I’ve known Tom since before high school. He was always such a kind and polite guy. One of those gentle giant types, easy with a smile.
We started dating at the end of senior year: both over 18 and working shifts, me at a restaurant and him at a grocery store.
Most nights, I stayed at his house. Harry, his dad is very chill compared to my father. My father is… well he’s the kind of father who thinks it’s okay to tell his adult daughter how to live her life. Anyway, I spent most of my nights at Tom’s house.
Tom was a nice fuck. Not amazing, but good. He was very attentive, and always made sure I orgasmed before he did. Of course condoms were a must because I wasn’t on the pill, but it never feels quite as good as going bare.
Then the restaurant told me they were no longer in need of me. They said they’d let me know if business picked up and they needed me back on tables, but at the moment it was so slow they had to let me go.
So things turned into me spending more of my time at his house: previously it was just nights, and that became days and nights. Harry worked in insurance and did most of his work from home. So I was spending a lot more time with my boyfriends dad.
Harry is 44, and a total DILF. Tom used to get embarrassed at high school because while he was playing football, his Dad would be hooking up with someone’s Mom in his Jaguar. With us both being home, we started to settle into a schedule together.
I’d wake up, help Tom out with his morning wood, then make breakfast for them both. Tom would go to work, Harry would hit the gym and I’d do some cleaning. Then, when Harry got home we’d go for a swim in the swimming pool together, have showers and he’d settle into work while I did job hunting online.
The day things started to change, I was wearing my blue lingerie set: Harry and I usually just swam in our underwear. I stood at the side of the pool, drying myself off with a towel. Harry was moving towards the shallow end of the pool, where a few steps would take him out of the water. I watched his body emerge as he strode forward, his muscles swollen from his gym session, the water trickled down his form. Saw a rivulet move from his neck, hitting the curve of his pecs and then bouncing down the curves of his six pack before reaching his v lines. My eyes followed the v, shifting down to his cock. His underwear left little to the information, his cock was definitely thicker and longer than his son’s.
“Did you get eyes for Christmas?” He asked.
Jolted out of my trance, I felt my cheeks blushing. “Oh my god - I’m so sorry I-“
He held up a hand, “only one way to make it even. I get to check you out. How long were you looking for?”
I smile, “Only a minute”.
“Okay, I get a minute too then. Drop your towel.”
Nervously, I drop my towel on the ground. He’s already started, eyes on my chest.
“You’ve got such sexy tits, Jane.” He walked towards me. “Can I?”
I nodded. I know it was a bad move, but I nodded like I was under a spell. He put his hands to my breasts, taking their weight, squeezing them. My nipples stiffened in arousal.
“Wow, you’re smoking. Tom is absolutely punching to land a girl like you.” His hands drifted down my sides. “Tight waist, wide hips.”
His touch lingered there for a moment. He bit his lip, stepped in closer, his body against mine, his hands on my ass, my chest against his.
I could kiss him. I could kiss him right now. I close my eyes, lean in to his warmth, feel his breath on my lips-
he stepped away, the air feels cold. I opened my eyes.
“My minute is up” he said with a grin. His dick is hard in his underwear. “We’re even.”
My heart sank. That minute had felt like heaven. I wanted more. I knew I shouldn’t, but what Tom didn’t know could be hurt him.
“What if I make it uneven again?” I ask.
Harry catches my eye. I step to him, and push his underwear down, his cock free. I took him in my hand, got on my knees, and put my lips to his cockhead.
I lose myself in the pleasure of his taste, the way his dick stretches my lips so wide, his cock hitting the back of my throat. His hand is on the back of my head and as I start to wane in energy, he starts to rock his hips, fucking my face. His pace eased. His cock fell from my lips, slippery with saliva and precum.
“Time for me to make it even” he said, lifting me from my knees. I shake with anticipation.
He reaches behind me and unclasps my bra, my tits bouncing free. He pushes my underwear down and I step out of them. He steps in closer, hands to my hips. He kisses me, and lifts one of my legs to his hips. I instinctively raise the other and he easily supports my weight.
He takes a moment to reposition, I feel his cock on my pussy and the. He bounces me, and his cock slips balls deep into me. I groan with the sudden size in my pussy. He keeps bouncing, sliding me up and down his cock. In minutes, I orgasm multiple times, my body delighting in his control and power. I’m panting heavily from the pleasure, breathless, unable to tell him that -
“I’m - I’m not not- on birth contr-“
He lets me slip down on his cock, him deep inside me, and I feel him pulsing. He’s cumming inside my unprotected pussy. He’s cumming in me. Fuck.
Tom’s hand gently caressed my swollen belly as he thrust into me. I moaned, my tits jumping. He was a good lover, nothing like his Dad though. He thrust a steady and soft rhythm, before unloading in my pregnant pussy.
“Your belly is looking way bigger today” he said.
“I know, right!” I said, “Are you excited to meet your half- brother?”
it had taken him a bit to get used to the idea that I was having his dad’s baby and not his, but I think he’s learnt to accept it now.
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