Diary 20: My StepDad
Chapter 93
You’ve seen all those fake stories about fucking your stepdad? This isn’t one of those.
I was in 11th grade. I’d been dating my boyfriend, Henry, since the beginning of our junior year. He was one of my best friends, so when he confessed his feelings for me, I reciprocated. It was nice because I didn’t have to go through the trouble of dating someone new and getting to know them. We already knew everything about each other.
But Henry wasn’t like most boys I knew. He liked to take things slow, and he wanted to make sure that we were both ready before we had sex for the first time. So, even though we had been dating for nearly 9 months, we still hadn’t had sex.
Henry had a hard time keeping it in his pants, though. So, he had his hand down my shirt almost every time we were alone together. He loved to feel my breasts, and he always told me how beautiful they were. He was an amazing boyfriend, and I couldn’t imagine a better one.
One night, we were laying on my bed making out. I was wearing a black tank top with lace trim. It was snug on my body, and Henry loved how my tits looked in it. As he squeezed my tits, I could feel him starting to get hard through his jeans. I reached down and rubbed his bulge through the thick denim fabric. He moaned softly as he kissed me harder.
Then, he suddenly stopped kissing me. He looked at me with his big blue eyes and said, “I need to feel your skin, baby.” I knew what that meant. We had gotten this far before, but we never did anything about it. I nodded, and he pulled up my shirt. As soon as his hands touched my bare breasts, he moaned and took off my tank top.
Henry has always been obsessed with my tits. They were a B cup at the time, and he told me that they were perfect. He kept telling me how lucky he was to have a girlfriend who had such amazing tits. He was always kissing, licking, and squeezing them.
I sat up and straddled him as he sat at the head of my bed. My tits hung over him as he buried his face in my cleavage. I loved the way he worshipped my body. He would massage my tits and kiss them softly. He made me feel so beautiful.
Then, he took my nipples between his thumb and index finger on each hand. He began to play with them, squeezing them and rolling them between his fingers. I leaned back and closed my eyes as he played with my nipples. I loved having my nipples played with.
He rolled one between his index finger and thumb while flicking the other one with his tongue. I gasped as he did this. It felt so good. I moaned as he continued to play with my nipples. His other hand snuck down to my pussy and rubbed over my panties.
I moaned louder as he rubbed faster. His mouth found its way back to my nipples, and he sucked them into his mouth. I moaned even louder as he sucked my nipples and rubbed my pussy. I never felt so alive.
Just then, Henry stopped rubbing me and lifted his head from my tits. I opened my eyes to see why he had stopped. My door was wide open, and standing there was my stepdad, Mike.
His eyes were wide as he stared at my naked breasts. Henry’s hand was still under my shorts, rubbing my pussy through my panties. I hadn’t een Mike before, but he had seen us in our compromising position. Henry quickly removed his hand from under my shorts.
“What the hell?” Mike asked as he stood there.
“I’m sorry, Mike,” I apologized, trying to cover my tits with my arms. I knew he had never seen me naked before, and I didn’t want him seeing any more than he already had.
Henry stood up from the bed. “I’m sorry. We didn’t know you were home.”
Mike’s gaze hadn’t left my tits since he had seen them. He hadn’t said anything for a while until he finally spoke up. “What have you got under there? They look bigger than they used to.”
I blushed and quickly threw on my tank top. Henry laughed as he pulled me into a hug. He said, “I think that’s a compliment.”
“I’m sorry,” Mike said, as he finally looked away from me. “You’re just… different now.”
I felt uncomfortable in front of him. I had been avoiding him lately because he had been making comments about how I was filling out. He never knew that I had overheard him talking to my mom, though. They had been in the kitchen, and I had just gotten out of the shower. My hair was still wet as I wore only my panties and a thin, white bra. I had walked through the living room to grab my clothes out of the dryer when I heard Mike and my mom talking about me.
“She’s really grown up,” Mike had said. “Her ass is getting big enough to bounce a quarter off of it, and those tits look huge.”
“I don’t know what to do about it,” my mom said. “She’s still so innocent, but she’s starting to look more like a woman every day.”
“I’d love to see what she looks like under those clothes,” Mike said. “She’s really beautiful. But she’s still a kid.”
My mom laughed and said, “Maybe in a few years.”
That conversation made me feel uncomfortable around him. He always looked at me weird now. So, when he made the comment about my tits earlier, I didn’t know how to respond.
I told Henry that he needed to leave. He apologized again to Mike before saying goodbye and leaving. Mike and I stood awkwardly in silence for a while until finally he asked, “Well, is it true?”
“What?” I asked.
“Are you bigger? Do you have D-cup tits now?”