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I woke up about two hours later, feeling Jake’s hand roaming over my hairless body. I could also feel a very hard cock poking my uncovered ass. Jake was licking my ear. What a way to wake up! I yawned and stretched.

“The sleeping beauty awakens from her slumber!” Jake exclaimed, “You worked hard earlier and deserved that sleep but there is more to do.”

I wondered if he was going to make me suck him off again. I was excited about the prospect but he made no indication that he wanted to use my mouth again. Instead, his hands just kept gently stroking me and cupping my naked ass cheeks. I could get used to this; I thought as I felt my balls getting sticky from the precum leaking out of my locked cock. I also felt his now fully engorged cock poking my ass.

I was disappointed when Jake got up and out of bed. I had been enjoying his hands and warmth so much. He went to his pants and got a bottle of lube out of the pocket.

“I have been dreaming of popping your tight ass for over two months now.” He stated, mischievously.

This was a shock to me. I had never thought of being fucked in the ass before and I shuddered in fear.

“Don’t worry Sweetheart.” Jake said, soothingly. “I know it’s your first time, and promise to go slow.”

I was scared and excited beyond belief. I had been dressing and acting like a woman, these past few months. Now I was going to get fucked like one.

Jake climbed back onto the bed and leaned back against the tall headboard. He motioned for me to sit on his lap. I did so, straddling his torso with my bent knees on either side of him. He wrapped a strong arm around my waist and pulled me in for a juicy kiss. In this position my pantyless ass was jutting out and framed between the corset, stocking tops and garter straps. Jake started gently stroking my ass as we made out. It felt so hot. He made sure to run his fingers through my crack gently brushing across my pucker.

Jake opened the top on the bottle of lube and poured a small amount on his large finger. I watched in trepidation, and felt his hard cock poke my thigh. He ran this lubed finger up my crack applying more pressure. It felt great and I pushed my ass out some to try to get more pressure from his finger. Jake poured a little more lube onto his finger. He started gently applying pressure to my pucker, in small circular motions with the pad of his finger.

I couldn’t believe how erotic it felt, and moaned into his lips, that were still kissing me. Soon, the finger ever so gently started working its way into my hole. I did not like the feel of his sharp nail, but the shame of knowing that my body was being invaded more than made up for this discomfort. My stomach was a mess of emotions, mostly humiliation and fear of what I was to become. By now the finger nail worked past my tight opening and I felt the divine pleasure of my sphincter clamping around slot siteleri his big finger. As he slowly worked it in and out with small thrusts, the friction it made was the most arousing feeling that I ever had. I tried pushing my ass out even farther to get more of his finger in but felt his other fingers on my cheek. It would not go in any farther.

We made out for a few minutes, with Jake’s finger slowly going in and out of my hole. Not only was I sucking on Jake’s mouth like a whore, I was wiggling my bottom like a slut.

I moaned onto Jake’s tongue in despair, when he removed his invading finger.

“Take it easy Baby.” He soothed, “It’s only the beginning.”

He poured more lube on two of his fingers this time. I was worried but my hole welcomed the return of his finger. Only this time, once the finger was all the way in, I felt the hard nail of a second finger. My midsection shuddered, in its tightly bound corset. The discomfort of the hard nail was brief as it too inched its way into my bowels. I could feel my asshole stretching around those two burly digits. The stretching hurt in a good way, for just a little bit, before that divine friction took over once more.

I moaned into Jake’s mouth and wrapped my arms around his neck. I had never felt so special in all my life.

“Take it easy Sweetheart.” Jake laughed, “You were made for this. Now just enjoy the ride.”

He fingered my asshole with those two big digits for a few more minutes. He sensed when I became totally comfortable with them and started moving them faster and applying more pressure.

Once again, he removed them and applied more lube. This time he did not reinsert his fingers. He wiped the lube into my crack and poured more lube onto his fingers, applying it to his cockhead.

Jake now pushed my chest back a little, and pulled my ass in close, with his other hand. His top hand left my chest and I could feel it under my ass, grabbing his cock. He positioned his cockhead in my ass crack and started pushing it back and forth across my opening. It was so soft as it settled on my crinkled pucker.

“Rock up and down some.” Jake commanded.

I did, and I could feel that large cockhead putting pressure on my asshole. I could feel my opening stretching but it was not going in. Jake now started pumping his hips some. I could feel some more stretching. Then, when we timed it just right, I rocked my ass down and Jake pumped his hips up right at the same time, a searing burning blasted into my guts. I clenched my asshole in one of the sharpest pains I had ever felt, but it was too late. His head was firmly lodged in my rectum. My rectum was clenching around it for all that it was worth trying to get back to its closed state.

“Shhhh.” Jake soothed, “I know. It hurts but just for a little bit. It’s your first time and you will get used to canlı casino it.”

