“I’ve never had anything…you know…in there before.”
“I know I’ve spoken about how much I want to do it with you, and part of the reason I get excited about it is because I know I’d be your first. I selfishly want to claim every inch of you. But we have a lot of time. I don’t ever want you to feel pressured. I didn’t realize it scared you. You need to tell me stuff like that. Now, I feel like an ass—pun intended.”
“I do want to try it. I’m just afraid it will hurt. You’re not a small man.”
“You think I’m just going to stick it in? There’s an art to anal. And if it doesn’t feel so fucking amazing that you’re screaming in pleasure, it’s not being done right. It shouldn’t feel painful.”
I almost asked him how he got to be so experienced, but I bit my words. I didn’t even want to think about him doing something so intimate with anyone else. I’d gotten pretty good at not letting my mind go there anymore, and I didn’t want to regress.
Landon’s face was in mine. “You will know when you’re ready. And you sure as hell aren’t gonna need to be drunk with me. If a person needs to be drunk for it, then their partner isn’t doing it right. There is a big difference between pressure and pain. It should never be painful. But the pressure should be pleasurable. But before we even get to that part, I’d tease you until you couldn’t take it anymore. There’s no way my dick would be in your ass unless you were begging me to put it there.”
Hearing those words come out of his mouth just flipped a switch inside of me. I couldn’t recall ever feeling hornier in my life. The muscles between my legs contracted. “Well, I’m intrigued.”
He gritted his teeth. “And I’m hard as fuck.”
“I want to try it.”
I didn’t have to say it twice.
His eyes lit up. “If you don’t like it, we’ll just stop.”
He took the butt plug from me, and I followed as he led me to our bedroom.
Landon slowly undressed me until I was completely naked.
Covered in goosebumps, I lay back on the bed and closed my eyes as he planted soft kisses down the length of my body. He just kept doing it until he could sense that I was completely relaxed.
Kneeling over me, he unbuckled and lowered his jeans, letting them hang halfway down his legs. I could see the wetness seeping through his underwear.
“I’m a little too excited,” he rasped.
I took my foot and rubbed it along his erection, which was covered by the material of his boxer briefs.
Landon reached over to grab the butt plug from the end table. He also took out a tube of something and squirted it over the tip. Apparently, he’d kept it readily available for this moment.
Spreading my legs open, he looked at me and said, “Relax your muscles. This is gonna feel a little cold at first.”
Landon began to slowly insert the toy into my ass. It felt strange at first, but he was going as easy on me as possible, pushing it in a little at a time then pulling it out again. The sensation when he’d take it out slowly felt odd but not in any way uncomfortable. As my muscles expanded slowly, the feeling of the butt plug moving in and out became more pleasurable.
“I wish you could see this, Rana, how beautiful your ass is opening and closing like this. Fucking incredible. I’ve never seen you like this.”
“It feels really good.”
“I’m gonna keep it in you for a while. It will help stretch you for me.”
Landon’s cock had to be quadruple the thickness of the plug. I tried not to freak out at the thought, but I felt a lot better about it now than before.
While the plug was fully inside, he lowered his mouth to my clit, lapping me with his tongue. The sensation of his mouth on my pussy along with the pressure of the toy in my ass was extremely arousing.
He’d almost made me come several times but always seemed to know when to stop before I climaxed.
I felt him reach down and slowly pull the butt plug from my ass. Despite the odd sensation, I longed to be filled again. I craved him. He was right. There would be a point where I would beg him to enter me. So desperate, I didn’t care anymore about the potential of pain. I just wanted him inside of me.
“How do you feel? You want me to put it back in?”
“I want you there.”
“You want me where?”
“Are you gonna make me say it?”
“Fuck, yes.”
“I want you in my ass.”
With a smug grin, he lowered his boxers. The sight of his engorged cock springing forward momentarily gave me pause.
Did I just ask him to put that thing inside of my butt?
He lowered his mouth again, but this time, I felt the heat of his tongue rimming my ass slowly. Closing my eyes, I enjoyed the slow circles of heat, the feel of his hot breath blowing into my hole. He stuck his tongue all the way inside and groaned. It felt fucking phenomenal.
He stopped then said, “Breathe, don’t tense up. I’m gonna use my fingers for a while first.”
Instinctively, I did exactly as he told me not to do. I tensed up.
Realizing it, I said, “I’m sorry.”
“For what? It’s okay.”
He stopped to kiss me before squirting some lube onto his fingers. He then eased them inside of me, moving in and out slowly just as he had with the plug.
When I’d totally entered a zone, he pulled his fingers out and gave me fair warning.
“I need to fuck your ass now.”
I looked up to find him gazing down at me as he jerked his cock.
“I’m going to take this even slower than before,” he said. “If at any point, I’m hurting you, just tell me to stop.”
I nodded eagerly. It surprised me how much I desperately wanted this, how little I cared if it hurt anymore.
Squeezing a copious amount of lube on his dick, he rubbed it all over his shaft before lowering himself down onto me.
His lips moved over mine slowly as I felt his crown at my entrance. He inched in ever so slowly then moved out of me just as he’d done with the sex toy.
There was no comparison though. Feeling his warm flesh entering me was infinitely more arousing, not only because having him in my asshole felt entirely different but because of his own stimulation.
Landon’s eyes were shut tight as he continued to fuck my ass ever so slowly, the tip moving gently in and out. Each time he would reenter me, he would go just a tad deeper until eventually, he was all the way inside. All of my nerve endings were activated. Now that he was fully inside, the pressure seemed to ease up a bit.
“This is unreal, Rana. So tight.” He eased his movement for a moment. “Still feel okay?”
“Yes.”