COVID Quarantine with Uncle Mike

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"Emily, you have more lessons to learn and have earned more punishment for being a hypocrite. Come with me to the gym." I took her little hand in mine and led her to one of the benches. I took off my clothes and sat down. "Get on your knees. Last time I let you keep your clothes on and you just had to jerk me off. This time since you have slutty fantasies of gagging on my cock and swallowing my load, that is what you are going to have to do. Open that sweet little mouth of yours right now."

"No Uncle Mike, I'm scared."

I slapped her face, which scared her, and said "time for your punishment, now open."

She meekly opened her mouth and I told her to lick around the head, which she did with a frightened look on her face, which really turned me on. Then I told her to slowly let my cock glide in and out of her mouth, which she did. She stopped at one point and said, "am I doing it okay?"

"Yes Emily, it is okay but that is how good girls do it. Bad girls like you do it differently." She looked at me with a puzzled look and asked how bad girls do it. I grabbed her by her ponytails with both hands and pulled her head forward quickly, thrusting my aching cock into her mouth. I slowly face fucked her, pulling her head onto my cock deeper and deeper each time.

She started gagging on my cock, but I wouldn't stop and taunted her, "when you were playing with yourself in the shower you thought about gagging on my cock, so I am just making your fantasy come true." I kept thrusting until she looked like she was going to puke and pass out. Then I pulled out and made her lay on the bench on her back, with her head hanging over the edge. I made her suck on my cock again while I slammed my cock deep down her throat and pulled on her little titties. She begged for me to stop.

After a while I told her my cock had gone so numb that the only way I could cum was for her to lick my asshole. She scrunched up her nose in disgust but thought it better than choking on my cock and tentatively put her tongue up my ass and started slowly licking it. This gave me an idea for a stronger orgasm. I put my cock back in her mouth and gently rocked back and forth this time. "Emily, if you want this to end, stick your fingers up my ass and massage my prostrate with your finger, which will make me cum."

She nodded her head and wriggled her little finger around in my ass to massage my prostrate and the sensation made me cry out and explode into her sweet mouth. She was forced to swallow my huge load, which she almost coughed up.

She sat up and looked at me timidly. "Uncle Mike, did I do good? Was I as good as your girlfriends?"

I kissed her on the forehead and said "Emily, you did great. You swallowed everything without spilling a drop. You are a very good girl and I'm proud of you. Now you are going to get a reward."

She gazed at me with her innocent blue eyes. "You're not mad at me anymore?"

"Emily, I could never be mad at you, I just need to teach you how to be a good girl and punish you when you're not."

I laid her down again on the bench on her back and gently spread her legs apart wide. I put my head down to taste her virgin cunt, but she pushed my head away. "Mom says that oral sex is disgusting, and you should never let a man lick you down there because it is gross." I couldn't believe what a nut job my stepsister is and that her husband was a wimp for putting up with her prudishness.

"Emily, good girls swallow their boyfriend's load and should get their pussy licked if they have a good boyfriend, and you and you have been a very good girl. There is nothing wrong with this no matter what your mom says. Sex is a natural part of life and oral sex is normal and it also helps prevent boys from taking your virginity."

I parted her tiny labia and gently licked her pussy until she started moaning and calling my name. I licked faster and faster and she started wrapping her legs around my head. Then I worked on her little clit with circular motions as she continued to groan. Her legs clamped tighter and tighter until I thought I would pass out. I stuck my thumb up her asshole and she finally she exploded with an ear piercing shout "I am a good girl!"

After she unclamped her legs and I could breathe again, I replied "you certainly are."

The seventh day I alternated between feeling guilty that I kept pushing Emily way beyond her comfort zone by manipulating her to satisfy my lust, and rationalizing that I was just trying to teach her about sex instead of teenage boys who didn't love her like I love my little Emily. I decided to leave her alone that day and she didn't have school that day, so I took a day off from work and we watched movies, swam, talked and ate all kinds of fattening foods all day. After dinner she was in the bathroom a really long time and I called to her to see if she was okay. She came out rubbing her stomach and said "I get constipation a lot and I've been having problems all day. I can't go no matter what I do; I even took a laxative, but it didn't work."

