Literotic asexstories – Caitlin by littleladyfun,littleladyfun
My name is Jason. As of this moment, I’m 35 years old. I work for a marketing firm that taglines our services as “the evolution of marketing”. Nah, I don’t own it or anything. My girlfriend kinda calls me their “bitch boy” because of the tremendous and, most of the time, sudden workload I would get on the fly.
I was born in London, but very quickly soon after, we moved to New York. I was, what… 3? So, yeah, barely a shred of memory there. One would certainly agree that I was more American than anything else.
I met Caitlin many years ago. Her dad would come into the bank (where I was working then) and he would take her with him. She was 16 at the time, still in her catholic school uniform and the somewhat snobby, “I’m better than you” attitude. I was 24, pretty much fresh out of Uni, obnoxious and, yeah, I admit, a bit of a player.
I would see them about twice a week, her dad would enter, the manager would make a call and he and her dad would enter one of the top level offices. Caitlin would be left at the waiting area doing… whatever. The first time, she had a schoolbook. I felt bad for her being alone, so I went over and sat with her.
“Hey kiddo, what’re you reading?” I asked.
She looked at up me with a frown, “I’m not a kid, you idiot! I’m 16!” I find it extremely funny that she says it almost syllabically, “i-di-yet!”
Biting my lower lip from grinning, to no success though, I replied, “I was just playing nice. You look nowhere like a kid.” What a dumb reply!
She stared at me with piercing eyes for a minute and turned back down to her book. “Go away,” she mumbled.
“Would you like a soda?” I asked.
“No,” this time, she replied without looking up. “I’m not eight. Go away.”
The first few meetings we had were mostly like that. I’d ask how she was and she’d start it out with the “i-di-yet” name-calling. I was just messing really, even handed her one of those big colorful lollipops once, to which she replied with a look as if she was gonna smack me on the face with it.
One day, about a year since our first encounter, they came in and she looked like she had just come from crying, her eyes were still red and puffy. Her dad went on his usual routine, into the big doors and she sat, this time at the corner of the waiting area, her head down and flipped through the huge textbook in her hands.
I stared at her, thoughtful for a moment, and checked to see if my supervisor was around before getting up.
“Hey,” I said, taking the seat beside her. “Are you alright?”
She didn’t say anything.
I took a peek at the book she was reading, Math.. higher level math, to be specific, algorithms and probability. What??!! She was, like, what, Senior high?
She mustered a sniffle, which brought my attention back to her. “You know, I’m pretty damn good at Math. I could help you a bit, if you’d let me,” I told her with a sincere tone. It’s true, I’m fuckin fabulous at Math, among other subjects.
She stayed quiet for a moment, thinking maybe. I sat back against the chair, not wanting to be too pushy about it. Her dad must be the strict, over achiever type, not something I was a stranger to. My parents fought a lot because of that. They stayed together but, any dumbass could tell, it wasn’t really a harmonious relationship.
I saw my supervisor coming out of her office. I got up to avoid getting into trouble but a “wait” made me turn around.
It was the first time I got to really see her vulnerable side, albeit blushed and puffy from crying”. There IS something soft and delicate beneath all that bitchy exterior she used to put on. At the same though, there was a look of unsureness.
“I have to go. My boss might fire me for leaving my desk,” I grinned, “I don’t really care but, I won’t get to see you again, if that happens.” I smiled and, the same time, there was like a mental smack to the back of my head about what I’d just said. It sounded exactly like some line a player would use, and she was just a kid. “How about, you think about it and we’ll work up something, a day or time when I’m off work.”
She bit her lower lip in thought, “I don’t know if… my dad would let me,” she said, embarrassed about it.
“We’ll work something out. He doesn’t have to know anything other than your math results at the end of the year,” I smiled, “that good?”
She forced a smile and nodded.
I turned back and realized one of my teammates covered for me by intercepting our boss, blocking her sight. I smiled and turned back to Caitlin, “I have to go now, will you be okay?”
She nodded.
About 20 minutes later, her father exits the big office. I turned to check on her, she had tied up her hair and looked much better than when she entered. She watched him take the steps going down, walking over to meet him. She turned to me and handed me a note.
When they left, I opened it. It had her mobile number and a “thank you” written on it. I felt a pat on my shoulder and turn to see the guy who covered for me, with a silly grin on his face. “Congrats dude, you finally got her number.”
I shook my head, grinning as well, “Don’t be an perv, she’s a kid. I was just helping.”
He laughed, “You think she’s a kid? Better get your eyes checked, Jay. She’s hot and far from being a child!” With that, he went back to his desk. I shook my head and went back to work.
I texted her that evening, realizing I didn’t even know her name, nor did she know mine. (Yeah, I know, stupid huh? It’s been, what, a year?) I wasn’t wrong about her father though, so it was definitely a problem getting around him, not that I had any devious plan in mind to manhandle his daughter.