We sat there for a while, with my asshole impaled on Jake’s big cock. Just the head was in. I had my arms, tightly wrapped around Jake’s neck, and held on for dear life. Jake did not move. My rectum seemed to be spasming around its intruder. I am sure this felt great for Jake’s cock, but I felt like I had a red-hot poker in my ass.

Slowly the burning hot, stabbing pain seemed to fade away. I took a deep breath, exhaled and wiggled my ass some.

“See Sweetheart.” Jake soothed me, petting my back and firmly holding my ass-cheek in his other hand. “It gets better. Now when you are ready keep on rocking your tight little tush like before.”

I felt like such a young, vulnerable, girl. It felt right. I knew, I couldn’t fuck like Jake. Why even try? I understood my place was to serve stronger people, like Jake and Elizabeth. The burning pain had disappeared and with its absence, came a deep sense of serenity. With this calm, I naturally started rocking my ass once more. This time it did not hurt. A delicious friction spread through my bowels as Jake’s cock went further in with each little rock.

I couldn’t believe how great this felt. A bad itch, being relieved by scratching, is the closest pleasure, I could think of, that might come close to this angelic bliss, emanating in my ass, and spreading throughout my bowels.

I didn’t need to hold onto Jake’s neck anymore. The pleasure in my guts, were much more important to me now. I let go of his neck and fell back into the bed on my back, lodging his heavenly cock even further into my ass. I let out a moan of a true woman. Jake lifted my ass, in his strong hands and pushed my dainty body, towards the foot of the bed, as he pushed his own burly body forward and on top of me. His cock remained lodged deeply in my asshole.

“Oh Baby, your ass is tighter and better than I could have ever imagined.” He whispered, into my ear, and kissed me deeply.

Jake now slowly raised his hips and pulled halfway out of my ass. It was like I was taking the best dump in the world. I expected his cock to plop out, but he started pushing it back in. This brought new heights of pleasure, as he bottomed in me, and my caged cock got pushed into my pubic bone, through the bottom of the tight corset.

Jake went slow for a couple of minutes and then slowly picked up the speed. It seemed as if my hunger, and the pleasure increased, along with the speed. Jake stopped kissing me and it allowed me to concentrate, on my impaled bowels so much more. I could feel a spot, deep inside of me, that exploded in pleasure every time his cock hit it.

Jake was now hammering away at me, like he did with Elizabeth. The waves of pleasurable explosions, were coming faster and faster, then it happened, completely by surprise.

I exploded güvenilir casino in the most powerful orgasm of my life. I wrapped my legs around Jake’s torso, holding him in, as tight as I possibly could, as my whole body shuddered, under his weight. I heard myself let out a squeal, just like a girl would. My whole body twitched. It was amazing. Almost three weeks of locked-up denial blasted out of my caged dicklet.

Jake didn’t stop for a moment. I am sure that my thrashing and twitching below him only urged him on more. I felt him pick up the speed, even more, and then he growled, like a bear, thrusting into my ass as hard as he could. I felt a warmth in my bowels, as he unloaded his alpha essence deeply inside.

Jake held himself completely inside of me for maybe ten fifteen second. Then he slowly started thrusting in and out of my wrecked hole. The lubrication was much better, now, that he had unloaded in me. I luxuriated in my post orgasmic bliss. Eventually he exited my previously tight hole and plopped himself down on the bed next to me.

“That was phenomenal Sweetheart!” He wheezed, still out of breath from his exertion, “Do you mind if I stay the night? No way, I’ll be able to get hard again at my age, but I just feel like having you next to me.”

I was so touched, I rolled over on top of him, kissing him passionately.

“I would love for you to stay!” I cried, “I always want you next to me, even if you can’t be in me!”

“Whoa, calm down Baby.” Jake replied, “You are getting me all sticky from that clittygasm.”

I rolled back off Jake and felt how sticky my cage and the bottom of the corset were. The corset was totally drenched on the bottom.

Jake got up and went to take a shower. I laid in the bed a few minutes longer just thinking about how great the experience was. I also thought about how close I now felt to Jake.

With the shower still running I got up out of bed. I grabbed a wet wipe to clean off the corset. I could feel lube and Jake’s seed, somewhat running out of my gaped sphincter. I thought about taking a shower to wash it off, but decided that it made me feel sexy and naughty. So, I found my panties and pulled them up over the sticky mess. This way I could keep Jake’s essence on me.

When jake got out of the shower he put his pants and boots on but left his shirt off. He went to the sofa in the living room and turned on a sports channel. I quietly laid on the couch with my head on his lap and just played with the hairs on his chest as he watched the latest updates. Every so often he would pet my face or arm. I just felt so special.

That evening, I made us dinner. I was constantly reminded of the great fucking he had given me, by the sticky wetness that had collected in the gusset of my panties. Jake never missed a chance to grab my ass when we walked by each other. It was so endearing. I felt so comfortable being around him.

By the time we went to bed that night the panties that I was wearing had dried and the material felt hard and crusty. I still felt naughty wearing them and kept them on. Jake spooned me in his strong arms, and I slept like a baby.

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