Confessions tagged with 'firsttime'.

#6163

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My sister(33f) and I(29m) have always had a really close relationship. As kids, we always were hanging around each other and keeping each other company. By the time my sister, let's call her Lauren, was 12, my parents would let her watch me whenever my parents had to go out.

One weekend, about a year in to my sister watching me(I was 9 and she was 13), we were messing around roughhousing and somehow I ended right on top of Lauren. I accidentally pulled on her shirt, revealing her barely there tits covered by a training bra. I could just start to feel her training bra tits against my chest through my shirt. I was young, but it felt sooooooo hot feeling her tiny teenage tits against my chest. I don't remember how it happened, but next thing I remember, she was making out with me and my hands were gliding all over her body. I was still a virgin too, so obviously I was very curious and started to undress my sister. We didn't really know what to do then, so I ended up just sucking in her tiny, growing tits, which made start to moan. I kissed every inch of her body that day, from her back to her boobs to her legs and virgin pussy. She was still a virgin too, and I think after that she got nervous, so we got dressed and went about our day.

A few weeks later, we were on our way to school with our mom driving us. I don't remember exactly how it started, but we were both super horny again and our mom wasn't paying attention so after groping her tits again some more, I put my hand down Lauren's pants. I fumbled around for a bit, not knowing really what to do. After a few hits and misses like this lol, she guided my finger to her pussy. She was so tight that it took me a sec to get my finger wet enough to slide inside her, but finally I did. The burning lust in her eyes told me everything i needed to know. I began 5o move my finger in and out in and out in and out of her pussy. She was trying her best to stay quiet to not alert our mom, but I could see and feel the pleasure burning in her eyes, biting her lip to hold in a moan. She started to get really really wet, let out a really deep sigh and I felt my sister's virgin pussy convulse and spasm on my finger. I didn't really know what I was doing, but we were close to where I got dropped off at at my school, so I took my finger out of her pussy slowly and then put my finger in my mouth and licked my sister's juices off my finger and walked in to my school. Still being young, I was worried I had made my sister pee herself because she had gotten so wet lol until she later explained to me that I had given her her very first orgasm.

Theres more stories too, but I'll wait and see how these do before getting in to more.

#6086

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At the early age of around ten and eleven I liked to see men pee in the bathrooms. I went to the mall and would go to the bathrooms and watch men pee. I could spend all my time there. If I was lucky I saw a man step back to put his penis away, if I was even luckier I made eye contact and got a smile back.

In my last year of high school I had a Latin teacher. He would rub my shoulders, hold my shoulders with his big hands. I would lean back against him. Sometimes I imagined it was his cock, and not just the belt buckle. I walked into the bathroom and he was the only one at the urinal. I stood back to see if I caught a look at his cock. He turned, his cock in his hand, he told me I could touch it, it wasn't going to bite. He stepped over to door and locked it. I guess my mouth was open, he told me go ahead and try it. I sucked my first cock. He had me lean over and he ran his cock up and down my butt crack, stopping at my butthole and pressed his cock against that asking if I liked it. He asked me if I thought I was man enough to take it. Best feeling ever, he was methodical as it was my first time. It took a while, a few minutes maybe for him to get it all the way in. I never felt pain just the most amazing feeling. When he went ahead and fucked me and came it even felt better.

It was a secret, never to be talked about with anyone. But that was a long time ago, he moved after a few years and returned to Belgium where he was from. But I always have that memory.