One of our recourses was online chat. I informed her when I was free from work and she would just message me when we could commence our “tutoring”. It went pretty well at first. She wasn’t slow or anything. Sometimes teachers just aren’t very good at explaining in simpler terms but seriously, it was way too advanced for her. Since then, when she came back to the bank with her dad, she would flash me a smile and sit on her usual place by the corner of the waiting area.
Our once cold-shoulder meetings became goofballing around and jokes that only we understood. She even got to meet some of my friends at work and, I’m glad to say, she’s warmed up to our environment. Oftentimes, she would open up about her thoughts, her concerns with her parents.
When the topics got too difficult to explain online, we started to meet outside, at parks, at the mall, some fast food place, even if it was during my lunch hour, any bit of time that I could make, I found myself making. We started to click really, she mellowed down and I… well… she was polite enough to laugh at my jokes. I guess I became her friend.
Admittedly by her, she wasn’t very sociable with others because of the pace of education her father her through. She would be the youngest in a class or the smarter ones would think she got where she was because of her father’s influence, those types of things.
Our meeting at work became more relaxed. On instance, we would toss each other candies from my desk to where she sat or she would actually come to my desk and chat about nothing (in an effort to distract me from meeting the deadline). So, yeah, we became really good friends.
There was a week of vigorous review for a big quiz she had coming. The day after, we met at a park on my lunchbreak. It was a nice day, the sun wasn’t glaring, it wasn’t too chilly or too warm. She laid down on the grass and I sat leaning against a tree, eating an apple.
She turned and looked at me.
“What?” I asked.
“Will you share your apple with me?” she smiled as she asked.
“Hmm…” I pretended to think, “how about you lay still with your mouth open and I’ll toss you a chunk?”
“You’re such an idiot! Can you be any less of a gentleman?” she pouted.
“Oh, don’t give me that look. You know it never works,” I grinned and bit down on my apple again. “I’ll make sure to pack some berries next time, that way, they’d be a perfect fit in that mouth of yours.”
She growled in exasperation, turning over and crawling towards me.
I raised an eyebrow and playfully “protected my apple” under my arm. “Are we gonna wrestle for it?”
She slapped at my arm, “Oh shut up!” and laid back down, her head over my legs this time. I smiled, it was nice spending time with her after all the hard work we put on studying the week before.
“Do you think I passed the test?” she asked, staring up at the sky.
“I’m sure you did, you did pretty well on all the mock tests I gave you.”
“How did you get to be so good at math?”
“I grew up not really having much toys or gadgets, and I love puzzles. I enjoy the challenge. I don’t know, I just see the numbers differently, I guess.”
“My dad would love you,” she mumbled out.
I wasn’t sure what she meant at first, so I didn’t react to it.
She turned sideways so she was looking right at me. “My dad’s an actuarian, did you know that?”
I shook my head, my eyes focused on hers.
“He seems to depend on numbers so much. It’s been his whole life,” she continued. “I think he wants me to follow his career.”
I cocked my head to the side in thought, “Is that why you’re doing higher level math? I can’t imagine being at your age and learning what you’re learning, if I’m honest.”
She nodded. “Ever since I was little, it was always seeing things in numbers, computing for probabilities and statistics.” She closed her eyes and took a deep breath. “He’d like you. You think in numbers.”
I laughed, hard, “You’re joking, right? I don’t think in numbers. I just… get to thinking when I see something interesting, not necessarily number-related.” I ran a hand through her hair and reassured her, “You’re great, Caitlin. Don’t let your dad dictate your life or put you down. You’re a lot more than just numbers.”
She took my hand in hers and stared at it thoughtfully, “Maybe…” She kissed the inside of my hand and, for some reason, my heart seemed to skip a beat. “Thank you,” she said.
I grinned, “Now, close your eyes.”
“Why?”
“I know how you like surprises,” I smiled.
She smiled as well, a look of excitement filling her face as she closed her eyes. I lifted her head up off my legs and laid her back down gently on the grass. I moved closer to check if she was peeking. I took out a handkerchief and tied it around her eyes.
She laughed, “Seriously??”
“Very much so,” I replied. As I tied the knot behind her, I realized just how close we were to each other, our faces just inches away. I could feel her warm breath on my face. For a moment, I just stared at her, that silly, excited, little girl grin, holding back excited laughter. My gaze lowering to her soft, pink lips, what it must feel like to kiss her… I traced my finger along her cheek, against her blindfolded eyes, down her nose, tracing her lips, watching them part slightly. I could feel her body tensing up in anticipation. I felt so drawn to her, in that very moment, I drew closer and she leaned up to meet me. Our lips grazed like a feather brushing lightly, before I pulled away and put the apple on her mouth instead.
I got up quickly, anticipating her retaliation. She laughed, like always. She got up and pulled the blindfold off, throwing the partially bitten apple at me. “You’re such an idiot,” she called out.
