First Time Archives | Page 27 of 61

Katie's first time

February 13, 2007
brewster
First Time, Friends with Benefits, Masturbation, School Themed Stories

Katie's first time.

Katie and I had been friends since second grade. We lived in a small town and our families attended the same church. I guess it took me a while to realize it but Katie always had a thing for me. She would maneuver to b

busted, and forced to pay

I will start by saying that I do not - or perhaps, did not - consider myself to be a gay man. But while that is true, I would occasionally use a dildo on myself, call she-males, and browse she-male porn. Gloryholes also held a fascination and I would

The annual check-up

February 11, 2007
drummer69
First Time

I figured it was time to have a medical check-up...so I contacted a family doctor who was recommended by a friend of mine. I was able to arrange an appointment for the following week.
His PA showed me into a examination room and took my blood p

My First and definately NOt my Last

February 9, 2007
sweetcherrypie
Blow Jobs, Caught Doing It, Crushes, First Time

She was nervous. This was her first party, and even though she was 18, she wasn't the typical partygoer. And, to make matters worse, the guy she had been crushing on for years was going to be there. Yea, they flirted some whenever they were around

Initiation

January 27, 2007
im100pctirish
Ass Play, First Time, Implements and Equipment

Well, today was the day. They told her she would be picked up at 9 am and to tell her Mom and Dad she would not be home, that she was going to her best friends for a day at the beach and a slumber party. Chrissy could not wait. Getting into the Gang

Love's Fond Embrace

January 20, 2007
jbarcus
Ethnic Experiences, First Time, Novellas & Series, Romance

At first, I thought this relationship was not going to last. She was about 7,000 miles away, working for a humanitarian organization. I was back in the States, working hard to keep all my bills paid and able to talk to her (especially with a 7 hour

The Party part 1

January 16, 2007
daddyd0690
First Time

As soon as Jess walked in the door, Taylor started talking to her. This surprised her, because she was the shy nerdy girl that no one talked to and he was the quarterback for the school football team.
He spent most of the evening with her, bringi

New Year's Baby: Final Epilogue

January 1, 2007
onelittlehotty
Chance Meetings, First Time, Group Sex, Parties

Everyone called her Nu, everyone that is but her mom. Her mom just called her Annie.

Nu shivered just a bit. The night air was cold and Nu had to admit to herself that her mom was right. She really should have taken a heavier jacket, but somet

Amsterdam Nights

December 27, 2006
texaskurt
First Time

I had my first sexual experience with a cheerleader my junior year in high school. It was expected.

In college, I made a stab at varsity football, pledged my father's fraternity and had a number of one night stands and short-term flings with

Love thy Neighbor

December 21, 2006
dreamgirl
Anal Sex, Encounters, First Time, Pussy Eating

Lily was the first and only woman I had ever desired. She was golden. Her skin was flawless and always perfectly tanned. Hr long Auburn hair held the slightest traces of natural golden highlights. Her C-cup breasts felt great in my hand and tasted wo