#6020

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So this happened a few years ago when I got a part time job collecting glasses in a bar. I was a shy little kid about 5'4 blond hair and fairy scrawny. Think I was 15 or 16 at the time so I was masterbating alot. Started to find BBC hypno vids and would only cum to them. I wasn't gay and still am not it was just something about those huge black cocks that had me cumming so hard. Anyway where I live there aren't many black guys and I never found any men attractive but that was the type of porn I liked. Anyway I was working on this night and was a late shift so public transport had stopped running is I sheepishly ask if anyone was going my way for a lift home. One of the bouncers who was a big guy think he was eastern European or something said he'd take me. Anyway on the way home we were in his car just the two of us and we were chatting. He started asking me about my love life and how far I'd got with a girl. Me being a virgin and shy started to blush I mean I went bright red. He picked up on this and not sure how it happened but started to suggest that I actually liked cock. Now I was super red now and I told home no. I felt super intimidated this huge man calling me gay and suggesting I liked cock sent my mind straight to the videos id been watch all those years and I was getting really hard. He had this cheeky smile on him and he pulled the car in to a side street. I asked him what he was doing and as he parked he said " come on (name) if I pulled my cock out right here you wouldn't be sucking on it like a baby sucking on their finger". I blushed again and told him in a broken voice I wouldn't. Then I'll never forget it he said "let's see about that" and he undid his belt and slipped his pants down. I was trying to look away but he was stroking it and making it bigger and I caught a glance. It was huge I mean the man wasn't black but it looked just like the cocks in the videos id been watching of small white girls pleasuring BBC. I kind of did a double take and was so shocked I just stared at it for a while as he was stroking it. He said "come on kid I need to drain this snake and by the look on you you need this too, no one will find out." Still in shock I mumbled back "wow it's huge". And without meaning to kind of licked my lips a bit. He took this as a sigh to reach over and grab my wrist leading it closer to this monster. He wrapped my little hands around it and moaned "mmm that's a good little girl" I could have cum on the spot. He pulled his hand away and my hand just kind of stayed holding it. He said " stroke it up and down" and before I moved I looked up into his eyes and pleaded with him " no one will find out right?". He smiled and said "not if you do what I say, got it girl?" I nodded and slowly moving my hand up and down his huge cock. It was so thick and hard much bigger than my one. He told me to ask him if I could suck him off. I remembered the videos id been watching and they just kind of took over. I said " please daddy can I suck you huge cock I wanna taste it Soo bad daddy please". He looked at me a little in shock and laughed a bit then said "told you you couldn't say no you little cocksucking fag." With that I leaned over and put his tip I'm my mouth and began to such uncontrollably it felt so warn in my mouth so big and I loved it. After all those videos of me imagining BBC I had a real huge cock I'm my mouth and I loved it. He was moaning calling me names and pushing my head down it was such a blur. Until I could feel him getting harder and he said " gonna cum soon your gonna swallow all of my cum and not get any on my car seat you got that girl?" I moaned on his huge cock as he came down my throat. I swallowed it all and was a bit salty but wasn't bad tasting. We finished up he dropped me home and said he would bring me home from now on. I smiled and said sure but only if I could do that again. He said sure and said remember girl this is our little secret right? I said right and hoped down the path to my door.

#5408

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The first time I ever agreed to hook up with a guy I went out to a public park by my house wearing shorts and a t shirt. He asked me if I would mind if he snuck up on me so that I couldn't see his face. I said sure. I got to the park and stood next to a tree just waiting for him. Before I noticed, he had pushed me up against a tree and had yanked my shorts and underwear down to my ankles. I felt him prod his dick right up against my virgin hole and just shoved it in me. Luckily I had put a little lube on my hole so he went in pretty smooth. He kept me pinned against that tree and hammered my hole so much and came inside me. He left me with cum leaking out of my hole and laying on the ground. I'll never know who he is but I don't regret a thing. I thought it was so hot!

#4589

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Im Zack sixty-five years old and have never told anyone about this until now this is when I was eight years old

THIS IS A VERY EXPLICIT GRAPHIC EROTIC FAMILY TABOO SECRETS

PART ONE: INTERDUCE TO SEX

It all started when my mother passed and my dad want to move to Michigan where he was born

We lived in a mansion in a gated community with swimming pools in every backyard

We lived with my half sister she had two daughters April twelve Mary eleven and one son Skyy thirteen

One evening I was taking a bath I would play with my cock it would get semi hard haven't had a full rock hard cock

