley told him to touch the side walls. He did and said they are very soft. Shirley explained that the opening in the cervix is so blood can get out during Alice’s period and so sperm can get in to fertilize an egg so she can get pregnant. They both said we don’t want her to get pregnant. Shirley said I understand and she collapsed the speculum and took it out. Shirley asked Alice if she would like to have the speculum and Richard immediately said yes. Shirley put it in the sink so she could clean it when they are finished and got out a Collins medal speculum. She lubricated it very well and showed it to Alice and Richard.

Shirley explained that he opens the vagina horizontally so she can examine the top and bottom and get a better view of the urethrae. Shirley slid it into Alice’s vagina and opened it all the way. She took the flashlight and examined the top and bottom of Alice’s vagina and took another look at t\her cervix. She didn’t see anything abnormal so she told Richard to look and he did. He touched the top and bottom of her vagina without being told. Shirley asked Richard if he had any questions and he said no. Shirley took the speculum out and put it in the sink. She told Alice to masturbate.

Alice put one finger n her clitoris and started rubbing it. She took the other hand and finger and started rubbing her right nipple. Richard was all eyes watching Alice. In a couple of minutes Alice started making sounds and it about 5 minutes she had an orgasm. Her entire body tensed, her legs moved together and she yelled out “I’m cuming.” Shirley said just rest for a couple of minutes. After a few minutes Shirley told Richard I want you to do the same things that Alice did until she has another orgasm. You can also kiss her if you want. Richard started rubbing her clitoris, her nipple, and kissing her. It was only a couple of minutes and Alice had another orgasm. The signs were about the same as the first. Shirley told them to rest for a few minutes and then Shirley told Richard to put some lube on his finger and insert it in Alice’s vagina. She told him to feel the top and see if there is any area that feels different. Richard said yes, about 1 1/2 inches back it feels firmer. Good said Shirley, that is her G spot. I want you to gently massage her G spot and see if she can orgasm from just that. If she doesn’t have an orgasm in about 3 minutes, you an then rub her clitoris as well. Richard started massaging her G spot and in a couple of minutes she had another orgasm, stronger than the first two. Richard stopped with having to be told and let Alice rest. After a few minutes Shirley told Richard she wanted him to rub Alice’s nipples and kiss her. Let's see if she can orgasm from just having her nipples rubbed. Richard started rubbing her nipples and kissing Alice. In only about a minute Alice had another orgasm and it appeared to be the strongest one yet. She yelled out the loudest and the spasms and tensing of her body seem very strong. Shirley said just let Alice rest a couple of minutes until she is ready to get up. Alice just laid there for about 5 minutes recovering from her orgasm. Finally she said I am ready and got her legs out of the stirrups and got off the table. Shirley said OK Richard, get back on the table. Richard eagerly got back on the table with his feet in the stirrups and his legs spread wide. Shirley told Alice to put some lube on her finger and on Richard’s anus. She told her to put her finger inside and find his prostate and then to gently rub it. She said some men like circular motions and some like back and forth motions. Some like both. Let’s see if Richard can ejaculate from just having his prostate rubbed. As soon as Alice started rubbing the prostate Richard’s penis was erect. He was moaning as he obviously liked having his prostate rubbed. It was only a few minutes and Richard’s penis was shooting semen up in the air and this time it did go up to his chest and a drop or two got on his chin. Alice said wow. Richard said that was great. Shirley gave Alice a wash cloth again and told he to clean up Richard. When Alice had cleaned all the semen off Richard Shirley told him he can get off the table. Richard got down and hugged and kissed Alice.

Shirley said that ends the session unless you still want to have the shots. I want to have the shots said Alice but I want to ask you a favor first. What is it said Shirley. Richard and I were talking about the session this week and we agreed that if it went well, if we enjoyed it, and if we felt comfortable with you, we would ask you to let us have sex here with you. You can watch, and if you feel necessary give us hints to make it better. I want to leave here knowing that I will be able to say “I love sex” like Anna. And so we want to be sure we are doing everything possible to give each other the most pleasure. Will you let us have intercourse and coach us? Shirley said how am I supposed to turn down my best friend. Of course I will if that is what you want. But I will do most of the coaching before you start as I don’t want to interrupt your pleasuring each other. But I do have a question for Richard. Richard, you have ejaculated twice and you are not a young man. Do you think you are up to ejaculation a third time. Yes said Richard. I took the “weekend pill” before we came. Well OK said Shirley. Shirley grabbed a tube of lube and a condom and said follow me. She led them down to the spare bedroom and they got on the bed.