"One of my ex-girlfriends has the same problem and I had to give her an enema sometimes."

"Yeah, Mom has given me one when I needed it. Do you have any in the house?"

"Emily, I do, but I want to stop the things we have been doing. Mary would kill me if she found out about any of this and I know you've been uncomfortable about it too."

"Uncle Mike, there's nothing sexual about this, I just need to poop and can just call you Dr. Mike if that would make you feel more comfortable," she giggled.

I got a pre-mixed enema kit out of the closet and told her to drop her shorts and had her lean against the vanity and spread her ass cheeks. Her little rosebud was winking at me to penetrate it with my cock, not my finger or an enema nozzle, but I tried to control myself.

I slowly filled her anal cavity with a pre-mixed enema. I left the bathroom to give her some privacy, but she came out after a while and shook her head and said it didn't work and she was in more pain. "Emily, I had a different technique I used with my girlfriend to get the enema in deeper and it always worked, but it is a little painful at first, but feels great when it is done."

"I don't care what it is, I can't take this pain anymore. I trust you."

I had her get on the floor on all fours, with her head down and her beautiful teenage runner's ass up in the air. I thought I would faint from the sight of it. I filled her again with another enema, but this time I took a glob of lubricant and rubbed it around her asshole.

"What are you doing?" she said. "How are your fingers going to get the enema in deeper?"

I lined up my cock with her beautiful virgin sphincter and said, "you're right, fingers don't work," as I thrust my rock hard penis into her.

"No not there, take it out, take it out, you're making it hurt more!" I slowly stroked in and out as I rubbed her stomach, and whispered "just relax Emily, it is going to feel good real soon and you will sleep like a baby after you are able to go poop."

Her tiny anal cavity slowly stretched to accommodate the size of my cock. Okay I trust you, keep going. It just feels like I am trying to push a poop out. I kept stroking and she started liking the feeling and pushing back at my cock. Eventually I reached down to rub her clit as I felt the cum building in my balls. We both shuddered and climaxed at the same time and as soon as I pulled out of her ass, she got up and ran to the toilet and I left to give her some privacy.

She came out of the bathroom smiling and said, "it worked. I am glad I trusted you." She changed into a cute pair of pajamas with teddy bears on them I had bought for her at Christmas five years ago as a joke. They had the flap opening at the rear end. We cuddled and she laughed and said "don't get any smart ideas mister, my stomach feels great, but you gave my tiny little ass quite a workout and it needs to rest now."

I kissed her on the cheek and said, "well this is also another lesson that letting boys sodomize you can prevent them from trying to take your virginity." She drifted off to sleep with a smile on her angelic face.

We had now been in quarantine a week and on the eighth day I realized Emily and I had done everything except kissing on the lips and her giving me her virginity. I thought about it and knew it would be really wrong to trick her into sex, but I resented that some pimple faced teenage geek was probably going to sweet talk her into a meaningless unsatisfying romp in the backseat, and he might even force her if she changed her mind. I wanted her first time to be special, so I needed my best acting performance for this one.

I decided that I would have her watch a special movie with me tonight in the theater. A compilation movie recorded by my security cameras of her lessons and punishments. I told her we were going to watch the best movie she has even seen, and she excitedly joined me on the double recliner in the theater and cuddled up next to me.

She was wearing just a short night shirt and panties and I had my boxers on with a t shirt. As the movie started, I said "wow Emily, it was some week, let's watch the highlights. Her faced turned red as she watched herself masturbating in my office and at the pool, getting spanked, jerking me off, swallowing my cum, getting her pussy licked and getting sodomized on the bedroom floor.

She looked down after the movie was over and said, "would Mom think I am a bad girl?"

"No Emily don't listen to my stepsister. You are a good girl who kept your uncle from being lonely this first week of being quarantined and learned a lot of valuable lessons that will help you watch out for bad boys who just want to use you. But when you find a good man who loves you, you will know how to please him. You are the best girl; you are my girl and I love you more than you will ever know."

