📚 too-good-to-be-true Part 30 of 31
too-good-to-be-true-ch-30
EROTIC NOVELS

Too Good To Be True Ch 30

Too Good To Be True Ch 30

by naughtypaladin
19 min read
4.77 (7700 views)
adultfiction

Dear Readers,

I hope you enjoy this chapter and it was worth the wait. Shoutout to my amazing editors, thegoofyproofyreader and Ms. M. They help me so much getting these stories up to scratch for all of you.

If you don't like incest and/or anal, there's more if it in this chapter, so be warned. I don't really like giving out warnings, since I feel like at this point, you know what you're getting into, but if you appreciate it, let me know and I'll keep it up.

Chapter 30

I woke up with the pleasant feeling of a woman's soft body against mine, her naked back touching my skin and my morning wood riding the curve of her ass. I felt the soft, supple, unmistakable curves of breasts filling my hand and gave them a loving squeeze. I loved waking up like this, but in the low light and with my mind still in a haze from waking up, I wasn't quite sure which of my girls it was.

Oh, well. The girls that sleep with me know I get handsy in my sleep, and they either enjoy it, like Courtney does, or they don't sleep with me. As whichever girl it was had slipped into my bedroom, and bed, after I was already going to sleep, they knew what they were getting into.

"Mhm... that's kinda nice to wake up to." I heard my sister mumble.

For half a second, I panicked. I was groping and spooning my NAKED SISTER. Then I remembered how she had wanted this; the sex, being a part of the harem... all of it. So, I guess if she wasn't complaining, I wouldn't.

"How'd you sleep?" Cindy asked. She turned toward me, leaving my hands empty and giving me a nice view of what my hands had been playing with. Her breasts were small, but I didn't mind.

"I slept well. How are you?" I wondered.

"I had so much fun yesterday! We spent a while in the pool, and Tina showed me the gym. My legs were pretty sore after that, but they're feeling better." She noted happily, then her face fell. "I was... sore, you know, in my pussy. The girls said that's normal, though, and it seems to be better now. They said... after the first time, it just gets better."

"Yeah, that kinda seems to be how it goes." I confirmed.

"...Could we try again?" She asked. "I mean, I liked my first time; I'm not complaining, but I'd like to try it... when I'm not being watched by every girl in the house. It was amazing and wonderful, but... I want to try taking it slow, just you and me."

I looked down at my morning wood. "Well, it would put this to good use."

"It's so interesting." Cindy mused. She reached out and hesitantly brushed the tip, like she was still getting over the lifelong instruction not to touch one.

"You can touch it." I laughed.

She blushed and gingerly touched the tip, making it dip slightly.

"It's hard, but not at the same time." Cindy giggled. "Can I... suck it like the other girls do?"

"Why not?" I relented and laid back.

Cindy's lips felt divine as she slipped them around my head and slightly down my length. Her tongue flicked along the head for a second, then she pulled off.

"I thought it would taste weird, or like really strong, but it doesn't really have a taste does it?" She giggled. She slipped it back in her mouth, sucking gently as her tongue explored the strange object she was pleasuring.

Having gotten over the weirdness of sex with my sister, and the initial shock of her being naked in my bed, I was able to just enjoy it. Part of me remembered how insufferable Cindy had been when I'd broken up with Nikki and I was tempted to take the memory out on her throat, but her tongue started finding that spot on the bottom of my shaft that just felt so good. So, instead, I just gave her an appreciative groan and let her do her thing.

"Am I doing it right?" She asked, and I sat up, meeting her eyes as she ran her tongue down my shaft.

"Fuck. Yeah, you're doing great." I assured her.

She kept going and, while it was good, she wasn't as skilled as some of my girls; I was able to let her keep going for a good, long time before I had to stop her. I wanted to cum inside her. I knew that felt the best.

"Your turn." I told her, patting the bed next to me.

She popped off my cock and flopped down next to me with a mischievous giggle. "What are you going to-OH MY GOD!"

I didn't wait for her to finish, lifting a leg as I dove in. I was familiar enough with pussies at this point that my tongue was almost immediately on her clitoris. I slipped two fingers inside her, my fingertips finding the bumps of her g-spot.

"O-o-o-o-ohhhhhhh." She whimpered, her legs squirming and clamping around my head. It took all of thirty seconds to get her first orgasm.

"Oh, TOM!" She squealed.

