First Time Stories

Virginity, sexual firsts, new experiences

15 stories

When Inexperience Meets Desire

First Time
high school crush
app
mutual virgins
decade later
+1

The notification chimed with a soft, cheerful sound, an absurdly bright note in the dim quiet of her apartment. Mia swiped it open, expecting another grocery ad or a reminder from her calendar.

24 min read54

An Italian Lesson She Never Expected

First Time
study abroad
italian
dance
foreign romance
+1

The moment I stepped off the plane into the heavy, warm Milanese air, I made a promise to myself: this would be the summer I became someone else. Back home, I was Emma the Overthinker, the one who...

26 min read55

A New Hand to Hold

First Time
widower
late life
grief
exploration
+1

The coffee in my hand has gone from too hot to lukewarm. I stare into the beige abyss, watching a faint skin form on the surface.

32 min read68

When Innocence Meets Experience

First Time
dating app
virgin
honesty
patience
+1

My thumb hovers over the screen, the little heart icon glowing with promise. His profile picture is backlit by what looks like a setting sun, highlighting the strong line of his jaw and making his...

22 min read55

Where Hands Became a Prayer

First Time
escort
older virgin
sacred
tenderness
+1

The silence in my apartment had taken on a physical weight. It wasn’t peaceful; it was a presence, a judgment.

22 min read54

Touch That Teaches

First Time
sex therapist
anxiety
exercises
therapy
+1

I stared at the brass plaque on the door, the letters swimming in the late afternoon sun. *Dr.

28 min read55

The First Step Across the Line

First Time
roommate
sapphic
curiosity
confession
+1

The apartment was quiet except for the soft hum of the refrigerator and the occasional creak of old floorboards settling. I sat cross-legged on our worn couch, cradling a mug of chamomile tea that...

24 min read56

Desire in an Arranged Hand

First Time
arranged marriage
wedding night
virgin
slow
+1

The scent of jasmine from my wedding garland is still thick in my hair, a cloying, sweet perfume that seems to chase me even here, into this silent, unfamiliar bedroom. I sit on the edge of a bed ...

23 min read52

Graduation's Unspoken Vow

First Time
college
virginity pact
roommates
feelings
+1

I still have the screenshot saved on my phone: two champagne flutes, the caption “Virgins No More, Class of ’22,” and the pact we scrawled beneath it in eyeliner because neither of us could find a ...

21 min read52

Never Too Late to Feel Desired

First Time
divorced
older woman
younger man
coworker
+1

The divorce papers had been final for six months, but the weight of twenty-three years of marriage still pressed against my chest like a habit I couldn't break. I stared at my reflection in the ba...

18 min read53

The Birthday Wish We Couldn't Forget

First Time
threesome
birthday
girlfriend
trusted friend
+1

The morning light filtered through our bedroom curtains as I watched Alex sleep, her dark hair spread across the pillow like spilled ink. In three days, she'd turn twenty-eight, and I'd been plann...

23 min read56

Curiosity's Dark and Desperate Need

First Time
dominatrix
dungeon
curiosity
need
+1

The address she'd given me was a converted warehouse on the edge of the arts district, its brick face anonymous except for a single brass numeral screwed crooked above a metal door painted the colo...

21 min read50

Prom Night and a Lifetime of Waiting

First Time
prom
best friends
backseat
confession
+1

I adjusted my bow tie for the tenth time in the bathroom mirror, my palms sweating against the cheap black satin. The reflection staring back at me looked like someone trying too hard to be an adu...

22 min read51

He's always known he was...

First Time
gay
coming out
bar
guidance
+1

The stool groaned under me as I shifted my weight, scanning bottles of amber and crystal but not really seeing them. My reflection in the bar-back mirror looked like every other thirty-year-old wh...

20 min read51

The Instructor's Weekend of Awakening

First Time
workshop
sexuality
instructor
exploration
+1

The brochure had been tucked between takeout menus and credit-card offers in my building lobby: AWAKEN YOUR INNER GODDESS—A WEEKEND INTENSIVE FOR THE CURIOUS WOMAN. I almost threw it away.

17 min read52