Lesbian First Time Sex Stories

Lesbian First Time Sex Stories

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Looking for a steady supply of lesbian short stories? Every week thousands of writers submit stories to our writing contest.

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Submitted by writers on Reedsy Prompts to our weekly writing contest . Love is love, and our collection of lesbian short stories takes pride in its identity. From rom-coms to everyday narratives about life and love, you’ll find all the newest lesbian short stories here.

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A young woman tells the story of the first time she slept with another woman.
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[Narrator] I was 18 and moved to New York for college.
In high school I was an overachiever.
did over 600 hours of volunteer work,
and in my senior year, I took eight classes
But college was going to be different.
I knew what I wanted and what I wanted was sex.
The on-ampus housing staff must've had a cruel sense
of humor because we had the same name.
But the similarities stopped there.
Her half of the closet was bright pink dresses
and my half was shades of gray skinny jeans.
She was so chipper and earnest and nice,
so I continually found reasons to blow her off.
I got what my doctor would later call
the worst case of mono I've ever seen
from a grungey guy I hooked up with
after pretending to like death metal.
So now I was bedridden and miserable.
I ended up spending a lot of time with my roommate.
Lindsay took care of me, bringing me protein shakes
with a straw when I was too sick to eat.
And suddenly we were great friends.
Once I recovered from my four month stint with mono,
I was wearing a dress and had some sort of
cleavage situation going on, trying so hard to fit into
my idea of what it meant to go out, hook up, flirt.
It all felt like such a costume and it was.
I think Lindsay even got me to dance,
but it was the most fun I'd had since I started college.
We went back to our dorm room that night
We hugged and the hug just never seemed to end.
Literally, we were just standing there in the middle of our
tiny room, embracing each other for maybe 20 minutes
longer, neither of us saying anything.
I asked her if she wanted to stay in my bed that night
so we could keep hugging, you know, as friends do.
So we're in this tiny twin bed and we're spooning,
I was surprisingly the little spoon,
I could feel her nod yes into the back of my neck.
Even more time goes by and I still haven't fallen asleep
and the sun is coming up and I ask her again, are you awake?
I ask her, do you want me to kiss you?
We couldn't stop, even after both of our mouths were dry
and the whole time I couldn't stop thinking,
what the fuck is happening right now?
This went on for months, slowly escalating
not only physically but emotionally,
hooking up in secret and still totally convinced
that we were both straight, we were just best friends,
this is totally just what best friends did.
Long story short, we're still roommates and best friends,
Since that first dorm room we've lived in
nine apartments together, upgrading from a twin dorm bed
to a full sized IKEA about a year ago.
When I started college, I felt so sure of what I wanted.
I wanted to have casual sex with guys, but here I am,
five years later, I don't wear dresses,
I'm always the big spoon, and I'm a lesbian.
Though not everything changed, I'm still a nerd
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No matter how much advice you received from friends, family and school, no one can ever really prepare you for that first break-up, how to go about your first kiss or what on earth to do when womanhood approaches you in the form of blood flowing from your nether regions. Our pubescent years are filled with tackling these ground-breaking life events in our very different ways, some of which we don’t always find comfortable to talk about. I sat down with a plethora of ladies and questioned them on just a few of the highs and lows of ‘femaleness’ and their experiences.
‘I did kiss someone when I was 3 but I don’t think that counts (it was magical). It happened again when I was 13 with a disgusting boy at a party, it was like a washing machine and then I was gone with the wind (again, magical).’
‘When I was 18, at a house party. He asked me if I’d like to go out for some air. At this point, I had no idea what going out for air meant. He just pushed his face into mine and frankly, it was awful. But he’s now gay so I feel like it’s all worked out for the best.’
‘He was my boyfriend in year 9. We’d been out in the park, he walked me home and we kissed on my front door step. Worst moment of my life, and I don’t think I kissed another boy for a year.’
‘I was 13 and it was on Wandsworth Common where everyone used to go and just get really drunk. Some creepy guy dragged me off and I swear, his tongue explored my face in its entirety. S C A R R E D.’
‘I was 12, nearly 13 and it just happened in John Lewis. Very middle class.’
‘We were on a family holiday in the summer after Year 8. One day, I had a massive argument with my mum because she didn’t like me buying boys’ clothes. That same day, I just started bleeding. Cried on the bathroom floor for hours. The sheer irony of that day still gets me.’
‘I was 11 and I didn’t know what a period was. I cried because I thought I was dying and then thought I was pregnant. Cried to my mum and told her what happened. She hugged me, congratulated me on being a woman and then promptly called all the females in my family. When I came home from school that day, my brother had found out and was discovered sat on the bathroom floor crying whilst looking at pictures of me as a small child.’
‘I got mine when I was 8 or 9 and told my mum who then slapped me across the face. Apparently it’s tradition.’
‘Mine was in year 7. I remember I was in History and needed to go to the toilet. When I got up, I accidentally flashed all my friends but didn’t really think anything of it. It was when I got to the toilet that I realised I had started my period. Half my class had seen my bloody knickers.’
First time you shaved or waxed your lady-garden?
‘I think I was going to a party when I was like 15 and some people were allowed to stay over. I’m not sure what I thought would happen but I wanted to be prepared at all costs, so I stole my mum’s blunt razor and got to work. It was a real hack job. I then stayed away from boys at all costs, no one needed to see that.’
‘Don’t remember when it actually happened but girls started talking about it so I went home and gave shaving a try. Probably for the best because I got fingered a week later.’
‘I actually went for the scissors first. I wasn’t really looking and cut myself a few times which fucking hurt. Then I found my dad’s razor and ended up with a terrible shaving rash and war wounds.’
‘I was 14 or 15. I had a free house, and this guy came round. We were getting drunk and getting off with one another. Things started getting hot and heavy so I told him that I needed the toilet and I locked myself in and shaved literally everything including my forearms.’
‘I remember my first time because I was in the bath and the shower head ended up between my legs and was feeling quite nice. Got quite into it and then the shower head came off.’
‘I was pretty young, between 10 and 12, and I didn’t know what I was doing. It involved a pillow. I was basically dry-humping a pillow. My mum walked in. It was under covers but she knew. She. Knew.’
‘I think I was 15 and this girl had sent a video of herself masturbating to a boy, who in turn ended up sharing it with everyone. Me and my group of friends were like, “well, gonna give this a go and see what all the fuss is it about”.’
‘It was a very long time ago and I thought it was the most incredible thing in the history of the world and thought no one else could do it, almost like a secret power. Used to do it all the time and then slowed it down, because it was getting weird.’
First time you did anything sexual with a boy
‘I was 16 with a long term boyfriend. He fingered me and that was it. It was pretty good, I can’t really remember it if I’m being honest, all I know is I didn’t want to touch his penis.’
‘Everything happened on the same night. It was so painful, we just went from one thing to another. Finger, penis, done, ouch. He got a
Blackassfuck
Lauren Pope Topless
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