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Judy's First Time Ch. 01

By: iser21



Here I sit by the pool with this 21-year-old woman kneeling in front of me. Bent forward licking and sucking on me. Not to bad for a 50-year-old man. I feel her mouth open and take me all the way in. I feel her throat open and I slide more and more in. I have both hands on her head, not to push her down but more to guide her. She pulls up from my cock, looks me in the eyes and then back down. This time taking the last inch. I feel her lips on the base of my cock and I hear a soft moan. Her moan. A moan of joy. A moan of triumph. But more of gratification since Judy has been trying to take all of me in her mouth for the last three months. I can feel her throat muscles relax and then tighten back up. Then her head comes up slow. Her eyes look like she has been crying. But if you have ever had a woman deep throat you, you know that her eyes water. Her eyes are filled with joy. I’ll tell you all about it.

My wife passed away 5 yeas ago, but her sister has three kids. Carla and Bob have always kept in touch. They live about 52 miles south of Cleveland. The oldest one is Judy who started nursing school last year. And in talking one night on the phone they told me that she was going to go to school in Cleveland to become a nurse. I told them that as long as she will tolerate some of my rules, like no smoking in the house, no drinking or drugs and some other small things she could use one of the other bedrooms, and the other one for her studies since I had no kids. After a week of talking with Judy about my rules she said that as long as she could pay her own way she would do it. 

After Judy moved in we sent up a few new rules. Rule number one; she could do as she pleased, but if she went out on a date she could not have the guy stay over night. They would have to leave by 3 am. That way she could go out have her date and have him bring her home. The house was her house. Rule number two; I would not go into her room and she would not go into my room. I told her that I had a room in the basement that I would ask that she not go in. I told her that it had things from my deceased wife that I did not want anyone to know about. Judy agreed that this was fair with her. 

For the first few months things went great. Judy dated, but never the same one more than 3 times. In talking with her one day she told me that after three dates they would act like she had to date only them. And she had school to think about, not dating. So she spent most of her time at home, either in her room or in her study room. Some nights she would stay in her room all night.

Winter came and went and Judy told me that for spring break she was going to try to go south for one of the three weeks she had off. Judy was 20 years old and I told her that it was up to her. I was also thinking that I could get some hot lady to come over and I wouldn’t have to pay for a hotel room. Not only was she not aloud to have anyone stay over night, but I thought it best that I did not let her know that I was dating a few young ladies. More like ladies of the night. 

Three days before spring break I fell down the stairs. No bones got broken but I did fuck up my back. I had a brace on my one leg and I had to stay in bed for a week or two. Judy called her girlfriends and told them that she had to take care of her uncle. I told her to go but she told me that she would stay. She felt that it was the right thing to do. 

The first day was a day from hell. I hurt all over. I could get up to use the bathroom but that was about it. Judy made dinner the first night and told me that she would bring it to my room. She walked in and looked around. This was the first time she had been in my room. I ate and she sat in the chair and we talked. I was telling her that she should have gone with her friends but she told me that they would only be drinking and looking for guys. 

“So what is wrong with that? You never go out. You need to get out and have some fun”. I was watching her and she looked at me. She had a daughter look in her eyes.

“You know Uncle Bob. Most guys think they own you after you date them a few times. And I have three more years to go in school. If I dated a guy now he would want to see me all the time. And I just can’t do that. Anyway, you never go out. And I know that you do not have a lady friend. So what do you do?” 

I looked up at her and without thinking I said, “I was thinking of bringing a woman over when you went with your friends. And when I need someone I just make a call and meet at the no-tell-motel”. Then I thought that I might have said something that I should not have said. I was watching Judy to see if I shocked her. She just sat and watched me eat. She took the dishes and left the room. 

Later that night I woke, my legs and back hurt like hell. I got up and went to the bathroom, I had to pee so bad. As I sat there I got a bad pain in my leg. My muscles in my one leg started to cramp up. Somehow I got up and pulled my shorts up. I was moaning as I tried walk back to my room.

“Son of bitch does that hurt! Mother fucker! God...” The pain was unreal. I got to my bed and was trying to rub my leg. No matter what I did it still would not relax. My calf and thigh muscles were tight as hell. That is when I saw Judy walk in.

“Uncle Bob what is wrong? You sound like your dying.” Then she could see I was trying to rub my leg. “Lie down. You have a muscle cramp. Let me see if I can rub it out and make the muscle relax some. Lie on your stomach. That way I can get to your calf and thigh better.” 

I felt her hands on my leg. And they felt great. But the pain was too much for me to think of anything else. She worked my leg like a pro. Up and down. Soon the pain was going away. The muscle was starting to relax. Or the pain pill was starting to work.

“That feels great. I wish I could date a woman that could massage like that. I would never have to pay for it again,” I said that without thinking. And now I knew that Judy knew what I was talking about. But she kept on massaging away.

“Roll over and I’ll look at the front. Let’s see if the muscles are tight in the front. I think that is the problem. They are too tight and need to relax. Did you take your muscle relaxing pills?” 

I turned over and was on my back. “Yes, I took one and a pain pill. I think they are working. The pain is going away and my leg doesn’t hurt that much,” I replied as Judy was starting to massage my upper leg and the pain was going away.

Judy kept on massaging my leg. Soon I had my eyes closed and I was in a state of becalm. More like a half sleep. I could feel her hands and hear her voice but I felt like I was in a dream. 

“Yes, that does feel good. Your hands make the pain feel like it is a mile away. You are going to make a man very happy one day. Yes, that’s it.” 

It felt like I was floating above the bed. And then I felt her hand go higher. I felt her reach into my shorts and I felt her touch me.

“Don’t move. This will help you sleep. I know what you need and I’m going to take care of it.” With that my shorts came down and I felt my niece take hold of my cock. I was still in that half sleep and still felt like it was a dream. Judy’s hand started to move up and down. I felt her fingers on my balls and then I felt something hot. I opened my eyes and looked down. She had her mouth on my cock with just the head inside her mouth. She was jacking me off and sucking the head of my cock. The look of it was great. I had never thought this would happen. Judy was trying to take more into her mouth but she didn’t know how. It was like it was her first time. But she was doing a great job with her hand, so she must have done that a few times.

“Judy, If you keep that up I’m going to -” That is all I got out. Judy had pulled her mouth off my cock.

