by Madison Faye
Right, making good choices; like, letting my older, recently-divorced neighbor fuck me unprotected and come inside of me what, four times now?
Dinner passed in a sort of hazy glow, and as we all ate, I managed to sneak a few more looks and even a couple of hand squeezes under the table with Mr. Harding.
We were hugging our goodbyes outside the restaurant later in the freezing cold Boston winter, when Jake leaned into me and growled into my ear. “I have to see you again. I'm staying at the Marriott; my number is in your coat pocket."
I felt a shiver from more than just the cold run up my spine as I felt his arms squeeze me tight before letting go.
"So great to see you Chelsea, and glad to hear schools going so well!" He said it loudly as he pulled quickly away from me and smiled at my parents.
"Guess I'll see you again around spring break then!" He shook my dad's hand and kissed my mom on the cheek before they turned to say goodbye to me for the night.
"Call me, tonight," he mouthed over their shoulders at me, before he turned and stepped into the waiting cab.
And right then, I knew that for the first time since becoming my roommate, Lucy was going to have the dorm room to herself for the night.
18
Chelsea
After I said goodnight to my family and watched them climb into a cab, I waited a few minutes and then hailed one myself, feeling my pulse jump.
'I'm staying at the Marriott.’
For the first time ever, I was going to go meet a man in a hotel room; it sounded so illicit! I quickly pulled out my phone and texted Jake that I was on the way, and then sank into the backseat of the cab grinning from ear to ear.
The sneaking around with Mr. Harding had been part of the thrill of it all, of course. The four times we'd been together so far had included the quickie in my parents’ living room, the time I'd secretly fucked him at the dinner table in front of my family and his date with no-one the wiser, and barely an hour earlier, in the restaurant bathroom just now at dinner with Jake and my family.
It was thrilling, these secret, clandestine encounters of ours, but the thought of being able to take our time - to be alone together without pressure of being caught or having to hurry - just seemed like such a luxury that I found myself buzzing with excitement as we drove through the night.
I stepped out of the cab feeling a bit nervous to be honest. There was this jittery feeling of naughtiness involved with waltzing into a hotel and sneaking up to Jake's room like some sort of mistress. Which, to be fair, I kind of was at that point.
I closed the cab door and took a deep breath, steeling myself to act calm and perfectly normal when I entered the hotel, as if it was the most natural thing in the world for a nineteen year old girl to be heading upstairs to the hotel room of her forty year old, next door neighbor. But just then as I turned, suddenly I grinned.
Jake was waiting outside for me; waiting for me with a smile.
"Funny meeting you here," he grinned, taking my arm. “Going up?"
"Yes please." I grinned back, looping my arm through his.
He walked me right through the lobby, arm in arm. No "oh this is my daughter" facade; no sneaking in separately. Jake held my arm, and then ran his hand up my back as we waited for the elevator in a way that very plainly said, "yes, this is a romantic relationship." We got a few knowing looks of course, and even a disapproving arched eyebrow from a middle-aged couple who got off the elevator, but none of it even phased me, not with Jake there.
It also occurred to me as we walked into his hotel room that this would be our first time in an actual bed together, a thought that made me giggle.
I turned to him as I stood at the foot of large, king-sized bed and bit my lip, my eyes sparkling as I looked at him. I was no longer nervous; no longer worried about time constraints, or being found out by people who couldn't know about us.
"We've never- I mean, on a bed-"
"I know." Jake moved in front of me, wrapping his arms around me tight and leaning in to kiss me.
"There's no rush this time, Chelsea. No bathroom quickie, not this time." He kissed me, and I melted into him, feeling his strong chest against mine, his muscular arms holding me tightly.
"I'm so glad you came," I whispered as I pulled back to look up into his eyes. "I had no idea you did any business up here in Boston!"
His smirking look said it all, and I suddenly blushed bright red as the truth hit me. He didn't do any business up here; he'd come for me.
