Entry Into Being a Teenager
by uncle Kevin
Copyright© 2025 by uncle Kevin
Coming of Age Sex Story: I babysit a hot girl and teach her to suck and fuck.
Caution: This Coming of Age Sex Story contains strong sexual content, including Coercion Consensual True Story Facial Oral Sex .
Her name is Miley, I have watched her grow up. She was the only daughter of two good friends of ours. She was a cute baby, adorable kid, and was blossoming into a sweet looking piece of ass. I always had thoughts of her, and what she could become, she has blonde hair, very tiny (about 4 foot 9, and 80 pounds). Her parents always sheltered her, so she was as naive as could be. She turned 14 only 5 days ago, so BARELY a teenager.
Her parents were planning a vacation to Las Vegas for 9 days, my wife and I had volunteered to house sit/baby sit for them. They JUMPED at the offer, and I worked on my wife to persuade her to not go (she was not a huge fan of Miley (thought she was spoiled)). She knew Miley’s parents would have reservations if only I went (not that they knew or suspected my evil thoughts), but knew that it would be harder on just me vs me and my wife, so we did not let them in on the plans.
I carefully worked out for weeks what my plans were, but did not know if I would really have the nerve to even try anything. Finally the day came, and we picked them up and drove them to the airport along with Miley. We all said our good byes, had hugs, and they told Miley “be good and do whatever they tell you to do” and I felt my cock stir at the comment only BEGGING that this would be the case.
On the way from the airport, I drove my wife home and Miley was surprised, so we just told her there was a change in plans (she was not able to make it any more, but I was good to go). I work from home anyway, so I could work from their home just as easy. It was summer so Miley was off school. As I said before, her parents were very protective of her, so she had few friends, and rarely was away from home. I promised her we would have fun with just us two ... watch movies, go swimming, play games. She knew me well and liked me (sort of a non blood uncle to her), so she was OK with the plans. I looked in the rear view mirror as my wife waved, I hoped my life (and Miley’s) would change for good.
Day 1
With roaming charges, and the time difference (4 hours), I did not expect TONS of calls or texts from Miley’s parents, plus they were in Vegas to party and have fun, so as it turned out, they only called on day 3 and day 6 ... PERFECT.
It was a sunny day, and they had an above ground pool ... not a large one, but plenty big for a family of three, so Miley wanted to go swimming (it is only 4 feet deep). She looked so cute in her little two piece suit, yellow with red stripes. She had no titties to speak of, I am guessing A cup, but she was still only in training bra. I wat out on the lawn watching her (being careful not to LEER). “are you coming in Kev” she asked me. I had not really even thought about it honestly, too interested in watching her. “AH, I don’t know Miley ... I did not even pack a suit, I am not much of a packer” I said and laughed. She did that little pout thing that most kids do, and it was so damn adorable. Then I had a thought ... I wear boxers (as most men do), and they are not white or see through, so I figured it would be OK to wear them.
“Miley, I can come in in my boxer shorts if that does not embarass you hon” I said. She looked to me a bit, and just shrugged and said “sure, I seen dad in his before” and swam away. I looked around a bit and thought about it. They live a bit in a country setting, we are in the back yard, very unlikely to be seen, so I stripped down to them, climbed the ladder, and splashed in, being sure to splash her. This started a splash fight with us, and we carried on for about 10 minutes having fun. Then I dared her to dive and swim between my legs, which she easily did a few times. On her 4th try, I sqeezed my legs together a bit, and caught her. Looking down in the water, I saw her struggle a bit and try to get loose, and I finally let her go. She got up laughing and giggling. I knew my cock was growing a bit (not rock hard of course, but a semi chubby for sure). I then did it to her, and went through twice, stopping once to admire her sweet ass, and I “accidentally” brushed it as I swam through.
We played a bit for about an hour. I had her on my shoulders a few times, so damn close to that twat it was driving me nuts. I tossed her in the water a few times, being sure to cup her ass whenever it seemed innocent and accidental. A couple times I noticed her looking at my cock through my boxers ... even thought it was not see through, it was definitely visible as I was aroused ... I am not huge, I have about 6 inches, and pretty thick. Just as Miley was climbing out, I came up behind her and grabbed her around the waist, being sure to have her ass rubbing my cock and I playfully held her and carried her a bit. I KNOW she had to feel my cock on her ass, not sure she had any clue what it was, but I sure as hell did. She squirmed and laughed before I let her go, and she climbed out and went to a chair. I followed her, being sure to stand above her as I dried off, she actually stared at my bulge a bit, smiled and rolled onto her belly, showing me that hot little ass.
