“Oh, Brooke!” I exclaimed. But before I could even get out the words ‘Are you sure?’ my little sister stepped over the bench with her feet on either side behind me, aimed my rod, and impaled her tight pussy over my mushroom head.
“AAAAAHHHH!” she screamed as she felt what remained of her maidenhead rip away. All I could do was hold my little sister in my arms as firmly as possible, and the first tears rolled down her cheeks as she blinked away the pain. “Ah, shit that HURT!”
“I’m so sorry, baby,” I murmured in apology. But Brooke would have none of it. Without bothering to wipe away her tears, she grabbed my head and kissed me, and then hunched with her hips to sink an extra few inches into her exquisitely tight pussy.
I’d thought 15-year-old DJ was tight. Well Brooke was a month younger, a couple inches shorter, and quite a bit thinner than her best friend. And at first it felt like her vaginal tunnel was peeling the skin off my dick. Brooke herself was gritting her teeth at the stretching sensation, and I went into protective mode and immediately sought a way to ease my sister’s pain.
I kissed her. I kissed her lips and her jaw and her neck. I rubbed her shoulders and stroked her back and rubbed her tits against my chest, even though our shirts were still between us. And I told her I loved her. Over and over again, I told Brooke, “I love you, baby. I love you, sis. I’ll always love you.”
Brooke had stopped breathing for a few seconds, but now as she exhaled and whimpered, she started to get used to the sensation and began kissing me back. “Mmmph! I love you, Ben… Mmmph! I love you, big brother…”
Those first kisses were urgent and firm, but as the seconds ticked by Brooke was able to breathe a little easier and kiss me with longer, more drawn out passion. Without even thinking about it, she slipped down another inch, moaning at the feeling, and I felt more and more of her natural lubrication flooding into our joining.
“You’re in me, Ben,” Brooke sighed once she seemed to have fully recovered from the initial deflowering. “I can’t believe you’re actually in me.”
“Believe it, baby,” I said reassuringly. “My little girl is a woman now.”
Brooke beamed at me, wrapping my head up in her arms and kissing me again. She hunched her hips and sank another few inches. And with repeated lunges and hip thrusts of my own, my little sister eventually hit bottom as her ass stopped against my thighs. She’d taken my entire dick inside her tight little pussy.
Upon accomplishing that goal, Brooke took a breather and rested her cheek on my shoulder. Neither of us moved, both of us just recovering from the incredible rush of first coupling as we adjusted to the new sensations. The longer we stayed like that, the more she loosened up. And as I slipped my hand beneath her tank top and started stroking her back, this cute young brunette began to sigh happily and really enjoy the pleasant feelings.
“I feel so full…” she groaned.
“I know,” I smiled and rubbed her lower back. I then exhaled and looked at the back of her head, as she was looking off my shoulder. “Why now, Brooke?”
She was quiet for a few seconds, but from her quiet calm I knew she’d heard me. And then picking her head up, she turned her soft brown eyes over to me and smiled. “Because I knew I wanted it to be you. I had to be you. Every time the four of us got together, I would get so horny and so aroused and I sooo wanted to do it with you. Those little… orgies… we had every morning were perfectly designed for me to get in the mood and lose my virginity. But when the moment came, I would get scared and overthink it and I kept chickening out.”
“What changed?”
She shook her head slowly. “I don’t know. A lot of little things. This Andrew situation for one. I never thought it would have this effect on you. I always had the ‘Ben’ issue completely separate from the ‘Andrew’ issue. I wanted to explore sex and losing my virginity with you, and have my summer flirtation with Andrew too, without worrying about all that sex stuff with him.”
“Good plan,” I nodded and nuzzled her cheek with my nose.
“But it never occurred to me that you’d see a conflict,” Brooke continued. “And then you said that you might never have sex with me, and all of a sudden, I just didn’t want to put it off any longer. Why wait? I knew I wouldn’t regret it. I knew I would be forever happy that my big brother, whom I love so much, got my cherry and introduced me to the world of sex. I just had to stop overthinking it and just go for it. So I did. And I don’t regret a thing.”
I chuckled. “Well, we haven’t even really gotten started yet.” I flexed my cock inside her, causing the devirginized teenager to giggle as she felt my vibrations.
“It’s okay. I already know it’ll be great. It already IS great. I feel so wonderful right now, just knowing you’re inside me. I love you, Ben.”
I leaned in and softly kissed her. “I love you, too.” And then with my hands subtly, but firmly, holding my sister’s hips, I ground her body against me and simultaneously thrust upwards, confident my pelvic bone would come up underneath her clit. The effect was immediate. Brooke moaned loudly and threw her head back, shuddering at the sensations.
“Holy shit!” she gasped, sounding a bit like DJ. “Do that again!”
I grinned. “Like that? You’ll LOVE this.”
Fucking on a hard, uneven bench on a rocky ridge in the woods isn’t the most romantic way of losing your virginity. But Brooke didn’t seem to mind. At first, I tried showing her how she could control the depth while riding on top of me, but my little sister barked, “Teach later. Fuck NOW!”
So we fucked and fucked to an aria of “Unngh!” “Ohhh!” and “Yesss!” If anyone was just down the hill from us, they would be getting an earful. And even when Brooke couldn’t form coherent words, her whimpering moans filled the empty air.
Eventually, I came deep inside my little sister. She was in the throes of what I think was her third orgasm, her legs and arms clutching me so tightly that I thought we’d fall off the bench. But when she felt the hot jets of cum splashing against her insides, Brooke threw her head back and gave me just enough leverage to get us upright once again.
The horny 15-year-old was in a damn hurry to start fucking again after that, dismounting me and letting my cum dribble out of her onto the ground without a care in the world. She pushed me flat on my back across the bench and hovered over my crotch, inhaling my prick and sucking me with an enthusiasm I’d never seen from her before.
Once she got me hard again, Brooke spread her sneakers out wide and bent at the waist, bracing her hands on the bench in an open invitation for me to take her from behind. I was quite obliging, ramming my little sister’s tight pussy while gripping the firm globes of her ass.
Her shrieks of “Fuck me! Fuck me! Fuck me!” had me worried enough that someone might hear us. But then she started howling, “Fuck me, Ben! Fuck your slutty little sister! Pound my cunt!”
I freaked out that we might be overheard and leaned forward, clapping a hand over her mouth while she continued her muffled shrieking and I felt wet tears splashing my hand as she was so overwhelmed by the sensations coursing through her body.
Brooke calmed down somewhat after she climaxed again. I took my shirt off then and put it on the edge of the bench as a cushion. Then I turned Brooke around and lay her on her back across the bench, her ass on my shirt as I spread her legs and re-entered her sodden snatch. She reached behind her head to grip the bench for balance and immediately started moaning ecstatically once again.
Brooke wrapped her legs behind my thrusting hips as I pumped in and out of her. I could feel her thighs squeezing and could see her arms flexing as she humped her light body against me with every stroke. She put every ounce of energy she had into fucking back at me, and finally after climaxing one more time, my little sister started to run out of steam. She stopped screaming obscenities and instead just whimpered softly, the tears still rolling down her eyes as she cried in a weak voice, “Fuck me, Ben. I love you.”