I stepped out of the bathtub with my semi hard cock when April walked in her mouth dropped to the ground and said nice then walked out

A few days later April asked me if I would like to go babysitting with her I said sure

Two days later April had to babysit I went with her

The parents left I was setting on the chair April standing in front of me when she said have you ever seen a naked girl before I said no

She started stripping her clothes off by the time she was totally naked I had my first blown rock hard cock

I tried to cover the bulge in my pants when April said don't be shamed it's suppose to do that I'm going to show you what it's made for

She said take your clothes off so I stood up pulled off my t-shirt then unbuttoned unzipped my pants they dropped to the ground and pulled down my underwear then stepped out of them

April's mouth dropped to the ground and said it's so big

I was big for my age uncut thick seven inches long my dad was eleven half inches long like father like son

April laid down on the floor spread her legs saying get on top of me I got on top of her she grabbed my cock slowly started sliding it in her tight wet pussy

Then she said now make it go in and out without pulling it out of my pussy

I slowly started fucking her after a few she started softly moaning I started getting the hang of this and started fucking her brains out until she started screaming im cumming and laid there

I asked her what cumming meant she said it's the greatest feeling you can ever imagine you should start cumming in a couple of years

( I started cumming the following year )

April noticed she was bleeding she said you busted my cherry she went into the bathroom to clean herself up

A few days later I was walking down the hallway and April's door was cracked open

I heard her telling her best girlfriend Kay about my cock I left before I was caught

Three days later April had to babysit again I went with her

The parents left I was setting on the couch about five minutes later the door bell rang it was Kay

April introduced us then Kay sat next to me

Ten minutes later April said is it hot in here Kay replied yes it is both girls got up stripped off their clothes

My cock was standing straight up trying to cover the bulge in my pants as Kay stared at my bulge when April said Zack take your clothes off

So I got pulled off my t-shirt then unbuttoned unzipped my pants they dropped to the ground pulled down my underwear then stepped out of

Kay's mounth dropped to the and said it's bigger than my dad's or bothers

Kay said Zack will you fuck Kay liked I thought you

I said sure Kay laid down on the floor spread her legs I got on top of her started sliding my cock in her tight wet pussy

I slowly started fucking her after a few she also started softly moaning I started fucking her brains out until she started screaming im cumming and laid there

April noticed Kay was bleeding she said he busted your cherry also and took Kay into the bathroom to clean herself up

I we fucked each time one of the girls had to babysit until I moved back to Colorado

I had one more sexual encounter when I was thirteen years old four us boys were naked in the steam room jacking each other off when we were dared to put their cock in your mouth and swallow their load of male no one back out all of us swallowed male seed

PART TWO: REVISITING MICHIGAN

Im nineteen years old I stand six two rock hard chest wash board six pack abs blonde hair blue eyes my cock uncut thick but not too thick ten half inches

we were laying out by the pool talking when April said I don't know if Skyy is bi or gay

I asked her what she meant she went on saying he's always with males never females

As April was talking I was looking at one hot beautiful foxy lady wearing a string bikini that left nothing to the imagination

I was wearing a par of 501s cut offs that were cut to short

I noticed April was staring at my crouch I looked down seen the head of my cock sticking out of my shorts

April said can I see what your cock looks like today

I told her we weren't kids anymore and this is wrong

April stood up walked behind me started rubbing my chest down to my crouch saying please

I wasn't really comfortable with this but she's so beautiful my cock is standing straight up so I gave in saying sure

I got up unbutton my 501s they dropped to the ground going commando

April's mouth dropped to the ground and said O'crap it's a monster cock your going to fuck me with

I told her I didn't have any condoms she replied that's okay im on the pill

Again I wasn't really comfortable with this but again she so beautiful so I said sure

I was laying out on a pool lawn chair April straddling over me grabbed my cock and started slowly started sliding it in her very tight wet pussy

She started bouncing up and down until she started screaming im cumming

I had to cum also I tried to pull it out but she stopped me saying I want to feel you filling me up with your load of male seed