“Uncle Bob, just lie back and enjoy. I have been thinking of doing this for years. Not to you, but I think it is time I learn. Tell me what to do”. She then went back to using her mouth. Her hand was going up and down and she could give great hand. She was kissing the head of my cock and I felt my balls tighten up. I knew I was going to cum. Her mouth was on the tip. Judy was giving me the best hand job I have had in years. She knew how to that. But as for her giving head. No. She would need a few more lessons. Her teeth rubbed the side of my cock. I enjoy pain but this was not what I was looking for.

“Open and take it into your mouth, Judy. NOW!” I felt her mouth open and it went in. Only about one or two inches, but she had it in. Then I let go. “Fuck... Now... I’m going to let go. Let it shoot into your mouth. Close it some. That’s it”. I felt her close her lips. Her hand never stopped moving. Up and down. Then I started to shoot. I felt her pull back on the first one. The next one went on her lips and some on her chin. What had come out into her mouth the first time started to drip out. Then Judy took me back in her mouth. She was sucking now. And at the same time jacking me off. It felt like I was going to die. I must have shot 5 or 6 times. Each one she took in her mouth. 

During this time she never stopped moving her hand. This girl could give a hand job. I was down for the count. Done. All shot out. I was breathing hard and I had my hand on her head. I removed my hand and Judy pulled up. I was looking down at her as she pulled up. I could see cum dripping from her mouth and I could see it on her lips. She didn’t know what to do. It was in her mouth and some running out the side. That is one thing I love to see. Cum on a lady’s face. 

“Judy. You can let it drip out onto me. Or you can swallow it. That is up to you.” 

It sounded funny when she said, “What do you think I should do with it”? 

I could just make out what she said. And looking at her with my cum all over her mouth, lips and chin I said, “Kiss me. Give it back to me. That is what I like. Come up here and kiss your new lover. Let me suck your mouth clean”. 

With that Judy kissed me. I opened my mouth and took what she had left. I felt her tongue push into my mouth and I tasted myself. I sucked and she pushed it out. I licked her lips and then her teeth. I felt her hand still holding my cock. Judy pulled back and looked at me. I was still in that dream state. Her chin still had some cum on it and I tried to lick it off. I opened my mouth so she could see what I had in it and then I swallowed. The look on her face. She bent down and kissed me. 

“That was my first time. It does taste funny. But what you just did. None of my friends have ever told me that guys do that. Do all guys do that?” 

“No. I’m very kinky. I enjoy kissing a lady after she has sucked me and I have cum in her mouth. I also will lick her after I have made love to her and clean her out. I hope that I didn’t gross you out.”

“No. I sort of liked it. Since it was my first time it made me feel better. Did I do it right?” 

The look on her face. The soft look made me think of the first time I sucked pussy. I knew I did it all wrong but I needed her to tell me that I did a good job, so I said, “Judy, my dear, you did great. Not too many women would let a guy shoot in her mouth. And I love that look. The look on your face when I came in your mouth. And that look as it drips from your lips. Just lie next to me. Let me hold you.” 

Judy got in bed with me. She still had her clothes on. I was thinking of undressing her, but I closed my eyes as I held her. 

“Thank you Uncle Bob for helping me. Can I do it...?” 

That is the last thing I remember of that night. I fell asleep with Judy kissing me.

This is the first one of the stories that I’m going to tell you about with Judy. She has come a long way from that first blow job. Now she can take all of me, and I’m about 7 inches long. 

Let me know what you think....

Judy's First Time Ch. 02



Chapter 2: In The Shower

If you have not read Judy Part 1 please do. That way you will know more about me and Judy.

I awoke about 7:00am. I could smell coffee and bacon. When I opened my eyes I started to think of what happen the night before. Was it a dream? Or did it happen? Did my own niece give me a hand job and then a blow job? I was trying to think of what really happen. I heard footsteps coming down the hall. I heard a knock on the door.

"Uncle Bob... Uncle Bob. Are you awake?" Then a soft knock once more. This is how Judy woke me each morning. A knock on the door and then she would come back once more and knock again. I heard the sound of her walking away. 

So last night must have been a dream. Judy would never have done that. Judy was 20 and my sister's daughter. She was just staying at my place to go to school. I thought of how it felt when she put her hand on my cock. I thought how it felt when she took my cock in her mouth. But then I knew it was just a dream. I would never let that happen. And she would never do that.

Once more I heard the knock. I froze. What could I do? What could I say? The thought of her doing that was making me get hard. I reached down and felt my cock. Yes it was hard. And then once more.

"Uncle Bob. Coffee is on and I have made you some bacon and eggs. May I come in?" I took a swallow and then said.

"Come in Judy. They door is unlocked. I'm still in bed." 

The door opened and in she walked. It took all I had in me to look at her. And when I did I thought. No way. This little thing would never suck my cock. She was about 5'6" tall, I guess about 130 to 140 at the most. Looking at her I would say about 38 c or d cup. And she was not all the pretty. She could stand to lose a few pounds. 

"Good morning Uncle Bob. And how did you sleep last night?" The way she asked that question was the same way she has always asked me if I slept okay. She came over to the side of the bed. This was the second time she had brought me breakfast in bed. Yesterday was the first. Most of the time I eat in the kitchen with her. But since my fall she was bringing it to me here. 

"I slept like a log. It was like I was on a high. I must have slept great. I had this dream. But I have to take that fucking pain pill again. My back is starting to hurt. Are you going to school soon?" It was not like me to talk like that. But then I felt what the hell. I took a sip of coffee.

"You my dear make the best coffee. You are going to make a man very happy." When I said that I thought I had said it once before.

"Yes, I think I will. You told me that before." With that Judy turned and walked out of my room. When she got to the door she looked back over her shoulder. A smile on her face.

"Uncle Bob today is Saturday. I'll be here most of the day. I have some studies to do and I have to go to the store. Would you like anything? And then we can sit and talk, have dinner and then talk some more." She gave me a half smile. More of a grin or smirk. Like a half laugh and a quick push of air out your nose. The door closed and I could hear her walk down the hall. 

I had my coffee, bacon and eggs and took my pain pill. I was just finishing when I heard a knock once more.

"May I come in and get your things?" 

