Guilty Pleasures Ch. 10

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

Her head rolled from side to side, and she cooed softly. "That was... wowie, Howie," she giggled. He eyes focused a bit more and she added in a less drunk voice, "Seriously. Wow. You know your shit."

Well. That was a gratifying review.

She reached out and tugged my hand toward her. "Now get up here with me so I can suck that cock, please," she said with a sexy little grunt as she rolled over onto her side and sat up.

"I don't feel like I should refuse that request," I said, letting her pull me onto the bed.

"You better not!"

She pushed me up to lie back against the pillows at the head of the bed. I did not keep the huge pile of them that my ex had always insisted on, but there were enough to prop me up and get a good view down at what Stephanie intended to do. I found I really wanted to watch this.

She circled me on all fours to the more open side of the bed and curled up like a cat by my hip. Her hand caressed my cock softly, not lifting it from where it lay along my abdomen. Then she bent over and, staring intently down at it, she slowly started to lick my dick all over, still not lifting the shaft from its repose.

It was a cute trick, and I liked it... very much. But...

"Good gravy that is hot, Stephanie," I groaned happily. "But the shaft is a terrible tease. Please, more around the head?"

She responded by grinning at me, saying, "But I like to tease," and licking the base of my shaft.

I just moaned. She giggled, and proceeded to take direction very well. Very well.

She lifted my cock upward and slid her lips around it. She sucked gently, then began to bob. And then she bobbed faster. And faster. It felt crazy good, but come on.

"Stephanie," I pled. "Slow down. That feels amazing, but give me a chance to enjoy the amazing shit you are doing to me. Give yourself time to enjoy what you are doing to my mind."

She slowed accommodatingly, and shot a quick glance at me to see if this was what I meant. It very much was. I rolled my eyes for her and groaned, "Oh wow! Now, this is fantastic."

I was back to coaching my way through a blowjob. I needed to develop a curriculum.

Except that a set curriculum would have made no sense--each girl had some great instincts, they had just needed the right nudge at different points.

At the moment, I had no notes to give. Everything was tingling. I rolled my head back and slapped the mattress spasmodically. "That's it, Stephanie! That's it. I'm... you're going to make me come. Oh heck yesssssss..."

She popped off my cock quickly, and with a lascivious grin, she chirped, "Well we can't have that, can we?" It was is if she thought she was sounding reasonable.

"Why not?" I asked desperately.

"I'm not done with you yet, Howie. Not by a long shot," she said, gently. "I hope you aren't done with me. We don't want you rolling over and going sleep."

I laughed merrily. "I thought young men were full of stamina. Has every guy you've been with conked out with the first pop?"

Stephanie looked at me, nonplussed. "Only twice. But, I flirt Howie. I don't fuck... that much," she said defensively. I looked at her. This was a girl that could get laid all day, every day.

I pulled her up to me and kissed her as powerfully as I could. "Please know, my current standard is three minimum, before problems start to creep in. With you? I'll go forever." I kissed her again.

She kissed me back, seeming a little surprised I was kissing her in the middle of... "So what you are saying," she grinned, "is, go back to sucking your cock?"

"Um, please?"

"And I suppose you want to come in my mouth too," she challenged, still stroking my cock gently.

"Again, please?" I wheedled. "But I'm happy any way you like. In your mouth, on your face, over your tits. I'll even be satisfied with you letting me finish on my own chest."

She laughed at me, and took me back into her mouth. "Eye geth ool aff do thee," she said merrily.

Did I just beg a girl to let me come in her mouth? Jesus.

I was certainly going to come somewhere, and soon. I tried mightily to control myself, but it was too much. "Just a moment more," I groaned, wanting to make sure to give her plenty of time.

She slipped me from her mouth and leaned her chest forward, pressing my tip against the smooth firmness of her breast while still jacking my base. "So you want to paint my breasts, Howie?" Stephanie asked with coo in her voice.

I nodded fervently, feeling my insides tense up.

"Too bad," she said merrily and instantly took my tip back into her lips. As I slid back inside her mouth, I lost it. My hips bucked and I pressed into her face. "Ungh," I moaned as I felt myself pumping gloriously into her mouth. She took it with style and grace, but without experience, and her face looked angelic as she tried and failed to swallow all I delivered in my overwrought ecstasy.

