The glow of the full moon illuminated June’s soft skin as she lay naked on the bed before Theo. He was in awe of the perfect specimen in front of him. She was sighing heavily, recovering from the orgasm he had just given her with his mouth.

June blushed, dragging her hands across her body, over her perfectly round breasts until she was lightly circling her fingertips over her erect nipples.

Theo felt his erection twitch in his boxers. June sat up on her elbows and reached with her left hand to playfully tug at the waistband of his underwear.

He understood this cue and wasted no time getting completely naked. His erection sprang free from his waistband and before he knew what was happening June was getting to work licking and stroking his thick member.

Theo moaned despite his best efforts. June wasn’t the most experienced at giving blow jobs, but this definitely wasn’t her first rodeo.

“Uh, hun you gotta stop or I’ll come,” Theo said, pulling June off his throbbing cock as she looked up at him with big brown eyes.

“Don’t you wanna come?” June asked with an innocent twinkle in her eyes.

Theo chuckled, “Yes angel. Just not yet, not so fast.”

Theo was older than June by eighteen months, and later in their lives, this wouldn't seem like a lot, but with June being sixteen and Theo almost eighteen the age gap was palpable.

Theo had been in a long-term relationship before June where he had done a lot of his sexual experimenting and learning. June on the other hand had never had a boyfriend and was extremely naive.

Theo leaned in to kiss June and kissed her deeper and harder until he pressed her onto her back. He knew she was as ready as possible after the orgasm he gave her. June's heart was pounding so hard in her chest, she could feel it in her whole body.

He pulled away from their kiss to look at June’s innocent eyes. He knew they wouldn’t look that way much longer. He kissed her slowly and intimately again while pushing her legs open with his knees. June inhaled deeply, still locked in Theo's kiss. He essentially had her pinned between him and the bed, there was no backing away. Literally.

Theo propped himself up and used one hand to gently rub the tip of his dick on her dripping slit. When he got to the top and brushed her clit June’s whole body jerked. He could feel her tense as he brought it back down to her maiden entrance.

“Breathe, baby. And relax your muscles. It’s okay,” Theo said.

“I’m sorry I’m so nervous. I want this I swear,” June replied.

“Hey, it’s okay! No apologies are necessary. It’s completely normal to be nervous. I'll be gentle I promise” said Theo.

June was soothed by his words, “No no I want this I just… I don’t know. I need to go slow.”

“Yes, ma'am. I can do that. If it hurts let me know, but I'll be sure to check in with you. Remember, this is all about you.” Theo said.

June giggled. “Okay. I love you.”

“I love you too June,” Theo said before embracing her in a kiss.

Holding his thick cock with one hand he gently guided it to June’s tight hole. "Look in my eyes baby," Theo said in his deep, soothing voice. June tried to focus on his warm, brown eyes, but she could feel his thick, hard cock pressing harder against her pussy.

June’s heart was racing and she couldn’t keep her eyes from widening when his huge member penetrated the entrance of her most private area. "It's okay, baby," Theo whispered "It's just the tip." June nodded and keep looking into his eyes. Without moving their lower halves, Theo leaned down to kiss June softly on the lips and he felt her vaginal walls relax around him. He pulled away and told June he was going to go a little deeper now. He could see the fear in her eyes so he grabbed her hands and told her that they can stop or take a break if she wants. "Mm mm, no, I need this," she pleaded.

"Ok, just know that you can tell me to stop at any time," Theo said, leaning over her and pushing his hips ever so slightly to inch his dick further into June's virgin pussy.

June closed her eyes and gasped before opening them again to see her partner looking down on her with adoration. She took a deep breath and nodded to him. Theo could feel the thin tissue of her hymen but now he pushed a little deeper while watching June's face. She squinted her eyes a little when Theo's dick threatened to tear her innocence. Theo was trying his best to go slow but the sensations were overwhelming and every cell in his body was telling him to fuck her brains out.

But then Theo looked into June's big brown eyes, wet with tears. She was so kind, funny, smart, and empathetic. But she was also the human embodiment of sex, and he was having trouble controlling himself. “Take a deep breath,” Theo said.

“I’m scared,” said June.

“Hey, it’s me. I love you. Look at me. I’ve got you.” Theo said, holding June tight in his strong arms.

And with June’s eyes locked on his, Theo pulled out ever so slightly before thrusting hard into June. He felt the resistance give as he tore through her hymen and buried his cock deep inside her. With the head of his cock against her cervix and his balls pressed against her ass, the tears started falling from June's eyes.

Theo noticed immediately. “Are you okay baby? I’m so sorry. Does it hurt really bad?”

June sniffled and looked into his eyes “it’s not the worst pain I’ve ever felt. I just need a second.”

Theo’s dick was aching to cum, but he slowly pulled all the way out. he was shocked by what he saw when he did. His eight-inch member was speckled with deep red blood. He looked back at June nervously. “Baby. You're bleeding.”

“Oh,” June replied.

Theo pulled her into his chest and held her in his arms, kissing her forehead and telling her how amazing she is as a person. Not just beautiful and sexy but sweet and fun.

After a few minutes, Theo noticed her breathing slow down. "How do you feel baby?" he asked. "It doesn't hurt so bad anymore," June said.

Theo climbed on top of her and slowly entered her sore pussy. He went all the way into her and stopped for a moment to let her get used to his size and the feeling of her cunt being filled completely for the first time. He wanted to wait longer, go slower, and give her more time to get comfortable. But his body wouldn’t let him anymore. His hips started thrusting without him willing them to. He was thrusting fast and hard, hearing June's moans as if she were miles away. June arched her back, moaning and squirming under him. He moaned too as he gave one final thrust into her, spurting his seed deep into her.

“I’m sorry, baby.” Theo said, out of breath, “something came over me. Are you okay?”

There were tears in June’s eyes as she smiled at him. “Yeah, I’m good,” and leaned into his shoulder. They cuddled until they fell asleep in each other's arms.