I laughed, “shielding myself from the flying apple, “now, now, no need to get feisty!”
She charged at me. I prepared myself to catch her, I did and we both fell on the ground, laughing. “You’re like twelve,” she said, giggling.
Needless to say, she did pass that test and the following tests since. I thought, at least by now, her father could no longer fault her for anything because, to me, she was perfect.
As she got closer to her 18th birthday, she started applying to, of course, the big universities across the globe. She would talk with a glimmer in her eyes about how excited she was, what and where she wanted to go. It didn’t take a genius to know that we were nearing the time to part ways. We all know how universities change people. I think, that was probably why I didn’t let the kiss happen, apart from her being so young. I feared the time would come that she would “actually” grow up and realize I wasn’t anything special.
I watched her talk (and talk and talk) about everything she was looking forward to. I did my best to show support and encouragement, even suggestions to what uni would be great. Then my lunch-break was over and I had to leave her again. She smiled and leaned close, I thought it was to whisper something, until I felt the softness of her lips against my cheek. “You did all this for me.” She smiled, “I don’t know how I’ll survive without you.”
I didn’t know what to say. My inner consciousness wanted me to beg her not to leave at all but that wasn’t fair. So, I did what any idiot would do. I smiled and got up, “Try not to miss me too much. I’m sure you’ll meet many more guys who’re way better than me.” Before I walked away, I thought I saw her smile fade at my reply. I inhaled deeply and went on back to work.
My concentration started to fade as her (and her father’s) visits became lesser and lesser, compounded by the fact that she would be gone soon. There was only one more goal on her to-do list and that was the acceptance letter to wherever. Ironically, the result would come out just around her 18th birthday.
Whenever I was free, or a had a moment to myself, I would try to think of the perfect gift to give her. It would’ve been easy if she was just a typical friend, I would wrap them up a calculator with the biggest font I could find. But she wasn’t that to me.
One day, after one of our math sessions, she tossed an eraser at me. I look up, thoughts interrupted.
“Why are you so quiet?” she asked.
“Have you ever been in a test room where people chatted and laughed and played pranks?” I answered.
She shook her head and smiled, “You can’t fool me anymore with those jokes. I know there’s more to you than being an idiot.”
“Gee thanks,” I smirked, “glad you think so highly of me.”
She cocked her head to the side and punched at my chest, “Come on, what’s up?”
I mustered a smile, “It’s nothing. Any word on the results yet?”
She smiled widely again, “No, but I’m so excited! By the way, daddy’s celebrating my birthday at the hotel across the street from the coffee place we went to. Can you come?”
I stared at her blankly for a minute, “Uhh I doubt you could sneak me in on the guest list.”
She laughed, “Don’t be silly, it’s my party. I can invite anyone I want. Please say you’ll come. Pleeeaasseee??” She flashed me the same old pout she would use.
“I’ll think about it,” I replied. This time, her phone came flying at me, which I caught easily with one hand. “Whoa, easy there!”
“You have to be there,” she whined and followed with a pout.
I grinned and turned on her phone, aiming the camera at her. “Oh that’s cute, another skill to add to that blossoming resume.”
“Damn you,” she cried out, smiling and reaching for her phone. “Listen, Wednesday’s a holiday which means… no work for you. Let’s hang out.”
Hang out? I thought.
“We can go the mall in the morning and maybe grab lunch and…” She looked at me with some mischievous grin, “hang out at your place,” capping the sentence with a cheeky smile.
I stifled a laugh, “I… don’t think that’s a good idea.”
“Why? I’d love to see where you live.”
“I can’t, Caitlin,” I looked at her apologetically. “It’s… bound to stir up issues.”
“What issues?? It’s my birthday on Friday. I’ll be a certified adult by then. I can do anything I want. Besides, who’s gonna know?”
“You’re just evil incarnate on two long, creamy legs, aren’t you?” I chided. “What exactly are you planning in that silly brain of yours?”
She flashed another mischievous grin.
Wednesday came and, as usual, I was conned when she said “let’s go to the mall.” Because where we headed AT THE MALL, wasn’t exactly… well… kosher for me. She wore this white, button down top and a short pink skirt, that just seemed to make her legs look really long, and was chatting with the attending lady while I was… just there… you know, surrounded by all the soft, lacy, “delicates” and “intimate apparel” section, with other women, older women looking through the merchandise and looking at me and looking at Caitlin and then back at me.
At some point, I noticed an older man staring at me for what seemed like an entire minute, to which I returned a “What??” look with my hands in the air, making him turn away. I walked over to her, just in time to hear her call out her size.
“Caitlin, baby,” I said, in a low voice, “I think we should go.”
She looked at me questioningly, “why?”
I grumbled and mumbled, “Mmm… it’s not exactly my area… How about we meet up somewhere later?”
