After placing the items down on the mattress, I put the glove on and squirted a generous amount of lube on my fingers. Lily’s ass was staring up at me and I used my uncovered hand to spread her cheeks. She knew what was coming.
I slid one finger inside, making sure to coat her walls with the lube while I eased in and out. As I felt her relax, I added a second finger then a third. I could tell she was getting into it when she began pushing back against my fingers.
Continuing to pump her ass with my fingers, I grabbed the butt plug with my free hand and covered it with lube. I lined it up and removed my fingers at the same time I pressed the tip inside. It was slightly larger than my three fingers, but not overly so. I knew Lily could take it.
She released a soft moan as the plug seated itself into her ass with the jewel adorning her luscious backside. I took the opportunity to give the butt plug a little whack, which gifted me yet another extremely arousing sound from Lily.
Once that was done I went to get my new flogger. I couldn’t wait to try it out on her.
Because it was heavier than what we normally played with, I began slowly drawing the falls along her back and down her legs. She shivered as the leather tickled her skin. Lily had the whitest flesh I’d ever seen and it marked easily. I knew the moment I flicked my wrist and brought the flogger down with any degree of force that it would leave a nice red mark. No need to rush, though. We had all night.
I nudged her legs farther apart and concentrated my attentions on her ass, pussy, and the inside of her thighs. She giggled as I brushed the falls back and forth over a particularly sensitive area.
The sound quickly changed into something much more carnal when I took hold of the butt plug and gave it a slight twist. I loved toying with her. The fact that she enjoyed it, too, was the icing on the cake.
Deciding to keep her off guard, I rested the flogger on her ass while I knelt down between her legs to flick my tongue against her clit. I felt her body tense as she released a shuddering breath.
Shifting the focus of my mouth slightly north, I traced her lips with my tongue while tugging on the chain that attached the clamps to both her nipples and her clit. Lily’s breathing picked up and moisture coated my tongue. My girl was enjoying herself.
I grinned and stood, picking the flogger back up from its resting place along the top of her ass. This time I didn’t tease. I landed a solid blow to her spread backside, making sure to hit her pussy.
As I alternated strikes to her ass, thighs, and pussy, I watched as her skin grew perceptibly redder. She started rocking her body, anticipating the flogger.
I positioned the handle between both my hands and began twirling it. The falls grazed her reddened flesh ever so slightly, causing a much different sensation to when I’d tickled her with the leather before. She sank down lower, almost as if she wanted to melt into the mattress.
It was time to change things up again. I repositioned my hands so that one still skimmed the flogger along her ass and legs. With the other, I reached down and gripped the chain. I made sure I had a secure hold on it and then jerked hard enough to pull the clamps free.
Lily let out a scream but it wasn’t one completely of pain. Her legs were trembling and sweat was beading along her spine. I knew it was time.
I retook my position between her legs, dropped my jeans, and rolled on a condom. The lube was still in reach from before and I gave my cock a good coating before removing the butt plug and pressing the head of my cock against her tight ass. “Are you ready?”
Lily clenched her hands into fists and nodded.
Pushing forward, I seated myself inside her and began to move. Once I was all the way in, I dug my fingers into her hips and began thrusting into her. The sight of her red ass only made me want to drive into her harder... to show her in every way possible that she was mine.
Pressure built in my balls as Lily’s muscles pulsed and clenched around my cock. I wasn’t going to last much longer.
I snaked one hand around her waist and placed one finger on either side of her clit. As I began a circular motion with my hand, I continued my assault on her ass. Lily began mumbling something too low for me to hear. I knew she was close.
“Let go for me, Lily. Come all over my fingers. I want to feel you milk my cock.” To accentuate my point, I redoubled my efforts on her clit.
Lily’s breath caught in her throat and her entire body began to shake. I was so close, but I wanted her to get there first.
Almost as soon as the thought crossed my mind, Lily’s mouth opened wide—the wispy fabric of the panties spilling from her lips—as her release took hold. I rode her through it, closed my eyes, and let go. The feel of her muscles flexing around my cock drew out my pleasure as I emptied myself into her ass.
I bent over her, resting my head on her back as I caught my breath and blood rushed back to the other areas of my body. Glancing up I could see the panties had completely fallen out of her mouth and she was lying there with a cheesy smile on her face. I laughed and pulled out of her.
It took me a minute or two to remove the condom and clean us both up. Anal sex was a little messy, but totally worth it. Lucky for me Lily agreed.
After removing the rope from her wrists, I helped her under the covers then crawled in beside her. She cuddled up against me and rested her head on my chest.
“How are you feeling?”
She hummed. “Like someone came and stole my bones.”
I chuckled. “Are you sore at all?”
“Nothing I can’t handle. That was amazing. Thank you.”