Later in the day she asked if she could have a friend over for a bit, I did not really want to, but I said sure, but just for a couple hours. I was thinking maybe it would be another cute little kid that I could perve on.
She got on the phone and made a call, then 10 minutes later, some car dropped off a kid, honked, and drove off. I was SHOCKED to see a boy about 14 years old walk in like he owned the place. He was a scrawny kid, and I saw Miley light up when she saw him. She introduced him to me as Brian, and said they were going downstairs to play. Now downstairs is the laundry room, a games room (pool table, computer, darts, etc). I puttered around upstairs for a while, periodically going to the stairs to “listen” and it was all good ... I heard music, laughing, and everything seemed harmless. After about 90 minutes, I heard very little, so I started to quietly walk down the stairs, and began to hear giggles, but it seemed different. I kept creeping, and got to the bottom step, and peeked into the game room, and was SHOCKED.
There they were, on the sofa, and each one had a drink in their hand, at first I thought it was pop, but one look at their eyes, and look, and you could TELL it was alcoholic in nature.
“WHAT are you doing” I asked and they both jumped and fell to the floor, almost drunk off their ass. I admonished Miley, yelled at Brian, grabbed the drinks and sniffed them ... they had rum and coke in them.
I asked what they were doing, and they just smiled. I pulled Miley aside and she apologized to me, slurring her words as she did. I went back to Brian, asked him to call his parents to pick him up. He said they were not home, they would be out for a few hours. I gave him a bottle of water to try and help sober him up ... he was not drunk, but was intoxicated for sure. I said I was taking him home and he should go right to bed and not let his parents see him. If he does get caught, I would tell them everything that happend and he would be in trouble. I drove him home and went back to Miley (who I had sent to her room).
When I got back, she was starting to feel the effects of the alcohol and was buzzing. She asked where Brian was, I said downstairs sleeping it off (it was now about 7 PM). She was almost falling asleep as I was trying to chasiste her. I then got a good thought, so went to get her a bottle of water, put some vodka in it (less likely she would taste this since she just had rum earlier) and took it to her. I told her to drink it to try and sober up. She took a sip, and said it tasted funny. I told her it was because she was drunk and had her drink the whole bottle, which she did in about 4 drinks ... then she burped and laughed. I watched her fall asleep, nod awake, then asleep a few times ... then it seemed she was out. I tried to call her name, shake her a bit, and even slap her leg a few times, she was OUT.
I lifted her up on the bed, and slowly took off her t shirt, training bra, and shorts. She was not in her little pink panties, her puffy little nips barely showing. I laid her down and she collapsed on the bed and I heard her snoring. I put my fingers on her pussy mound and felt the heat of it. Even through her panties the heat was obvious ... she made NO movements. I used one arm under her lower back, lifted her up, and slowly pulled down her panties. I knew if she woke up now, I could simply say I was getting her ready for bed ... but she did not wake. I pulled them off, and tossed them on the floor. Her little hairless pussy was amazing to behold. I leaned forward and sniffed it, it smelled clean and tasty. I looked up to her little face, so innocent and sweet. Could I really do this? WOULD I do this to a precious angel? Wait, how innocent is she I began to ration to myself ... she was drinking with a boy ... could she maybe be even more impure? I was trying to justify what I wanted to do ... and damn it, I think I did.
I climbed down the bed, moved her legs apart, and stuck out my tongue and leaned in and flicked my tip of the tongue on her little pussy, being sure to lick her slit and tiny little clit. I instantly got hard, and I heard myself panting like a dog. I kept a keen eye on her face, trying to be sure she did not wake up. I had it thought out, if she stirred or recalled anything, I would blame her drinking and that it was a dream.