She and the attendant smiled at my uneasiness. “I assure you, sir, many of our customers have their husbands and boyfriends and fathers and brothers with them.”
I turned to the attendant, “but I’m neither of those!” Her smile disappeared and, instead, turned her attention back to Caitlin, both discussing the style she wanted. I took a peek at the black set, the light pink set, and the white set. I pointed to the pink set, “That’s perfect. Now, let’s go, please?”
Both women looked at me with surprise. Caitlin smiled and turned back to the attendant and nodded. “I told you he’d pick one out.” I rolled my eyes as they both laughed.
We finally left the mall. She slipped her arm into mine and leaned her head against my shoulder. “Your place?”
“Oh, you really enjoyed that earlier, didn’t you?” I said.
She smiled, “anything that makes you uncomfortable adds to my power.”
I shook my head, “try not to wallow in pity when you’re at my place.”
As soon as I opened the door, she spared no second entering, eyes scanning the entire area of my apartment. I closed the door behind us and held my breath for some cheeky comment that was about to come.
“For a guy, you’re really neat,” she said, nonchalantly, which was surprisingly decent, coming from her.
“Thanks, I think,” I went over to the kitchen and looked in the fridge. “Want some cereal?” I felt her hand on my back and her face peering beside mine. “You can’t expect me to believe that’s all you’ve got,” she said.
“I can call for pizza,” I teased, closing the fridge door, “I was more hoping you’d forget about coming here.”
She bit her lower lip and sat back on the couch, facing the tv. “pizza and champagne?”
I laughed and slumped down beside her, “Are you serious?”
‘Yeah, we must celebrate,” she threw her hands in the air and made this big whirl around and smiled.
“Celebrate what?” I grinned, reaching for my phone, “Pepperoni?” I asked, as I dialed the number.
“Hot and spicy,” she replied before nudging me on the ribs, “It’s my birthday, you idiot! I am finally a legal adult, free from the oppression and limitations that society holds upon me.”
I raised a brow at her statement, to which she reacted by tossing a pillow at me. “It’s big deal!”
I shrugged, “I miss being a teenager, oppressed or bound by parental rules, but at least, no bills or responsibilities.” I flashed her a wide smile just to irritate her.
She shook her head, “no way, you’re not getting me fooled by all that.”
I sat back, staring blankly at the ceiling, “So, today is actually your 18th birthday…”
“Yes,” she beamed, proudly.
“And the hurrah thing on Fridays is…?”
She made a sound of exasperation, “My dad’s idea. He wanted to throw some big party and he thought Friday would be much more appropriate. You will come, won’t you?”
I dropped the phone as she positioned herself sat on my lap, facing me. My eyes grew wide.
She laughed, “why do you always seem afraid of me these days?”
I bit my lower lip in thought, “Coz you’re… psychotic?”
She started to undo the buttons on her blouse. “You’re such an idiot.”
I stopped her fingers when she got to the second and held her hand in place. “Caitlin…”
She looked at me, puzzled, a bit ashamed that her cheeks got red. She got off me and sat back down on the couch, avoiding making eye contact with me. “I always thought you liked me. God, I feel awful.”
I turned to my side, “Look at me, Caitlin,” she didn’t, so I reached for her chin and turned her gently to face me. I could see she was close to tears. “I do like you but, I know it sounds cliché but I just think there’s still so much more for you to explore.”
“You still see me as a kid.”
“Maybe, a little bit…But I do know that you’re not. I just…it’s pressure for me to…” I struggled to find the right words. I looked away for a second. But, as I turned back with better words thought up, her lips were suddenly on mine, silencing me from any more justification. Like any man, I was stunned, then reactive and proactive. My hand cupped her face and held her close. Her lips parted and sucked on mine. Her body leaned against me, I could feel her heart beating … or maybe it was mine.
Damn hell broke loose, I reached for her leg and pulled her back onto me. It was like our kissing went on forever, like it was long overdue. I sucked and bit gently on her soft lips. She moaned softly and pulled away gasping. My fingers found their way to her blouse, undoing the buttons and pushing it off her shoulders. I gazed at her half naked, admiring her. I could already feel the strain in my pants.
She leaned back down to me and commenced our kissing. When I felt her lips part, I slipped my tongue inside, hungry for her, wanting to taste every part of her. Her body was hot and needy, I could feel her grinding down on me, only serving to complicated the hard strain. I reached for her soft mounds, still kept in place by her bra, kneading them softly. She was wriggling, straining in desire, moaning muffled in our kiss. My hands moved lower to her ass, reaching under her tiny skirt, cupping and squeezing the tight, round curves of her ass. She was wearing a thong, I groaned in my head at the arousal she was causing me. It was nothing compared though to her body thrashing about, desperate for touch. I pulled away from her lips and kissed her neck, whispering in her ear to “calm down a bit”.