"Sure, come on in. That was great. You make one hell of a pot of coffee. Judy." I stopped from saying what I was thinking but added. "Judy thanks for all the help you've been. You are great." I was going to ask her about last night but then thought twice about it. It had to be a dream. Every time she came in today her face never let on like we did anything. 

Judy walked out the door and pulled it closed the best she could. I got out of bed and stood up. I still hurt. My legs hurt, my back still was hurting like hell. I thought a nice hot shower would do the trick. I got the cane I was to use and went to the bathroom. I peed and then started the shower. I had my pajamas off and my jockeys off and got in the shower. I got the water nice and hot. 

When I had this shower put in, I had them put in two shower heads. One at the front and one at the back. That way I had water coming from both ends of the shower. I stood under the shower. I could feel the heat from the water start to work on my muscles. Damn did it feel great. As I stood I started to think of Judy. Was it a dream. I could have sworn that she was in my room last night. But then I did take one to many pills. I felt a breeze and then I heard Judy voice.

"What the hell are you doing? The doctor told you that you could not stand by yourself for more then a few seconds. And here you are taking a shower. He told you when you wanted to bathe to take a bath. So what is it going to be? Bath or shower?" 

I could not see her and she could not see me with the curtain. I could see the outline of her. And I knew that she could see the outline of me. I was still in shock from her just walking in on me. 

"Judy I never take a bath I always take a shower. I can stand up for that." I had moved the shower curtain to look out at her. The look on her face told me she was pissed. She shook her finger at me.

"Uncle Bob what am I going to do with you. The doctor told you. Well I guess if you are going to stand up in the shower I'm going to have to make sure you don't fall." With that Judy took hold of the bottom of her sweater and pulled it up and off. Then she unhooked the front of her bra. That came off. Then she put her thumbs in her pants and pushed them down. Stepped out of them. The bent some and pulled her panties down. After standing back up she took hold of the shower curtain pulled it to the side and stepped in. 

I was in shock. I had not said a word. Judy was now standing in front of me stark naked. I could see her breasts. And what a pair she had. They had to be 36 or 38c's. Her nipples were high. And they did not sag. Not a droop in them at all. I still could not speak. I was still looking at her tits. I went to say something but nothing came out. I started to look down. I got to her stomach. She could have been better. She looked like she was about 15 pounds over. But then this woman was my niece. I swallowed and looked down more. I could see she shaved. I took a deep breath. I was looking at her pussy and I could see her lips. Judy had what I called a high pussy. That is her lips start high. Not low. They were puffy. Smooth and fresh looking. It didn't look like she shaved. Some woman have that shaved look. Nicks and all that. Judy's lips looked smooth, soft and clean. They did not stick out. Her legs came up and then in, down some to make a mound, and then curved in , up and out of sight. Some women have lips that hang. Judy had none. Just a soft smooth mound. But then I have said that.

"Are you just going to look? Turn around so I can get your back. I'm not going to spend all day in here. I'll start with the back."

Without a word from me I turned around and felt her hands on my back. She was washing my back. I still had not said a word. Try as I may I could not think of a thing to say. What do you say to your niece when she is washing your back.

"You know uncle Bob. That I love this shower. The idea of two shower heads is great. Not only does it hit the front but your ass as well. Was this your idea? The two shower heads that is. Not me getting in here with you. I know that you have most likely thought of it. But this is one of those times that it has to be done. You should not me alone in here." As Judy washed she talked. She had my back done and she was almost done with my legs. When her hands reached my ass I pulled my cheeks together. It was a reflex more then anything else. Her hands went right on washing my ass. 

"Turn so I can get the front now. And make sure that you hold on to the side. If you fall now you will take me with you. And then who will take care of us? Come on. Turn around." I did as I was told and I was looking at her tits once more. Water running down them and dripping off her nipples. I watched the water run down her stomach on and into her crack by her pussy. It ran down and off the bottom like a waterfall. Judy's hand started to wash my chest. She took a bath sponge and put soap on it. She washed my chest and then started to wash my nipples.

As Judy spoke I was thinking to myself. 'she is acting like this is something she does all the time. Just stripping and getting into the shower, washing her uncle's back. It was like I wasn't even in the shower with her.

"You know uncle Bob. I love your nipples. And the hair on your chest makes me so hot. Last night was the first time I ever tried to suck a cock. I hope that you liked it. Most of the guys that I go out with ask me to suck them. And since I never did it I was scared I do it wrong. So I have never done it. So I just use my hands on them. They like that too. And that way I don't have to fuck them. Not that I haven't fuck before. I love to fuck, but watching them as I jack them off. Now that is a turn on. But when I saw yours I just had to try. And you know what? Before I leave, I'm going to know how to do it right. How does that sound?" Judy never stopped washing me as she talked. She was now washing my cock and it started to get harder. I know. You are thinking that I should have been hard a long time ago. I was more half hard then all the way. But now I was getting hard.

"Judy." I finely could speak. "Judy I think you better stop doing that. I'm going to cum if you don't stop. And I was thinking that you need to get washed too." Judy pulled her hand away. She took a step back and I took the bath sponge from her. I put some soap on it and then she turned her back to me. This was the first time I saw her ass. And what an ass she had. Her hips might be wider then I like and her waist might need to be smaller. But her ass... Damn... I looked down her back and her ass came out about 4 inches. Then curved back in. It curved in and made a small crack when it met her thighs. I would say that if you put a pencil in that crack and it would stay. I started to wash her back. Then down her one leg. I could not bend so I could only get the top of her thigh. Then I started from her back once more and down to the other thigh. Once that was done I started back up. When I got to her ass I dropped the sponge and just used my hands. I put more soap on them and started to wash her cheeks. It was a dream come true. Judy was bending forward some. Not bent, but leaning forward some. Her ass sticking out more. I washed her right cheek and then the left one. Judy then moved her feet apart some. That open her thighs. I ran my hand between her open thighs. Judy then bent just a little. That spread her ass open. I pushed one hand between her cheeks and washed her asshole. I could feel her pushing back and forth some. Not like she was fucking my finger. But as in a reflex. I then moved over some so the shower water would rinse the soap off her. As the water ran across her back and down her ass I rubbed around. I felt her tight ass and I pushed my finger as if I was going to stick it in her butt. She never moved. I rubbed it around some and got about a half inch in. I was moving it in just a little at a time. First a half inch. Then back out. Then I pushed once more. Judy's anal opening , open just enough so I could slid about a half inch more of my finger in. Her ass was way to tight to even take my finger as she stood. I could feel her ass tighten around my finger. I only had about one inch in her and she was acting like I had a six inch cock up her. She was breathing like she just ran a mile. 