She said first Richard, I want you to put a good quantity of lube on Alice’s clitoris, vulva, and inside her vagina. Then as you have foreplay I want you to give Alice two orgasms before you even think of putting your penis in her. That is what it takes to have her ready for penetration. And Alice if you are at all concerned about pain, then I suggest that you get on top of Richard so you can control the penetration, etc. One last thought, Richard you just need to think about giving Alice a lot of pleasure before you put your penis in her. I understand said Richard. With that he took the tube of lube and put it on Alice. As he did that he penis got erected he took the condom from Shirley, opened the package, and put it on his penis. He then started kissing Alice, started rubbing her nipples and breasts, and rubbing his hands all over her body. After a few minutes he spread her legs and started rubbing her clitoris. It didn’t take any time for Alice to orgasm. She was already very hot form the orgasms in the other room. Richard stopped and just held Alice very tight. He then started rubbing her clitoris again, and in a short time she had another orgasm. He let her rest and then his finger went in her vagina and he was rubbing her G spot. Soon she climaxed again. He let her rest a couple of minutes and then he laid on his back, his penis sticking straight up in the air, and Alice got on top of him and lowered herself on his penis. When he was all the way in, she stopped for a few seconds. Then she started riding him and as she did he was holding her breasts in his hands and rubbing her nipples. Soon she was yelling I’m cuming and Richard yelled me too. Alice said I can feel your penis spasming as the semen shoots into the condom. Alice leaned forward and kissed Richard. Her breasts were laying on his chest as they kissed. Shirley decided they needed some privacy and got up and left the room and closed the door. She went to the medical room and started cleaning up. She washed the plastic Peterson speculum, dried it and put it in a bag. She also put a new, large tube of lube and several different types of condoms. This is a gift she gives to every couple who takes her session. She then started cleaning up the room, putting new paper on the exam table, etc. so the room would be ready for the next couple.

As she was finished Richard and Alice came walking down the hall and into the medical room. They were both beaming with large smiles on their faces. Alice said Shirley we will never be able to thank you enough. I was married for over 20 years and I never had orgasms like that or sex like that. That was wonderful. Richard said me too. I was married for over 20 years and sex was never like that. It was the first time I ever felt my partner cuming while I was inside her. We both climaxed and feeling each other climax is great. I agree with Alice we can never thank you enough. Shirley said well the only thing left is the birth control shots. Do you still want. Them Alice? Yes said Alice. I will need them like never before. OK said Shirley, get up on the table and lay on your stomach. As she did Shirley extended the leg rest. Shirley told Richard to stand on the side of the table and hold Alice’s hand and rub her back gently. Shirley said these shots are going to hurt and I want you to be comforting Alice.

With that Shirley went on the other side of the table. She had already prepared the syringes and she took an alcohol pad and cleaned a spot on Alice’s left cheek. She jabbed the needle into Alices butt all the way and started injecting the medicine. Alice started crying and Shirley said I’m sorry. I have to take two minutes to inject the medicine. Shirley kept slowly injecting the medicine until the syringe was empty and pulled the needle out. She put a bandaid on her butt and said Richard let’s trade sides. Shirley cleaned a spot on Alice’s right cheek and jabbed the needle in. As she started injecting the medicine Alice continued crying. After two minutes when the medicine was all in Alice Shirley took the needle out and put a band aid on Alice. Shirley said just rest here, you can lay on the table as long as you need to recover. When you are ready just tell me and I will help you up. Richard you keep gently rubbing her back. Richard continued and Shirley noticed his hand was moving down to her butt occasionally and occasionally on down and touching her vulva. Surely was just glad he wanted to help Alice recover from the pain of the shots.

It was about 20 minutes when Alice said I am ready to get up. Shirley pushed the leg extension in and helped her get up. Richard held and kissed her and they walked hand in hand to the table and started dressing. When they were fully dressed Shirley walked over to them and held out the bag. She said there is a small gift in here for you along with the speculum. I hope you and Richard will enjoy the speculum. Richard said we will. Shirley said one last thing before you leave is to be sure you know I have other sessions. The second one is on enemas, anal sex, and pegging. You must wait 90 days before you take it. But if you want to take it just call me. And I know you are not going on a honeymoon, but Alice I want you to call me or come over in about a week and tell me how it is going. I want to be sure you can honestly say “I love sex.” And please remember the shots are not effective for 5 days so you will need to use condoms until then. We will said Alice. With that they held hands and headed for the door. Shirley watched them walk to his car, get in and drive away.

She had been nervous for nothing. The session went well and she never expected they would want to have sex with her, here, today. But she was glad they did and she hated to admit it but she enjoyed watching them. She sat down on the couch and wondered what she would do the rest of the week. She didn’t have any other sessions and Dan had not arranged any dates. But she knew something would come up. She got up and went to her bedroom. She took off her clothes. She had been watching Alice and Richard be nude and she really wanted to be nude. She wanted to be nude with them but she didn’t think she should ask about it. So she would spend the rest of the day nude.