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You are here: Home / Adult sex stories / Curious Teen Jessica by Captain Boner

Curious Teen Jessica by Captain Boner

by Captain Boner January 16, 2022 Leave a Comment

John looked very surprised at what i was doing with his cum i guess as far as first timers go i was a quick learner that and i read that guys love it when girls play with cum in the most kinky ways.

I laid back down on the bed with john as we both recuperated from our intense orgasms we drank the rest of the wine as we sat their panting like crazy by this moment i was really buzzed i could see Johns cock rising under the covers looks like round 2 was on its way i pointed at his hard cock showing him he is hard again he then asked me what i wanna do next at this moment i didn’t know what to do i did tell him i want to do everything within limits i just told John to surprise me, John gave me a smirk and led me of the bed and bent me over he ran his fingers over my back gently while lightly scraping the tender parts of my back with his nails i quite enjoyed this the small amounts of pain was making my pussy drip i guess this got John’s attention as he spent more time scratching me this time he scraped harder and went from the tip of my spine to my asscheeks

“Don’t Stop!” i yelled

I rubbed my clit as he dug his nails into my back i felt his hand slap my ass hard making a moan escape my mouth then again his hand went harder across my ass cheeks the pain was really turning me on

“fuck me fuck me” i yelled

i wanted to be fucked hard i wanted the pain to evolve, John positioned his cock at my pussy the head of his cock slid inside me my body shuddered as my virgin pussy stretched he suggested we go slow as its my first time but that’s the thing its my first time i want my first time to be brutal and painful not slow and steady i wanted it to happen this way i told him to go for it John withdrew his cock and ran

it up and down the folds of my pussy lips lubricating my pussy with his precum i tooka deep breath and felt his cock lunge into me piercing my hymen pushing as deep as his large cock could go i felt my pussy tear i could feel blood dripping down my legs i felt like there was a roll of salami inside me the pain was crazy but the feelings it was giving me was amazing i could feel John struggle to move in and out of me my pussy was that tight around his cock my pussy eventually gave way and gave him more room and lubrication to pump my little my pussy he wasn’t holding back he was pumping into me like a jackhammer my screams were to loud even for me i grabbed

the nearest pillow and shoved my face into it muffling my screams.

Johns cock expanded in my pussy letting out a giant blast of cum overflowing my pussy forcefully pushing him out the rest of his cum dripped all over my ass there was so much as i raised myself higher a river of cum poured out of me all over the

floor.

The river of cum inside me began to reseed and managed to keep a good amount of it inside me, John suggested that we prepare my ass for his cock considering its a lot tighter and closed in than my pussy , i laid back on the bed and exposed my asshole to John he rubbed my asshole lightly then with his other finger he pushed deep into my cum filled cunt and started digging his cum out and adding it to his other finger using it as lube to slide his fingers i could feel my asshole clench around his fingers as he slid them inside my ass one by one until he got to his thumb that took a major shot of pain inside me but still bearable he continued fingering my ass as if his fingering my pussy hard and fast the feeling was getting less painful and more pleasurable as i felt my asshole open up more to his adult sized fingers i took my own fingers to my clit and rubbed it hard screaming “finger my ass daddy” i honestly don’t know why i said daddy but it made me feel more slutty and it seemed like john liked it to when he started ramming both my asshole and my pussy with his fingers but he was going hard he loved being called daddy so i yelled at him

“daddy” “daddy” “daddy”

we were both enjoying the feeling of both my holes being fully pleasured next minute i heard a slight vibrating noise at first i thought John had a vibrator stashed around here somewhere i then realised what time it was and it was my mum calling me i answered quickly

“where are you school was out 5 minutes ago” my mum blabbed at me i really wanted to be fucked in the ass but was short on time i had to come up with some excuse i went back to the phone and tried working my mouth to come up with an excuse but then John comes sits next to me and works his hand on my clit causing my voice to sound more out of out of breath i did everything in my power not to

moan while talking to my mother mum noticed my breathing and asked me where i was and then the excuse came to me i explained to mum that my last school period was a free period so i went jogging at the oval around the block i told her i will be there in 20 minutes thankfully she bought it and i got of the hook i got of the phone and planted a firm kiss right on Johns lips and took his cock in my hand i told him i have to go in 20 minutes John looked disappointed i turned his head to mine and told him