I found myself instinctively pull my shorts off and was naked from the waist down and stroking my cock, which was now rock hard. I licked her entire little slit and tiny clit. I would push my tongue in her tight little twat and was blown away how tight it was. I started to think back to the two virgins I had been with, and never really appreciated how tight they were, or how innocent. I was leaking precum as I licked Miley, knowing full well I was the FIRST to ever do this. This made me think, and want more. I wanted to be the first cock she sucked, the first cock to enter her pussy. As I looked to her, she was laying with her head to the side, her mough open a bit, and drool coming out. I lifted off her tiny mound, smiled, and stood. I slowly waled to her head, and put my finger in her mouth (to see if this caused her to wake up or something). She closed her mouth on it and gave it a bit of a suck (instinct I am sure). I got a diabolical grin (that I am sure resembed the grinch) and pulled my finger out of her innocent mouth.
I put both hands on her head and pulled her over to the side of her tiny kid’s bed. Now her bed was not very high off the floor, so I had to bend over and lean into it, but I was able to get my cockhead to her lips.
I saw the precum on my tip, and rubbed it on her virgin mouth. Her mouth opened a bit, but she pulled back as if to get away. I rested one hand on the back of her little head to stop her retreat, and pushed her forward a bit, and I leaned in more too. I felt my head slip in a bit, but her teeth were there ... DAMN IT. I tried to gently push in some more, but no luck. I used my other hand to hold her nose, knowing that she would have to open her mouth to breathe (even asleep I knew this would happen), and it did not take more than 10 seconds before she opened her mouth and took a breath. I took this chance and leaned in and fed her about 3 inches of my cock. FUCK, I knew she was having the first cock (most likely of many in her life) in her hot little mouth. I had to fight the urge not to cum right there.
She kep her mouth open (not closing it tightly on my dick which I would have preferred), so I had to do the motion. I would pull back and push back in her mouth, feeling her little tongue move and brush my cock as I did. I gained more confidence and would go deeper in her mouth, till I had about 5 inches and I felt it hit her throat. I did this for about 3 or 4 minutes and was about to cum ... but did not know what to do. If you are asleep (or passed out like Miley), do you swallow out of instinct, or would you choke? I then saw the bottle on her night stand, and it had a bit of water (and vodka) still in it ... so I thought I would use it to try.
I pulled out of her mouth, and saliva oozed from her mouth. I turned her head so she was facing the ceiling, opened her mouth with my hand, and tipped the bottle to her little mouth and poured it directly into her mouth. I saw her throat gulp, and she swallowed ... DAMN. It took a matter of seconds before I tossed the empty bottle, pulled her over to the side of the bed again, and had my cock back in her mouth.
I began talking now (low, but loud enough that I heard). “Yeah Miley, suck my cock. FUCKING Bitch, you want cum don’t you. FUCK Miley, you gonna swallow my hot cum aren’t you” as I looked at her sound asleep and sucking my cock. After a minute, I felt my cum boil out of my nut sack, and I came in her mouth. Now my load is normally 4 SPURTS, then a few dribbles. I know this from years of cumming, so I thought IF there was an issue with her struggling, it would be with the first spurts. I watched as she gulped in her sleep, and took some of my grown man cum into her 13 year old throat, then belly. I saw a bit dribble out the side of her mouth, and then I saw her eyes open and she had a look of shock and fear on her face. She did not jump up, or scream, or even pull off my cock, she laid there as I gave her face another few strokes, before I pulled out, wiped my cock head on her cheek, and caressed her forehead and said “go back to sleep Miley, sleep”. She looked at me, and fell asleep again.
I sat on the floor, wiped a bit of cum from the corner of her mouth, pulled her panties back on her, gave her pussy a few quick licks, and went to wash up. I spent the night planning what I would say or do if she remembered what happened. I was scared shitless honestly ... what sould she recall?
Day 2
Miley woke up the next morning around 10 AM. She came out to the kitchen fully dressed, hair messed, and looking crappy to be honest. She looked at me, and shot her eyes to the floor not even making eye contact. She was quite quiet as she had a bowl of cereal, I tried to make small talk, but got mostly one word answers. Finally I had to find out what she remembered...
“Miley dear, do you remember what happened last night” I got up the courage to ask. She lifted up and looked at me, that look in her eyes (shame, fear, unsure) will stay with me forever. She nodded. It was now time for my plan...