I attacked his mouth with mine as the truth dawned on me, hungrily kissing his lips and his face as he grinned. Gently, he pushed me back onto the bed, and I giggled as I hit the soft mattress and let my arms drop over my head onto the downy comforter.
Jake moved over me, his eyes hungry as his hand began to pull at the button of my jeans. Deftly, he pulled the zipper down, slowly, and I felt my pulse begin to race with the click of every single metal rivet.
"This time, I'm going to take my time with you."
I let out a small moan as he finished with my zipper and then hooked his hands into the waist of my jeans and panties. With a tug, he began to pull them down over my narrow hips, slipping them down my slender legs and then off of me completely. I blushed as his gaze moved back over me, hungry and passionate as his eyes lingered on my tight, pink little slit.
With a growl, he moved back onto the bed, his mouth going to my knee and kissing me there, before his lips began to travel up. I moaned as I sank back into the bed, bringing my hands up to begin unbuttoning my shirt, letting it fall open. My small but perky breasts - bra-less, of course - were high and soft on my chest, my nipples straining like little pink pebbles as Jake's mouth moved higher and higher.
When his tongue dragged wetly against my outer lips, I cried out. My hands instinctively dropped down to his head, my fingers running through his dark hair. He moaned into me as his tongue slipped between my folds and curled against my opening.
Slow, dragging licks up and down my slit turned to teasing curls of his tongue against my throbbing clit. And then teasing tongue curls turned to focused flitting of the tip against the pulsing, sensitive underside of my hard little nub as his lips formed a seal around me and he began to gently suck.
My hands gripped his hair tightly and his mouth on my young pussy began to rocket me higher and higher, pushing me towards that sweet release in a way I'd never felt before. His tongue was magic on my clit, and as he brought a hand up and slowly began to curl a single finger up inside my tight channel, I knew I was done for.
With a loud cry, I came hard, moaning his name out loud without a single worry about someone hearing us. Jake growled as he licked me right through my orgasm, coaxing me through before he let me collapse onto the bed.
He moved above me then, his clothes gone and his big, thick cock pressing hotly against my soaking wet, trembling slit. I looked up into his eyes as I reached down with my small hand and wrapped it around his massive shaft and pulled the throbbing head against my lips.
"Fuck me, Mr. Harding." I cooed, knowing how much saying his name that way instead of just "Jake" made things so much hotter for us both . “Fuck me long and slow, and make me yours."
He growled, and as he entered me, his huge cock stretching my tight slit so deliciously, we both moaned loudly.
We took our time, with my legs wrapped around his waist and him rocking into me, before he flipped me around and let me ride his big dick up and down as he played with my nipples.
"Oh, fuck, honey, you're gonna make me explode here!" Jake's face was red, his eyes wild and his jaw tight as I rode up and down on his cock. I was whimpering and moaning, my mouth hanging open and my eyes rolling back in my head as I felt myself start to tip over the edge into my release.
"Oh yes Mr. Harding! Do it! Come inside of me! Fill my nineteen year old pussy up with your big dick and empty your huge load of cum deep inside of me!"
He growled, his cock starting to swell up inside me as his big balls, so heavy and full of cum f
or me, slapped up against my ass.
And then, without even really meaning to, I said out loud what I'd been thinking in my head. “Fuck me Mr. Harding! Come for me me and put a baby inside of me!"
Jake's eyes went wide, and with a roar, he slammed up into me and erupted. I cried out as I tumbled over the edge with him, my tight little slit milking his big, thick cock as he pumped rope after thick rope of sticky, potent cum deep inside my body. He clutched me to him tightly, my nails digging into him as we both tumbled down from our high, collapsing into one another and panting.
Slowly, I whimpered and opened my eyes to see Jake looking at me with a deep stare. Suddenly, I blushed, feeling awkward about what I'd said and wondering why I had. I mean, it had to be a weird subject for him, right? After the whole thing with Lenore?