I grinned around my tongue as I kept driving her crazy. She almost tried to push me off. She was still inexperienced enough that getting sensitive after her orgasm was still overpowering for her. Only one way to get past that; I did not relent. She had asked for slow, meaningful sex, but first I intended to give her intense and mind blowing foreplay. Her second orgasm made her give up entirely on pushing me off, and instead she grabbed handfuls of sheets as she was washed over by the sensations.

"Oh... Shit... Fuck... God... Damn..." She mumbled, any curse or profanity she knew being trotted out as I replaced my tongue with my thumb. She seemed to like the pinch between my fingers on her g-spot and my thumb on her clit almost more than she had my tongue. She pulled her knees up to her chest as another orgasm triggered.

Now, normally, I wouldn't do this to a girl on her second time. Hell, usually I'd wait quite a while, until we knew each other better, but this was my sister. I knew her. She was a fighter, and she pushed through.

She also had impeccable hygiene.

A sharp gasp escaped her as my tongue teased her asshole. I was pleased to find there was no taste. I rimmed her ass. It was a bit of a twist getting down there with my arm contorted to maintain the angle. I fixed that by switching my hand around. My thumb slid into her tight little cunt, just barely reaching her g-spot as my first knuckle on my pointer ground into her clit. My tongue slipped just inside her pucker, and her reaction was immediate.

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"Oh.... GOOOOOOOOOOODDDDDDDDDDDDD!" She swore as she shook again.

As she came down, she gasped. "Tom... I can't... Too much."

I reluctantly stopped rimming her. I pulled my thumb out of her depths, but kept gently stimulating her folds. Any idiot knew playing with her folds wasn't going to do shit toward making her cum again, but it would keep her wound up to make the sex amazing when she was ready again.

"I didn't... expect you in my ass..." She panted.

"I mean, you have been preparing yourself all this time." I teased.

"Later." She told me, and shivered. "Fuck, that was so good."

"Let me know when you are ready to start again." I told her.

She looked at me, and her hand fished down by her hips where I was, and she found my cock, stroking it like I was stroking her.

"Damn... I could get used to this." She murmured.

Her hand was inept, but sufficient to keep me rock hard and ready for her. I had learned that when it felt like 10 minutes waiting to have sex, or resume sex, it probably meant it was like 45 seconds.

"Okay... I'm ready." She breathed with heavy arousal.

I slipped between her legs and kissed her gently. "I love you." I told her.

She smiled back, "I love you too."

I eased myself between her lips, her tight womanhood stretched around me.

"Oh, that is so nice." She sighed breathlessly, as I kissed her neck. I eased slowly into her. It was much easier this time. There was something to be said about the fact that, the first few times, you really were breaking in a woman. I felt my balls touch her ass as our crotches kissed, my cock bottoming out in her.

"Oh, that stretch feels so amazing. I feel so full..." Cindy groaned. "Oh?!"

She hadn't expected my hand on her breast as I began to pump. She had asked for slow, so slow was what I was giving her. As tightly wound as she was, it didn't matter; it was stimulation. I started sucking on her neck, pinching her nipple, while doing slow, smooth, deep thrusts.

I loved the sensation of her pussy clamping and rippling on my cock as I plugged away at her. Fucking her as slowly as I was, I could really feel the muscles of her vagina massaging me. It was a sublime dance of stimulation, our entangled sexes, as Cindy savored every thrust. Her eyes were unfocused, seeming to roll slowly up, though not fully up into her head yet.

I couldn't help but notice how I could fully insert without worry, as I wasn't going to smash her cervix like I did with some of the other girls, like Suki. Despite being nearly as small as my other tiny lover, the opening of Cindy's womb was safe from the repeated thrusts of my manhood. This left me open to pleasure her without fear of hurting her.

I had to bend a bit, but began sucking on her pink and aroused nipples. Cindy held me to her breast, unable to find words but begging me to continue. The sharp inhalation as my tongue began playing with her teat was music to my ears. I licked and suckled each breast, being sure not to neglect either of her mounds, as I kept up the rhythmic sound of my thighs slapping against her ass.

I started doing the meditations that would help me last longer. I felt bad that Cindy's first time had been more of a show for the rest of the girls than a real experience for her, and I was determined to make up for it.

I shifted, sitting up and pushing her legs apart; her pussy tightened around my still pistoning rod. Fuck that felt good. Cindy instinctively grabbed her legs, keeping them spread for me and freeing up my hands once more. One resumed its attention on her breasts, while the other went south for the assist. My palm put pressure on her groin, making Cindy's whimpers of pleasure catch in a single gutural exhalation of nearly palpable enjoyment. Then my thumb started working her clit, and she nearly lost it.

