Willy and the handjob
Introduction:
My sister and her little friend had never seen one
One afternoon in late summer, a really scorching Thursday, I had showered and was laying on my bed in nothing but a towel. There was a little tap at my door and my sister Willy came in. Her real name is Wilhelmina after a grandfather, but she is only known as Willy. Sheâs a couple years younger than me, a sophomore, real smart and real pretty. Sheâs about five three, almost all legs and a hundred twenty, much of which is boobs and butt cheeks. We get along very well and have always looked out for each other.
âTimmy, I need a favor from you,â she said with a distinctly embarrassed look on her face.
âSure, Willy, anything for you, you know that. What can I do for you? Is mom bugging you about your clothes again?â
âNo, itâs nothing like that, itâs different. My girlfriends are making fun of me at school because I donât go out with a guy, and Iâve never seen a guyâsâyou know â thing. Would it be OK to look at yours, just so I know what theyâre talking about?â
âWell, I guess so, Iâm surprised you havenât seen me in the shower or anything like that, but if you want a good look, Iâm OK with that.â
I stood up and unwrapped the towel and let it fall to the floor. She got a little red in the face but took a good look, walking around me to see from different angles.
âItâs so hairy! So those are your balls hanging down at the bottom? Theyâre all wrinkly looking,â she said. âThatâs where the baby seeds are?â
âYeah, thatâs just how the skin is, it smooths out when things start to happen.â
âI thought it would be bigger, the girls talk about their guys like itâs the size of a cucumber. Maybe youâre just smaller than average,â she said. I couldnât let that go by.
âWell, you have to understand, itâs limp right now because I just took a shower and Iâm tired, it gets a lot bigger when its stimulated. Iâm actually bigger than most guys.â
âCan I see that? Iâd like to know what it looks like when itâs big. Do I just touch it or what? How does it work?â Willy looked pretty excited at this point.
âPretty much. You touch it and rub or squeeze it and it gets bigger. I can do that for you if you want.â
âIâd like to do that myself, if itâs OK with you. Iâd like to know how to do that.â
âI guess that would be OK, Mom and Dad wonât be home for another hour. This isnât something you usually do with a family member, but we wonât go too far or tell anybody. You canât tell your friends. Youâll have to make up some other story if you want them to know what you found out.â I was starting to have doubts about the whole thing.
âThatâs OK, I wonât tell anybody it was you. So, what do I do?â
âIâll sit on the edge of the bed like this, and you pull the chair up so youâre facing me. Now just take it in your hand and lift it up. You can stretch it out a little but donât pull too hard. Itâs easy to be too rough. Yeah, thatâs perfect, just a light tug and squeeze. Just do that a little longer.â
âOh, cool, itâs getting bigger already, itâs like itâs growing. When will it stop?â
âJust keep going and youâll see. Now wrap your hand around it and move up and down just like youâre polishing it. Spit on your hand for lubrication. Yeah, thatâs perfect.
âGod itâs like a summer sausage, hard and soft at the same time.â She was still polishing away, and a crisis point was getting close.
Thatâs as big as it will get, so youâll have to stop now.â I told her.
âOh, I though from what my friends said that something big happened at the end,â Willy said with a pout.
âIt does, it does, and itâs just about to happen, but Iâd rather not do it with you, I donât think itâs appropriate right now, plus itâs very messy and youâre not ready for it.
âOk, so maybe another time,â she said.
âYeah,â I heard myself say, âAnother time.â
The minute she was out the door, I got a tee-shirt out of the hamper and finished myself off. I wouldnât have been able to walk down to dinner with that hardon.
Exactly a week later on Thursday afternoon, I heard that little tap on my door and Willy came in for another lesson.
âThis time I want to see the end part too,â she said firmly. She was using a double handed twisting strangle when she said it, so I had no argument.
âBetter get a tissue, and right away,â I said.
âOh my God! How much is there?â the cum was running down over her fists. I was jerking and thrashing with the orgasm. It took three tissues to clean it up.
She did me every Thursday all the rest of that summer. Where ever she was getting her info, she got better every week. By this time, she wasnât strangling any more but letting me spray free. This led to one of the most memorable episodes.
I was having trouble getting hard. I just wasnât feeling it. She was doing beautifully, a two-handed elevator that should have had me blowing up.
âWhatâs wrong Timmy am I doing something wrong?â she asked.
âNo, no, Iâm just not feeling it today,â I said.
âI have an idea that might help; my girlfriends say this works, Iâll show you my tits. She pulled up her sweater and held it under her chin. Her tits were perfect, high hard and round with thick prominent nipples as hard as wood. It worked, I went off like a rocket. It took half a box of tissue to clean her up.
