Literotica Will You Take My Virginity Stories

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Virgin Boy

by April601 on May 11, 2020
Erotic Couplings

In my early 20's I dated a guy named Terry. He was a nice enough guy, very respectful and polite. He was my age and not the typical bad guy type that for some reason I seemed to attract or was it I was attracted to? I began dating him and soon realized he was on the more serious side. Honestly, I didn't expect that he could hold my attention for more that a...

18 Today - Her Virginity MUST Go!

by MrsJ on Sep 13, 2017
First Time

18 Today -- Her Virginity Must Go! 50 Guests Witness Jenny's Birthday Defloration 'Fantasy' -- 'n., a fanciful mental image; a day-dream; whimsical speculation' ... but it COULD have happened... 'Thankyou for coming tonight to help us celebrate Jenny's 18th Birthday,' John said. 'Some of our relatives know what is about to happen, but most of you -- pa...

The Rules of a Scheduled Encounter

by playfulsin on Feb 7, 2018
BDSM

Part 1: You pick me up and we are on your way back to your house in your car. As I get in you slide your hand under my ass as I sit down and give my left ass cheek a nice little squeeze as you lean over to kiss me briefly before we take off. You pull your hand out from under me and place it on my lap as we kiss, squeezing at my crotch to feel my cock. We h...

My Freshman Year Ch. 02C

by Mrs_Jones on Sep 16, 2017
First Time

My Freshman Year, Chapter 2C, The Initiation, Amy's turn Please read previous chapters to understand what is going on. I just had my virginity taken by Bill, the quarterback of the football team and I was still in heaven as I was sucking and licking my juices off Bill's still hard dick, which he called Max. This was to get Max all clean and ready to take m...

Peggy's Diary, Excerpt 01

by Susie_O on Sep 15, 2017
First Time

Excerpts from the Diary of Peggy Douglas In which she meets Ron and decides to ask him to take her virginity Peggy has been keeping a diary since she was 8. She started when she received a paper diary as a gift and now keeps it in encrypted text files on a thumb drive. At the time of this first entry, Peggy is 18 and starting her first full year at the loc...

Most Memorable Loss of Virginity

by csljr1j on Jun 12, 2019
First Time

I mentioned to you before that while I had eaten pussy a few times and received a blowjob once, I hadn't fucked 'properly' and was still a virgin. You had latter brought up a plan to change that last fact, and hinted it would be an exceptionally memorable way to lose my virginity. I was on my way to your place, eagerly anticipating losing my virginity to you...

Satisfying Mistress Ch. 02

by RKHunter on Sep 12, 2017
BDSM

Sunday My eyes fly open and I find myself staring straight at the ceiling. Turning I see its 5:13am, it's still dark out. My mind is racing and panic begins to overtake me. Throwing the covers off and leaping out of bed I nearly kill myself as I trip over my clothes that I so clumsily dumped in a pile at my bedside last night. Down the stairs, flipping on...

Preparing Melissa Pt. 02

by MrsJ on Sep 13, 2017
First Time

Kirsty had been given an 'Intimacy 101' lesson by her friend Melissa's Mum...one that few other young girls would ever receive (see 'Preparing Melissa')...But now she was back, seeking more specific information about how she might lose her virginity. 'Hi Mrs. J,' the voice said on the other end of the phone. 'It's Kirsty. I'm off to uni, as you know, in a c...

Firsts

by She_needs_force on Sep 12, 2017
BDSM

My heart pounds relentlessly as I wait for the door to open. It opens and there he stands, tall and handsome with a wonderfully scruffy beard. We haven't met before, only exchanged pictures. I notice he's even more insanely attractive in person. I can't kid myself that I hold a candle to him. I'm beautiful, but fat. I want to run away. But he takes me hand,...

Beauty Queen Slut Pt. 01

by girdleman2 on Sep 13, 2017
Mature

"I can't," I said, recrossing my legs in the tight skirt. "These are good terms, Stella," said Gary Leung. "You won't get better." He knew he had all the cards and I was desperate. It had taken a lot for me to come and see him. He was the king of the Hongkong entertainment world with close triad connections. A powerful bastard who ran those working in th...