My Parents Caught Me Masturbating to a Photo of My Best Friend’s Dad and Kicked Me Out

They think it’s disgusting that I’m into a “dirty old man” but I can’t help myself from wanting him to take my virginity.

Tonight as I was eating dinner with my parents, all I could think about was my best friend Shelly’s father, Harold. I had been over to her house just last week and had seen Harold in his robe as he’d come out of the bathroom.

“Oh, sorry, Mara,” he’d said, as he’d hurried out of Shelly’s wing of the house. “I hadn’t known you were over.”

But there was something about the way he raised his eyebrows at me that made me think that wasn’t true. He had a huge house — a mansion, really, because they had family money and he’d gotten even richer in tech — so it wasn’t like he’d needed to use the bathroom in this wing of it.

His robe had been half open and I’d been able to get a good look at his strong, manly chest, and even at the obviously bulging sign of his package.

My best friend’s dad was really well hung!

That was all that had been running through my mind ever since then, even though I knew I shouldn’t entertain such thoughts. He was way older than me, and he was my best friend’s dad!

But I’d been being driven crazy by desire because I hadn’t been able to see him as often as usual.

My best friend had just left for college — in fact, I’d been over at her house last week because we had been getting ready for her going away party. And that was the last time I had seen her, or her father, unfortunately.

Now I was stuck here in this small town without her and with no excuse to see my crush — her father. I wasn’t able to go to college because my parents were too strict.

They would have a fit if they could read my mind and see my thoughts! Luckily, they weren’t able to do that but I bet they’d be really happy if they could.

My mother might be able to understand because she was quite a bit younger than my father and they had gotten married young, because her own father had thought he was just “taking advantage of her” and didn’t want her to see him unless they were married. But I wasn’t about to test my theory by letting her find out about my crush.

And I knew for sure that my father would never let me hear the end of it. If there was a dictator in the family, then it was definitely him, and I feared his wrath.

My mother said he wasn’t always so strict and mean, but that was the only way I’d ever known him to be. I wasn’t alive at the time, so I could only go with what I’d been told, but by all accounts he’d never been the same since getting back from Afghanistan.

I wasn’t sure why she had stayed with him when he could be downright emotionally and verbally abusive, but she subjected herself to it and by extension, me.

Fear of my father was just one of many reasons I had to not be thinking about Harold, and yet I couldn’t help it. The whole time I was eating dinner with my parents tonight and especially while I was doing the dishes on my own, he was there in the back of my mind.

By the time I was done drying and putting away the last glass and my parents were in the living room watching TV, I knew what I had to do to get rid of this urge — I had to satisfy it.

“I’m going to go read now,” I fibbed to my parents. “I’m in the middle of a good book.”

“Okay, honey, don’t stay up too late,” Mom said.

My dad didn’t say anything at all, but that didn’t surprise me.

I rarely got a response from him, unless he was annoyed about something. Usually I just had to phrase things in a way that wouldn’t set him off. That was, if he was even listening.

It seemed he never paid any attention to me unless he was mad at me over the smallest thing. Being around him was like having to walk on eggshells so I often preferred it when he didn’t realize I was even there.

Once I had gone upstairs and was in the relative privacy of my room — my parents wouldn’t let me have a door that locked —I grabbed a picture off my desk, which was of Shelly’s family and mine, altogether at our high school graduation.

I had never really liked this picture because my father was in it and he hadn’t approved of my friendship with Shelly. He claimed she was “loud-mouthed and brazen, a shameless hussy,” but I doubted he would like anyone I was friends with. He had chased so many people out of my life that she was the only one brave enough to stick around.

The reason I’d displayed the photo was because Harold was in it and I liked to look at him and think about all the things I wished he would do to me. But now I decided there was a better way to do that without having to display the portion of the photo I didn’t like.

I carefully cut out just Harold from the picture and then I placed that one part on the bed. Then I took off my sundress in one smooth move. It wafted to the floor like a ghost made of smoke. My bra soon followed, as did my panties, leaving me naked by the time I slid under the cool sheet on my bed.

I wanted to cover myself up because I didn’t like my body — I felt like it was too big. But Shelly often told me it was curvy and gorgeous.

I wonder if her father thought that too, and if that was why he had tried to get me to glimpse him half-naked.

I took a deep breath and hoped my parents weren’t suspicious. I had left the light to my bedroom on and shut the door as securely as I could get it.