Her back still towards me I pulled my finger out. I could hear her moan as I pulled it out. It was more a cry then a moan. I took the soap and held it in both hands. I worked up a lather in my hand and reached around her. I now had both her breasts in my hands. The soap on my hand made my fingers glide or float over each of her tits. They felt like balloons. Nice water balloons. My hands worked up and down each one. I worked my hand on the tops and then I worked them under them. I felt her nipples getting hard and I pinched them. Pulled on them some. I love to pinch and pull on a woman's nipple. I have been known to suck and bite them. But not today. I could feel her breast rise and fall as Judy was breathing. I could hear a hissing sound and she sucked air in and let it out of her mouth. I then started to work lower. Down her stomach. Down lower till I was right about her mound. I could feel her pushing out to meet my hand. Hoping to get to my finger faster. I held one hand on her stomach and worked my right hand down about three inches. I felt her mound rising out from between her legs. I then felt the top of her pussy. Then I could hear her moan once more. It came from deep in her body. From down in her throat. From a spot that we all moan from when you are so excited you can't move or speak. It came in one long hiss, and a sound like some one saying "a" hundreds of this. A sound we all love to hear from a woman we at pleasing. Then it stopped.

"Uncle Bob. Please. I need your finger. Please. You have no idea of how I feel. I can feel you cock in the crack of my ass. I feel you hand holding me up and I feel your other hand about to enter my pussy. No man has ever made me feel this way. Please push it in or kill me. I have to have it." 

With that said I started to finger my niece. She was holding onto the rails of the door and wall. Her knees bent some and her legs open just enough for my hand to be between her legs. She was in her toes. Then as I pushed my middle finger in she dropped down to her feet. This little cunt knew all the tricks. My finger went all the way in. One time and I had my middle finger deep in her. Now she started to fuck my finger. up and down. She was making her muscles in her ass tighten up and it made her pussy pull up. Not to much but just enough so my finger moved in and out. Her pussy was tight. Really tight. I thought that if I ever fucked her it was going to be hard to get in. Judy's head was bent back and she was breathing so hard I thought she would pass out. Her legs have now closed tight on my right hand and I could feel her pussy working overtime. 

"God does that feel good. Yes, just like that push up hard into my cunt. More make me come all over your hand. Fuck does that feel great. Please don't stop. OH... Oh... I can feel it starting." That was all she said. She was falling and I was holding her up. I could feel her muscles tighten up. They held my finger in her pussy. I only had one finger in her but it was so tight. I could not pull it out. Not that I wanted to. But I know it would not come out if I tried.

Then I heard a scream... More like the sound doctors makes you say when they say "open and say Ah." But this went one for about 20 seconds. Judy open her legs and had to take one hand off the rail and pull my finger out. It was that tight. I could not believe it. She was wet inside but so, so tight. Judy sat down in the tub right in front of me and lean back to my legs. Her head bent back some and the look on her face was...

How can I put it in words. I could still see her breasts rising and falling I could still hear her breathing fast and hard. She licked her lips as if they were dry. And the pleasure on her face. A smile that was inches deep in her skin. What other words could describe what I saw. Gratification, joy, delight or gusto. Or just pure LUST. I looked down at that face and I could not believe that I just please this young lady that way.

"Judy, when I get you in bed. I'm going to do that with my tongue." 

"Uncle Bob. If you can please my like that with your tongue, I'll never leave. No man has every made me cum that hard, that long or with that much satisfaction. You are one hell of a lover." Judy looked at me and I helped her up. As we stood dressing she told me.

"Uncle Bob. I have had only two men touch me. And they only did it one time each. So please go slow. This is much bigger then you finger." Judy took hold of my cock and squeezed it. Her eyes told me that she was telling me the truth. I bent and kissed her.

"Yes my dear sweet little girl. I'll go slow."

Let me know what you think. And I hope to write about my first taste of her pussy...



Judy's First Time Ch. 03



Chapter 3: After The Shower

If you can read Judy part 1 and 2, it might help you understand what has happen. Judy is my niece, 20 years old. Judy is staying at my house as she is going to school to become a nurse. My wife passed away 5 years ago so it is just the two of us. I fell the other day and have been told to stay in bed for a week. Judy has now become my lover. Part 1 and 2 tells you how we got to this point.

Judy stepped out of the shower. As I stepped out she held her hand out to help me out. Judy handed me a towel and I started to dry off. She took another towel and did the same. I was watching her and she knew it. I watched as she dried first one breast then the other. A cute little smile came to her face. She was now down to her stomach and as she rubbed the towel her breast bounced and bobbed around. She put one leg up on the side of the tub and started to dry it. I watched as her breasts moved back and forth. Then I watched her take the towel and rub between her legs. Judy moved her hand and I could now see her pussy, it was dry. I swallowed hard. Judy's foot was still on the side of the tub. She took her index finger of her right hand and started to masturbate. A soft moan came from her as her finger dipped in. 

"I have always loved to watch a lady do that! It is so private, so personal. Do you enjoy doing it if front of a man?" 

Judy had one finger rubbing her clit. Her eyes half closed. Head leaned back some. I watched as her finger moved up and down, left and right. I could not take my eyes off her. Watching her do that was making me hard all over again. A soft moan came from her throat. Then an exhale of air. A deep breath and then her legs closed around her hand. Judy just made herself cum! Standing in front of me I could see her shack and then cum. Her breathing was fast and then it slowed down. A smile came to her face. Looking at me she licked her lips and then said, "I love doing that in front of someone! It is such a turn on. You did please me in the tub. But having you standing in front of me, I had to! I hope you're not mad. Are you? Uncle Bob! You liked watching, right? Just like last night when I did you. I liked watching you cum. And I thought you might like to watch me."

What can an uncle say if his niece wanted to masturbate in front of him? Why would I care? So, I told her, "Judy, I could watch you do that all day. But it is getting cold in here. Would you like to go to my room?" 