I was actually fairly woozy for a moment after I finished, and sank back into my pile of pillows with a sigh. I let my eyes close for a moment and I faked a snore.

She hit me.

I deserved that.

I also grabbed her and pulled her hard against me, partly in self-defense, partly because I was so blissful I wanted to pull her right inside me.

I accidentally tickled her as I pulled her against me, and she squealed in response. So I then tickled her intentionally. She squirmed around in my embrace, trying to escape, but I held her. She did roll away from me, and we calmed down, with me holding her from behind as a big spoon. She snuggled back against me, pressing my still pretty hard cock between those supple, magnificent cheeks.

We snuggled like that, wordlessly for an endless moment or two, before I began to nuzzle the nape of her neck, and let a hand steal round her to grasp a resting breast. She simply murmured in my arms... until I started teasing the nipple of the breast I held. Then she perked up and giggled, wiggling her ass back against my cock.

"Dammit, Howie," she said grumpily. "You are living up to my fantasies."

"One, thank you," I said, not removing my face from the crook of her neck. "And two, why does this irritate you?"

"Because now I'm going to be here a while," she said, a smile replacing the frown in her voice. She pressed her ass even more firmly back against my cock, which was hard as hell again and finding it a cold and lonely world, even resting along the crack of her ass as it was.

"Lift your leg," I requested, nibbling her ear.

I expected her to tilt up her knee, giving me enough room to slide my cock down and in between her legs. But no. She just lifted the whole leg straight up in the air, like half a split. It made her ass flex marvelously against me. "How's that?" she asked, smugly.

"Breathtaking," I said, releasing her breast and briefly stroking up along that slender gam. But I dropped my hand back down swiftly and grasped my cock. I shifted slightly lower on the bed and guided it against the heat of her delicious pussy, exposed wide by her leg, which remained effortlessly lifted.

She moaned as I let the tip rub against her slit, and so did I.

"Do you need... do you want me to grab a condom?" I asked, letting my tip wiggle against her.

"Please, no," Stephanie gasped. She rocked her hips against me. "I'm well covered. Just put that in me, please."

I like to fulfill requests.

I draped my top leg over her still flat one, and pressed my head against her pussy. I felt her lips part easily for me, but delving deep was a challenge, both from our erotic but difficult position, and due to how incredibly tight her depths were.

"Unnnngh," Stephanie groaned as I sank into her slowly. "Deeper..."

I chuckled, pausing. "You need to be careful with that word, Stephanie. What if you say it to a guy who has already gone as far as he can go?" Then I pushed hard to demonstrate that I could certainly delve deeper, myself. She chuckled and gasped simultaneously.

Slowly, I started to pump. Spooning was an incredibly intimate and comfortable position to fuck this girl, but going still deeper would need another position. I still kept going for a bit, never fast, just a slow, comfortable screw, letting us both revel in the bonding. Slowly, she let her raised leg sink back down, wrapping slightly around the leg I had between hers. I pumped softly on.

"Shall we shift around?" I asked in her ear, giving the lobe a lick. She seemed... not restless, but eager.

"Mmmmhmm..." Stephanie agreed languidly.

I tried rolling back onto my back, pulling her impaled form over to lie on her back atop me. I really couldn't thrust at all like this, and she realized it. She pushed her arms back behind her to either side of me and pressed her torso upward. She bent her legs for some purchase, and began to effortlessly rock her hips in long strokes. Her tight insides clung fantastically to my cock, neither wanting to let it slide outward, nor return inside. I groaned and flopped my head backward. And she kept up the rocking. It shouldn't have looked easy, but again--core strength for days on this girl.

I lifted my hands around her and grabbed both breasts, squeezing them gently but hungrily. Stephanie just grunted encouragement as she rocked.

Utterly fantastic as this was, she paused suddenly, then slid completely free. "Wha?" I asked in confusion.

"That feels fucking amazing," Stephanie said, flipping herself over and straddling me once again, "but I need to see your face, Howie." She looked down at me, grabbed my cock gently, and pressed it home inside her again.

