If you seek ANAL, cruelty, or oversized equipment you won't find it here.
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Me? I'm Joan. I'm now 35 but want to tell of an encounter that began about 13 years back. My brother David who I usually call and refer to as Dave is 6 years older than I. He is about six feet tall, about 170 pounds, has blond hair which is light and somewhat bleached from spending so much time on the golf course. As to his penis size I've not had reason to measure it. My philosophy is that if it gives pleasure the measurement is unimportant.
Back to me. I am 5'6", 125 pounds, have 34 inch hips 25 inch waist and 34 inch chest as measured just below my B sized tits which are firm and I am told nicely shaped. I too am blonde but more on the brown side. Neither of us could be models nor would we not grace the covers of horror magazines either.
Dave was just eighteen when he married my former sister in law. He was 25 when they decided to become divorced. My brother left my mother at about the same time and with my complete understanding divorced her.
After graduating a local college I got a decent job nearby but wanted to save up to buy a nice car and make a down payment of a small house. So I was living in an apartment dad and my brother had constructed over my mom's garage. Mom and her new husband lived in the main house.
Sexually at that point I knew myself to be attractive. But mom had made me so unsure about myself and my ability to handle the sexual stuff that I dated only casually. When I did I held guys at arms length so as not to embarrass myself with my obvious non sophistication. Also to be honest from a sexual standpoint I wanted my first to be someone who was a carbon copy of my father who it turned out was my brother.
This story begins when my Aunt Jill came to visit. She quickly sensed my lack of sexual confidence and knowledge and began to give me pointers. Among other things She was of the opinion that although guys talked about the desirability of marrying virgins they had little interest in dating one.
We also spoke of my intact hymen. She recommended that I get rid of it so that I could penetrate myself with my own fingers. That would both prepare me for my first intercourse and also make that experience comfortable and therefore more exciting.
Meanwhile she said that my masturbation's would also be much more exciting. To that end she left me with what she called her traveling companion which was a vibrating finger tip extension.
After she left I was still not convinced of the wisdom of her remarks. I remembered that Dave was the one who would always answer my sex questions without making a big issue of why I wanted to know. His answers were always matter of fact and informative.
Dave had moved North Myrtle Beach. We lived in New Bern North Carolina I decided to take advantage of the distance between us to get my brother's take on the whole subject via e-mail. My reasoning was that because of the distance and the impersonality of e-mail that I could be much more bold and open.
So here goes with the E-mail exchange with the non pertinent stuff edited out. It was October when this exchange began.
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Me------Hi David. How goes it?
Dave------Hi honey. What's new.
Me------Well Dave I do have a big favor to ask. I hope you won't turn me down too quickly. I need you opinion on something and it's very personal but very important to me. OK?
Dave------Joanie dear I can't imagine turning down doing you a favor that is within my power to grant. Shoot.
Me------ Well Dave, it's like this. I've managed to reach this point in my life with my hymen intact. Aunt Jill recommends that I eliminate the hymen and enjoy the pleasures of penetration with my fingers and with various objects while maintaining my virgin status. She even gave me something to help me penetrate myself.
I want to both become more worldly and to enjoy the pleasures that I understand are available to me if I were to become sexually active.
PS--I can't believe that I said that but I do need your advice. But I feel like a dunce when the subject is discussed.
Dave------(A day and a half later) Joan, darling, on a personal level I never had a particular desire to be a girl's first. My first was not a virgin and I loved the happening and still am often in her company and very much like and respect her.
So anyhow I would say YES. Do it. While I don't know exactly which device Jill gave you I would guess that it will certainly add to your masturbation pleasures. Incidentally just to make sure you understand almost all adults who are not in an active sexual relationship masturbate.
I also can't believe that I am saying these things to my sister but apparently it is necessary.
Me------Thanks. That's what I needed to hear. Now. FYI only. After I read your e-mail I did do it. It hurt some for a few minutes but it ended up being very enjoyable. WOW. I can't believe that I just told you that. I did find myself remembering my teen crush on you and so enjoyed telling you that. I hope you will tell me how you felt when you read it.
Dave------To be honest I was happy for you. Sexual enjoyment is one of life's greatest pleasures. More so when it is not accompanied by guilt.
Me------Was happy all you felt? I couldn't help thinking of you as I did it. Did you enjoy reading that I had done it?
Dave------If by enjoy did you mean to ask if I experienced arousal. If so I have to admit the answer is yes. When I read your e-mail I was aroused. I too remember some feelings as I watched your body develop.
Me------Now that the subject has been mentioned, your arousal that is, I am really curious to build an image in my mind of men masturbating. I've heard different terms applied to it. One being 'jerking off' which seems to me to mean that the guy would be doing something to his penis with his hand. Is that the way it is done? I am not trying to embarrass you but I really would like to know.
Dave------I debated how to answer your question but finally decided to answer it straight out. Since you asked. I'll tell you what I did. To start with your question and it's implications gave me an erection. There are certainly many techniques for example I know that some guys like to lubricate themselves but I don't do that.
What I did was that I laid in my bed naked. I just took my penis and played with it with my fingers for a couple of minutes. Between that and my already somewhat aroused state from thinking about your question I began stroking my partially erect penis gently with three fingers. As I did I started to build a fantasy.
Sometimes everything happens slowly other times very quickly. This time it was quick. I had built a picture of you kneeling on your bed naked from the waist down and tried to imagine exactly what you might be doing to yourself. That made me very hard. At that point I wrapped my whole hand around my penis and began stroking faster and faster.
It didn't take long before my lower body tightened up and I knew I was about to come. Ten or fifteen seconds later a small spurt of cum shot out the end all the way to my chin. Then another six or seven spurts left a trail of hot cum from chest to lower stomach and the last stayed on my hand.