I couldn't hold it any longer than shot my load of male seed deep into her pussy

We laid out nude sunbathing the rest of the afternoon

That night April said would you like to see Kay again and I said sure

April called Kay tell her I was in town and you really needs to see what he looks like today and kept talking

It's a hot humid Friday afternoon April and myself were laying out by the pool talking when Kay walked through the fence gate when she started walked up to me

Now I thought April was hot but Kay is enough hotter

I stood up she gave me a big kiss stepped back saying now let's take a good look at you yes you are one hot looking stud April saying you haven't seen anything yet

We were laying out when Kay reached into her bag pulled out a joint saying let's get high

She lite the joint took a big drag then passed it to me we finished smoking the joint and we were flying higher then a kite

About fifteen minutes later April got up untied her bikini they dropped to the ground and laid back down saying let's nude sunbath

Kay said not a bad idea she stood up untied her bikini they dropped to the ground and laid back down when both said at the same time dich the shorts

My cock was so hard its trying to escape from my shorts so I got up unbutton my 501s they dropped to the ground going commando

Kay's mounth dropped to the ground saying O'shit it's a monster cock your going to fuck me with

I told her I didn't have any condoms she replied that's okay I want to have your babys

I really was very uncomfortable with this but she's so freaking beautiful that I said sure

Kay got up walked over to him straddling over me grabbed my cock slowly started sliding it in her very tight wet pussy

She started bouncing up and down after a few she started getting soaking wet witch makes for good lube

She bouncing up and down started softly screaming im cumming

I had to cum also I tried to pull her off me but couldn't hold it any longer than shot my load of male seed deep into her wet pussy

We were laying out nude sunbathing

PART THREE: INTERDUCE TO GAY BAREBACK SEX

We were laying out nude sunbathing when Skyy walked up saying what the fuck are you doing April quickly replied what does it look like were doing if your staying dich the shorts

The hole time April was talking Skyy was staring at my cock

Skyy really doesn't look very comfortable with this but he unbutton unzip his shorts they dropped to the ground going commando and sat next to me

Skyy doesn't have anything to worry or be ashamed of he's about seven half inches long regular thickness of uncut

I started getting rock hard again when April noticed saying it's my turn

She straddling over me grabbed my cock slowly started sliding it in her very tight wet pussy when Skyy screaming what the fuck are you doing he's your uncle

April quickly replied shut up we been fucking each other since we were kids as she's bouncing up and down when Kay noticed Skyy cock was standing straight

She got up walked over to Skyy dropped to her knees grabbed his cock started sucking it as Skyy screaming what the fuck are you doing

Kay replied shut up and take it like a man

April screaming im cumming I had to cum also I tried to pull it out but couldn't hold it any longer than shot my load of male seed deep into her wet pussy

As Kay swallowing Skyys load of male seed deep into her throat

We laid out nude sunbathing the rest of the afternoon

The night it was late I was laying in bed completely nude thinking about the girls and got rock hard I started masturbating myself when I notices Skyy leaning on the door masterbating himself while watching me

I finger him to cum to me he walk up said will you fuck me with your beautiful cock

Now I was really very uncomfortable with this but started thinking back to when I swallowed my first load of male seed so told myself just go for it I said sure

Skyy crawled into the bed laid on his back spread his legs

I got on top of him started sliding my cock in his not so tight ass he's been fucked a few times

I slowly started fucking him after a few he started enjoying it I fucked his brains out until I shot my load of male seed deep into his ass

We were laying there when Skyy said would you like me to fuck you

Now I love sex willing to try new things even going outside my comfort zone and this is outside my comfort zone

Again thinking back to when I was thirteen years old thought about it for a few seconds told myself why not go all the way I said sure

He told me to get on all fours as he lubed my ass and handed me a pillow saying you'll need this

I started feeling his cock going in my tight ass as I started screaming in the pillow after a few it started feeling real good I told him to fuck my brains out witch he did until he started screaming im cumming and shot his load of male seed deep into my ass

The next morning I was setting at the breakfast table when April walked in she grabbed a bowl reached for the cereal poured some in the bowl poured the milk then set next to me

I leaned over told her Skyy is gay she said how do you know I replied we fucked each other last night April said no way I said yes way

We all fucked each other until I had to go back to Colorado

#4534

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I got a call from my 14yo niece the other day wanting to talk about some "girl stuff," seemed fine to me since my sister's first reaction to anything awkward is to constantly make fun of it. So I go and pick her up and we drive around for a bit, just hanging out.