Now I was looking up at her gorgeous face, wide mouth grinning almost feverishly as she started to fuck me again. Her breasts wobbled as she rose and fell, and I once again started to play with them. Then I just put my hands on her hips instead, guiding her pace. Those tits just looked so incredible as they swayed, dangling beneath her, I wanted to do nothing to hide their fascinating movement.

After a lovely bit, I lifted my hips firmly up off the mattress, arching my back. Then I gripped her hips harder to hold her in place, and started thrusting upward into her, hard. Now, instead of swaying, those boobs bounced with each impact of my cock slamming home.

The sensation of driving into her was amazing, but it was nothing compared to the visual feast of her sweating, undulating body above me, mewling like a breathless, hungry kitten.

It was a great way to fuck, but it was not going to last long. Not because I was about to come, but because I got breathless pretty fast myself. Unlike Stephanie, I am not, nor ever was, a finely tuned college athlete.

Fortunately, she was ready to come, I saw, and that gave me a second wind. "Christ... you look... amazing, Stephanie," I gasped, pumping upward as swift and strong as I could maintain. I was highly motivated.

"Fuck. Meeeeee," was all she could squeal in reply. In a moment, she slammed her hips downward, pinning mine to the bed and screamed happily. She just kept moaning as she corkscrewed her hips around my cock, which was being treated to an amazing series of muscular spasms around it.

I held her there as she came, but as soon as she started to weaken, I grabbed her ribs, pulled her down against me, and rolled her over with me now on top. She cooed and relaxed utterly beneath me, then yelped a surprised, happy yelp as I resumed thrusting. I was tired, but this was a lot easier to manage, especially since I was taking my own pleasure now, and not working so feverishly to make her body bounce so amazingly as before.

Her tits still bounced around intoxicatingly beneath me anyway.

Stephanie grabbed my ass lightly and tried to lift her legs to wrap around me, but she seemed just too relaxed to summon the strength, and let them flow back to the bed. "Oh, fuck Howie! You are better than my fantasies," she sighed.

That was so good for my ego that for the second time, I refrained from cautioning her about her language.

I had not felt too close before myself, but the sensation of her titanic orgasm around me, my new, more relaxed position, her fevered compliment, and the way she was now begging me, "Harder, please! Harder!" all had me suddenly rushing toward fulfillment suddenly.

"Oh, Stephanie," I sighed deeply. "I'm going to..."

"Do it," she growled needfully and squeezed my ass.

I slammed into her as fast as I could and essentially screeched as I felt myself pumping spurt after spurt deep inside her. No one burst was that incredible, but I just kept spurting, and each built on the one before until the fourth or fifth and final flow about melted my mind. My cock was so overstimulated, I tried to throw myself to the side, off and out of her, but Stephanie's grasp on my ass held me within her.

"No!" she cried, pulling me back into her. And she came again.

The feeling of her renewed orgasm sending shockwaves through her flesh surrounding my wildly over-sensitive member just about killed me. It would have been understandable if it had.

My moment of delicious distress passed, and I found I could comfortably remain embedded inside her as my cock at last began to sag a little. Of course, now that I could, I chose to so remain. I propped myself up over her on my elbows and looked down at her with a smile.

She giggled back up at me. "Holy cow, Howie! That was not falling asleep!"

"I am committed," I replied breathlessly.

Her hands slid softly from my ass and up the length of my back as she stared at me affectionately. Then she shook her head and a trace of sadness entered her expression. "I am going to bank this feeling to remember for a long time," she said softly, as much to herself as to me.

She thought this was a one-off? That I'd want to move on? That my usual guilt would make me push her away?

Would it?

I didn't feel the same in this aftermath as I had with any of the Trinity. This was not a daughter-in-buddy. Stephanie was my daughter's friend, and my daughter's age, but she hadn't had the same relationship with me. If I were seen with Stephanie, some people might talk, or disapprove, but it would be no major scandal. Some people would die of jealousy...

I could not let this creature feel for a moment that I thought of her as a transitory, momentary amusement.

"Can I take you to dinner this week some time?" I asked her with a breathless, but not overly eager smile.

Her answering smile quickly faded though. She shifted uncomfortably beneath me, but when she realized that was making my softening cock slide a little free, so she froze, to keep it in place within her.

"I can't Howie," she said softly, regretfully.

