Keegan leans forward again, but this time he reaches under me to fondle my breasts. He massages them at the same time, then pinches both nipples. A jolt of pleasure runs straight down my spine and hits my core. My body shivers visibly, and Keegan groans.
“Are you wet, Jailbird?” He doesn’t wait for me to answer before he glides one of his hands down my side and over and under my hip. He gently taps the inside of my thigh, telling me to spread my legs, and when I do, his fingers enter me just enough for him to check if I am. Spoiler: I’m soaking wet.
“God damn.” He groans, pushing his fingers inside me farther. Unable to be in two places at once, he lets go of my breast. “Play with your tits, baby,” he says, as he pumps his fingers in and out of me, working me into a frenzy.
With my elbows on the bed, I pluck at and pinch my nipples like he told me to do. Between his fingers and mine, my body is vibrating with pleasure, but I’m greedy and need more. “Keegan, I want you inside me,” I beg, not caring how desperate I sound at the moment.
“You don’t have to tell me twice,” he says, pulling his fingers out of me. I glance back at him, wanting to see him enter me from behind. He strokes his shaft a few times and then edges closer. I can no longer see his dick, but I feel him part my butt cheeks and his dick glide over my ass. The tip grazes my tight ringed hole, and I clench my thighs and ass.
A moan escapes my lips at the thought of Keegan touching the forbidden territory, and he stills. “Have you ever…” He lets his question linger, knowing I know exactly what he’s asking.
“No, but I read once in a magazine it can feel good.”
“What the fuck kind of magazines are you reading?” He chokes out a laugh.
“Cosmo. It always has articles about sex in it.”
“I’ve never done it either,” he admits. I smile to myself that Keegan and I are comfortable with each other enough to discuss sex like this. Our connection and chemistry is like nothing I’ve ever felt. It was like this four years ago, and it’s even better now.
“Maybe we can try it,” I suggest. “I read that you’re supposed to start small first and use lube so it doesn’t hurt. So you probably shouldn’t use your dick at first. That’s the opposite of small.” I waggle my eyebrows and he chuckles.
“You’re good for my ego.”
“You could start with your finger and then work your way up.” Blush creeps up my neck and cheeks. “I mean, if you want to.” Maybe it’s not his thing since he’s never done it before.
“Oh, I definitely want to,” he says. “Right now?”
I laugh at how eager he sounds. “I don’t have lube, but I have coconut oil in my bathroom.” I read in the article you can use coconut oil, petroleum jelly, or olive oil. Now I’m glad my preferred oil is coconut. No way do I want olive oil up in my ass.
I come up on my hands, so I can go grab it, but Keegan stops me. “No, you stay right there, just like that. I’ll grab it.” He’s gone for a good minute before he returns. “This?” he confirms.
“Yeah.”
He climbs back onto the bed and spreads my cheeks again. I hear the top of the oil pop open and then warm liquid drips down the crack of my ass. “If it hurts, you have to tell me.”
“Okay.”
He massages the oil around the rim of my hole and then enters me slowly. At first it feels weird—foreign. But the deeper he goes, the better it feels. I can’t imagine orgasming from this alone, but it doesn’t hurt.
“Spread your legs,” Keegan says. I obey, and then he enters me slowly from behind.
“You okay?” he asks, not yet moving.
With his dick deep inside me, and his finger pushing into my ass, I feel full. I can’t imagine anything bigger entering me. “Yes, fuck me, please.”
Keegan begins to move in and out of me with deep, long strokes, creating a steady rhythm between his finger and dick. With every thrust into me, I can feel his finger hitting deep within me. The two together are a heady combination that has me climaxing in minutes. My head drops onto my pillow and I moan out my release, muffling it so nobody in the house hears me.
As soon as Keegan feels me tighten around him, his thrusts become harder, more erratic. In the quiet room, all I can hear is our skin slapping against each other. He’s so deep, his balls are hitting my clit, rubbing friction in a different yet delicious sort of way. For the second time, I find my release, only this time, Keegan follows right behind.