There was no reason for them to think that I wasn’t in here reading like I’d said I would be, but it was better to be safe than sorry. Especially when it came to wanting to do something that was so “bad,” in both their opinions.

They were strict Catholics who would kill me if they knew I was about to pleasure myself!

I put one hand over my mouth to silence any potential sound I might make, since I’d proven to be something of a screamer in my previous experiences of fantasizing — always about Harold — and then the other one soon disappeared. First it went under the covers before traveling between my legs, tenderly cupping my pussy as I got used to the feeling of it being there.

I had to go easy when touching myself, since I was still super sensitive and not quite used to contact. Obviously I was a virgin, since my parents wouldn’t even let me date. And to be honest, I had no interest in boys my own age, because all I wanted was Harold!

I hadn’t even started masturbating until relatively recently, despite having a crush on him for ages. I’d always told myself not to sin, but it got to the point where I just couldn’t resist.

I stared at Harold’s handsome face and thought about what his lips would feel like on mine. I couldn’t take my eyes off him and wished we could be together in real life.

When I was ready, I worked my fingers over my silken pussy lips, putting one in between them to stroke my clit as two more flanked it. Once I’d eased into it, I relaxed against the mattress, soon finding my own flow, the pleasure building while I let my mind go wherever it wanted to go.

Of course, there was little surprise as to where it went.

A familiar smell filled my senses as I fantasized about Harold. I could smell his musky, manly scent just by thinking about it.

I could also picture his strong arms and the way he used to carry me in them when I was a child. Shelly and I had been friends since we were babies and her mom had died when she was young.

I was over there at their house all the time because my own parents were so strict or neglectful, depending on the day, and I’d always loved when Harold would carry me around or put me on his shoulders or back for a piggy back ride. He was so much fun and so kind compared to my own harsh father.

In my fantasy, Harold granted my greatest wish. With his strong hands on my wide hips, he pulled me close.

I trembled gently in his sure embrace as he pressed against me. I could feel the outline of his hard-on even through his jeans.

Acting purely on instinct, I rubbed myself against him, my hand going to the warm bulge, stroking it up and down.

Shifting his hold while still keeping one arm around me, Harold unzipped his pants as we continued to kiss.

With trembling fingers, I reached out and took hold of his softly pulsing shaft. Or at least I tried to. In the end, I had to use both hands when it came to wrapping something around his cock, because it was too big for just one of them.

“Wow,” I whispered, daring to look down at his huge dick as it pulsed in my small hands.

He was pressing my face to his chest while he held me. I indulged in the feeling of Harold’s hard dick, stroking him until he started to shake.

Then slowly I sank to my knees, the thin carpet coming up to meet me as I stared down the wide barrel of his cock, taking a moment just to stare at it before opening my mouth.

Then I took it between my lips, and it stretched them wide open. I was basically using the popsicle approach, without biting.

He stroked my hair and groaned softly.

“Good girl,” he said, in my mind. “You’re being such a good little girl for me and making me feel amazing.”

Gaining in confidence thanks to his praise, I put his cock further down my throat and stroked the shaft while I sucked on its head.

I imagined sucking his cock so good that he started to cum, and I knew I would gulp it all down like it contained the secret to happiness. Staring at his photo, I thought about what all would happen if we could act on our wildest desires in real life.

I knew I would take every drop of his sweet cum down my throat, managing not to gag once, and causing him to say, “Fuck, Mara, that feels so fucking fantastic. You are such a good girl.”

Then in my fantasy Harold took my hand and helped me to my feet. After stroking my cheek to show his affection, he pulled up the sundress I’d been wearing earlier today and was still wearing in my fantasy, gathering it around my belly. He’d get me to hold it in place and then use both of his hands to caress their way down my legs, complimenting every inch of my body as he did so.

“You have such thick thighs, I love them,” he would say. “And look at these shapely hips. I love your hourglass figure and I’ve enjoyed watching you blossom from a little girl into a woman.”

Once he had gone from my legs to my hips down to my ankles and then back again, he hooked his fingers into the sides of my panties. After gently taking them down, he then held me still with one hand as I stepped out of them.

I was tingling from more than the air on my wet pussy as he kissed his way up my thigh, making me moan before he then ran his tongue along my tender pussy lips.

As he was working me over, tracing a Greek alphabet of designs on my receptive pussy, Harold brought me to orgasm as I was standing up. The fact that I was holding onto a sturdy bookshelf was the main thing keeping me from toppling over.

