Turning Into a Good Little Anal Slut for My Mistress

I thoroughly licked her anus, preparing it for the intruder until she slowly pushed the glass dildo inside, the ridges popping inside one by one. I could play with her like that forever, but when she said “lick it clean” I was taken aback.

She was my mistress for a while now. It began with a chance encounter, a drunken night at a bar. She offered to let me crash at her place to save me from a late-night metro ride. Her flat was as well put together as she was. About ten years older than me, successful, and sharp, she was everything I wanted to be. I was impressed, slightly intimidated, and mostly just excited to meet someone as cool as her. That was until she first kissed me later that night. After that, whatever I felt was mostly an indescribable mystery, even to myself. At some point, it stopped to matter.

This was the first time I’ve ever kissed a woman. It was so much softer. She knew exactly what to say and pushed me right where she wanted me to go and I just let myself go with the flow.

I found myself landing gentle kisses on her inner thighs, suddenly caught in hesitation, unsure how to proceed or if to proceed. I’ve never seen another woman from this angle before. I could see a thin line glistening with wetness, and could even pick up on its faint scent.

“I understand men now,” I thought as I gazed at her beautiful slit.

It would be impossible to resist its charm even if I wanted to, and I didn’t want to. I reached over to taste her.

I had the most incredible sex of my life that night. It made sense that she knew exactly what I wanted, but it was more than that. She was forceful but soft, intense yet calm. I was deeply attracted to her. I knew I had a submissive side to me, I enjoyed it occasionally, but unlike the men before her, she tapped into it with notable ease and precision.

We saw each other a few more times and I began to consider that this could be something special. That’s when she told me she was married and from now on, unless he was traveling, our meetings would take place at a hotel near her. She said they were separated, but that turned out to just mean distant. It didn’t matter. She could do no wrong, say no wrong, be no wrong. I couldn’t even imagine being mad at her.

She grew more controlling slowly. First, it was a blindfold, then a bit of rope on the wrists. It felt natural to get down on my knees when she told me to. I loved eating her out, I loved to see the satisfaction on her face. One day she took me to lunch at a very fancy restaurant and she said I had to make her cum by the time we leave. I playfully begged her to let me take her to the bathroom and allow me to pleasure her but she was impenetrable. After the meal, she handed her credit card to the waiter, smiled, and headed to the bathroom. I followed in a few moments. I would follow her anywhere.

Eating her out was like biting into a really ripe peach. The way she melts in my mouth, the way her juices only make me want more and care less about the mess I make.

One night I got to her room to find an entire anal kit laid out on the coffee table. I had recognized the strap-on, but this time there were a few more shapes and sizes to choose from for the attachment. I was never a fan of anal but she was convincing, as always. Giving me a brief, but charged-up kiss, she sent me off to the bathroom with an enema kit and I patiently obeyed, deciding to at least give it an honest shot.

She spread me out on the couch and dove into my pussy. More often than not she preferred to finish me off with her hands, and I savored these moments with her highly skilled tongue. It felt just as incredible as she pushed her way into my ass, first with her tongue, then with a finger. The plug was a different story, but my struggle with it didn’t discourage her, maybe even the opposite. It was barely pain, really.

She praised me in breathy whispers, pulling the plug in and out again and again, making me wince every time the widest part passed my sphincter.

She didn’t stop until we moved up a size. I was getting tired and losing my resolve and she kept pushing things even further. I was getting whiny and impatient when she surprised me by swiftly pushing the whole length of the plug inside me. I wailed, but she quickly covered me with her warm skin and kisses. The pain subsided and I felt safe.

Then it was her turn. Hers was an elegant glass dildo, much smaller than mine, but I didn’t think to question it. I’ve licked her asshole before and enjoyed it just as much as every other bit. I thoroughly licked her anus, preparing it for the intruder until she slowly pushed the glass dildo inside, the ridges popping inside one by one. I could play with her like that forever, but when she said “lick it clean” I was taken aback.

“What?”I asked, staring in disbelief.