"Why-ever not?" I asked, curious and reassuring. "Don't want to be seen in public with an old geezer?" I made my tone light, but the possible truth of that suddenly stabbed at me.

"Howie," she said, with pain in her voice. "I am a pre-med student. And I'm a varsity cheerleader. I want to go to a premier med school when I graduate. I don't have time for... anything. Even this summer, which is almost over, I'm taking only one class, and I have still used up almost every minute of free time to come over to your house for Becca's pool parties."

She reached up and clasped my cheeks in her soft hands. "If I let myself start spending time with you, Clark, I'll never make it. You'd suck away my life." She caressed my cheek again, visibly thinking. "Remember, I said I flirt, I don't fuck much? Unless I'm just..." she cut herself off. "Well I don't date ever anymore. I dated a lot my freshman year. I did love me some basketball players," she mused for a moment. "But it almost cost me my medical career. I especially can't date. I can't be with a guy. What's the point, if I can't give the guy my time?"

"I'd hardly try to make demands on your time," I started to say.

"I'd make the demands," she said, calling me Clark again. "You are so sweet, and so fun, and so sexy, I'd want to just hang out with you constantly." She grinned naughtily. "And holy shit, I'd keep you between my legs all the goddamned time. I've never come that hard in my life, and I did it twice, just now. I cannot let you be a part of my life, Clark."

"Well, that is the nicest blow-off that I've ever heard," I sighed, crushed, yet somehow relieved. And flattered as fuck.

"I'm not blowing you off," Stephanie insisted, kissing me softly, then hard. "I'm just... swearing you off."

So. I was the transitory, momentary amusement. And I couldn't even be upset about it.

I kissed her gently.

"That said..." she said with a giggle. "There is no way my brain is going to be able to study the rest of this evening." She bit her lip. "Think you can follow through on your boasts about stamina and do that with me one more time?

I laughed, and rolled off of her to flop exhaustedly on the bed. "With pleasure," I said happily. "But I am a little... expended at the moment. It may take a minute or three before I can manage the gallant reaction again!"

Stephanie laughed along with me. Then she traced her fingertips down my chest as she snuggled firmly against me. "Take you time. In the meanwhile, I'll see what I can do about refreshing your interest..."

With that, she twisted down and started licking my spent cock, paying especial attention to the tip.

----------------

Thanks for coming along so far on this odd little ride! I hope you enjoy it as much as I enjoyed writing it. Thanks in advance for your kind votes and favorites, and please take a moment to comment. As always, that's how I get rewarded and encouraged.

Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
16 Comments
XN1955XN19556 months ago

Need. More. Stars.

AnonymousAnonymous7 months ago

I call BS on Stephanie! Having a steady guy, who always gives 110% (or what would be for OTHER guys,) never pushes for more of her time, always ready to forgive the inevitable "have to study or do extra research hours, can't see ANYONE right now"... That's the best possible med-school SUPPORT! And she'll NEED THAT!

It's essentially a dream come true, and she'd have to be clinically insane to choose not to avail herself of someone who could easily come (over time) to care VERY deeply for her, and vice versa! Clark's the best part of such an education that a woman can hope for, especially as he's LOADED and about to become much RICHER!

Cunning_Linguist_69Cunning_Linguist_697 months ago

Great story! Grabbed my interest (member) and kept it firm throughout!

MarkT63MarkT6311 months ago

Way to go Clark!!! I would start a P/T Co-ed harem!!!

Ravey19Ravey1911 months ago

Great instalment, Clark and Stephanie. Good to see she has her head screwed on right and knows what she wants leaving Clark and Thalia????

Show More
Share this Story

READ MORE OF THIS SERIES

Similar Stories

Alistaire Ch. 01: Carrie Croenke A shy virgin wallflower comes back to his old town.in First Time
A Reputation Ch. 01 - Cleaning Up Very unplanned shower sex is a bit more public than desired.in Erotic Couplings
The Big Tits Club Ch. 01-04 A virgin teenager and his six busty best friends.in Group Sex
Sylvan Courtyard: Ch. 01 - Moving In A guy discovers his new apartment has a helluva view.in Exhibitionist & Voyeur
Pal-entine's for Single Parents A single father is just looking for a friend...in Romance
More Stories