Beyond Education [Jemily]

First Time For Everything [smut]

mature content! loss of virginity, blowjob, intercourse
long chapter! ~1900 words

October 8, 2021
— JJ's POV
"Prentiss, hand me that?" Derek asked Emily for their pack of cigarettes as they passed them around the group. Right now, we're all in the stands at DeWitt Stadium, Yale's softball field, where Tara is playing a game. It wasn't a night game, but the sun was just now starting to set and the temperature was dropping. I made the mistake of only wearing a thin quarter-zip and a pair of leggings. Not sufficient.

Derek and Penelope were huddled close together for some warmth, so I scooted closer to Emily to do the same. They wrapped their arm around me and I nuzzled my head into the crook of their neck. That helped for a few minutes.

We all cheered as Tara walked up to bat, "Woooo! Let's go, T!" She threw us a peace sign and then went back into game mode. First, a strike. On the second pitch, her bat cracked into the ball, sending it far into left field. A double. Our section of the bleachers was loud and rowdy in support of our friend. That was one of my favorite things about this group-- we all loved each other like a family.

I glanced down a couple rows in front of us and saw a couple, one guy and one girl, snuggled close together like Emily and I were. I heard the girl tell her boyfriend, "Babe, I'm cold." He nodded and took off his letterman jacket, wrapping it around her. My turn, I thought.

I rubbed Emily's side to get their attention. They looked down at me and I gave them my puppy dog eyes, "Emmy, I'm cold." Without hesitation, they smiled and took their jacket off. I bounced up and down in anticipation as they wrapped it over my shoulders. It was definitely oversized on me-- I was swimming in it-- but I didn't care. I just wanted to wear it.

Emily sensed some dishonesty and asked me with a smirk, "Did you just say that so you could wear my letterman jacket?"

I put my head up and avoided eye contact, "No. Absolutely not. How dare you accuse me of such an act."

They put their hands up in surrender and laughed, "My bad, my bad."

"I will accept one kiss as your penance." Emily playfully rolled their eyes and then shifted forward to kiss me.

We were rudely interrupted by Derek, "Get a room, you two. Jesus." Without breaking our kiss, Emily held up their hand behind them and gave Derek the finger. I laughed against their mouth and then pulled away.

I bit my lip and quietly teased them, "I'd happily get a room with you." They groaned at my minuscule flirting and pecked my lips once more before turning their attention back to the game. Or at least, they tried to. We couldn't keep our hands off each other the whole evening it felt like, and I knew it was surely going to lead to something more.

Two hours later
"Tara, you're not coming back?" Emily asked her after the game was done and we were all getting ready to leave.

Tara replied, "Nah, I'm staying out for another hour or two at least. I'll be quiet coming back though, don't worry."

"No sweat, just making sure. See you later, T, good game."

"Thanks, Emily." We went our separate ways and I headed back to Emily's dorm room with her.

I was kissing on her neck as she tried to unlock the door, "So Tara's not gonna be here for another two hours?"

"Seemingly not." She unlocked the door and let me in first. I immediately pushed her up against it once we were both inside and it was locked.

I breathed against her lips, "I'm ready."

She panted as I kissed all around her face, "A-Are you sure?"