“Suck on the dildo, angel,” she repeated.

Despite how sexy I thought she was, there wasn’t anything sexy in sucking a dirty dildo. It just felt wrong. Not bad or dirty, just plain wrong.

Seeing my hesitation she leaned in, purring like a kitten, and covered my hand with hers. She pushed the dildo all the way into her rectum, then back out. Still, when it reached my mouth I turned away. The mood change was palpable. I hesitated turning back more than necessary. Maybe I knew that the moment I looked up at her, her hand would land on my cheek in one life-changing flash. But it still caught me by surprise.

I was infuriated and hurt, unsure whether to yell at her or burst out in tears. Something in her eyes stopped me. I could sense that either of those would disappoint her, and even though it shouldn’t have mattered, it did.

“I want you to do it for me”

“No, that’s gross. And what was that?”

“Don’t be a child. Sex is not gross. I need you to do it.”

“Why? Why “need”? And you can’t slap me! Seriously, what the hell was that?”

Her face changed and for a moment we were both quiet. Looking straight into my soul, she leaned in.

“Everything I do is for your own good. Two weeks ago you didn’t think you liked women and now that’s all you want, isn’t it?”

“I don’t know. Not all women…”

“Yes, I know. It’s just my pussy you love so much.”

I felt insulted somehow, but she wasn’t wrong.

“What? Do you not? You don’t love my pussy, you think my ass is gross? Why are you here at all?”

Her tone was harsh. I didn’t like how quickly this turned.

“Of course I do.”

She watched me expectantly.

“I do love it, you know that. And your ass is not gross, it’s the plug, I just don’t want to put it in my mouth, that’s all.”

“What do you want then?”

“To continue, just without that part…”

“I need to hear you say it. What is it you love?”

“Your pussy. I love eating you out.”

She was warming back up and I didn’t want to lose that. The hint of a threat of ending this hung over me heavier than I would’ve liked. I couldn’t allow that to happen.

“I love how you eat me, angel, so much. You make me feel incredible, like nobody else.”

“You do too,” I smiled, relieved.

These moments of intimacy with her made me feel more shy than licking her clit in a public bathroom.

“That’s all I want baby. That’s all I need. Trust me. I won’t ever harm you.”

We got lost in a long, passionate kiss. I forgot all about my burning cheek and unanswered questions.

“This is so intense, I know you feel it too,” her words poured like honey down my neck. “I need to have you all the time. I need YOU.”

I didn’t notice the moment she brought the dildo back to my lips. Her burning eyes met mine.

“Do you trust me?”

“Yes,” I said honestly.

“Then open your mouth,” she said, kissing me one more time before the glass finally made its way into my mouth.

I winced but didn’t stop. She watched me closely, guiding the dildo in and out, kissing my face. She was generous with praise and I focused on her voice instead of thoughts of what I might be tasting. But it really wasn’t too bad. That realization relaxed me and I eventually diligently sucked the dildo clean.

“Put it back in love,” she whispered when she was finally satisfied with my lewd act.

I was happy to comply. Down at her hips, I couldn’t resist diving in and tasting her dripping pussy first. Why was it so intoxicating?

I licked my way down, then pushed my tongue deep inside her ass. She moaned and I kept going. Lovingly, I guided the glass tip into her rectum. It was shaped like beads pressed together, every ring dividing the length into little pieces. After each one entered her, I licked and massaged the tight ring to help relax her muscles.

She watched me and leaned back onto her elbows.

“Now take it out.”

I did. Gently.

“Clean it!”

I knew what she meant even without those two words. Less hesitation this time. I’d done it already.

“Beautiful,” she praised, as the length that was just in her disappeared between my lips.

This back and forth continued until her ass and my mouth grew equally welcoming to the dildo we shared. No more hesitation. I was even somewhat energized by this new thing I could do to her.

The room was filled with heat and our voices.

“Wait, hold on… don’t put it back in. Turn around.”

I liked that she never told me what she was going to do. She knew exactly what she wanted at any point. Letting go felt easy with her. Tempting, even.

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