Tag: Anal

We smile and try to seem composed and normal as we get our key cards for the hotel room. He knows the staff and gets along with them, and they make sure to give us a room far away from the occupied ones.
Once in the elevator, we’re alone with no one around. He smiles and gets behind me and pushes me against him. I can feel his hardness and I giggle as one hand moves to grab my lower thigh and the other goes around and grabs my breast over my sundress. I gasp when his lips meet my neck and relax into him and his hardness more.
The elevator dings and we pull apart, though luckily no one is outside. He makes me pull the suitcase… (full of toys and surprises) and we find the door to our room. The lobby is quiet and I can tell this floor might be completely unoccupied. My stomach has butterflies and he notices. He smiles and says, “Oh, don’t worry. They made sure there’s no one above us or below us either. We can be as loud as we want.” I sigh in relief and walk in the door behind him as we enter and lock the door behind us. “Good! I would die if someone complained about us lol” He laughs and takes the suitcase from me and rolls it to the base of the bed.
“Don’t worry, I promise I got us all covered. I’ve done this a million times, they know me, okay?” He sit down on the bed and grabs my hands to pull me closer, then puts them around my waist.
I’m so nervous and yet so excited. I waited all day for this. I can’t seem to meet his eyes though, as I start feeling shy around him. He’s older than me, close to 40, and his dark eyes seem so welcoming, comforting and yet so dark and hot.
He cups my cheek with his hand as he looks at me and tells me to look at him. He then pulls me in for a kiss – slow and small- then pulls away, leaving me wanting more. I shudder to try to compose myself and he laughs. “You’re so fucking horny aren’t you?” I giggle, “Maybe…” He laughs and I get a moment of confidence to run my fingers through his hair. He then looks down at my dress and begins to pull it up. I take it off and he gasps “You have the fucking sexiest tits baby”, and then looks down at my lace underwear.
“I bought these new for you!” I exclaim, excited to show him. He turns me around and asks me to bend over. I bend and rest my hands on the tv stand. He traces his hand around the lacey underwear and then suddenly bunches it up to make it a thong. I gasp in pleasure and moan. “Look at that fucking ass. What a fucking beauty. I can’t wait till we get you ready for anal.” I smile and am so proud that he’s thinking that far.
He turns me around and tells me to get down on my knees in front of him. “Yes, Sir” I say, and look up at his speckled grey 5’clock shadow. He traces my cheek and then grabs my hair. “Take me out of these pants.” I obey enthusiastically. I struggle to zip open his pants, and he helps me scoot them off of him and we throw them to the side. I see he’s already hard and I’m so proud that I made him that way. “You like that, slut?” he says, looking down on me and his hand grabbing my hair. “Yes, Sir, I want it. I really really wait it, Sir.” I beg him and stare at his hardness. “Play with it.”
He orders me and my hands race to grab him and gaze at amazement at his cock. Without him telling me to, I immediately go to lick him and suck. He moans. “Good girl, Josie. Good slut. Keep sucking.” and I moan a yes as I lick and play with him in my mouth. He tries to help me get into a rhythm of going up and down, but after gagging a few times, I pull up. “I’m sorry” I say, breathing hard. “It’s okay, don’t worry,” he says, and stands to move towards the suitcase to open it up. “Get on the bed.” he orders me and I jump up onto the bed, turning around to see him setting the suitcase onto the table and opening it to a bunch of fun whips, wickedly fun numbing gels and chemical creams, vibrators, nipple clamps, rope and much more.
He takes a leather rope with a collar on it first and fastens it around my neck and then goes back to get something I can’t see. “Lie down on the bed.” he order and I do, wondering what he’s going to pull out.
“Close your eyes. I got some nice toys you’re gonna like, slut.” he says and I close my eyes and smile. I feel him tying my legs to the ends of the bed and my arms to the other posts of the bed, making me into an X position. He puts a blindfold on me as well. I take a deep breath and he laughs. “Excited?” He says, and I blush, “yes, sir! So excited. I want to be a good slut for you. I want to please you so badly, sir.” He laughs. “You’ll do more than please me tonight, slut. You’re going to finally experience the fire of bondage, pain and submission.” I gasp as I feel him stroking my labia. Suddenly I feel a small brush dabbing something onto my clit. I gasp in pleasure, and suddenly feel the icy sting of my favorite pain.