“what do you remember” I asked.
She said “stuff”.
“what stuff, tell me exactly what you remember” I asked forcefully.
“all of it” she said, a shudder went down my spine. I had to put my plan in place NOW.
“so you remember me catching you and Brian drinking” I asked and she nodded out of shame.
“and do you remember me catching you two” I asked. She looked up and nodded, “I said yeah, you caught us drinking” she said (sort of confused).
“No Miley, you know what I mean. I caught you and him doing ... other stuff” I said. She snapped her head to look to me.
“Don’t you remember, I walked into your room, and you and him were doing things with each other” I asked.
She had a dumb founded look.
“But ... I remember stuff, but not with Brian ... it was ... you know ... it was you Kev” she said. I quickly snapped to her and shook my head. “Miley, no baby girl, it was Brian. I walked in and he had his thing in your mouth. I was MAD at him and took him home right away. When I came back you were asleep, well passed out drunk really. Why did you say it was me, you cant say stuff like that Miley” I chastised her. My goal was to plant a seed of doubt in her.
“But I swear ... well I thought it was you doing that” she said.
“OMG no hon, it was Brian. I would not do that to you, you know this. You were drunk, so either dreamed it or just were too drunk. You were really wasted Miley” I said.
She nodded her head. I think I had her.
She asked me questions like why would he do it (and I was sure to let her know it seemed like nobody forced her, she was enjoying it and doing it too. I let her know I was disappointed in her for drinking. I had to punish her, but how. I then said when I was a kid and caught smoking, my dad made me smoke a pack, and I got sick and never smoked again. Her punishment was going to be drinking the next few nights to show her how bad it is, and to get her SICK of it. She tried to plead no, say she cant, but I put my foot down and demanded she would. I then told her to go to her bedroom and wait for me to come get her when I was ready.
Talking to her and planning shit out got me so horny, so I went to the bathroom to jerk off, and had a thought. She drank my cum last night when passed out, now I wanted her to drink it when awake and sober.
I went to the kitchen, bot one of those real small bowls (for dipping sauce) and proceeded to jerk off in it. Now I normally cum a fair amount, so in a small bowl like this, it was a very decent amount of cum.
I then went to the fridge, grabbed a handful of baby carrots, cut some celery into sticks, and sat these, along with the bowl of cum, at the table. I went and got Miley to come have her lunch. I sat her down at the place setting and said “EAT, you need to get food in your belly to soak up the alcohol” She looked at the bowl and asked what flavor dressing this was. I said Ranch, she looked at it oddly, knowing it did not seem like normal ranch, but I watched as she grabbed a piece of celery, dipped it in, and ate it. She got a funny look on her face and said “it is too runny and warm”. I told her it was because alcohol kills taste buds, which she looked puzzled at hearing, but took me at face value.
Each dip she put in the bowl, then to her mouth made me horny as hell. This cute 13 year old girl was eating my cum without knowing it, and I loved it. When all her sticks and carrots were gone, there was still cum there, so I said “Finish the dressing Miley, just drink it like you do your milk from cereal” and I be damned if she did not lift it up, and drain it in her mouth, and she let out an “ahhhh” as she sat it down on the table. If I had not just jerked off and came minutes before, I would have been rock hard watching that.
I then told her that she has to stay away from Brian, and each night at 6 O Clock, she would have some more alcohol to learn her lesson. She had to drink till I said stop, and if I think she learned her lessons, we can stop. I would not tell her parents about the drinking, or dirty things she was doing with Brian, and she would not have to tell them either. She thanked me and gave me a big hug. We spent the day watching TV and playing video games.
That night, I fed her about 5 drinks of rum and coke or vodka and OJ. By the end of the last drink, she was passed out drunk.
I repeated the previous night, eating that sweet hairless pussy, ramming my tongue deep up her twat. I had my cock in my mouth and pumped in and out of her sweet angelic mouth, and had a thought. As I looked to her pussy, moist from me eating her, I wanted to know if I could fit my cock in her. I pulled out of her mouth, pulled her tiny lifeless body to the edge of the bed, gave her pussy one last long sloppy lick, then spit on my cock head. I lined my cockhead to her teen pussy, and began to rub it up and down her tiny slit. A grimace came on her sleeping face, undoubtedly able to feel the pressure on her pure pussy. I continued to push (gently) untill finally I felt her pussy contract and my cock head popped in her cunt. FUCK the sensation was out of this world. A hot vigrin pussy, so tight, and belonging to a cute girl I watched grow up ... I knew I was not going to last long.
