The City of Sky and Star

Chapter 28: Chapter 28 – Fun in the Library (18+)


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"Master, your guest has just arrived." The Hex by my side in the library informed me of the arriving car the moment it passed the gates leading into the estate grounds.

"Thank you, Hex. I’ll be right there." I responded as I put down the tome I was perusing.

Since the bottom of the library was on the first floor of the manor and stretched up to the second and third, it was easy enough to make my way to the front door from here. After doing just that, I arrived in time to watch the car slow to a stop at the end of the driveway. A few seconds later, the car door swung open and out of it stepped my girlfriend.

For the first time, I saw her wearing clothes that weren’t our school uniforms, and she was quite beautiful in them. She was wearing a bright blue summer dress that loosely hung from her slender body, fluttering in the air with her every movement. Furthermore, the young woman wasn’t actually wearing her glasses as she normally would, but a pair of contact lenses that allowed her beautiful brown eyes to be on full display.

"You’re as cute as ever, Hannah. How was your morning?" I walked up, greeting her with a kiss and a hug.

"I see you’re also as sexy and smooth as ever." She giggled in my arms before going back for another quick peck on my lips. "My morning was good, but I suppose you are responsible for my brother asking me if he could watch me masturbate this morning?"

I couldn’t help but have a little chuckle upon hearing that the young man jumped straight to the good stuff. "He was meant to ask to watch you change and shower before working his way to you masturbating, but yes I am responsible for it. However, the most important question is, did you let him?"

"Maybe I did, maybe I didn’t. A girl should have some secrets." She playfully responded, but the perverted grin on her lips told me the real answer to my question was yes, she had.

"As long as you and he remember that anything more than touching is off limits and that you are mine and mine alone, then you can have all the secrets you want," I added as I broke away from the young woman’s embrace so that I could stand beside her with my arm linked with hers. "Shall we move on to the library?"

Hannah just nodded and smiled at me before I began to lead her, arm in arm, to the library. As soon as we entered, her eyes saw the spectacular sight of this three-story-tall pinnacle of knowledge and lit up with excitement.

"This is amazing, Alek!" She gasped moments before running off and looking over many of the shelves overstacked with various tomes. "These are first edition copies. They must be so expensive. And all copies of this book were said to be lost!"

On and on, Hannah continued to geek out over the impressive library’s contents for a good handful of minutes, as I said. "You can spend as much time here as you want, and come over whenever you feel like it."

When she eventually came back to her senses, the young woman came back running over to me. Once she reached me, she literally jumped at me and planted kiss after kiss on my lips. Luckily, my reaction time was good enough that I managed to catch and hold onto the woman showing me quite a bit of affection. Her legs even managed to slip around my waist so that our crotches were basically pressing up against each other during the embrace.

"How did I get so lucky to have a boyfriend like you." Hannah continued to flirt while remaining held up in my arms with her legs coiled around my waist. "Oh, and there is something I wanted to give you too!"

"You didn’t have to get me anything," I responded, genuinely concerned that she would spend money on me since her family wasn’t in that good of a financial position. Especially compared to my own finances.

"If you say so, I guess I’ll just keep my anal virginity to myself then." She teased, doing quite a good job of it too.

"Your anal virginity…" I trailed off, unable to contain my grin.

"Although I do want you to take all my firsts, this serves another purpose as well," Hannah explained as she hopped off of me. "After the thorough workout you gave my poor little pussy yesterday, it is still quite sore and even just putting in a finger causes it to ache a little. This way we can still have sex and it won’t be painful since you can just use my butt instead."

"A sentimental gift and a smart workaround. That’s quite like you to think of such a thing." I chuckled, as I leaned down slightly and kissed her once more. After our lips parted, I continued speaking by asking. "Should we go find a nice, comfy bed or-"

"I want you to fuck my ass right here." Hannah's perverted grin stretched across her face as she looked around at the library we were in. "I want you to bend me over that table, pull down my panties and show my tight little butthole all the pleasures you showed my pussy yesterday."

"Yes, Maam!" I playfully chirped back, as a soldier might do to the officer commanding them. "But before we can get to the ass fucking, your ass needs to be cleaned up and we need some lube."

"I already cast cleanse on myself there during the ride over."

"Well, isn’t someone a go-getter? That just leaves the bottle of lube. Hex!" I called out for my maid, who could see and hear everything happening on the estate grounds.

"Hex?" Hannah raised an eyebrow, unsure of why I was calling that word out.

"She’s the blue-skinned maids you might have seen running around," I explained.

"Maids, as in plural?"

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"Ah, yeah. I’ll explain later. I'm sure you’ll have many questions and I don’t want to distract you from your ass fucking."