"Oh, God, Jake, I'm so-"
He silenced me with a deep, powerful kiss on my mouth, full of passion and fire. When he pulled back, he grinned at me, shaking his head. "Don't you ever apologize to me about anything, honey. Not ever." I smiled as he leaned in and kissed me again. “And besides, that was incredibly hot, what you said."
I grinned shyly. “Oh yeah?"
He growled, and I gasped as I felt his cock throb deep inside of me. “Fuck yeah it was.”
“Oh really?” I cooed, slowly rocking my hips on top of him. I could see the muscles in his chest and arms ripple as he tightened his grip on me, his eyes flashing. And then suddenly, I squealed as he lifted me off of him, pushed me down on the bed and grabbed my hips from behind.
“You like the idea of me pumping my cum inside of you without any protection?” He growled, teasing my slit with his big cock.
I whimpered, my breath catching. “Yes!” I whispered out.
“You like the thought of me claiming you with my big cock and fucking a baby right into you?”
I moaned loudly then, pushing back as I felt his cock slip between my lips and push in easily through all the cum he’d already left there.
Jake leaned over me as he pushed his head in deep and slid home, making me grunt as he suddenly filled me. “You want me to fill that belly with a baby, honey?” He growled, and I all but trembled at his words.
Yes; I did.
“You want me to fill your womb with my seed until you get all big and round with our child?”
“Yes!” I cried out, and then I gasped as his hands tightened on my hips and his cock began to fuck me.
We’d made love before, but that was pure and raw fucking, and I loved every fucking second of. I loved how helpless and how dominated I felt with this much bigger, much older man holding me down and just fucking me senseless. I came the first time with his hand gripping my tight ass and the other pulling my hair, my face in the sheets and my screams of pleasure tumbling from my lips. I came again when he used both his hands to just grab me by the waist, lift me up so my face was down and ass was high in the air, and just pounded into me so hard the bed rocked.
The third time, we came together, my cries loud and free as his cum filled my young, fertile pussy up totally unprotected just like the other times.
And later, for the first time ever, we fell asleep together in each other's arms, without a care in the world.
19
Chelsea
Jake had an early flight the next morning, which he barely got to in time after I’d joined him in the shower at the hotel. Although, I’d like to think he’d have been okay missing a flight in order to come inside my tight little pussy once and then all over my tongue and my small perky tits a second time.
“I’ve got a surprise for you.”
We were standing by the security line at Logan Airport, arms around each other and looking to all the world like a couple saying a sad goodbye. I looked up at him, still doing my best not to cry like a dope in our last moments together. Spring break wasn’t that far away, but it was far enough that not seeing him that long was going to suck. And besides that, even when we did see each other again, it was going to be at home, with family around, and our lives and all that.
“So, uh, I’ve got some more business in two weeks back up here in Boston.”
My mouth split into a huge grin as I looked up at him; Jake had no business here, it’d just been his pretense to come see me.
I melted into his arms as he kissed me, never wanting to let him go.
I knew I was glowing as I got to the library; I couldn't help it! I couldn't get Mr. Harding out of my head, especially after spending the whole night with him! On top of that, his surprise news that morning about coming for another visit had me walking on air as I sauntered through the study tables with a big sappy grin on my face.
I saw Lucy, my roommate, at one of the far back tables and grinned at her as I made my way over and slumped into one of the chairs next to her.
"Ok, spill it." Lucy was eyeing me with suspicion and a smirk on her face, and I found myself blushing.
"What?" I tried to say it innocently, but I also knew I wasn't nearly that good at hiding things when they were that clear on my face.
"Don't 'what' me, lady; you know what I'm talking about." Lucy arched her brow at me. "The guy, dummy. I might be a heavy sleeper, but I know an un-slept-in bed when I see one! You didn't come home last night!"
"I-" I could feel my face burn bright red, knowing I'd been busted. But, I couldn't just tell her about the much older man I was seeing.
