Taking My Daughter’s Best Friend’s Virginity
When Mara catches me masturbating to her, she wants to help make my fantasies a reality to thank me for letting her stay at my house. I’m more than twice her age and I’m her best friend’s dad, but I can’t resist popping her sweet little cherry.

I was too old to be beating off to my daughter’s best friend but I was doing it anyway. Just the thought of her seemed to turn me into a teenager again and all I wanted to do was stroke my cock and think about fucking her silly until I came.
Her name was Mara and she was actually staying in my home right now, because her parents had kicked her out. My own daughter was away at college, but had asked me if her dear best friend that she had had ever since childhood could temporarily move into my daughter’s old bedroom here at my house, because she had nowhere else to go.
“Of course,” I had said, my heart pounding and my dick hardening.
And I really did mean it but not just in a helpful way. I wanted Mara, badly. I had known her since she was a young girl and I knew I shouldn’t have such thoughts about her but she had blossomed into quite a gorgeous young woman, with curves in all the right places and a juicy ass I wanted to squeeze so badly.
I was a lot older than her, having had my own daughter later in life. I thought there was no way Mara would ever reciprocate my feelings.
But tonight changed all of that.
Suddenly I heard knocks, slow and light, on my crafted door that had the family crest cut into the old oak. I was from old money, having inherited an immense sum of wealth that went back in my family line from as long as I knew anything about it, so it had been no problem to let Mara stay here, since the house was huge, with a lot of extra room. Sometimes it felt downright empty.
In fact, I had started to think I was only fantasizing about Mara so much due to being lonely, my wife having passed long ago. I told myself I would never actually act out my fantasies, even if I had the chance.
But now that I heard the knock on the door and figured that it had to be Mara coming into my bedroom late at night, I knew I had been lying to myself. It seemed like serendipity — her knocking on my door while I was in the middle of masturbating to the thought of her.
“Come in,” I called out.
I didn’t bother covering up. I didn’t even bother taking my dick out of my hand. I wanted Mara to see how big it was and how ready for her I was — because I had already been thinking of her, just like always.
The whoosh of the door’s well-oiled hinges followed my declaration as my sexy nocturnal visitor opened it up. To my great surprise and delight, she was wearing nothing, so her beautiful curvy body was displayed in full glory.
I was wondering if I was dreaming, and was therefore lost for words, but then Mara stepped in, her big, pretty eyes focused on my cock as a rosy hue became visible in her cheeks.
“It looks like you caught me in the act,” I told her. “You have impeccable timing.”
“Good,” she said, smiling. “Because I’ve been wanting to thank you for helping me out. I figured there might be something I could do for you in return.”
I looked at her large breasts with their perky nipples and her thick thighs and said, “I believe there certainly is.”
Mara walked across the room and perched on the edge of my bed where I had been sitting and playing with myself while thinking about her just a moment ago, her feet barely touching the floor.
Then, to my great delight, she put her warm little hands around my huge cock — or at least as far around it as they could go— and then began to pump, rolling my cock in her grip as those little hands of those made a trip trip from top to bottom and then a repeat trip from bottom to top.
“There you go,” I said encouragingly. “Good girl.”
“I’m glad it feels good,” she said. “You’ve done so much to help me.”
“We shouldn’t be doing this,” I told her. “I’m so much older than you. I could be your dad, or even almost your grandfather.”
“It’s okay,” she answered. “I don’t mind that you’re older than me. In fact, I like it.”
“You do?” I asked her, as she continued to pump my cock. “Since when?”
“Since forever ago,” she said simply. “In fact, you never asked me why my parents kicked me out, but I can tell you now that it was because they caught me in the very act that you were doing just now when I walked in.”
“You were masturbating?” I asked her.
“Yes,” she said. “To thoughts of you. I even had a picture of you they caught me looking at. They said I had a filthy mind and that I was perverted to want to be with such an old man, and my best friend’s father at that.”
As she stroked, I wet two fingers and slid them between her thighs, causing her to release a moan as she stroked me. I worked her stiff young pussy lips as she pumped me, incrementally increasing in both passion and intensity.
“You were wanting me to touch you?” I asked her.
“Yes,” she said. “And to fuck me. For my very first time.”
“Fuck,” I grunted.
My daughter’s best friend was offering up her virginity to me.
“And I wanted to do this to you, too,” she said.
I started to stroke her clit directly as she took the head of my cock into her mouth, sucking lightly while rotating her tongue around the ridge.
The blowjob she was giving me felt so good, but I could tell that I was making her feel good, too, and that made me even more turned on. Her moans of elation when pleasure struck converted to the feeling of a vibration from her lips running the length of my cock as she came.