A few seconds later, the blue-skinned, white-haired woman I was calling for arrived. Since she was easily able to guess what I wanted from overhearing my conversation, Hex already had a bottle of lube in her hands. After taking it from her, she departed once more, leaving me alone with my beautiful girlfriend, whose anal virginity I was going to soon take in this library.

"Have you ever put anything in your ass before," I asked as I turned back to the young woman and put the bottle of lube on the table next to us.

"No, not even so much as a finger. You’re going to be the first thing to go up there." Hannah answered.

"Okay then, just try and go along with the flow. It’s best if you could remain as relaxed as possible. I’ll try to be gentle, but if it gets to be too much, don’t hesitate to tell me to stop." I informed her.

The young woman continued to grin from ear to ear, as she had practically been doing all this time since she stepped out of the car. "Don’t worry, I trust you not to hurt me. I love you."

"I love you too," The words just slipped out of my mouth before I could even think about it. Now that I had just gone and said it, there was nothing I could do to deny it. Despite only really knowing her for a short while, I had serious feelings for her.

Hannah’s eyes lit up upon hearing my admission of love in return. The young woman wasted no time launching herself at me and giving me heartfelt, passionate kisses. When her lips eventually drew away from mine, it was so that she could bend herself over the table, hike up her dress and pull down her own panties. All of which, she did quite quickly, leaving me to stare and ogle at her petite little ass on full display.

“Wasn’t I the one meant to pull down your panties?” I playfully pouted.

"I need you inside me now!" She demanded as she waggled her rear as if trying to entice me.

The way her pussy was practically dripping with her excitement, drenching the panties stretching between her thighs a few inches lower, was quite alluring, but my eyes were firmly affixed on the tight, puckered asshole above her pussy.

Reaching over to the bottle of lube on the table nearby, I squirted a little bit of the slippery substance on my fingers before slowly spreading it around the hole I was soon going to be the one entering for the first time ever. Hannah squirmed and let out slight moans as I touched her butthole like this. The young woman was so excited that her hands had already worked their way into her dress and began to play with her petite breasts. As it turned out, she wasn’t actually wearing a bra today. Not that I was surprisde, she was expecting things to take this turn after all.

As much as I would have wanted my cock to be the first thing to enter Hannah’s ass this way, my cock was too big to ease and adjust her to anal penetration. As such, I slowly crept my finger inside, past the tight ring of her sphincter. Bit by bit, I spread the lube deeper and deeper around the inside of her ass. I even managed to slip in a second finger when she started to moan quite loudly.

"Oh, woah! That feels good. Alek, my ass feels so tight around your cock." The young woman's moans caused a chuckle to escape my lips.

"Hannah, that’s just my fingers still." I corrected her.

"What? Then hurry up and put your cock in me!" My cock-hungry girlfriend demanded, and I saw no reason to disappoint her.

As quickly as possible, I pulled my erect cock out of my pants and slathered it with its fair share of lube. When we were both ready to go, I pressed the head of my cock up against her lubed-up asshole and very, very slowly began to push into her.

"Oh, fuck! You’re so big, it feels like you're ripping me apart. Ah, why does this feel so good?" Hannah's moans practically bellowed out of her mouth as her arms grew weak and she collapsed onto the table that I was about to fuck her over.

Eventually, the head of my cock was all the way inside her ass and I even managed to push a little bit further before I decided it was time to pull back and then thrust back in. Much like I did when I took the young woman’s vaginal virginity, I slowly thrust in and out of her, pushing a bit further in each time.

Soon enough, Hannah’s eyes were rolling back into her head and drool was escaping her lips as she took all of me inside her ass. "Oh, Yes! I love this! I love you, Alek!" She continuously moaned while I began to pound her ass with even more vigour and strength.

"I love you too, Hannah!" I returned to sentiment, feeling her ass tighten around me like a vice as I did so.

Although overwhelmed by the pleasure of a new type of sex, the young woman didn’t for a second let up on using her hands and fingers to add to the pleasure. By the time I was fucking her ass with the full amount of force that my hips could bring, she had one hand pinching her nipples while the other was down playing with her clit.

In a short amount of time, Hannah was brought to orgasm and turned into a wet noodle, unable to so much as think a straight thought as the pleasure coursed through her, turning her brain into mush. While the young woman collapsed on the table with weak knees, which meant I had to hold her up, I continued to fuck her ass, pushing myself towards my own climax. Once I arrived there, I didn’t hesitate for even a second before filling her butt up with a thick load of my cum.

After both of us had momentarily spent ourselves, we collapsed onto the floor of the library in a sweaty, erotic heap. After we recovered, the rest of the day together until she had to go home for dinner, was spent alternating between perusing the libraries and enjoying each other’s bodies. By the time Hannah went home, we both knew for a fact that tomorrow her butt was going to be as sore as her pussy was today. Still, I’m sure that in her mind, it was well worth it.

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