steadycrusadedeer - Tumblr blog

steadycrusadedeer · 1 day ago

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Harry was 35 years old and was one of my blogs biggest fans. He had liked and reblogged more of my posts than maybe anyone, and he never stopped messaging me about what he loved about everything I posted. So because of his endless levels of loyalty I decided Harry was going to become my next plaything. I messaged him telling him I wanted to meet him. I told him the city I lived in and instructed him to book a room in a hotel in my city and to send me the booking details so I could meet him there. He booked a room for 3 nights the following week and we arranged to meet up in the hotel bar for a drink before we went up to his room.

I walked in to the hotel bar and spotted Harry immediately. He was looking quite nervous and stared straight at me as soon as I walked in. I was wearing a tight black top with a dark great short skirt and some black heels. I approached him and held out my hand.

“Hello Harry, it’s nice to meet you,” I said as he took my hand and kissed it.

“Jessica it’s an honour to meet you, and wow you are even more beautiful than I had ever imagined,” he said as he let go of my hand. I sat next to him at the bar and he asked what I wanted to drink before calling over the bartender. He ordered my drink without ever taking his eyes off me.

“Thank you,” I said as I smiled at him.

“I honestly can’t believe I’m here with you Jessica. You have no idea how much I love your blog,” he said.

“Well actually I have a pretty good idea just how much Harry as that’s the reason I chose you for tonight. My only question for you before we go up to the room is which option did you vote for on my last poll question?” I asked him as I sipped my drink. He shifted in his seat as he listened to my words.

https://www.tumblr.com/jessicaseroticramblings/782525849326026753?source=share

“The second option Jessica,” he said quietly.

“That’s all I needed to know Harry. Let’s go up to the room,” I said and Harry looked as if he had just won the lottery as he jumped up and took my hand. He led me to the elevator as he held my hand. We stepped inside and he pushed the button for the 6th floor. He was looking me up and down admiring my outfit. We got to his floor and he led me down the hall to the room. He tapped the keycard against the reader on the door and pushed it open before leading me inside.

“Lay on the bed and take off your pants,” I said to him before he had even closed the door behind us.

“Oh god, yes Jessica,” he said as he did exactly as instructed. I walked to the side of the bed and opened up the bag I had been carrying. He watched as I pulled out a coil of soft red rope. I heard him gasp as I pulled his arms above his head on the bed wrapping the rope around his wrists before fastening him to the head of the bed. As I bound him I glanced down to see his cock pointing straight up and looking achingly hard. I smiled to myself as I walked back to the side of the bed.

Harry watched as I pulled out a bottle of lube from my bag followed by a clear sided Fleshlight toy. As soon as he saw the toy he gasped and writhed on the bed against his bindings.

“Oh fuck Jessica I need to cum for you so bad,” he said so excitedly as he stared at my toy. I smiled at him as I grabbed the bottle of lube and slowly drooled some over the head of his cock letting it run down the sides of his shaft. He watched as I picked up the toy and positioned it just above the head of his cock. He was staring into my eyes and was breathing hard in excitement.

“Are you ready Harry? Are you ready to cum for me as many times as possible?” I asked as I smiled at him.

“Yes oh fuck yes Jessica! Oh god please make me cum for you. I’ve cum so many times to your blog but I need to cum for YOU!” he gasped just as I slid the fleshlight toy down over his hard cock. The soft ribbed walls of my toy almost sucked in his cock as he gasped with pure and absolute pleasure. I watched his cock sliding up to fill my toy through the transparent sides, before pulling it back up slowly, teasing him as I raised it until only the tip of his cock was kissing the tight opening of my toy. I looked into his eyes as I pushed it back down over his cock loving the moans of ecstasy he let out.

“I’m going to drain you tonight Harry. Every single drop of cum in your balls is mine tonight,” I said as I started to pump his cock with my toy. Sliding it down until the opening kissed his balls, then pulling up almost all the way off before plunging it back down his full throbbing length. Harry was writhing in ecstasy and letting out the most lustful and pleasurable moaning I had possibly ever heard. It’s safe to say Harry was lost in his need and longing to give all of his cum to me.