"Oh, Uncle Mike, I wish I could marry you and have a baby with you."

"Emily, I am over twenty years older than you and your Mom is my stepsister and would kill me if she even found out about this week's extracurricular activities with me after school. You need to go out with boys your own age and eventually marry one of them. I will hopefully find someone too and I hope she is as smart, kind and beautiful as you." She blushed at me and pouted at the same time, which was really cute.

"Emily, I know you are on the pill and might want to give your virginity to your boyfriend on prom night, but what if you change your mind at the last minute? He might try to force you, so we should practice how you might defend yourself. Let's start by kissing." I held her head in my hands and gently kissed her. As we kissed, our tongues started exploring each other's mouths and I felt like a teenager again. I lifted her shirt and started massaging her breasts and lowered my lips to suck on her delicate nipples. She lifted my shirt and started sucking on my nipples too.

We took off each other's underwear and started massaging each other. Then I turned over onto Emily and forced her legs apart. She looked at me in fear. "Emily, this is when you need to make your decision, but it could be too late to stop him." She clamped her legs shut but I pried them open again and she closed them again, and we fought this way for some time.

In a nervous voice she said "Uncle Mike, are you really trying to have sex with me or are you acting? I don't want this, please stop, you're scaring me." I didn't know if I was acting or not anymore.

Then my mind started going into Alice in Wonderland territory and I didn't care anymore and wanted to go down Emily's 'rabbit hole' so to speak. I knew I needed to manipulate her to beat her boyfriend to the prize of her virginity. I then innocently said, "he might try a different approach and roll you over on top of him and work on your breasts more to excite you." I rolled her over and she was now straddling me. I pulled her down closer and massaged and sucked her young titties as she moaned softly.

Her pussy was right over my throbbing cock. "Let me show you how he might line up his penis with your pussy and lie and just tell you he wants to rub it on the slit." I brought my cock up to her virgin slit and just rubbed the tip up and down the her slit. I knew it would be hard to get my entire cock into such a tight little hole, so I knew if I wanted to not hurt her too much I would have to 'rip the band aid off fast' as they say.

"Uncle Mike, how would I get him to stop if I change my mind when his cock is so close to my pussy."

I didn't look at her, and just quickly pulled her down and fully impaled her on my hard member, feeling her hymen quickly break as she screamed in pain. I looked up at her face, which had a shocked expression like someone had shot her in the crotch. I let her slowly stretch around my cock. It is above average size, but not a huge porn start dick. She looked at me like I had stolen something from her.

We stayed still and I said sheepishly, "Emily, I couldn't let someone else who didn't love you get to take your virginity from you. I knew it might be hard for you to agree to give it to me, so I had to take it, my attraction to you wouldn't give me any other choice. I am sorry that you may have not wanted this and you might hate me now, but since you are not a virgin anymore any way, let me try to give you some pleasure at least."

We didn't say anything, and I slowly lifted her and pulled her back down on me again and again as she still resisted me, with an ashamed look on her face. Then something slowly changed, and I could feel she was feeling good now. She started rising up and down on her own, faster and faster and eventually she got up into cowgirl position and her she arched her back and she massaged her breasts, with her ponytails swaying back and forth.

I eventually rolled her over and got her up on all fours, so I could see her little teenage ass wiggle as my balls slapped against her in the most beautiful sound I ever heard. She was started to groan, but I wanted her to see my face when I came, so I rolled her over and got on top of her and started rocking into her gently. She at first was still ashamed and kept her eyes closed. She slowly opened them though and I put her legs up over my shoulders and pounded her lithe teenage body into the mattress. She moaned hard and said "Uncle Mike I don't care what Mom says anymore. I am an adult now and I should get to decide when to have sex and with who it is the first time. Please make me a woman."

I started feeling my ball tightened up and worried about getting Emily pregnant. "Emily I need to pull out, I don't want to get you pregnant."

"You forgot I went on the pill to be ready for prom night with my boyfriend. I want you to cum in me. I need you to cum in me and claim me as your big Emily, not your little Emily."

