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The drop of spit on my tight ass was clue enough.
*****
Landen~
While we had done a-fucking-lot on Monday night, I hadn’t tried this. Though Skylar had been very adamant about not saying no to anal, I hadn’t wanted to push it. This thing between us was very precarious because we were doing more than just fucking.
We were battling for the win.
I was trying to prove that I could pleasure this woman beyond her wildest dreams, and she was trying to prove that she wouldn’t get emotionally involved. What made our situation sticky was that I wanted Skylar towantmy cock in her ass. I wanted her to enjoy it. I didn’t want her saying yes just to win this thing between us; that didn’t sit right with me. If a woman was letting me do shit to her body for any other reason than that she wanted it, then that felt a little too much like spiking her drink to me.
“Tell me what you want,” I demanded as I rubbed the bead of spit over that hot, tight, puckered ass of hers. “Tell me what you want, and I swear that I’ll make it feel so good for you, baby.”
That was another thing that I was working hard on to control. I refused to call Skylar by her name when we were in bed because I didn’t want to muddy the waters. Calling her by her name felt too intimate, and we were both doing our damnedest to avoid that complication.
Skylar arched her back, lifting her ass up higher for me, and I didn’t know if I wanted to curse the gods or praise them. Skylar McKay was turning out to be something else, but I wasn’t complaining. Her stubbornness was going to work in my dick’s favor.
In line with her honest personality, she said, “I’m game, but if you end up not knowing what you’re doing, then this isn’t happening again.”
I slapped her ass for her impertinence. “I’m going to make it feel so good that you’re not going to know how to live without my cock buried deep in your ass.”
“Careful, Rush,” she smirked. “Those are some grand promises.”
I slipped my thumb inside her ass, and my eyes nearly crossed with how tight she felt. I wasn’t a stranger to anal sex, so I wasn’t worried about disgracing myself, but there was just something about Skylar’s daring nature that had me eager to show her what I could do with her tight ass.
When I slipped my thumb all the way in, Skylar let out a low moan, and it was fucking with my brain. “I plan to deliver on every promise that’s made in between these sheets, baby.”
“We’ll see,” she murmured, and I slapped her ass again just because she deserved it.
Dropping another beat of spit onto my thumb, I worked her ass open a bit, but I knew that I needed to do more to get her ready for me. There was no way that she was going to regret the way that I was about to stretch her open.
Pulling my thumb from her ass, I stretched out behind her, then I pushed both her ass cheeks apart, going to work on that perfect slit of hers. Skylar was already soaked, so it was just a matter of using her juices as lubricant. The past couple of days had been such a mess that I hadn’t thought to purchase any party favors for this particular sexual act. Per the direction of my manager, I had gotten the rest that I had needed, then had immediately texted Skylar to meet me tonight.
Sliding my tongue from her clit, past her pussy, then to her ass, her entire body twitched, and it made me wonder just how bold she really was. For someone that claimed to be sexually liberated enough to be able to fuck without getting emotionally attached, I wouldn’t have expected her to flinch at a tongue rimming her sweet ass.
“Shh, baby,” I whispered. “It’s just me.”
Using my tongue to taste her pretty folds, I slid one finger inside her pussy, then another inside her ass. “Oh, God…” she mewled, and it was the best sound in the world. A woman’s pleasure was life’s best soundtrack, and any guy that disagreed was a fucking moron.
“I’m going to make you cum, then I’m going to stretch you out nice and good,” I promised her. “You’re going to be begging for my cock after this.”
Skylar didn’t comment. Instead, she let herself relax, and that was all the green light that I needed to keep moving forward with this. I reached over to grab one of the condoms that I’d thrown on the bed when I’d gotten here, and I didn’t hesitate when putting it on.
It took a while, but once I had two fingers working her loose, my tongue driving her out of her mind, I got back up on my knees, then scooped up her cream and worked it around her tight ass. Instead of making her cum on my tongue, I had worked her to the edge, hoping that I could push her over with my cock in her ass. If I could get her to cum like that, then there was no way that she’d ever say no to me.
Lining up the head of my dick with her ass, I rubbed the small of her back. “If you’ve done this before, then you know what to do.”
In a disarming moment of honesty, she said, “I’ve done it before, but never with someone as thick as you are.”
“Then we’ll do this together,” I told her. “Push me out while I try to push in, and we’ll get there eventually.”
It took quite a few agonizing seconds, some more of her sweet cream, and a few more beads of spit, but once the head of my dick breached her tight opening, it felt like reaching the top of the mountain. Plus, Skylar was so damn tight that I wondered how long it’d been since some other fucker had been back here.
“Christ you’re tight as fuck,” I hissed at the same time that she moaned, “Oh, God…”
“Work with me, baby,” I grunted as I slid in, then slid back out, working her around my cock slowly.
I smirked as Skylar collapsed, her face buried into the mattress, her ass positioned high for me. “Are you ready for me?”
