She turns around and I smack her ass lightly before she gets into position, causing her to giggle. I get off the bed and grab a condom from my bag, dropping it beside her as I climb back on and kneel behind her spread thighs.
She reaches to her side, grabs the condom, and throws it on the floor. “No condom, just you.”
I’m momentarily stunned by her words because Em is always careful when it comes to protection. We’ve only ever had that one slip-up during Christmas at my parents’. We know we’re both clean; we just have no desire for a surprise pregnancy. Although she can’t exactly get pregnant from back there, which explains why she’s okay with forgoing the condom.
I grab the lubricant bottle and pour some all over her, then over my hand and my length. I’m making a huge mess andgetting some everywhere, but I’d prefer to have too much than not enough and risk hurting her.
I take my cock in my hand and stroke it a few times, then bring it to her forbidden entrance,unless you have a V.I.P. pass like me,and very gently nudge my way in. After applying a bit of pressure, my head slips in, and Emma freezes as she curses; her entire body becomes as stiff as a board.
“OH FUCK! Holy shit! That’s so much bigger than three fingers!” She then wiggles her ass from side to side, making it so much worse for herself. “Ow, ow. Oh my God! How do they make it look so easy in the videos!? This hurts like a bitch!”
“Bunny, you need to stop moving, it’s just making it worse. Relax,” I say through clenched teeth, my dick suffocating around her tight ring.
“Is it possible to rip in half from the inside? Because I’m pretty sure that’s happening. Greyson! You ripped my asshole!” she spurts out and throws her head down and then back up, slapping her hand against the mattress.She’s losing it.
“Em,” I say, trying to bring her back down to earth.
“I need… I need you to move. Yes, that will help. Move.” She then leans back, pushing me further inside her. “AHH! Oh God!” She shouts as a sob breaks free. Her head falls forward, and I hear her sniffling.
“EMMA!” I grab onto her hips tightly, stopping her from moving any further. “Baby, please. You need to listen to me. You’re just hurting yourself more than anything.” She sobs again, and my heart cracks at the sound.
“Okay, we’re done with this. Fuck it.” I go to withdraw, but she grabs onto one of my hands.
“No, please. I really want to do this. We’re already this far. We didn’t go through all that preparation for nothing. Please, Greyson. I know I can do this… just make me feel better… likeyou always do,” she says with a shaky voice, the end coming out a whisper.
Fuck, I love her. But this isn’t the time to say it. Not when I’m halfway in her ass.
I sigh. “Fine. Tell me how it feels right now?”
“It burns.”
“Okay, we can work with that. I need you to relax your body. Take deep breaths and don’t focus on the pain.” I rub my hand along her spine.
“That’s easy for you to say. You’re not the one with an anaconda up your ass,” she grumbles.
“Bunny,” I growl. “Relax.”
She’s lucky everything about her turns me on. Because if it were any other chick, my dick would have already gone limp. I bring my other hand to her cunt by the front and softly stroke her clit. “Concentrate on what I’m doing. Think about how much you love when I play with your pretty pussy.”
“Mmm,” she hums in appreciation.
It doesn’t take long for her to grow wet again as she begins to purr and moan. I remove my hand from her back and grab the lube once more, pouring another handful on us. I pull out slightly and slowly inch back in further.
I’m more than halfway in when she starts to whimper, so I stop and pick up the speed on her little bud. When I feel her tight hole relaxing again, I push in the rest of the way.
“Jesus Christ! I can feel you everywhere.” She shudders slightly.
“Fuck, Bunny. You’re squeezing me to death.” I shut my eyes tight, breathing hard through my nose.If I died right now? Best death ever.
I glide my hand along her back and rub her clit with the other softly, constantly reassuring her and praising her. “You’re doingso well, baby. I’m so proud of you. I knew you could do it. My gorgeous crazy girlfriend is perfect.”
She giggles at that, the tension slowly easing up from her shoulders, then down her body until I feel her loosening her death grip on me. “How does it feel now?” I ask.
“Strange… and it stings a little. But it’s not as bad as before.” She nibbles her lip and looks back my way.
“That’s good. I’m going to start moving, okay? We’ll go slow. It’ll continue to sting at first but should fade quickly. Just concentrate on the pleasure you feel instead of the pain. And keep your body relaxed, deep breaths.” I reach forward and stroke her hair tenderly.
“Okay. I’m ready.” She straightens herself and takes a deep breath.