Finally, she gets up the courage and asks if i "you know... shave?" Ah, grooming tips, that's no problem. We stop by the store and I bring her home. With a great deal of giggling, we get into the shower and I give her the rundown on being nice and smooth, though she does opt to keep a neat little soul patch just like her cool auntie (33f, btw).

I live alone, though I do have a good friend with benefits who comes by or I go over there and a couple other friends I like sexting with. I don't make a huge thing about it since it's really no one's business, but I'm one of those weird girls who's into other girls. The topic gets broached a little awkwardly because lately my niece has been peeking at the other girls in the showers at school and thinking about them at night when she's "alone." She's a little nervous about it since her mother leans pretty heavily to the right and they don't get along real famously with "the gays."

I tell her it's fine, a couple of her mother's best friends are super lesbians and she knows her little sister likes cooch smooching too, a bit of bi-curiosity isn't going to result in a massive blow up or anything. She starts asking me about what it's like, if it's really like it is in porn, the kinds of women Ive been with. I'm trying to be the helpful aunt and answering honestly and without any judgement. I mean, it's not like I waited until I was 18 to look at porn or have sex.

I did keep it outside the family though. It turned out that all these pointed questions, the two of us alone and naked in a steamy bathroom, all of it was to sucker me into a position for some hands on education. I did my due diligence, told her this really wasn't the way to go about it, but the little cunt just sat there grinning, naked and forbidden. I weakened.

We dried off and I brought her to my bed, she sat on the edge and spread her legs, offering the sweetest little pussy I'd seen since my own first time. I got down and started to eat her out, immediately that sensual little vixen melted away and she was just a 14 year old virgin enjoying the touch of someone else. That little underage peach was so sweet, freshly shaved not more than a half hour before. I can still feel those silky little folds against my tongue.

She knew about her clit, between her parents and two siblings her options are just to rub out a quick one when she can, so I slid a finger into that hot little hole and gave her a good education on her g-spot as well as a deep vaginal orgasm. I'll never forget the sight of her squirming, going through an orgasm that blew her little head right off.

I told her to take a moment because she was going to learn how to eat pussy like a good girl. She was eager and enthusiastic, bordering on hyper, but with a few pointers she settled in and even gave me some fireworks of my own. Maybe it was a habit from the porn, but she sat back and told me how good my pussy tasted and I swear I almost came again.

Having had a fuck buddy or two, I've got a share of toys. I broke out the strap-on and laid her back, easing into her with a little lube just to be sure. I held it inside her to let her get used to a toy made for adults while I sucked on her perky little titties. She is going to be such a hottie one day. I gave her some slow, loving missionary for being such an awesome niece, then I flipped her over, grabbed her hips, and fucked her doggy style for being a bad little bitch who seduces her aunt who's just trying to help.

We rested a bit and got back in the shower together before getting dressed and ready to take her back home. She has my number though, just in case she wants to talk about "girl stuff" again.

#4474

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Before my just divorced sister-inlaw arrived for the weekend, I put my favorite rocket vibrator in a bathroom drawer thinking she might find and need it. When I heard it and her getting off I imagined her hot little body going through the moves and then I thought cunnilingus. So aroused that I had to masturbate. Once I got off I came to my senses. I am here to confess my mind needs healing. Why did it get bad with lesbian desires? A first for me. I pray for a believable practical sane reason! My husband had recently mentioned that he wondered if his lil sis was bi. But that is no excuse.