Without thinking I was stroking my cock. I had my fist slowly going up and down. I was looking at Judy's pussy and jacking off and didn't realize I was jacking off. Judy licked her lips and put her foot down. She bent over and picked up her panties. I watched as she put them on. She pulled them up to her knees. Then stopped. Before she had them all the way up she turned towards me and with a grin said, "Kiss it good bye for now! Please!" 

I knelt down on she stepped forward. Looking me right in the eye was her shaved pussy. I was looking right back at it. I bent and she placed her foot back on the tub. I was leaning forward. I was now six inches from her. Her pussy looked so tight. I could not see lips hanging down. I could not see lips at all. Just a smooth mound. I smelled the soap that she had just used. I bent more and then I felt her soft skin of her thighs on my cheeks. I could hear my breathing through nose. I licked my lips and kissed. 

I bent my head to one side and pushed forward. I met to pussy lips. Soft and smooth. I took a deep breath and pushed more. I felt her hands on my head and could feel her pushing with her hips. My tongue came out and I licked. It went in some and then I pulled it back out. My hands went to her ass and I felt her soft flesh. 

"Yes! Yes Uncle Bob! Lick it and kiss it! Push your tongue in. Suck my pussy! Now!" And with that Judy came once more. I was only licking her for less then two minutes. I felt her push her thighs together, squeezing my head. I felt her hands push my head in deeper. I could hear her moaning. I felt her fucking my face with her hips. Then I tasted her. A soft taste. Not a deep hard pungent taste like some woman I have sucked, but more of a soft and wet taste. I sucked softly on her. I felt this was the best way to start her off. If she came that fast, I must be one of the first times anyone has done this.

I was now standing and watching her pull her panties all the way up. "Did you enjoy that?" I watched as her panties hid her pussy from my view.

With a smile on her young face and with her eyes all bright she replied, "Yes I did. That, my dear sweet Uncle Bob, was the third time anyone has kissed my pussy. And the first time! The first time I ever came that way. You are great! I think I'm going to enjoy you being laid up." Judy kissed me on the lips and then went back to dressing. 

I just stood and watched as her bra went on then her sweater and then her pants. 

Looking at me with a cute smile on her face she said, "Uncle Bob? Are you going to stay like that all day? Or do you think that you should put something on? You might get cold!"

I bent down and started to pull my shorts on, then my pants and shirt. With that and with Judy's help I got back to my room and sat on the bed as she sat in the chair across from me. She looked so young sitting across from me. I felt kind of bad for what I had just done. And for what I was thinking. I knew that if she stayed I would ask her to my bed. Or just bend her over one day and fuck her. 

Judy spoke first, saying, "Uncle Bob. I know I told you this already. But last night was a first for me. I have kissed a few guys... You know that. But I have never really had one in my mouth. That is why I used my hand. And as for letting a guy fuck me. Yes! I have, but only a few times. I guess what I'm saying is that I'm new to this. And I hope you can teach me more. And that we go slowly. OKAY?" 

The look on her face. I wish I could put it to words. My niece was asking me to teach her how to suck and fuck! That is what it all comes down to.



Judy's First Time Ch. 04



A quick replay of the first three parts. Judy, my niece was staying at my house as she attending nursing school in Cleveland. My wife had passed away 5 years ago. I was left with a big house and no one to help out. I fell down the stairs a few days ago. And was going to be laid up for a week or two. This whole thing with Judy started a day ago. I was lying in bed and Judy came in. One thing led to another and I got a great hand job and a so, so blow job. Then today Judy gets into the shower with me. Then after a great bath I get to meet Judy's pussy, up close and personal! If you can, try to read the first three parts. It might help you understand what has happen up till now. 

Judy had me back in bed. I took a pain pill and fell fast asleep. Before I went to sleep Judy sat in my room and we talked. After lunch she told me that she was going shopping and that she would wake me for dinner. "I'm getting something I know you'll like!" That is all she said. I could hear the car pull out of the drive.

I closed my eyes and I was dreaming of my wife. Mary and I had a great sex life. Mary is my, or was my wife's name. When we got married she knew all my little secrets! I have always had a thing for women that like to masturbate in front of me. I love to do the same in front of them. One other thing that I loved was to have my wife use a strap-on dildo on me. Not the big ones. Just something that would fell me up. We had a few dildo's that Mary loved to use. One was the 7 inch one. Long but skinny. And it was also made of a soft rubber that bent as it went in. It would mold to the curves in my ass. It felt like the real thing! How do I know? I have had the real thing! Mary knew about the few times I had done that. And sometimes as we made love she would have me tell her about it. It was a great turn on. For both of us! 

I remember the first night she used that 7 inch cock on me. I had bought it for her. Mary loved anal sex. So that night she told me that since I loved to fuck her ass she was going to show me how it felt. How it felt to be fucked by someone that loved you. That night was the first time she did me. And I fell in love with her all over again. Almost once a week she would have me bent over in front of her and Mary would pump away at my ass. We made three videos of her doing that to me. Her fucking me, me fucking her. Mary would film me jacking off. I filmed her doing the same. One was on a vacation and we had a hooker film us. That was all that hooker did was film us. And then we paid her and we both watched her masturbate in front of us. Mary loved to watch that video. The other ones we hand the camera in a tripod. But nothing like the vacation one. We got a lot of close ups of her fucking my ass. Mary also loved to film me jacking off. I also had a few of her using a dildo on herself. I would watch them from time to time, even after her death. Then I would jack off and then cry myself to sleep. Plus I had a few videos I bought of young women fucking guys with strap on cock. 

I could hear Judy come in the house and she was fixing dinner. She called out to me. "Uncle Bob! Uncle Bob!. Time to eat. May I come in?" The door opened and Judy walked in. She had a tray of food and she set it down on the dresser. I sat up and she put it in front of me. "Start eating! I have to just get the coffee." Judy left and then came back with coffee. She sat at my desk and had her dinner and we talked.

"Uncle Bob. Last week I was cleaning out the TV room and I found some videos that you had. I put them back in the desk. All but one! It was the one marked. VACATION! I put it in." I knew the one Judy was talking about. The one with the hooker.! I felt like a ton a bricks hit me. I was trying to think of what to say. I was just about to say something when Judy spoke.