"Chelsea, c’mon!” Across the room, someone shushed us. Lucy rolled her eyes and leaned close to me. "You know I'd tell you!"
"It's- kinda complicated, Lucy."
She sighed. “Chels-"
“Okay, Okay!” The girl was persuasive, I had to give her that. I felt my willpower crumble, and then I was caving and telling her everything.
Her jaw dropped. "Wooaaaah, Chelsea!"
I groaned. "I know, I know; it's terrible and I'm a terrible per-"
"No! Seriously, no. C’mon girl, you know I'm not judging, and I don't think you're a terrible person at all. I'm just- Wow. I mean, way to jump right into the whole sex and relationship thing with both feet!"
I smiled at her, still trying to not think about how doomed or how wrong this whole thing with Mr. Harding was. God, I was still calling him “Mr. Harding” in my head instead of Jake!
She suddenly grinned wider at me with a look of sudden realization. “Wait, is that where you were last night?! Is he here in Boston?"
Crimson spread across my face, and I nodded sheepishly.
Lucy hooted, bringing another round of shushes from the studiers. “That's my girl! Well, if he's in town, I wanna meet him!"
“Was.” My grin faded and my eyes dropped as I thought about Jake getting on that plane.
Lucy seemed to see the look in my eyes as she scooted closer and wrapped her arms around me. “How long?”
I sighed, dropping my forehead onto her shoulder. “I’m not sure. A couple weeks, which is better than Spring Break, I guess.”
“Dude, plenty of people do long distance, you know.” Lucy shrugged. “And the family thing? I mean, that’s not ideal, I’ll grant you that. But if you’re happy and your family see’s that, I bet it goes a long way to your dad not murdering the guy.”
I had to laugh, even as I sniffed back the tears. “Well, it’s also a bit more complicated than-” I stopped myself short with a shake of my head. “Never mind.”
Lucy frowned. “What?”
“No, really, it’s nothing.” I smiled at her. “Just more moping.”
I'd shrugged her off as we started to get some actual studying done, but later, I couldn't get that unfinished thought out of my head. Yes, it was complicated with the age thing, and the his being friends with my parents thing, and even if we were given the family green-light, where would we even be a couple where we wouldn’t get stern, disapproving looks anytime people in public realized we were a couple and not father and daughter?
And then, there was the other big, big unfinished thought; the one I couldn’t even c
omplete inside my own head, let alone share with Lucy.
You see, a week after I’d gotten back to school from winter break, I got my first hint of something being different. I told myself it was nothing though, I mean these things happened all the time, right? And even a few days after that, I still told myself it was nothing to dwell on and nothing to worry about; it would come soon, definitely.
But two weeks after I was due for my period without one, I knew something was up, and it was there in that library the day Jake left Boston that I knew I had to know.
I had to know what was coming next.
Taking the test was easy enough, once I’d taken a cab to the other side of the city to buy one where I was sure no one would know me, and then secreted it back to my dorm room. The hard part was going to be opening my eyes and looking at it, and seeing what was going to come next.
Slowly, I cracked my eyes open and stared at the little stick in my hand. I could feel my heart start to beat faster, and a flush come into my cheeks as I gasped.
I was officially nineteen, and involved in an illicit relationship with a man more than twice my age who also happened to be good friends with my parents. I was also struggling to figure out where the line between lust and love was, and where the heck we fell on that. Oh, and just to make things extra complicated?
I was now officially pregnant with his child.
Things were going to get really interesting.
20
Jake
So, yeah, after that I was long distance with Chelsea.
I mean, Jesus, I guess that meant we were in a relationship if we were calling it “going long distance”, but I was a-fucking-okay with that. Because this was the only girl I needed, and certainly the only one I wanted, so yeah, I was very okay with that.
What I was not okay with was being so damn far away from her. What I wasn’t okay with was the two-thousand miles between me and that that perfect, angelic body and that impossibly tight pussy. She was like a drug, and I was a full-blown addict. And there I was, cold-turkey without her.