“Guess what that is, Josie.” For some reason, him calling my by my name in such a patronizing way makes this even more humiliating and hot. “It’s icy hot, sir!” He blows on my clit. “Yes, good girl. Maybe you’ll earn some more chemicals if you behave.” I moan “Yes, sir! I wanna be a good girl!!'” “Okay then shut your mouth like a good girl and suck this.” I feel something on my lips and open my mouth. I feel something like a ball opening my mouth and feel him fastening a ball gag around my head.
“Remember,” he says. “Good girls don’t cum” He says, the words that drive a fire into my pussy. “Mhmmm!!” I moan and feel so hot as I suck on the ball gag, so exposed and open to him. In such a humiliating and submissive place with him.
I hear him go back to the suitcase and then hear him start some rock music. I love this. Feeling so submissive to an older man with a taste in rock music I don’t know. He knows I love being patronized and that I always felt even more small when I listened to his music.
Suddenly I felt his hands on my breasts and his mouth on them. I gasped and moaned in pleasure. He massaged them and licked and bit my nipples. “Fuck yeah, I’m gonna torture this nipples tonight baby” I moaned in pleasure. Suddenly I felt the pinch of a clothespin on one nipple after the other. My pussy, already ablaze with pleasure and feeling the cold air on my clit, became even more hot and I thought I might cum then.
I struggled and clenched my pussy. He noticed and I could tell he was happy. “Oh yeah. That’s hitting the spot, hu? Gonna make you cum, hu?” I moaned in agreement. “Well, you can’t cum unless I have, remember? You’re a good girl? You care about my needs, right?”
I could feel him move on top of my body and he rested his body on top of my pelvis. He grabbed my breasts and fondled them. “Men NEED to cum, baby. Girls don’t, remember? Don’t you want to make me happy?” I nodded vigorously and moaned in agreement. “I am so hard right now. I like seeing you aroused and yet holding yourself back for me.” I clenched my pussy so hard and had to focus on my breath as he said that. I almost came and had to hold back even harder.
I could tell he noticed as I heard him smirk and he bent down to grab my arms and pull the ball gag out to kiss me. My lips were filled with drool but he didn’t care. His tongue probed my mouth and as he did, he pulled the blindfold off. “Open your mouth,” he muttered, and I let him tongue my mouth, kiss and bite my lip, and then stick his thumb in it and I sucked as he ordered.
I could feel his hardness against my body and I moaned, “I want you so bad, sir!” He roughly grabbed my hair and pulled my head to the side as he started sucked and biting my neck. I gasped so hard in pleasure, everything else disappearing and just focusing on his hot breath on me.
“Alright baby, here we go.” He pulled off of me and took off the clothespins and massaged my breasts, and I felt the sting of the release and the pain on my nipples as he massaged them. “Thank you, sir” I moaned, and he said “You mean thank you for hurting my nipples, sir.” he corrected me and I blushed. “Yes! Thank you for hurting my nipples. Sir!” He smirked and started moving his cock down to my pussy. He slapped my pussy with his cock and I moaned in pleasure. “I want you so bad, sir” He smirked again, “Good girl. Now be good for me and let yourself cum when I fuck you.”
Again, another mental mind game. He knew I couldn’t cum from penetration. It felt amazing, of course, but I couldn’t cum. I only made me want more attention on my clit. But if he said so, I would do my best to cum from penetration. “Yes, sir, thank you for letting me cum, sir!” “And thank me for fucking you, right?” he said, an eyebrow lifted. “Yes, sir!! Thank you for fucking me. I am so lucky you wanted to fuck me. Please fuck me!!’ He smiled but instead of putting himself in me, he slapped my pussy with his cock more. Teasing me and making me wonder what he had in mind.
“You’re not in as much pain, are you? The icy hot must be wearing off now.” He said, and I nodded as he was right. “Hmm.” He said and got off of me. My body whined and wiggled in sadness as his body left me. But he came back, this time with numbing cream. My eyes went wide. I’d never tried it but I heard that a woman’s arousal would skyrocket after the numbness faded. I was ecstatic. He took a small brush and carefully swiped it on, with a look of focus and concentration. I could tell he really wanted me to be tortured. I reveled in it, so happy to be in his hands.