I continued with the long slow up and down motion as my fleshlight toy enveloped his aching cock sucking him deep every time I slid it back down his shaft until he was balls deep again and again. I knew Harry wasn’t going to last very long before his first cum explosion as I’ve been told by other men I have pleasured with this kind of fleshtoy that it practically sucks the cum out of your balls. It only took two more strokes up and down Harry’s cock before he gasped and tried to thrust up as deep as he could into my toy as he blew his load inside, jets of his cum flooding the insides of my toy as he moaned my name over and over.

“Mmmmm oh yes give me all that beautiful creamy cum baby. Give it to me! I want all of your cum Harry,” I said as I pumped my toy up and down draining his balls. He was in absolute heaven as he gave me everything he could. I slowed down as his orgasm slowed and watched his cock twitching as the last few drops of cum leaked inside my toy.

“Oh my god! Oh my fucking god! Jessica! Oh fuck I’ve never cum that hard in my life!” he moaned as I watched his body give little shakes and trembles as his orgasm subsided.

“You did so well Harry. That was a lot of cum and I’m very impressed,” I said making him smile. He watched as I carefully pulled the fleshlight from his cock making sure not to spill any of the precious cum he had given me. He watched as I took a glass from the bathroom and poured his cum from the fleshlight into the glass.

“Wow I came so much,” he said to me as I placed the glass on the bedside table.

“Yes you did baby, and that’s just the start. I know you have much more for me and I’m going to take all of it,” I said as I lay down next to him on the bed while I gave him a few minutes recovery time. I was resting my head on my hand as I lay on my side looking at him as he lay there with his wrists bound to the head of the bed. I slid my other hand over his chest letting my nails playfully trail over his skin. Harry moaned at my touch. He loved me touching him, writhing in pleasure as my fingers slid up from his chest, along his neck until I was caressing his face as he stared at me with such longing. I could see his cock already twitching as his semi became a raging erection once more.

“I believe you are ready for round two,” I said as I got back up onto my knees grabbing my fleshlight toy once more and sliding it back down over his shaft.

“Oh fuck yes! Jessica I’m yours! Oh god I’m all yours!” he gasped as I started pumping his cock with my toy. I knew he could take a little more before cumming again so this time I increased the pace. Sliding my toy up and down his shaft a little faster letting him experience a good hard fleshlight fuck. His moans were absolutely delightful as I pleasured him.

“How does that feel baby? How does it feel when I pump your cock so hard and so deep. Your big sexy cock sliding so deep for me. I love watching your cock filling my toy Harry. Watching every little ridge and bump slide against your cock knowing I’m giving you so much pleasure baby. I know you have more cum for me baby and I need you to fill up my toy once more just for me. Can you so that for me baby?” I said as I pumped his cock inside my toy as if he was being ridden by a sex demon.

“YES YES YES JESSICA! IM GONNA CUM FOR YOU!” he almost shouted as he suddenly exploded into my toy, jets of his seed pouring into it as I pumped him hard. He gasped so hard and arched his back against the bed, thrusting into the toy as he gave me another full load of his creamy cum. I continued pumping his cumming cock with my toy needing him to fill it as much as he could. He was panting as he leaked the last few drops of cum inside my toy before I carefully slid it from his cock, grabbing the glass and pouring his cum out of my toy.

Harry was laying there with his eyes closed, trembling and shaking in his post orgasmic bliss. His cock glistened with his cum as I slid my hand back over his chest laying next to him once more.

“You are such a good boy Harry. I’m so pleased with you right now. Two huge cum loads just for me,” I said as I smiled at him.

“I have no idea how you have made me cum so hard twice. I usually need longer to recover before I cum again. I don’t know how you did that,” he said as he looked at me with pure joy. I smiled at him as I slowly slid my hand down over his tummy until I slid my fingers around his now semi hard shaft. He gasped in pleasure as he felt me take his cock in my hand and moaned for me as I started gently stroking him.