“lets get this big dick in my ass”

John smiled I took Johns cock to the back of my throat just to add that extra saliva on his cock and bent over and guided his cock to my asshole John was definitely taking his time i was worried we wouldn’t have enough time i pushed into john a bit more taking the head of his cock into my ass then that hit the very top of my pain barrier i bit down on my lip as hard as possible i egged him on to keep going John pushed deeper into my ass i shuddered as inch by inch went into my ass my lip was bleeding from my teeth sinking into it John was fully inside my ass I could feel the head of his cock breaching my colon if he pushed any further he would be fucking my stomach

he slowly plunged into me fucking me slow and steady i looked at my phone and saw i only have just over 10 minutes left i told him we need to hurry i gripped both sides of the bed and buried my face in the pillow and wriggled my ass to signal him to fuck my ass hard Johns cock went all the way back out of my ass just so the tip is inside me then BANG deep inside me again he continued ripping into my ass harder than he was in my pussy i clenched at the bed as his cock fills my rectum my mouth was full of pillow at this stage his cock was so big compared to being in my pussy i felt a massive sigh of relief as i head something warm and hot splashing up against my colon now that was the most pleasurable part about anal the dick in my ass hurt like a bitch but having the cum inside my ass was worth the pain, as John removed his cock my asshole morphed back closing me up keeping his warm cum fully inside me.

I had only minutes to clean up i felt bad having to ditch him so quick I’m so glad he understood i gave him a kiss and told him ill message him online.

Once my mum picked me up i felt like a different person i spent the whole night in my room tasting myself and thinking about the fun i just experienced i still had cum leaking out of all three of my holes i was definitely pleasured out all 3 of my freshly fucked holes were aching from the intense pounding they all took.

Over the next few days while i was waiting for my holes to heal i went back to that online site interacting with more people lucky for me there were millions of horny guys keen for a root i knew i would have no trouble in the future if i ever need a quick screw.

I want to try something more exciting so I came across a few women’s profiles sadly there wasn’t much of a variety of women on the site just full of thirsty men there were about 4 women on that i was looking at , i was always straight but going through their profiles seeing their naked bodies and sexy poses kinda made me tingle downstairs.

Three out of four women on the site were into girls and guys so i decided to go ahead and message them after a few minutes of waiting i got 3 responses i told each of them the same thing

“I’m not really 18 and looking to experiment with older people i recently just got my ass mouth and pussy fucked by an older guy from this site but now im curious about trying things with women hopefully somebody can point me in the right direction”

One girl who was 24 told me to fuck off, another woman her name was MaggieCakes who was 53 responded with a kind message asking me how i am and that I’m a naughty girl doing what im doing and that she likes it followed by a bunch of flirty emoji’s she was really tech savvy for her age.

The other woman was quite the opposite to the other woman who replied to me her name was SexySuzzy and she was 22 she was more attractive than the other woman but had less of a welcoming vibe as all she said back to my message

i decided to peruse with the 22-year-old as she seems to reply a lot more quicker we covered a lot in our time of talking we learned she lives by herself and only lives near the local library she then went to ask me to come over and I did have a couple hours left at the library till my mum had to pick me up so i thought why not at least this way i can get pleasured and give my insides a time to recuperate.

SexySuzzy told me to lookout for a woman with long straight light brown hair wearing track pants and a yellow jumper i told her that i was wearing a black crop top and baggy shorts and told her to meet me near the geography section of the library the geography section was pretty big like a maze so we would have a little fun trying to find each other.

Time went by i trotted around the geography section excited and nervous waiting to find this woman i turned a corner and found her she was more attractive in person i was staring at her ass in those pants it was making my pussy drip at the thought of me spanking that ass , she came in eye contact with me and kind of gave me a look to follow her.

i followed the woman through the library to the carpark and got in the car there was nothing but silence for the first 5 minutes the attractive woman broke the silence “nervous huh” she questioned i was actually really nervous to be honest i never thought id see myself having sex with a girl ever i was fine with the guy because i was attracted to guys but this is different.

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