Once in early September she had another idea.
âSome of my friends say that put it in their mouth when their boyfriend gets close. They say itâs really cool. I want to try that,â she said.
âNo, I donât think so. Youâre my sister and itâs possible to get diseases that way, so no, not with me.â
School started, and we missed a few Thursdays while she was doing schoolwork or extracurricular stuff.
Then on a Friday late in September I heard that little tap and Willy came in, but this time she had someone with her.
âTimmy, this is Dixie, sheâs two years younger than me sheâs and in my ecology class, and sheâs like to see your thing. Sheâs never seen one and feels left out. I told her I could help. I hope you donât mind.â
Dixie wasnât especially pretty. She was too young to have much of a figure. Her hair was kind of a mousy blond in pigtails behind her ears. She was embarrassed and a giggler. She wouldnât look at me and kept scuffing her shoes against the floor, pulling the hem of her skirt down and giggling.
âNice to meet you Dixie, Iâm glad Willy has a nice friend. I guess I wonât mind if you stay.â
Willy took me by the hand, stood me up and took my towel.
Dixie looked at the floor, she looked at the ceiling and finally at me.
âYe gods! Itâs so hairyâ and she giggled. âWhy is it so small?â
âNow watch, this is what you wanted to see,â Willy said. She pulled up her chair and lifted my dick. It took about thirty seconds for Dixie to change her tune.
âYe gods! How big will it get?â
âItâs still got a way to go, just keep watching.â
âCan I touch it?â Ye gods! Itâs hard and soft at the same time and itâs so warm.â She tried a milking motion with a finger just under the head which felt very good, she had a light delicate touch.
I was surprised that it was kind of distracting to have an audience. I thought about the porn stars that had to do this all day with a film crew and hot lights.
Willy took over again.
âDo you always just do it this way, just up and down with your fist, is that all you do?â Dixie asked.
âOh, no. Thereâs lots of other things. This is just the basic thing Iâm showing you. Hereâs some others. This is the claw, you make you hand into a claw like in the toy grappling machines then slide it down so that the backs of your nails make contact first. This is the O-ring, you make your thumb and first finger into an O and then slide up and down like this. You can use two hands with a twisting motion like this. Itâs important to keep your hands lubricated. Spit is the best way, like this,â and she dropped a big loogie on the head of my dick. Dixie leaned over and added another gob.
âHow do you know when youâre done?â Dixie asked.
âWell, after you get it as big as you can, because that feels best for the guy. He finally has a climax where the baby seeds come out and then heâs done. Now Timâs not too close yet, heâs got a way to go. Here are some other things he likes. See this spot just under the head where it attaches to the shaft? He likes it when you rub there. Also, if you use the fist the way you were before but at the top, rotate you hand so the palm rubs over the head. Let me show you.â
âHeâs still not quite there. One way you can tell, just before he finishes, the little slit where the juice come out opens up. Once that happens the guy canât stop. I wonder why heâs not done. Maybe itâs because youâre here.â
âTim, whatâs the matter, is there something else youâd like?â
âIâm just not quite feeling it tonight.â I said. Actually, I was a lot closer than she thought.
âOh, I know what to do. Dixie, show him your tits!â
âYe gods, I donât know, mine arenât like yours.â
âThatâs OK, heâs already seen mine. Just pull up your shirt.â
Dixie was purple with embarrassment, but she did it. She was almost flat, but she had the prettiest stiff nipples. I immediately started to churn, and Willy could feel it as she held onto my shaft.
âPlay with them!â Willy ordered her.
Dixie looked at the size of me, blushed even deeper red and started stroking, pinching and twisting her nipples.
âLook, Dixie, he loves your tits. The slit is opening, really a lot, just lean over here and see how wide it is. This will be good.â
She leaned over and looked at the tip of my dick. I whispered to her,
âBetter stand up, Dixie.â She did.
âLook at his face, Dixie, thatâs whatâs called his O-face,â Willy said.
âWhy is it called that?â she asked. The first blast of cum hit her just under the chin.
âO!â she said. Her eyes were open wide.
I blew like a fire hose. Dixie had turned her face away, but Willy cupped my balls, kept up her milking motion and aimed me like a fire extinguisher at Dixieâs chest and sprayed her down, aiming at one little titty then the other. I pumped until I was dry. There was cum dripping off her throat, both her little tits and down her belly.
âYe gods! Itâs like warm soup. Is every guy like that?â
The cleanup took a long time and I thought Willy spent a little more time cleaning Dixieâs tits than was necessary. And there was no reason at all for all the wiping under her skirt.