Page 143 of Worth the Risk

I knew why he was doing it, and although I was a little timid at first, I liked it. I didn’t think I would. I haven’t done anal with anyone before. Never wanted to before Leo.

“I’m taking you here tonight. Are you ready for it?”

I moan a yes that comes out distorted.

“I can’t hear you. Tell me you want it,” he demands.

“Fuck me, Leo. Take it.”

“Fuck.” He groans and stops, pulling his length and thumb out of me before going to the bedside table, pulling out the lube, and applying it to his cock while stroking himself.

I’m nervous and curious as to what it will feel like.

“If you change your mind about doing this at any time, tell me to stop, and I will. Do you want to try?”

I do. If at any time I am uncomfortable, I know he will stop. He won’t enjoy himself if he knows I’m not liking it. I’m a little nervous that it might hurt, but I’ve heard it is pleasurable too. I want to at least try.

He’s never steered me wrong when it comes to our sex life before.

“Yes. I want to try.”

Nodding, he places a gentle kiss on my lips before he goes to the end of the bed. He squirts some lube on my rectum, rubs it in, and places the head of his length at my opening.

“Breathe. I need you relaxed for this.”

How relaxed would he be if he had a giant cock about to go up his ass?

Leo chuckles. “I can guarantee you there will never be anything stuck upmyass.”

Shit. I must have said that out loud.

“Now relax. My dick is covered in your juices and lube. It’ll make it easier on you. Push out,” he says as he carefully inserts the head of his penis.

It hurts, but I’m determined to do this.

The more of his girth I get, the more pain I feel, but I’m managing to get through it.

I’m sure the practice with the plug has helped.

“Relax, baby, open up to me.”

I do my best, and when he’s further inside me, the pain mixes with a pleasure I’ve never felt before. He’s being careful, and after some time of slowly inching his way in, he finally slides fully into me and stills, allowing me to adjust to him.

“You good?” he asks in a strangled voice.

“Yes, I’m good.”

And with that, he moves in and out of me, and pleasure overrides any pain I had previously. Leo is groaning, and the sound of his pleasure turns me on even more. His pumps get a little faster and his groans a little louder.

Reaching a hand around my hip, he finds my clit, rubbing it slowly at first, then faster.

“Fuck, you’re so fucking tight here. I need you to come. I can’t hang on much longer, and I want you with me.”

As he’s rubbing me, I feel a slight pinch on my clit. “Leo.” My body shudders as I explode into my third orgasm, which is much more intense than the first two and has me seeing spots.

I clench around his cock. “Fuck, fuck, fuck.” He starts pumping into me harder and faster. Suddenly, he stops, fully seated in me.

“Kylie,” he yells as his length twitches in my ass during his release.

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