She looked at me flushed, a pleading look on her face for something she probably didn’t know what yet. I lifted her up against me, carrying her over to the bedroom and laid her down gently on the bed.
“I want you,” she begged out.
I put to her finger to her lips, leaning closer to admire the blush on her cheeks, the heaving of chest. “You have to calm down a bit,” I told her.
She groaned, “I can’t!”
I smiled and kissed her lips, moving gently down to her neck, between her breasts, to her tummy and heightening her anticipation as I reached her thighs. Pushing her skirt up, I pushed her legs apart, I could smell her arousal, feel the heat emitting from between her legs. I pulled my shirt off and tossed it aside. I secured her legs on either side of her, planting soft kisses against her panties. I could feel her legs tensing, fighting my hold on them. I dug my face harder against her, nibbling my teeth at her hard clit.
“Oh my god!” she cried out, her legs straining and trembling.
I released her legs for a second, reaching for the band of her panties and pulled them down and off. I thought I would die when I saw how beautiful her pussy was, stripped of any hair. I looked up at her, she was looking back at me too, perhaps waiting for a reaction.
I stood up and reached for a pillow, laying it beside her, “just in case,” I grinned.
“In case what?” she gasped out.
I didn’t bother to answer. I secured her legs apart again, making her pussy part slightly but enough space for me to slide my tongue along it. It drove her crazy instantly. I sucked and teased her hard nub, flicking it with my tongue fast enough that she was, again, moaning, writhing and bucking on the bed. I continued my tongue teasing, tasting the juices that flowed freely out of her. Her fingers were grasping tightly on the sheets. It didn’t really take too long before her body arched and tensed and she released a loud, sexy, out-of mind, scream as she reached the peak of her orgasm.
Even then, I continued eating her, running my tongue all over her pussy. She tried to close her legs, but I held them apart. She was trying to beg me to stop for a moment, but it was so intense and I loved pleasuring her. While she was in that moment, it was easy getting her off again and again. Finally, I could tell, she was tired, gasping and panting. On one or two of her ecstatic moments, she mashed her face into the pillow to lessen her screams. I released her legs and wiped off my mouth with the shirt I took off.
Climbing back on top of her, the chain around my neck, dangling between her breasts. I stared at her face, tired, flushed, out of breath.
“Are you okay?” I asked, tapping light kissed all over her cheek and forehead.
She forced a tired smile and reached for my hand, interlocking her fingers with mine. “Jason…” she started to say.
“Shh… Rest, baby,” I laid next to her and held her against me as she drifted off to sleep.
I woke up to the feeling of her finger running along my ribs, like a maze. I kissed her head and she looked up.
“Hey,” I smiled, still a bit husky from just waking up.
She smiled and planted a cheek on my chest. “That was… intense.”
“Yeah,” I agreed, rubbing her shoulder to make sure she wasn’t cold.
She was suddenly silent.
“Are you alright? Do you want to go somewhere else?”
She laughed, “Will it make a difference?”
I grinned and poked her on the rib, “Silly! I meant, maybe you’re… processing what just happened.”
“No, I umm…” she fell silent for a moment, in thought.
I pulled my arm off from around her and sat up, she did too. “Talk to me,” I said, softly, eyes locked onto hers.
“It seems like…only I…” her cheeks grew redder as her sentence trailed off.
“Came? Orgasmed? Exploded? Screamed like the world was gonna end?” I teased.
She bit at her lower lip in shame. I guess I went too far. It was after all, or at least it very much seemed like, her first time. “I’m sorry,” I said, lifting her chin up. “And no, I loved and enjoyed every second of it.”
“But you weren’t… I didn’t … Do anything,” she said, struggling to find the right words.
“You think?” I smiled, eyeing at the pillow.
“It was reacting to what you were doing,” she said.
I reached over and caressed her cheek, “one at a time, alright?” She nodded but for some reason she didn’t seem content. I got up and donned a shirt from the closet, went over to where I dropped my phone and continued the pizza call. It was the only way I could keep myself from going further than I felt I should with her.
While waiting for an answer on the phone, I sat beside her and pulled out something from the side drawer, handing it to her. “Happy Birthday!”
She smiled wide again and sat up, excited, holding the covers over her breasts. “You remembered all this time, you idiot!” She giggled as she held took the gift, biting her lower lip, deciding if she should open it or not.
I laughed, “go ahead, it’s nothing fancy.”
She smiled at me and reached over to plant a kiss on my cheek. “Thank you.” She tore open the wrapper and stared at the photo in the little white, vintage wood frame and laughed as she saw her pouting photo. “How did you get this? You used my phone!”
I grinned, “I wouldn’t not keep a copy of that. I can’t miss it for the world.”
She slapped my arm. “You sent it to your phone?”
I smiled and held up my finger to silence her, getting up to call out the pizza order.