"Uncle Bob, I know I should have turned it off but I just couldn't. Something about watching you and Aunt Mary doing that. It was the greatest turn on. I watched the whole thing! I must have watched it ten times since then!" Judy looked across from her chair at me. Her head was bent down. As if she was talking to a priest. I was that priest and she was confessing to me. With her head still bent, looking at the floor she told me more. "I'm so sorry for what I did. But! I was so turned on by it! At first I was shocked, then I saw how Aunt Mary pleased you. Not only did she love when she fucked you. But when you fucked her too."

Not only did Judy see the one of me getting fucked by my wife but now she tells me that she watched the other ones. I took a deep breath. I was getting mad at what she was telling me. But I was also getting turned on at the same time. Just knowing that Judy watched my wife, not only fuck me but she watched her give me head. 

"Judy, what you saw was something that your aunt and I did years ago. I have not done those things in years. Sometimes I wish I could!" I stopped talking. I was almost ready to cry. I looked over at Judy. Her head still bent, she was rocking back and forth. I could see tears on her cheeks.

"Uncle Bob, I'm sorry. But I have to tell you this. After I watched the tapes I knew that you could teach me! In one of the videos Aunt Mary said. and I quote."

"'Honey you taught me ever thing I know. Before I met you I never did this." I watched her bend and take your cock in her mouth. All of it! She took your whole cock in her mouth! I watched as so bobbed her head up and down. Then when you came, you came in her mouth. I watched as she sucked it out of you!" Judy was now looking at me. She still had tears in her eyes. And I could see a look on her face. As if she was pleading with me not to be mad. Judy stood and came to the side of my bed.

"Uncle Bob. I knew, after watching that video that you could teach me how to please a man like Aunt Mary pleased you. If you taught her how to do it. Then you can teach me!" Her face was wet with tears. I could feel her hand holding my hand. I looked into her eyes. So soft and deep. Judy wet her lips and then in a half crying voice. "Please? Please teach me!"

I felt her hand move down. Down closer to my cock. Yes it was hard! Hard and ready. I felt her close her hand around it. Then her other hand pulled the sheet down. Down past my feet. I felt the cool air as my pants came down. My cock sticking out and up. I felt her hand once more stroking me. With a smile Judy bent forward and took the tip into her mouth. She open wider and took the head in. I felt her tongue on the tip, licking. My eyes locked on her mouth and I could see her looking up at me. More of my cock went in and then Judy pull back. Then her head went back down and up. As her mouth fucked my cock I felt her jacking me off once more. Judy gave the best hand job that I ever hand. But as for her giving head. No! I thought she had a lot to learn. And I was going to teach her!

Judy pulled all the way back and let my cock pop out of her mouth. I could see her pulling down her jeans and then her panties. Off came her top and bra. Standing in front of me was my niece. Nude! With her eyes locked on my eyes she got in bed. She was over me and my cock pointing straight up. I felt her put some KY on me and then she started to sit down. The tip of my cock touched her pussy lips. They felt hot and wet. I felt as she moved my cock to the front and then to the back. Then back up front. Then I felt her push down some. Not to much.

"Uncle Bob! It's so big! Ever time I have tried this with a guy I had to have them stop. They just want to get it in so fast. It hurts so much I have to have them stop." I could feel her open some and then I felt her push more. The head was in. I could feel how wet she was. Dripping wet! I looked down and I could see her pussy taking my cock. A quarter of an inch at a time. Up and then down. Up, down. Each time just a little more. Then I heard a scream. Judy was coming! Not like in the shower. This one was from having a cock in her cunt. Her head went back and she held my cock in her hand. Not moving. Her mouth open as if she was going to scream but nothing coming out. Then her hand moved and she let out a scream!

It sounded like a battle cry. A scream that troops used when going into battle. With her hand on my cock she was only getting about 3 or 4 inches in her. But once her hand moved Judy sat down on me. I went all the way in! Non stop! Balls deep! One push down Judy took it all! She had all of my cock up her tight pussy. All 6 and 3/4 inches. When I say tight! I mean tight!. Her pussy was like a vice. Holding, clamping and squeezing my cock all at one time. I felt her pull up. But her pussy held my cock inside. I felt her pull more and I could see her pussy lips being pulled out some as my cock started to come out. With only 4 inches pulled out she sat back down. I could hear her scream once more.

"My God! You feel like your going to split my pussy open! I have never felt anything like this. My God!. Is this what it is all about? I have been missing all this? God! Uncle Bob your so big! Don't move. I think I'm going to .." And she did. I felt her muscle's tighten, contract clamp down on my cock. Judy was having one of the best orgasm's I have ever got to see. Her hands went to my thighs and she held on like I was a "Cider Point ride." She never tried to pull up or off me. Her thighs closed as much as they could. I saw her tits shake as she went through her climax. Her face had a glow on it. Her chest was moving up and down so fast. It sounded like she just ran a four minute mile. 

"My God! Did that feel great! I have cum hundred's of times! Mostly from my dildo's. But never like this! Never!" I could see the sweat . Little droplets dripping from Judy's breasts. Her body bent forward some. Her hands still on my chest. Holding herself up. Her eyes half closed and her breathing was still unbalanced. Still unsure if she could hold herself up she started to rise and fall on my cock. Her eyes never left me eyes. Looking deep into my eyes she smiled.

"Uncle Bob, it is now your turn. Let be take you over the edge! Let yourself go. Let me feel you cum in me. You are not the first to take me. But you will be the first to cum in me! Then we can sleep. Sleep like death has taken s over." With that her hips moved up, then down. Back up and back down. Her eyes looking deeper and deeper into my eyes. 

"God yes! Judy you have no idea of what you feel like. Your so tight! So wet! So." That was all I could say. My hands went to her soft breasts. I held them and licked my lips. My eyes now closed. I could picture Mary when she would fuck me like this. 

"Cum for me. Shoot your hot cum in my pussy! Let me know how it feels. Do it! Do it for me! Please, Cum in me." Judy picked it up one more notch . It was like she was on tread mill. Picking up speed. Now she started to go faster. Then I felt it deep in my balls. Way down deep. Working it's way up. I was trying to hold off some. But I knew that this would not last to much longer. I grabbed her hips and pulled her down and at the same time I pushed up inside her. I had all of my 6 and 3/4 inches in her. I felt myself going off!