I completely lost it and didn't look at her as little Emily or big Emily. I knew we could never be together as a couple because of the age difference and Mary not approving of our new relationship, but I had a new fantasy of Emily now as I neared my climax. In that fantasy Emily was wife and we were making love every day to have a baby. I drove into her one last time imagining I was impregnating her. As we both came I cried out "Emily will you always be mine?"

As her orgasm slowly faded, she softly replied back, "I always was yours, and will always be yours. I will always be your good girl. Little Emily. But I am not so little anymore," she giggled like a little girl.

We held each other for long time and eventually went upstairs and took a slow shower together, kissing each other and cleaning each other off from our sweaty sex. We got into bed naked and cuddled and dozed off for a while.

When we woke up, I felt guilt that I had manipulated her into sex. I turned to her and said "Emily, I have something to confess to you."

"What is it Mike?"

"I was never going to blackmail you. I was just trying to get you to make love with me but thought you wouldn't. I feel really bad that I did that to you and stole your virginity."

"First Mike, you are not that a good an actor. I didn't believe anything you said, but knew how you felt about me but was afraid I would reject you, or feel that you were an older pervert trying to take advantage of a teenager. I knew you also were worried about Mom. You didn't steal or take anything from me. I gave everything to you and actually manipulated you, to try to 'force me' to do things. I have dreamed about this week for a long time."

"Emily, I had no idea. You are a great actress. By the way, why aren't calling me Uncle Mike anymore?"

"Because you are actually my step uncle and with everything we have done this week it would feel weird calling you that."

"I guess you are right. I am not going to call you little Emily anymore either. Especially since your size makes it look like you are younger than 18, which makes me feel like even more of a pervert."

"You are not a pervert. Age is a just a number. Especially when you are both old souls. This is going to sound weird, but I think we knew each other in past lives, that is why we are close."

"That does not sound weird to me, I have always felt the same way about you."

Days nine through thirteen we had a great time hanging out together like we were man and wife, working, playing and fucking and sucking on every horizontal surface of every room in the house, as well as the pool, hot tub and sauna. On Day thirteen we started to get sad about our parting. Then the phone rang, and it was Mary. I was nervous while picking it up, but Mary shouted "Mike put Emily on speaker, I have some great news. Emily got into Stanford!"

"That is great news" I shouted back, as Emily and I hugged each other tightly and jumped up and down.

"But there is a concern. We are going to be a little tight on funds with the economy the way it is and are worried about paying for an apartment besides the tuition. Could you possibly let Emily live there, since your house is so big, and you live near so close to the campus."

"Mary that is not a problem at all. Emily is always welcome here; you know that. "Emily is that okay with you?" I winked.

"Uncle Mike, that would be great. I would be lonely living all by myself, and you could continue to help me with my lessons." She quickly added "software coding lessons."

Mary continued "Mike would it make sense to have Emily stay there since they are starting school early in the fall in case they have to end early due to a second COVID wave?"

"That would be great," I answered, as Emily and I grinned at each other. "We just need to come back tomorrow now that quarantine is done, to get her stuff and come back here. "Glad you are both healthy and safe. See you tomorrow."

We knew this was our last night in quarantine and we would be free. Emily looked at me and said, "Mike I want to make tonight special for you, but in return I want three wishes."

"What are your wishes?"

"I will tell you as we go along."

"Okay, deal."

We made a lobster and filet mignon dinner and after dinner relaxed and she made me a drink. The drink tasted funny and I soon drifted off to sleep. I woke up and I was on the bed on my back with restraints on my arms. There were several pillows propping up my ass and I had a blindfold on.

"Wake up sleepy head. Time for my first wish. When I was looking around your office one day and I found an interesting video that one of your exes recorded of you too having sex. I know you like to dominate women, but it looks like sometimes you like to get dominated too. You were tied up and she was spanking you with a belt and then sat on your face and made you lick her pussy and eat her ass."

I was very embarrassed, and my face turned red. "Well, I do like to occasionally be dominated. Is that what you want to do." I didn't hear an answer and couldn't see, I just felt the crack of a leather belt making contact on my ass.