I was finishing paperwork on Friday when her text came in, reminding me to attend the extravagant celebration her dad prepared for her. I was hesitant but I did want to see her and at the same time, I was a bit worried about what her dad would think if he saw and recognized me. Of course, she assured me he wouldn’t but one can’t help but be anxious.
As I was on my way out though, my supervisor came over and instructed me to go through the big doors upstairs. I asked why but she said she didn’t know. So I made my way up, moving quickly as possible and knocked before entering. I expected to see a big conference table with old men and their thick framed glasses staring back at me or another huge area that was for accommodating VIP clients only. Instead, there was only one man standing in the room, his back turned to me.
I took a step forward, “Did you ask for me, sir?”
Without turning around, he said “Are you done fucking my daughter?”
Well fuck me, I thought to myself. “I’m not sure I understand… Sir.” I said, biting the insides of my cheek to keep calm.
This time, he turned around, “You think I don’t know what goes on in my daughter’s life, how she could possibly get such high scores when she was always a C student, or where she goes and what she does on her free time, most especially when she’s down there waiting for me?”
“I think your daughter deserves the right to decide for herself what she wants to do on her free time. I think you should give her credit for surpassing your expectations of her.”
He stood in place, arms crossed against his chest. “And you’re telling me how to appreciate my daughter? Are you a parent?”
“No, sir, I’m just being straight with what I think. It doesn’t take being a parent to appreciate people.”
“Well, why can’t you be straight with her then?”
His answer made me look up. “I’m not sure what you mean.”
He started walking towards me, “You talk to her, representing yourself as a normal, regular, hardworking employee. That isn’t actually true, is it?”
I didn’t answer.
“In fact, while you’re busy judging me, you never thought to tell her that you also come from money, that your father is one of the top architects in Europe and your mother-”
“What my parents do has no reflection over who I am,” I interrupted.
He scoffed. “But it does, you are who you are, because of them. You grew up going to exemplary schools, with peers from other significant families. You gain from the advantage you got from your parents. It is similar as I want my daughter to become the best that she could be through my experiences and what privileges I’ve earned getting to where I am today. You being in her life hinders that. You being in her life, makes her want to give it up and stay here with you.”
I wasn’t easily intimidated but what he said about her did denote something. Caitlin means the world to me but, from how I’ve grown up, I know that she needs to see the rest of what’s out there before deciding on me. I do understand young love and being impressionable.
“No more words, Mr. Hastings?” He stood right in front of me this time.
I turned to face him, eyes firmly at his, “I did not fuck your daughter, nor did I fuck WITH her. If she came to me, it’s because she couldn’t come to you. So, whose fucking fault is that? You had her struggling at a level she wasn’t ready for just to obtain your goals for her. Is that more important than being her father?
He nodded, “touche, Mr. Hastings. You are correct, I am not a perfect father but remember this, destroy her future and I will destroy yours. In case you don’t know, I have the ability to influence many, how you expect your life to turn after this, is up to you. Leave my daughter alone.” With that, he turned and walked away.
I watched him leave, only then did I realize my hand was in a tight fist ready to punch him in the face. I exhaled and decided it best not to attend her “grand celebration”.
Instead, I stayed home and munched on chips and watched tv. I wasn’t even aware I had fallen asleep until the loud knocking on my front door. I jumped up, dropping the half-full can of beer on the floor. Shit, I thought to myself. I noticed my phone had way too many missed calls and messages than normal. I went over to the door, groggy, and opened it. Caitlin stood there, a look on her face, I couldn’t describe.
She entered without waiting for an invite and, upon seeing the spilled beer and tv, she turned around furiously. “This is what you bailed on me for?”
I was barely awake so I said nothing but closed the door.
“You didn’t come to my birthday because you wanted to drink and watch tv?” she said again.
“God, Caitlin, please, it’s just a party.” I tried to shake the headache off, “What are you doing here anyway? Isn’t it late?” I struggled to steady my vision at the clock.
“It’s important to me and why are you being a jerk?”
I rubbed my temples and sat on the couch. “can we do this tomorrow?”
“Jason…”
“Fuck, Caitin, what do you want from me??” I said, in a voice louder than normal.
She was taken aback by the harsh tone and stopped from finishing her sentence. Instead, she said, “It just wasn’t complete without you. You said you’d come”
I sighed, running my fingers through my hair. Getting up, I went over to her and took both her hands in mine. “Caitlin, that party wasn’t you. It was your father’s big announcement to the world about you. Yesterday, our day together, it was all you and it was great! I’d give the world to have all that again.”
Her eyes lost their sparkle for a moment. Her hands closed on mine as she said, almost faintly, “Make love to me.”
I shook my head for a moment, wondering if I’d misheard. “What?”
Her hands cupped my face, pulling me closer to hers, “you heard me.”
“I…,” I couldn’t find the words.
“I’m not a child for you to protect anymore, Jason,” she continued. “You’ve never even told me what you feel about me or about my leaving.”