With cuddles and kisses, Jake helped me come down from my orgasmic high. The intensity was unlike anything I’d ever felt.

Then when I was ready, he took me by the hips and turned me toward the bookcase, which he proceeded to bend me over. I knew that a pang of embarrassment would hit me because he could basically see everything about me and I was worried about how big my ass was.

Nature had been more than generous with it and I worried that it could be a turn-off. But Harold didn’t seem to mind at all, giving it some tender attention by rubbing it with his hands and helping me relax even more before he got into position.

In fact, he complimented that too, saying, “I love your juicy, bubbly little ass. I can’t wait to grab hold of it while my cock is deep in that tight little pussy of yours.”

I’d be glad that he wanted to fuck me just as badly as I’d been wanting that.

I thought he might just shove it in, my information on the subject flawed to put it mildly. Instead, and much to my relief, he stroked the warm head of his cock against me, bringing a delighted gasp that soon turned to a contented sigh.

Every muscle in me relaxed at least a little, leaving me open to receive his cock that he was slowly pushing into me.

“Oh!” I moaned.

Reaching underneath me, Harold played with my clit as he inched inside. He was moving so carefully that I barely noticed when he popped my cherry, since I was far too focused on the joy rushing through me.

It did hurt a bit but he played with my nipple and rubbed my clit while saying, “Shhh, baby girl, it’s okay. Don’t worry. I’ll have you feeling really good in a moment.”

“Okay,” I said back, wanting to add the word “Daddy” but not knowing if I should.

Would it creep him out too much?

When he was in as far as he was going to go, which was only about a third of his full length, Harold took me by the hips and started to pump. Moving like the roll of the ocean, we fell into sync, me pushing back against him as he pushed in.

Working inside me skillfully thanks to his many years of experience, Harold would bring me to orgasm after taking my virginity, finally making a woman out of me.

As I thought about cumming on his cock while he held onto my ass cheeks, I reached an orgasm in real life.

I let out a scream in real time, which was effectively muffled by my hand as my hips raised from the bed, the orgasm hitting me like a truck.

What had started out as one finger as I stroked had turned into three, which had to be carefully withdrawn. It was a small price to pay for all the joy they’d given me.

I couldn’t wait to see Harold again in real life again. Perhaps he would make all my fantasies come true.

But suddenly my happy, hopeful feelings were cut off as my parents pushed open the door to my bedroom and barged right in.

“Mom! Dad!” I said, ripping my fingers the rest of the way out of my pussy and feeling glad that I had the sheet over me.

But then I remembered what was on the sheet — the picture of Harold — and froze.

“What are you doing in here?” I asked, hoping they hadn’t noticed.

“What are we doing?” my dad’s voice boomed out. “We just came to check on our daughter because we heard a disturbing noise, and now we find out you’re engaging in the most despicable sin imaginable!”

As he picked up the photo of Harold, his lip curled in disgust. It looked like he was going to puke. And it looked like my mom was going to cry.

“Oh, Mara, why are you doing this to us?” she sobbed. “Haven’t we raised you better than this?”

“I’m not taking responsibility for her sins,” my dad snapped at her. “And you shouldn’t either, you foolish woman.”

Then he pointed his finger at me and sneered.

“I want you out of here by tomorrow morning. You are not to come back, do you understand?”

“But Dad — ” I started to protest, since I had no money and nowhere to go.

But he cut me off.

“I don’t want to hear it. You’re old enough to be thinking about this dirty old man, so you’re old enough to take care of yourself.”

He waved the picture of Harold around before throwing it in my face.

“No daughter of mine could have fallen so far. I’m disowning you, effective immediately.”

“Mom — ” I tried to plead, but he grabbed her hand and dragged her out of my room.

She looked back, sobbing, but then she followed him.

Fine, I thought, picking up the picture of Harold and smiling at him. Now I’m free to go after what I really want — you.

I wasn’t sure how I’d make it on my own but at least I was free of my cruel father — and my mother, since they were obviously a package deal. This could be a blessing in disguise, because now I could get the one thing I’d always wanted but was too afraid to pursue.

And I’d just have to hope that Harold felt the same.

But I had a feeling that he would.

Thank you for reading! This is the first part of my erotic serial here on Medium called Hooking Up with My Daughter’s Best Friend. If you’d like to keep reading, please click here to continue on to Part 2 — Taking My Daughter’s Best Friend’s Virginity.

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