Her orgasm was hard, and I was only able to stay in her because I had a hand pinning her groin in place as she arched her back and thrashed. One wrist went to her mouth and she bit down, probably to keep from screaming. It would leave a mark, but wasn't enough to draw blood.

Luckily, it seemed her cooling down after her earlier orgasm had gotten her past the point of unbearable pleasure, so I could continue. With as much sex as I had, missionary wasn't nearly as exciting anymore. So, I elected to shift positions; I doubted very much that Cindy would mind. I pressed one of her legs to the mattress, stopping my deep long strokes just long enough to straddle it and put her other leg on my shoulder.

This new angle seemed to be even better for her. It certainly afforded me better access to her ass, and while I got back to pinching and massaging her breasts with my left hand, my right hand started squeezing it. The small cheeks fit easily in my hand and, while it didn't fill my hand as nicely as some of my girls' asses did, it didn't overfill it either. Groping a smaller, perfectly hand-sized ass and an oversized one were each their own experiences; frankly, I couldn't tell you which I preferred. Cindy's firm cheek, especially flexed as it was for the impending orgasm, definitely felt satisfying as my fingers kneaded the springy flesh.

Again, she came; this time she buried her face in a pillow, meaning all I could hear was a bit of a shrill whimper. She pulled her head out of the pillow and managed to get out one coherent word.

"Faster...?!"

Then her face was back in the pillow.

I was only happy to oblige, gradually increasing my speed. I didn't want to ruin that "taking it slow" she had wanted, but I had to admit, faster felt better for me, for her, and that was all that mattered. I wasn't sure I wanted to go full jackhammer speed, but I was definitely getting to a more pleasurable speed.

Cindy's back arched hard as she climaxed again, and she basically flopped on her front, giving me an irresistible chance to change positions once more. I slipped her leg off my shoulder and had to reinsert myself, being good and leaving her tempting asshole alone. As small as the cheeks of her ass were, there was basically nothing in my way as I slipped back into her. I managed to hike her hips up on my thighs, finding an angle that felt absolutely fantastic as I started fucking in and out of her tight little pussy again. I had to keep a grip on her hips, but her cute little butt spread to put her sexy puckered asshole on display as I worked up again toward a frenzied pace while I drove her onward.

The next orgasm was even better than before; the angles allowed her pussy to really massage my cock as it worked her. I knew I wasn't going to be able to keep this up much longer. The inevitable climax was coming. I could try to keep my erection through it, but there was only one thing I could think of appealing enough to keep me hard. I leaned down, sacrificing a little depth on my penetration to get down by her ear.

"Once I finish inside you..." I whispered in her ear. "Do you want to learn what it's like to have a real cock in your ass?"

"Oh god..." She shuddered, pulling her face out of the pillow.. "If... If you can."

The thought that I'd get to fuck her ass after this got me there. I only had a minute to prepare myself, since I now desperately wanted to stay hard. Once I was ready, I thrust deep into her, and flooded her depths with my thick, syrupy sperm. Cindy just let out a whimpering groan of satisfaction as she was filled with my fluids. I kept concentrating and felt with satisfaction, her pussy massaging and trying to milk my dick, but I felt no sign of going soft.

Her back arched as it was, the pillow pulled away from her face, showing me that Cindy's eyes were closed and her mouth open as she seemed to be having a near-religious experience. That gave me a chance to reach over to my nightstand and retrieve a tube of lube. I sat up and slowly pulled my cock out of her as I drizzled a little lube along my length. It was more than I probably needed, but I wanted to make sure it was enough to lube Cindy's tush up so this went well.

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I placed my head on her puckered anus, and eased it inside. Cindy's eyes fluttered open, still half-lidded.

"Oh FUCK!" She gasped as she grabbed sheets on both sides of her head, clenching hard as she pressed back into me. She shuddered as I began to pump inside her ass. I was a little surprised how easily she took my shaft. Inch by inch, she accepted me until my cock was fully sheathed in her backdoor. "God... That's so much better than the plugs..."

"Ready to really feel it?" I murmured, really hoping she said yes. I so dearly wanted to just smash. Her ass felt amazing around my length, and already I could feel it rippling and trying to pull me in.

"Oh, wreck me!" She whimpered.