He then put away the brush, but I noticed him carrying another clothes pin, but just one this time. I wondered but then realized what he was going to do. He smiled as he saw my realization. “Don’t speak. Don’t make me regret taking that gag off of you, you fucking dirty slut.” I closed my lips and shook my head. “Good.” he said, and then I felt a little pinch on my clit. It was hard to feel, as the numbing cream was working well.
Then he finally went to the end of the bed and made my legs bend and pull apart. He stood, scooting my body closer to the edge and I felt him slowly guiding his cock into me. “Relax and open up to me, baby.” He said, and I did. “That’s a good girl,” he said and he moaned as he fully entered me. “Fuck” he said, feeling my tight walls grasping him. He then started pounding away. “Fuck, you like that, you little fucking slut?” I moaned and nodded, remembering that he didn’t want me to talk. Only moan and gasp like a good girl.
His hits became harder and I started feeling pleasure arise in my cunt. Oh my, was I really going to be able to cum with this?
But suddenly, he pulled out. His breaths were ragged. “Did I make you cum??’ I asked, forgetting to call him sir as I was desperate to know if I had failed. “No, I’m holding off. I realized you aren’t in enough pain.” He turned and grabbed two binder clips and my eyes widened. I remember I told him I had put them on myself before, but was surprised that he believed I was ready to take them with him.
He saw me widen my eyes and nodded. “Oh yeah. You’re ready for these, don’t worry. I can tell. I got you all figured out, baby. No hiding anymore from me. I know you and I own you.” I gasped in pleasure and thanked him, “Thank you, Sir!’ and I felt him carefully clamp my nipples with them. I gasped and moaned.
Suddenly I started feeling a sensation in my pussy. Already?? Was the numbing cream wearing off so soon?? He moved over on back to my entrance and smiled, looking at me. So vulnerable. So naked. In such a comprised state, with nipple clamps, my sweating body, my ragged breath, my pussy displayed with a clothespin, and my legs open and tied- submitting to his ownership. “Let’s fucking do this.” He said, and rammed into me. I moaned and felt him pumping, and started feeling the pins and needles of my pussy as it started waking up from the numbing cream. I moaned as I could start feeling the clothespin. I was in heaven.
He fucked me until he finally came. Heaving, he waited till he caught his breath and then finally pulled out. I was exhilarated that I made him cum. But my body was screaming for it’s own orgasm. He then put his hands on his hips and looked at me wickedly. “Now it’s time for the ginger.” I let out a laugh in ecstacy as he grabbed a jar of specially ground up ginger paste, specifically for targeting and hurting pussies. He slathered it on my labia and dumped a bunch of my clit, not being careful anymore. It stung and I felt myself whimper in submission. “That’s right, cunt. You are owned. You are my fucktoy.” I moaned then suddenly gasped as he took the binder clips off my nipples and then ran back to grab a vibrator. “Alright, you’re gonna fucking cum from this pain, alright baby? Thank me. Thank me for taking this time to pleasure you. Thank me for the orgasm you’re about to have.” I enthusiastically said to him “Thank you, Sir! Thank you so much for letting me orgasm! Thank you for letting me cum. Sir! Thank you for hurting me and making me feel pain and fucking me and making me yours!!!’ I said and he pressed the vibrator on my clit. The pleasure rose and I gasped and squealed/moaned out load as I came, wave after wave and over and over.
He then collapsed onto the bed, untying my legs and then my arms and held me against him and we lay there- my pussy still on fire and hot and my body in love with him. When I tried to speak he shushed me and put his finger to my lips. “Shhh, love. Don’t talk. Just feel the pain and the pleasure on your clit, and feel my body on you. That’s it.” I closed my eyes as I rested my head on his shoulder, and felt his arm rubbing mine. He made me suck his finger and look him in the eyes, then made me look down, in submission to him. He laid there and then allowed me to talk and we laughed as we talked about how hot everything was. He told me we could stay the night and we washed up in the shower together. We got dressed and went downstairs to grab dinner at the restaurant, all the time my face glowing. We went then back to the hotel room, and he handed me silk pajamas he bought for me and I thanked him profusely. He laughed and told me to stop thanking him as he wanted me to get to sleep. Then we went to bed and slept peacefully together.