I slowly pulled out a bit, and shoved back in ... I was able to get in about 3 inches when I felt resistance and knew it was her hyman. Now I had a quandry ... do I continue and pop that cherry, or do the “right” thing and keep her in tact. I wish I could say I was conflicted, but it took a matter of seconds before I pushed harder, and harder, untill I felt it tear, saw her face contort ini pain, her eyes pop open, and felt another couple inches slide up her sweet 13 year out cunny.
“Shhhh Miley, go back to sleep” I said as I rubbed her forehead and she closed her eyes again and went to sleepy town, I slowly moved my man cock back and forth in her, holding her tiny little ass as I did. I could see the trickle of blood on my cock, which actually served as a lube, and then I felt my balls boil and knew I was going to cum. I looked to her lifeless body beneath me and immediately knew I wanted to be the first to cum in her pussy too, so I blasted my cum in her and continued to slowly make love to her pussy. I saw my cum seeping out and down my balls as I finished unloading in her. I pulled out of her and saw her pussy agape, with my cum in her. I wiped my cum covered cock on her clit and pussy lips before sitting on the floor. She was asleep but I SWEAR I saw a smile and look of content on her tiny face. I went to the bathroom to clean up my dick, went and got a change of sheets, went back to her and wiped her pussy with the old sheets, lifted her off the bed and laid her on the floor. I proceeded to change the bedding, laid her back down in them, and went and did laundry.
The next morning she did not mention anything, so obviously she did not know what happened. We spend hald the day enjoying ourselves in the pool. I then had an evil thought, I wanted her to see what she was put on earth for ... to suck and fuck. I queued up some soft porn (no gangbang, anal, hard fucking, illegal shit), and had it queued to a girl blowing a guy who was laying on the bed. I told her THIS is what I caught her doing to Brian, and left the room, asking her to watch it so she knew what I knew. I waited in the living room as she watched it, and after the scene (which lasted about 10 minutes and culminated in her swallowing and showing her boyfriend his load), she came into the room and stood in front of me.
“so THAT is what I did with Brian?” she asked me surprised.
“Yes sweety. I was surprised to see it from you” I said.
“Odd, I really dont remember that at all, and the end, I did ... that ... with him???” she asked.
I just nodded.
She asked silly kid quesitons like “can I get pregnant” or “wont that make me sick” and I gave her honest answers. She then asked if Brian would remember it too, or was he drunk like her. I had an easy out so told her that he would probably not remember it either, since he was drunk like her. She had a puzzled look on her face, but shrugged and sat down.
I wanted to puruse the topic so asked her “what did you think of the video” and she shrugged indifferently. “do you think you would do that if you were not drunk” and she sort of shook her head no, but said”
I am not sure now”. I loved her candid and honest reply. I wanted to see if I could get her to experiement, and thought up my next plan.
“Tonight Miley, I want YOU to see how being drunk is not always as fun as you may think. Tonight I will drink and you will be sober. I want YOU to take care of me when I am drunk, help me to bed, be sure I am OK. Maybe this will help you learn to NOT be drunk. Do you understand” I asked her. She nodded and said “I will take care of you Uncle Kev”. I smiled, and hoped she would.
That night I had 3 drinks (rum and coke) and abou 8 staight cokes (that she thought were alcohol). I pretended to be drunk. Slurring words, being unsteady, falling in and out of sleep. I had her help me walk to the bathroom once (only to the door of course) and back to the games room. Then around 10 PM I had her help me to bed, and as I plopped on the be bed, I pretended to be out cold ... fake snoring, and being very stiff. I had instructed her earlier to help me to bed like I did her a couple nights before, help me get ready for bed (take off shoes, clothes, make sure I am OK (that I am not sick and choking on vomit etc). I am sure that she was taking this as a chance to show how grown up she was and to repay me for taking care of her and not ratting her out.