Her wish was my command. A single slow stroke to make sure the lube was doing its job and, once I had that confirmed, I worked up to a zealous pace. Cindy letting out yelps of pleasure in time with my thrusts as her ass got the reward for all her anal training with the plugs. It only took her a few moments to start orgasming, and I swear she didn't stop. I could feel myself working up a sweat, and I blessed Tina's name once more as I could keep going well past when I would have once wimped out.

I grinned in smug satisfaction as I noticed Cindy eye's rolling up in her head and drool beginning to run down her chin; I seemed to be literally fucking her into brainless bliss. Having already shot my load, I was able to last fairly long despite the amazing way her ass felt, rippling, clenching and trying to pull me in as I drove her even harder.

Again, and again, her body jerked and she clenched her jaws, silently succumbing to the waves of pleasure rushing through her. Each orgasm made her body dance around me as I continued to drive her to further heights of pleasure. I kept a solid grip on her hips as I drove her forward in this blissful experience of ecstasy.

The door creaked open and, balls deep in my sister's ass, I glanced over to see Bristol stepping into the room. I watched as she noticed exactly what was going on. She was wearing one of the more tame uniforms, which consisted of a tight, thin top, and short skirt that went to mid-thigh. Our eyes met...

... And I came deep inside Cindy's ass. She shuttered and groaned in satisfaction. Cindy's ass clamped and massaged, squeezing every drop of my cum out of my dick and into her.

Bristol's eyes glanced from mine to the cock pulsing in my sister's anus. I watched as her nipples became more pronounced and her cheeks flushed. At least she found it hot.

"I'm sorry... Am I interrupting?" Bristol asked, squirming.

"Oh... no..." Cindy sighed happily. "I... I don't think I could take any more..."

I let out one last little spurt, making Cindy whimper. Bristol gasped, and I realized she was taking the short, shallow breaths of a highly aroused woman. I slowly drew out until there was almost a POPas her asshole relinquished its grip on my rod.

"Um.... Everyone is waiting for you, Master Tom, when you are done." Bristol blurted out, then turned and left the room.

I laid down next to Cindy, and she cuddled up to me. She trembled with the sensations still rocking through her body. Her hand clasped my wrist, clenching hard.

"I never... knew it could... feel like this." She whispered, her body started to settle. She tried to stretch. "Oh crap, I don't think I'll walk right for days... but that was worth it."

Then her face suddenly got a concerned look. "Oh no... can you help me to the bathroom?!"

I helped her, on shaky legs, stumble to the toilet, and watched the relief on her face as she was able to release the fluids I had planted in her.

"I hope I didn't get any on the bed..." She worried.

"This isn't mom and dad's house. We can wash the sheets whenever. I think the housekeepers check every day, and they will take care of it." I told her.

"Isn't it weird though?" She asked, struggling. "That's your... stuff on the sheets... what if..."

"You know I'm probably going to end up doing to the housekeepers what I just did to you, right?" I pointed out.

"Ooooooooooohhhhhhhh, right." Cindy noted. "So smelling it, or getting it on their hands wouldn't be so weird."

"Oh, and they totally know what just happened." I added. "So it's not like they're gonna touch a sperm-y patch of sheets and have to wonder."

"How would they know? I was careful not to be seen when I snuck in here last night." Cindy protested.

"Well, first off, the place has cameras everywhere and I'd be shocked if we didn't have one of the security staff on cameras twenty-four-seven. Secondly, are you forgetting that Bristol came in, told us everyone was waiting, then left?" I marveled.

Cindy's face turned bright red. "Riiiiiiiight. Yeah. That was a thing... oh god, you had your... up my..."

"Mhm, and she got a good look. Everyone knows what happened. So, like I said, the housekeepers are not gonna be shocked to find cum on the sheets." I chuckled.

"I know they all know we're doing this... but it's still a little weird." Cindy confessed, before hurrying to explain. "Not that- Oh damn it! How do I explain this?"

She grunted and I heard more fluids fall into the water of the toilet.

"Like, I don't think it's bad that we're doing this. Part of me wonders why we waited so long, but another part... knows we can't keep this up forever." Cindy tried to clarify.

"We'll figure it out." I assured her.

Cindy looked at me and then away. "Like, I know we just had sex and everything, but... It's kinda awkward having you watch me on the toilet."

"Oh, that's fine." I told her. "I'll clean up, get dressed and go join everyone."

I got a rag wet with warm water and tossed it to her, "For you."

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