"My God...! Oh my God! This is more then I can take! Try to relax. You are so tight my cum is being held in by your muscles. NOW! I started to shoot. I felt her relax some and I came. I shot off about 4 times. I could feel her pussy pushing my cum out onto my cock as I came. She was that tight. 

"Judy you have made an old man very happy. Very Happy!"

Judy was now next to me in my bed and that night was the last night I slept alone.

I hope you enjoyed my story. Write and let me know what you think.



Judy's First Time Ch. 05



Judy’s First Time Ch. 5: Finger In The Ass

This is about Judy, my niece. If you can read the others 4 parts first. That way you will know how we got to this point. This part is how we started off with anal. This is just the first part of getting her ready for a good old ass fucking. Just the first finger. Then comes the enema, then my cock. Most likely in two parts.

It had been 5 days since Judy came to my bed. My back was better, if you remember I fell and hurt it. I could move around better now. Judy and I talked after the first night in bed. Since she was going to collage and needed to study we thought it better that we kept “our games” to just the weekends. Judy went to college, came home, fixed dinner, did her studies. Most of the nights we talked at dinner about her school and things that I did around the house. We never talked about what had happen that night with the hand job that lead to the first blow job. Then the shower. Or my first time fucking her. We both knew that it was going to happen the next weekend and I think we both felt that when the time came, we would talk.

Thursday night came and Judy dropped the bomb on me! “Uncle Bob. I know we told each other that we would only ‘play’ on the weekends! I was hoping that you could teach me, or help me with anal sex? I don’t want to get pregnant! And I know that most guys like anal. So could you help me with that? Or at least start to teach me about it?” I could not believe what she was asking me. My sweet indecent niece just came out and asked me to fuck her ass! She knew that I loved it. I had told her about the times I did that to my wife. Judy also had seen the video of me doing it. But to just come right out and ask! I was thinking of just taking her to my bed that night. 

“Judy, have you ever tried anal?”

“I have tried it a few times. All of them hurt so bad. They never got in my ass! They just pushed and pushed. I had to stop them because of the pain. Watching you and Aunt Mary. You make it look so easy! You take time and do so many other things. Licking, then a finger! And watching Aunt Mary’s face as you push your cock in! I know that if anyone can teach me it is my Uncle Bob!” 

Thank God I was sitting down. I had such a hard on. Thinking of her ass in my face. My finger pushing up into her ass. Then my cock. I put my hand in my lap and adjusted my cock. What I wanted to do was jack off or fuck her on the table. I got this shit eating grin on my face and Judy got a smile on her face.

“If your thinking of jacking off let me watch! Please?” I was just about to push back and do that but then I remembered what we promised each other. No sex on a school night.

“Judy this is a school night and we did make a deal. No sex on a school night. And I know if we start we’ll never stop! So I promise that I’ll keep it for tomorrow. Okay?” I placed my hand back on the table and started to eat once more. College was to important to her, and she always wanted to be a nurse. The look on her face told me that she felt the same. In a way I was glad. I would not want her to fail. And I knew that this was going to be a long process. Getting some ones ass ready to fuck was not a one night deal. After dinner Judy went to study. I watched some TV and then went to bed. I was just about asleep when I heard a knock.

“Uncle Bob? May I come in?”

“Sure honey, come on in.” I saw her standing in the door. I could see right through her nightgown. It was like she had nothing on at all. I think that she knew I could see through it. She stood at the door to long. She came to the side of my bed. Bent over and just gave me a short kiss. One quick soft loving kiss on my cheek.

“Good night Uncle Bob. I thought that you could use a kiss good night. Thanks.” She turned and walked to the door. She stopped at the door and let me see through her nightgown once more. All we could both hear was my breathing, and the beating of my heart. I could make out ever curve in her body. I could see that she had nothing under her gown. I could make out her pussy lips. I could also see her ass. She knew what she was doing. The door closed so slow I was almost ready to cry out her name. “Judy, Judy come back to me”, but I didn’t. Then I heard the click of it as it closed. Then darkness. I fell asleep.

When I woke up Judy was gone. I got out of bed dressed and drove to the drug story. I know I would have to buy a few things. Went home and had lunch. I knew Judy would be home around 3pm. I took a shower and got dressed. Judy walked in at 3:15pm and had a smile on her face from ear to ear. She walked up to me kissed me and said.

“Happy Friday! I have to take a bath. Should I put anything on, or just call you when I’m done?” Just thinking of what I was going to do got me hard. 

“Would you like to eat first?” I felt funny asking her that. We both knew what we were going to do that night. But it still felt funny asking her. 

Looking at me she gave me that smile, or grin I have started to love. Then spoke in a sexy voice.

“No! Can we eat later? Between it?” Now it hit me. She wanted to start right now. I took a step towards her and took her hand. If I was going to teach her I would have to take her by the hand and walk her thru it step by step.

“Come with me my dear. I’ll show you, and teach you! I’ll take you step by step! First off we have to make sure your clean! Inside and out!” The look on her face. I knew then that she had no idea of what I meant. We walked to the bathroom and I started to undress her. First came her blouse. I unbuttoned it very slowly. She was going to help but I pushed her hands away.

“This is part of the fun! Taking your clothes off is half the fun. So just let me do the work. You relax and enjoy.” I pulled her blouse off her and looked at her bra. Judy loved to wear sexy lingerie. A nice lace bra. It shows off her tits. I knelt and took off her shoes. I looked up and could see her breasts pushing at her bra. Trying to pop out. I unhooked her pants and pulled them down. I purposely left her panties on. Something about Judy in panties and a bra. Now standing only in a black lace bra and black lace panties. So sexy. I stood and reached around her. I found the clasp and unhooked it. I took her bra off her shoulders and watched as her nipples came into sight. They started to get hard as soon as the air hit them. Or maybe it was something else that made them hard. I bent down as if to kiss them. I could see them rise and fall as she was breathing. Tonight was my night. I got closer and closer to her right nipple. I could feel her hot breath on the back of my neck. I felt her hands on my head pushing it closer and closer. I pull back.