For some reason, my brain started to reboot or something, “It isn’t relevant,” I answered, “The same as what you’re asking me. Don’t you think it’s more important to … Give yourself to somebody you really care for?” I thought to pull away but she held onto my hand.
“I do care about you. Just…ask me to stay,” she said, almost in a whisper.
I closed my eyes, not wanting to show her much I would’ve wanted to ask her that.
“Ask me, Jason,” she said again, sounding almost in tears.
“I can’t do that, Caitlin,” I answered, mentally slapping at the back of my head again. “I just can’t.”
“Why not??”
“You know why, it’s not fair.” I walked away from her, I couldn’t bear seeing how my turning her down affected her.
“Not fair for who?” she said but then shook her head in surrender. “Then, give me the other thing I asked for.”
My head was still in a minor spin, that I wasn’t sure what she meant until I turned around. She stood in the same place, but she had stripped down, naked. Her beautiful body forcing my head, almost straining it, to focus.
“I do care for you, Jason, even when you can’t seem to feel the same for me.”
It was like a thorn at my side.
“I don’t care if this all seems immature or stupid but I don’t think I can be surer of anybody else as I am sure about you,” she said, tears falling down her face. “I would give all of me to you, right now and if you can’t still ask me to stay by the time I fall asleep, I’ll be gone and out of your life by the time you wake up.”
Before she could burst into tears, I reached over and pulled her hard against me, holding her close, as tight as I could. I couldn’t bring myself to say anything. Instead, I wiped the tears from her face, caressing her cheeks and lifting her chin up to me. We stared into each other’s eyes for a moment, but our faces drew closer and closer until our lips met and, again, it was like a hunger that took over us.
She wrapped her arm around my neck and mine around her waist and the other through her hair, holding her against me. We kissed with much desperation, my mouth leaving her lips, moving to her neck, sucking and running my tongue down to her chest, to her breasts, teasing and flicking at her hard nipple. Her fingers clutched at my shoulder. I grabbed onto each thigh and pulled her up against me, carrying her once again to the bed.
I laid her down and pulled off my shirt and this time, I did my pants as well, leaving only my boxers on. I climbed over her and continued to kiss her breasts, my hands feeling every inch of her just as her hands explored my body.
I moved back up to kiss and suck on her soft lips. She pulled away and as I tried to reconnect, she put her hand on my face to stop me. “I want you, all of you, tonight,” she said.
I swallowed hard, “Are you sure?”
She smiled, a bit nervous but more certain, “yes,” her eyes moved from my eyes to my lips, “Let me be yours tonight.” With that, I went back to kissing her, while my hands reached down and stripped off my boxers, freeing my already hard cock.
As soon as it hit her thigh, she gasped. I grinned and busied my fingers at her nipples, teasing and tweaking at them, driving her madly insane again. Her hand somehow found its way below and wrapped around my rod.
“Oh god,” she whispered.
I paused for a moment, “second thoughts?” I said with a grin.
She shook her head, “no.”
I reached down between her legs, feeling her moistness, rubbing and teasing her clit. I wanted her as wet as could be. I used her juices to lubricate my cock as well. I was still worried though, I thought to get some lube instead, just to minimize her discomfort.
She noticed that I had gone into deep thinking. “What’s wrong?”
“I just… ,” I groaned as her hand started stroking my length, unable to finish my sentence.
“Oh, fuck… you’ve done this before?”
She shook her head but her hand seemed to expertly move and glide around my cock, twisting and sliding with her juices on me. I raised my head up, closing my eyes, as the pleasure of her touch seemed almost empowering.
I slipped two of my fingers into my mouth to wet them and reached them down between her legs, pressing onto her hard nub and rubbing it slowly at first, getting faster and more vigorous. She started to writhe under me, moans filling the room, her hand releasing its power over me. Her fingers quickly slamming onto my shoulder, gripping hard as I worked her clit. Her legs started to shake and tried to close in but my knees kept them apart.
She cried out once, twice, struggled. Her nails dug onto my skin as she let out a long and shaky scream while her body convulsed under me. I could feel her juices leaking out. I took the opportunity and slid my finger inside her, first one, then two. I could feel the “obstacle” within her. Once more, hesitation came over me. But, here she was, giving me all of her, without question or the promise of anything more.
I pushed my fingers deeper inside her, she yelped out a bit and I stopped, pulling my fingers out instantly. “I’m can’t,” I said, through clenched teeth.
“It’s okay,” she answered quickly.
I looked at her, face covered in sweat, her nipples hard, her body tingling in sensation, her pussy wet and waiting for me. I laid atop her instead and kissed her lips deeply, slipping my tongue inside her, tasting, exploring. Her arms wrapping around me, fingers through my hair, holding me in place. I reached down and pulled both her legs up on both sides, my hard cock position at her entrance.
