With little else to do from the passenger side of the car, I was pondering my sex life, as I watched the scenery rush by during my husband and my latest road trip.
Through all of my adult life, vacations have been where I've discovered and experienced my most eye opening experiences and kinks.
I lost my virginity at 18 on vacation with my parents. No, I didn't lose it to them; it was with a guy I met at the resort we were staying at.
I met a guy who was my age. We'd hung out together by the pool. That night after our obligatory dinners with the parents, we met up...to watch the sunset. We talked and held hands for a while before he worked up the nerve to kiss me.
It wasn't my first kiss, but and maybe because I had already decided where this evening was going to end, it was by far my best kiss. My back was pressed against the railing of the balcony we were standing on. My pussy creamed as his hard cock pressed against my stomach (yes I'm that short) while our tongues wrestled in each other's mouths.
Because I wanted to seem worldly beyond my experience, I broke our kiss and turned around and faced the setting sun. Yes I saw a move like that years before in an old movie and it seemed sexy as hell in my eighteen year old brain.
I have to admit, it was a good choice. His hands cupped and played with my braless breasts. Not that there was a lot to play with, but I do have nice nipples and his fingers were making them incredibly hard.
Speaking of hard, I was loving the way his erection pressed against my butt as he kissed and licked my neck.
Reaching back, I wedged my hand between us and stroked his cock through his pants.
It felt massive. Easily the biggest cock I'd ever felt.
Truth be told, it was the only cock I'd ever touched and as I found out as I gained more experience in life, it was pretty average.
But I didn't know or care that night.
That particular hard cock was going inside of me.
I fumbled with his zipper until he took the hint and took over. While he was unzipping, I raised the hem of my skirt to my waist and pressed my bare backside (I hated wearing panties) against his now free penis.
"I want you," I said in my sexiest voice.
I gasped as he tried to push his penis into me.
"Wrong hole!" I cried out.
He apologized profusely.
I reached back, grasping his penis; I moved it down a little lower.
God I loved the way it felt, both his cock in my hand and the feeling of it rubbing my slick opening.
He moaned as he slowly slid his cock inside of me. There was a little pain as my pussy engulfed his shaft, but not as much as I'd expected.
In fact it felt downright nice.
I moaned as he pulled back and thrust himself inside of me again.
He moaned as his penis started throbbing in my pussy... and he came.
"I'm sorry," he told me. "It just felt so good."
"It's alright," I assured him. Feeling a mix of disappointment he didn't last longer but a sense of pride that I was so good, he wasn't able to last longer.
Looking down I was pleased to see his cock was still fairly erect.
"Want to try again?" I asked, wrapping my hand around it.
He nodded and we kissed as we shuffled over to a nearby bench. Lying down, I pulled up my skirt as he got between my legs.
Our mouths locked together as he entered me for a second time. His movements were slow and gentle. He propped himself up with one hand while the other worked its way under my shirt, squeezing my tit and teasing my nipples.
It was the first time anyone, besides me had ever touched them.
"Help me off with this," I told him.
He pulled my shirt over my head as I did the same to him.
That skin to skin contact was amazing! His naked body pressed against mine while his penis drove in and out of me was the greatest feeling ever.
His mouth and tongue found their way to my incredibly hard nipples, licking and sucking on them.
"Harder," I coaxed, my hands on his butt, pulling him into me.
Both his nipple sucking and thrusts intensified. My pussy began tingling in a very familiar way.
My moaning got louder. I was going to cum!
Unfortunately, he was closer than I was and with a groan, he filled me with cum for a second time.
Reckoning we'd pushed our luck far enough for one night, we quietly got dressed and he walked me back to the villa I was sharing with my parents.
He gave me a very sweet kiss at the door and left.
Walking into the villa, I saw that my mother was waiting up for me.
She asked me what I'd been doing. I told her I was with a boy I'd met, we hung out and just talked.
I gave her a hug and headed off to my room.
"Angie," she said, because that is my name. "You might want to clean up a bit. There's some of his...conversation, on your leg. It might be wise to have him wear a condom the next time you talk."
My Mom was and is a pretty cool lady.
Family activities kept us apart the next day. He and his family left the day after, so I never saw him again. Twenty two years later, I can't even remember what his name was.
Twenty two years later and thoughts of that night, feeling his cock inside of me for the first time, still made me moan.
"You okay there?" Kevin, my husband asked.
"Just daydreaming," I answered.
"What were you thinking about?" he asked.
"Vacation sex."
"Past or future?"
"Past," I told him, while tracing my rock hard nipples through my tank top. "But I'm thinking about future now."
"So I might get lucky on this trip?"