Uncharted Territories

8 mins

I’m not sure how many people can say this, but I lost my virginity at 2 A.M. on Christmas Day to a woman I met the night before. It was the best Christmas present I’ve ever received.

My cousin Nathan—I call him Nate, which he hates—came to Christmas Eve dinner not only with his girlfriend Elena but with another woman named Chloe with an Australian accent. Her dark hair was down, resting on her shoulders.

All three of them showed up in ugly Christmas sweaters, just like my parents and I were wearing. If they hadn’t, Dad would have been upset. It’s a family tradition. “Glad ya’ remembered,” he told Nate. Chloe’s had a reindeer on it, its antlers wrapping up around her chest. When I first caught a glance at her backside, I was astonished that it was sexier than the front.

We don’t see Nate very often, but everyone tells me I look just like him except for the glasses and shaggy hair. We invite him to Christmas Eve every year, wanting him to have some sort of family interaction. Nate and his friends are treasure hunters, traipsing across the globe searching for this ring or that chalice. Rarely did he make it to family gatherings, but when he did visit, he always told the best stories.

They told us about how they found the lost city of Shambhala and got themselves into a real mess.

“I mean—let’s be real—if the authorities knew about his body count, he’d be on the most wanted list,” Chloe said to Nate while we were eating the Christmas Eve dinner my father and mother prepared.

Dinner was delicious. I sat next to Chloe at the table.

“Start calling him Nate, he can’t stand it,” I whispered.

“I’m going to, seriously.”

The eggnog flowed, Mom and Dad even let me have a couple glasses.

We sat around the tree to exchange gifts. Nate got gift cards for everyone. You’d think with all his treasure hunting, he’d have something better for us. Elena and Chloe had amazing gifts for us—incredible jewelry, rare books, cigars from a country Dad had never heard of.

I overheard Nate and Elena arguing after. “I told you, the gift cards were a bad idea.”

“No, no, it’s okay, really. It’s my tradition,” Nate said.

“Tradition my ass,” Elena said, going to grab another drink.

“What’s their deal?” I asked Chloe.

“Oh, they’re just tired. We’ve all been spending a lot of time together.”

Christmas classics played while Chloe, Mom, Dad, and I played Scrabble. Nate and Elena weren’t interested; their loss. Being the master wordsmith I am, I won all three games. What can I say? I read a lot of books.

After Scrabble, Chloe and I sat together on the couch.

She leaned in toward me.

“You really are the spitting image of your cousin. How old are you?”

“Nineteen,” I said.

“What do you do?”

“I’m a Communications major at the university downtown.”

“That sounds really nice and safe. I wouldn’t mind a safe, steady man.”

Her breath smelled like nutmeg and cinnamon.

Everyone was getting tired. Nate, Elena, and Chloe were staying the night and leaving early the next day on another grand adventure. Nate and Elena were taking the spare bedroom; Chloe got the couch.

Mom, Dad, and I were standing in the hallway, saying goodnight.

“Are you sure you’re okay with the couch?” Mom asked her, her words were beginning to slur, barely able to keep her eyes open.

“It’s no problem at all. I’ve slept in far more uncomfortable places.”

“Let us know if you need anything, anything at all. Don’t hesitate to ask. And if you see the light on under the door in his room,” she looked at me, “he’s probably up. He’s a total night owl.”

“I’m sure he can,” Chloe said. “Thank you so much for the hospitality, you’re all so welcoming. Merry Christmas.”

I changed into pajamas and got into bed. I pulled up some porn on my phone, silently masturbating while Santa delivered his packages.

I heard a knock on the door. Startled, I dropped my phone on the floor and got up.

“Yes?”

The door creaked open. Chloe peeked her head in.

“I was actually wondering if you could help me with something,” she said.

“Come in, I’m just, uh, hanging out.”

She looked down at my phone. A woman wearing only an illuminated red reindeer nose, antlers, and a small fluffy tail inserted into her ass was sucking on a candy cane.

“What are you up to in here?” Chloe asked.

I grabbed my phone and locked the screen.

“What, you never masturbate?” I asked.

“All the time,” she said. “That looked sexy. Care to share?”

I was standing in front of my bed, a tent sticking out at my crotch. She walked over. We sat on the bed. I unlocked my phone.

“Turn it up, I can’t hear it,” Chloe said.

“I don’t want my parents to hear, we have to stay quiet.”

“They’re passed out drunk, don’t worry about it.”

I turned up the volume. The woman on the video pinched her nipples and said, “Fuck me, Santa baby, fuck me hard!”

“This is pretty sexy,” Chloe said, her cheeks a light crimson. “I’ve been so disconnected, I never realized porn like this existed.”

I looked at her lips, transfixed.

“M-m-may I kiss you?” I asked.

“Where’s the mistletoe?”

“We sadly didn’t get any this year.”

She leaned in and kissed me. Her lips, luscious and soft. I put my arms around her, my hands against the small of her back.

Chloe reached down into my pajama bottoms and started fondling my cock. My body froze, immobilized by her touch.

“I think you’re bigger than your cousin, honestly.”

“But what about Elena, I thought she was Nate’s girlfriend?”

“Oh, you don’t think me and ole Nate haven’t gone at it before? He’s a difficult man to please, always looking forward and never satisfied.”

I lifted up her sweater. She was wearing a black bra with lace trim. Her olive skin lightened up underneath, with subtle tan lines accentuating her body. Her muscles toned from all her adventures. I had to take a deep breath. Otherwise, I thought I might pass out.

“You’re a goddess,” I said as I dived into her bosom. I kissed her upper breasts, slipped my hands down her bra, and caressed her nipples. They stiffened. I grasped for the clasp on her bra but couldn’t figure it out.

“Let me help,” she said, taking her hand out of my pajamas and undoing her bra.

Her breasts dropped down as she tossed her bra to the floor. They were perfect. I’ve never been more drawn to someone’s breasts. I kissed them both, taking turns, making sure not to favor one over the other. She let out a little moan.

“Take a break there, little elf. I’ve got a Christmas gift just for you.”

Chloe pushed me back on the bed, pulled off my pajama bottoms, and took off her jeans and panties. Straddling me like a motorcycle, she grabbed my hands and mounted me. My cock slid in with no assistance.

“This is my first time,” I said. “And—fuck—it already feels so good. I’m not sure how long I’ll last.”

“Don’t worry,” she said. “It’ll be all right.”

Riding me, her eyes closed, she said, “That’s it, Nathan, that’s it. Right there. It feels so fucking good.” Chloe reached down and began furiously rubbing her clit. Her breasts bounced up and down ever so slightly with the gyrations of her hips. I latched onto her ass for dear life, enjoying every moment.

“I’m going to come, I can’t take it any longer.”

“Almost there, Nathan, almost there.” Not gonna lie, it turned me on when she called me Nathan, but I tried to think of anything other than her riding me and how damn good it felt. “Just a little bit more, a little bit more. I’m almost there!”

Her head tossed back, and her whole body shook twice vigorously as she orgasmed. On the second shake, I couldn’t hold back, my come filling up her pussy.

Chloe opened her eyes and looked at me. She remembered I wasn’t Nate and looked away immediately. Dismounting me, she planted a kiss on my cheek, said, “Merry Christmas,” and left my room. I passed out.

When I awoke on Christmas morning, Nate, Elena, and Chloe were already gone.