Tommy [M] and Lily [F]

This story is pretty long, so go to the ******** for the start of the romance!

It was a beautiful fall night when the citizens of San Diego’s business community gathered for a fancy gala to raise money for one of the city’s prominent charities. The ballroom was crowded with the power brokers and beautiful people of San Diego, but Ms. Lily only had eyes for one man.

Thomas James Jensen was a tall, handsome man whom people naturally gravitated toward. He was well known for his intelligence and kindness, but it was his warm blue eyes, easy smile, and infectious laugh that people remembered. And on that evening, Lily had decided that he would be her target for the night. Some way, somehow, she would know him better by the time the night ended.

Now for Lily, getting men’s attention had never been a problem. Standing over six feet tall in her Michael Kors heels, her long platinum blonde hair and form-fitting evening gown were the talk of the crowd. Combine that with model good looks and the confident strut of a former track star, and the result was a force of power women couldn’t ignore, and men couldn’t resist.

Losing My Virginity in the Game Room, Part 2 [MF]

This is the second part of my story about losing my virginity. For the first part, go here:

Losing My Virginity in the Game Room [MF] from gonewildstories

After we fucked on the sofa, or I should say after Lori fucked me on the sofa, something was different. This will sound cliche, but I felt like a man. I think Lori sensed what this occasion represented for me, and she had become very warm and affectionate. She was almost nurturing.

We had gathered about 20 blankets and a bunch of pillows, and lied down together bundled under all of it. We were lying on our sides, face to face, giggling, kissing, and just enjoying the connection. I remember thinking that I must have been dreaming, I was lying so close to Lori, with her tan, lean, athletic body, that our noses were almost touching. And once in awhile I could feel my penis brush against her bush, and I was just in awe as my hand roamed up and down her backside.

I was only 19 at this time, and it didn’t take long at all before I was hard again. Of course Lori noticed this too, and began stroking me and ticking the head, lightly running her finger in circles around my crown.

Losing My Virginity in the Game Room [MF]

I grew up in a family of five brothers, and our lives were focused on high school sports and finding ways to earn a few extra bucks to help the family budget out. I was the youngest of the group and struggled with my confidence at times due to being the brunt of practical jokes, brotherly insults, and getting whooped once in awhile by a big brother.

In high school I was a pretty big guy due to spending countless hours in manual labor jobs, but I was a little soft because Mama always saved an extra piece of fried chicken or apple pie for her baby. I did pretty well in school and had some success on the baseball field, but I was a novice with the ladies and never got as far as second base.

When I got to college for my freshman year I realized my goal to walk on to the baseball team was not realistic, and so I dedicated myself to the gym, and spent hours and hours lifting, running, and cycling. I basically transformed my body, and the newfound attention from college girls was a big boost for my confidence. However, I wasn’t a hook-up guy, didn’t have any serious girlfriends, and ended my freshman year still a virgin.