“Not so fast my dear! I told you this is half the fun. I’ll do the work. You just relax and enjoy. Now, what was I doing?” The look in her eyes. Judy looked like she was going to cry. She had her mouth closed and she was breathing through her nose. Making a sound that told me she was dieing to have me kiss them, bite them, lick them or suck them. It sounded like she had just ran a 4 minute mile. Her moth closed as if she was in pain. She was now breathing through her teeth. I bent back down towards her nipples. I got about one inch away from her left nipple. Her breathing was so deep and fast that her nipples came up and down with each breath. Then I looked up at her. Her eyes locking onto my eyes. I knew what to do. I open my mouth and licked my lips. Looking at her nipples and then back into her eyes. I was just about a quarter inch from her nipple. I could feel it hitting my lips as she sucked in one last deep breath. Holding it for that touch she wanted. I bent down and then knelt on the floor.

“I almost forgot to take your panties off! They have to come off before we can...” I was now pulling her panties down. I could see the top of her pussy come into view. I could hear her breathing once more.

“Damn you! You know I want you to lick them. To kiss them. You bastard! You wait. I’ll get you for that, my little pretty!” I knew that this was all part of the game. I pull her panties all the way down and she stepped out of them. I looked back up and was face to face with her pussy. I bent forward and just kissed it. Right out of the blue, no warning. Placing a kiss right on her cunt. Something I knew she would not expect me to do. As I kissed it I felt her open her legs. I pushed my tongue out and licked her lips. I turned my head some. That way I could get a little deeper in. My hands went to her ass and I pulled her closer. I felt her bend back, which made her cunt open more. My tongue went deeper in. I could hear her moan. I felt her hips start to move some, as if she was fucking my tongue. My tongue became my second cock. Much smaller then my real cock. (thank God). Judy now had her mouth opened. I could hear her breathing faster and faster. She was saying something but I could not make out what she was saying. I felt her lips open more. I then felt her cum! I could taste it more then feel it. Judy had the sweetest tasting cum. A flavor all by itself. I sucked and licked at her cunt. Then I felt her ready to cum once more. I licked deeper and then pulled back. Once more I could hear her.

“You are a real mother fucker do you know that! I was so close! I could just slap you!” The look on her face told me all I wanted to know. 

“I know my dear! This is all part of getting you ready.” I took her hand and helped her into the tub. The look on her face was priceless. I knew she thought I was going to give her a bath but I never turn on the water. I had placed a towel in the tub. It was folded. Looking at her I pointed to the towel and said.

“Kneel on the towel. Face the back of the tub and just kneel down and get on all fours.” Judy looked at me in a crazy way. She had no idea of what was going to happen. She must have thought I was going to fuck her here in the tube. Since the tub is big enough for two people to be in it at once I had her more towards the back. She was on all fours with the cute and dainty little ass sticking up. I put my finger in the KY I had placed earlier by the tub and started to rub her ass with it. I felt her tighten up some. 

“Just relax. This is what the others didn’t do. First you have to get your muscles to relax. You see you have a muscle that goes all around your asshole. Then right inside, about one or two inches in you have another one.” As I was talking I was moving my finger around her hole. Just around her little brown rose. Her ass was much higher then before. She was now bent down in front. Her ass more in a 45degreeto the rest of her body. Her head bent down resting on her arms. I once more dipped my finger into the KY and placed it back on her “brown rose.” I was now pushing in as I moved it around. It took about five minutes but soon I was sliding my finger about one inch in and out. Then once again some more KY. Back to her ass and in about two inches. Back and forth. In and out. I could feel her muscles relaxing. With each push in I felt a little more of my finger go in. Then back all the way out and more KY. Once again I placed my finger on her hole and pushed. This time it went in all the way. I felt her open and just take my finger. I pushed all the way in and when I hit bottom I just stopped. Not moving. I felt her ass muscles tighten and then relax. Then tighten once more. Her breathing was getting deeper and deeper. I knew she had her fingers in her pussy. I felt them when I pushed all the way in. And I knew she felt my finger deep in her ass. All I could hear was her moaning and breathing. 

“Judy! Just keep your finger in your pussy! Don’t take it out! And do not move them. Let me do the work. But remember do not remove your finger. I’m going to give you an ass cum! What I need you to do is to push down like you are trying to poop, but not to hard. Yes just like your doing!” With that I started to finger fuck her ass. In and out, in and out. I could hear her breathing faster and faster. Her moans came louder, and faster. I could hear her saying things. Calling me names. Telling me that she was going to die. I felt her finger moving just a little and I knew she was near the top. Then a scream that filled the bathroom.

All I heard was “AH!” But it was so long and loud. I felt her ass tighten around my finger and I knew I had to stop moving it. Judy was screaming out so loud I though she was in pain. But I know that she was in a world of her own. I guess you would have to have had an ass orgasm to know what I’m talking about. When I have one, it feels ten times better then the other ones. My wife told me that it is like you are coming out your ass, pussy and head. All at the same time. She told me every nerve in her body is working to make her cum. And I guess it is like that with me. But the first one is always the best I guess. You have no idea what to expect. Like your first fuck, or your first blow job. 

Then I heard Judy crying. I knew that she was not in pain. I also knew the reason. Mary cried the first time she had on. And almost every time I gave her an ass orgasm she would cry. She told me that it felt that good she just had to cry. More like a cry of joy. I just kept my finger in her ass. Then I started to pull it out. Judy’s ass tighten up so tight that I had to pull my finger out. Her ass muscles tighten so that I could not just let it slid out. She has holding my finger in.

“Oh my God! What the fuck happen! That was unbelievable. Just un-fucking-believable! I thought it was going to hurt like hell! My God Uncle Bob!” She was turning towards me. Then her eyes open wide.

“You still have your clothes on! How did you do that? How could you have fucked me with your clothes on?” Judy thought I had used my cock. She had no idea that it was just my finger. I pulled my hand up from behind her and she saw my finger. 

“That was just your finger! It felt so big. So long! If that felt that way with just your finger. Then how in the hell am I going to take your cock? It won’t fit! It will split me in half.” 

“Judy my dear slow down. First came my tongue. Then my finger. Next I’m going to give you a nice warm enema. That will clean you out. Then I’ll use my tongue. Then my finger. Then two fingers. By then you my dear will be ready for the real thing. If not, we have all weekend. But judging from how you took to my finger. I think that by midnight you’ll have most of my cock in this tight ass!” And with that I started to push my finger once more into her ass. And this time it went in a little easier.