“Twice is not enough baby. You have more cum for me and I’m going to take it,” I said as I could already feel his cock growing harder in my grasp.

“Yes oh god yes! Please stroke me! Oh Jessica my goddess!” he moaned as he started into my eyes. His cock was so damn hard in my hand once more and I started stroking his full length, up and down, up and down, up and down.

“How many times have you fantasized about me jerking you off just like this Harry? How many times have you wished Jessica was giving you a sexy handjob?” I asked as I stroked him harder. His big sexy cock so slick with his own cum sliding up and down in my grip. His moans were so very sexy.

“Oh wow Jessica so many times I couldn’t even count! Oh fuck your hand feels so good. So amazing! Please don’t stop! I’ve got more cum for you my goddess!” he gasped as he stared at me so dreamily. I continued stroking him, harder, faster, relentlessly stroking.

“I know you have more cum for me baby and I want it right now. I want you to cum again for me and show me what a good boy you are for me. Now cum for me baby!” I almost ordered him as I grabbed the glass and held it against his chest. Stroking him and as he groaned in ecstasy I milked him into the glass, filling it up with even more of his cum. Pumping his cock in my hand making sure I got every last drop from his twitching balls.

As his latest orgasm calmed once more I slowed my stroking and released his shaft, showing him how much he had filled the glass with his three huge loads.

“Look how much cum you’ve given me Harry,” I said as I held up the glass.

“Holy fuck I have no idea how you made me cum three times in such a short amount of time. You’re amazing Jessica!” he gasped as he lay there in a state of such absolute bliss.

“What do you think I should do with all this cum?” I asked as I smiled at him. He looked at me holding up the glass of his cum and he said what I was hoping he would say.

“Drink it Jessica.”

I smiled at him then raised the glass to my lips before slowly drinking down the glass of cum he had given me.

“Oh my god that’s the sexiest thing I’ve ever seen,” he said as I licked my lips and put the glass down on the bedside table.

“You are delicious,” I said with a smile. I looked down to check his cock even though it was now only semi hard I still noticed it give a little twitch as he stared at me.

“This was possibly the best hour of my life Jessica. I’ve never cum that much and that hard in my life,” he said as he reached for my hand pulling it to his lips so he could kiss the back of it.

“Well it’s actually only been 50 minutes Harry. We still have 10 minutes left,” I said as I slipped my hand back around his semi hard cock, lifting it up as I bent down and took him into my mouth. Harry let out the most wonderful moan of pleasure.

“Oh dear god! I think I’m in heaven!” he moaned as I slowly sucked the life back into his shaft. It only took about 30 seconds of my lips sliding up and down his length for his cock to get so hard for me once again. As I sucked on him he groaned harder as his cock throbbed in my mouth. I felt his hand reach down to move my long red hair aside so he could watch me sucking his cock. I took him deep into my throat making him moan out so sexily. My head was bobbing up and down as I sucked him so good, deep throating his delicious cock as he moaned and writhed beneath me.

I could feel the head of his cock hitting the back of my throat as I sucked him harder, determined to drain any and all cum he had left inside his balls. I lifted my head to get my breath back teasing the tip of his cock with my tongue before swallowing him deep once again, sucking him balls deep, needing to taste more of his wonderful cum.

“OH FUCKKKK FUCKKKK JESSICA DONT STOP! FUCKKKK IM GONNA CUMMMM! JESSICAAAAAA!” he gasped as I felt his cock pulse as he shot a jet of cum down my throat. Then another jet splashed against the back of my throat as he bucked and whimpered with pleasure beneath me. I kept sucking wanting every last drop as he moaned my name again and again, his cock twitching and leaking the final few drops of cum onto my tongue.

I kept him in my mouth, caressing him gently as his now incredibly sensetive cock slowly finally went soft once more. I lifted my head and smiled at him.

“I knew you had one more load for me Harry. Now you are fully drained,” I said as I lay next to him on the bed both of us happy to have got everything we had wanted 💋

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