I just kept kissing her, her muffled moans sending vibrations in my mouth. I pushed my cock in, just a little bit. I could feel her fingers tightening at the back of my head as I did. I pulled out and pushed in, with just a bit more of me. I could sense that she was feeling more pressure this time. I pulled out again, at the same time, pulled away from our kiss. We stared into each other’s eyes for a moment and she whispered, faintly, “I love you”. I closed my eyes and pushed more than half my length inside of her, making her cry out in agony, her fingers digging hard at my shoulder blades.
I grunted as I struggled to stay in place, waiting, watching for her to adjust to my being inside her. She had quite the grip around me and it was difficult not to lose myself in the moment. My arms started to shake, as they supported my body in that position. Her eyes were still closed, trying to get through the initial pain she was feeling. I leaned down and kissed the corner of her lips, soft, feathery kisses down to her neck, using my tongue to tease and toy with her nipples. Reaching down between her legs, I rubbed her clit, at the same time as I was caressing her breasts.
She started to stir a little, a soft moan leaving her lips. My heart was pounding in my chest. I pulled out of her slightly, I could feel her hold on my shoulder easing. I didn’t pull all the way out before pushing back insider her again. There was still a faint moan of pain. I took her hand and held it down against the sheets, interlacing my fingers with her, my other hand, folding her leg up against my waist. I continued the slow pace of in and out, gently, watching her face for whatever she could be feeling.
I could finally feel her relaxing, her fingers held onto my arms while her body started to arch and her hips moved up to meet my thrusts. I leaned down to kiss her neck, if only to bury from her the desire in me to really pummel into her like a hormone-driven animal. I let go of her leg, which instinctively wrapped around my waist, pushing me deeper inside her. She groaned loudly as my full length filled her.
I could hear her breathing, gasping really, sensual moans filling my ears as her fingers grasped tighter at my arms. I pulled up, just close enough to her face, my eyes just admiring her beauty through the dim lights. Our lips met again, kissing, sucking at each other, exchanging muffled moans. I couldn’t take it anymore. I sat up and held both her legs apart and in place as I drove deep inside her. It drove her crazy. But I didn’t stop, I pulled out, back in, faster and faster, losing all control of myself. She was so wet, so tight, so sexy and, I wasn’t sure if she was even aware, she would clench and unclench her pussy around my cock when she finally lost control. Her back arched up, her face contorted in unimaginable pleasure, her sweet, soft lips letting out a quivery cry as her fingers gripped tightly at the sheets. I could feel her pulsating, milking me dry.
Fuck, I don’t know how I kept myself from cumming right there. I watched for her orgasm to subside a bit. Her breath heavy, chest heaving, I lifted her up just a bit so we were higher up on the bed and I could rest her head on the pillows. One hand against the headboard and the other raising her leg up, somewhat sideways, I drove into her again with powerful thrusts. She was moaning continuously, her eyes just exploring me, my body. It only a few thrusts that I felt her, again, pulsating around my cock. I reached between her legs and teased her clit while simultaneously pumping her with my throbbing cock. Her whole body began to shake, her head backwards, the “oh god” coming again and again. I grunted, trying hard not to cum, yet. Her pussy tightened around me, her legs flailing, body bucking as her orgasm overcame all her senses.
“Ah fuck!” I groaned, loudly, pulling my cock out of her quickly, shooting my cum onto her chest and tummy. I grunted as stream after stream shot out and collapsed on the bed, beside her after.
Our chests were heaving in quick intervals. I reached for her hand and brought them to my lips, kissing the back of it softly. “Are you okay?”
I stopped her before she could turn sideways. “Wait, give me a second,” I put my hand over her leg to keep her still while reaching over for something to wipe off my cum from her body. “Sorry about that,” I said as I tossed the tissues on the floor beside me.
I laid back down and held her against me, resting her head against my chest. She nuzzled her cheek, too tired to say anything. Kissing her forehead, I held her against me and wondered how I would survive when she was gone before passing out.
I woke up the next morning and, like she said she would be, she was gone. I sighed and turned to my side, wondering if I’d done the right thing. There was a small note on the bed where she’d slept. I sat up and opened it. It said nothing more than “Thank you.”
I inhaled deeply and thought back to the last 24 hours I had with her. Then I remembered the encounter with her father. That day, a Saturday, I went online and wrote an email, sent it, checked up on my phone for Caitlin to, perhaps change her mind, and say she was coming back. Nothing. Sunday came and passed uneventfully.
By Monday, I had quit my job and left my apartment for a new direction in my life. I couldn’t stop think about her but that was how life was, never at one’s control. I did many random stuff before I left the US. I reinvented myself, went into marketing, got expatriated to different Asian countries, the continent where many say have the most beautiful and exotic women in the world. I hadn’t heard from Caitlin since then and I believe that that was for the best.
Leave a Reply