I felt her struggle to get my sneakers off, and socks, then with my eyes closed (but open ever so slightly), I saw her standing there WONDERING if she should remove my pants like I had told her earlier (part of getting me ready for bed), but she was hesitant. I took the lead as I “drunkingly” began to paw at my pants buckle (simulating trying to remove them). She took this as the impetus to help out, and I felt her tiny little hands unsnap, then unzip my pants. She tried to tug and pull them down, but my weight was too much, so I lifted up and made it easier. She then began to pull them down, and in her haste, she had grabbed my boxers too and then ALSO came down, exposing my adult dick to her. She FROZE and I could see (in my partly opened eyes) that she tried to grab my boxers and pull them up, but I plopped my ass down preventing her from being able to. Then I used my hand and started to push my pants (and boxers) farther down ... she then helped me and in a minutes I was fully nude from the waist down.
I kept pretending to be sound asleep passed out (while having my eyes slightly slanted open). I watched this cute innocent girl look at my cock, my face, my cock, my face, then the doorway. I am sure her mind was racing and she was not sure what to do. Should she leave, stay and watch over me, go sit in the chair, etc. I swear I saw her lick her lips, before she sat on her little bum beside me and then her hands went up, and I felt them graze my cock (most likely checking if I was really out), before they came back down and one grabbed a hold of my cock. I felt her close her tiny fingers around it, grab it, and lift it up.
I began to harden slightly and feigned sleep still. Her hand moved ever so slightly, and she called my name a couple times. I said nothing. Then the precious angel leaned over, and gave my cock head a kiss, not popping it in her mouth, just a kiss. When I did not react, she got braver and gave it a longer kiss, and licked it a bit. Then I remembered the vid I had her watch, during the BJ, the girl did kiss and lick cock, so Miley may have been doing as I hoped and was imitating what I showed her. I still did not move or say anything. Then she looked me in the face, opened her mouth, and popped my full grown man cock head in her 13 year old mouth and started to suck. She took a couple inches in, and bobbed up and down, then more and more untill she had about 5 inches in her mouth.
She did scrape her teeth a couple times, but was not bad honestly. I began to harden, and after a couple minutes was fully hard. I saw her take it out and look at it, admiring it and I am sure thinking it was just like the one in the video (I made sure the guy was not a porn star with a MONSTER cock). Then she went back to sucking my cock. She was really starting to get into it I must say, sucking about as much as she could, taking about 6 inches at times, and going slow and wet with her mouth. Her hands were either on my balls (not massaging them, just resting) or on my legs to give her mouth full access to my cock. I was in heaven and just like that, I felt my balls boil. I had no way to warn her (unless I gave myself away to being awake) so I was wondering what she would do when I did cum ... then it happened.
I felt the first spurt when Miley was on her downward motion, and it hit her throat and she coughed and came up off my dick, then the second spurt hit her in the face. The STUNNED look on her face was amazing and she then realized what was happening, and I be damned, the little sweatheart opened her mouch and enfulfed my cumming cock and began to suck and swallow the cum that was still coming out of me. She sucked and sucked and swallowed. Now the issue is this angel did not know (how could she) how sensitive a guy gets after cumming, so shen she kept sucking my cock, it actually hurt, but me being passed out, how could I get her to stop. So I pretended to move in my sleep and went on my side, forcing my cock out of her mouth as I did. She wiped her mouth on her arm, and looked at me. Then I saw her head go down my my groin and felt her LICKING the cum off my thigh and cock. This 13 year old girl was acting like a cum slut and trying to get every drop (or was she trying to avoid a mess)?
She then left and was gone for about an hour, I lay there replaying this wonderful scene a few times, then she came back in the room and sat there in the chair. I made a point of rolling back over on my back to give her full view of my now soft cock. I be damned, she came back over and started sucking my cock AGAIN. I started to harden a bit, but the little alcohol I had, and my age, and the fact I just came, and came twice the day before, I was not able to get fully hard. I moaned in my “sleep” and rolled over again, pulling my cock out of her mouth. She went back to the chair, left a few times (one time I heard the same video on the computer, she was watching the BJ video again). Finally I fell asleep, and I woke up the next morning, still naked in bed (except for my shirt). Miley was aleep in the chair in the corner.
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