She choked on my big cock and moaned and slobbered all over it as she did so.
“Fuck yeah,” I groaned. “Good girl. You’re such a good girl.”
My encouragement must have been invigorating because she sucked with new focus, as if hellbent on milking every bit of cum out of me.
When I came myself, it was more a blast than a shot, my load flooding her throat so fast she could barely keep up, but she persevered. After gulping down every last drop, she took the time to lick me clean, her tongue making more tender pirouettes around the head of my cock.
“That was so hot,” I told her.
“I’m glad you liked it,” she said, looking me in the eyes as some of my cum was running down her chin. “I want to make you happy. I want to please you. You’ve done so much to help me while my own father has been so cruel. I wish you could be my father instead.”
“It’s my turn to please you,” I told her, my finger still inside her. “You’ve done a great job at sucking my cock, and now I want to reward you.”
“Thank you, Daddy,” she said, and then chuckled in an adorable yet also sexy way. “Is it okay if I call you that?”
“Well,” I said, after thinking it over, “I guess I do provide for you like a father right now. And I know how to give you everything you need. So, yes, you may call me that.”
“Okay, Daddy,” she agreed. “I can’t wait for you to make me feel good.”
She put herself entirely in my hands, so I positioned her on the bed so that she was lying flat on her back, with her legs bent and open in a V from her feet to hips. I lathered her legs with kisses and licks, first the left and then the right.
Once I was nestled in between her gently quivering thighs, I started to lick her pussy, my strong tongue making tight spirals on her virgin pussy.
With a long exhale, she opened like a flower under my tender affections, every muscle relaxing at once as her flavor filled my world. Light and sweet, it was like sipping ice wine on a hot day.
She was already wet with excitement, but I slipped another finger in, just to be sure. Far more accepting than before, she showed me almost no resistance, her hips moving along with me as I stroked her deep inside.
“Good girl,” I said. “You’ve got it. Just like that. Good girl.”
“Oh, Daddy, you feel so good,” she cooed. “I’m so glad you’re giving me everything I need, including your big cock.”
She started to moan as she got closer to an orgasm and then when it came, she was shouting in pleasure.
After shifting her back to the edge of the bed, causing her legs to go well over it, I kneeled down at the shrine of her beauty, paying tribute with my tongue once more before entering her sacred citadel.
I took longer licks all up and down her tender pussy lips, my darling moaning a little louder with each pass. After bringing her to a bursting orgasm, which provided all the lubrication we could ever need, I got into position between her knees.
With her legs up over my arms and her knees flush with my elbows, I moved closer to her. It didn’t take long, since my cock was thick and big.
As I stroked the head of my it against her tender opening, sweet Mara shuddered and moaned from the sensation. Her warm, tight pussy opened up a little more, as if it was inviting me in.
“Good job,” I told her. “Let Daddy in now. Let me pop your sweet little cherry.”
“Yes, Daddy,” she said obediently.
I entered her pussy with my cock, holding her hand as I did, my opposite thumb rotating her clit for added sensation.
“Fuck, you’re big!” she blurted out.
“Is this too much?” I asked.
“No, it’s good — really good, actually. Your big cock really stretches my little pussy hole but I love the way it fills me up when it’s inside.”
I didn’t want to hurt her by putting too much of my cock inside her at once, so I was tenderly easing a little less than half of it into her snug warmth. Mara’s pussy was hugging me even tighter as I moved, like she never wanted me to leave.
“Oh, yes,” she cried out. “That feels so good. You know exactly what you’re doing and I love how you teach me what to do. Thank you, Daddy, thank you.”
Her large tits bounced along with my thrusts as she moaned, tightening the hold on both my hand and my cock, getting ever closer to climax. Taking hold of her wide hips, I pumped my dick in and out of her until we were both ready to explode.
“Cum in me, Daddy,” she begged, but she didn’t have to because that had already been my plan all along.
I blasted my loan inside her as she convulsed against me, sighing heavily.
“No,” she moaned, grabbing my cock as I tried to pull out. “Don’t take it out, Daddy. I need your cock in me longer. Please.”
“Sure, Baby girl,” I told her, smiling down at her. “Anything you want.”
After settling back down, I let her enjoy the feeling of my cock as it was still inside her. I was stroking her hair and kissing her as she recovered from the orgasmic high she had experienced as I’d fucked her for her very first time.
But I had a feeling it wouldn’t be the last. Now I planned to do the real thing with her every chance I got, instead of just having to jerk off to her. And as she sighed and fell asleep in my arms, I knew she wanted the same.
Author’s Note: Thanks for reading Part 1 of my story about Mara and Harold. If you’d like to read Part 2, which is told from Mara’s point of view, please click here to read Rewarding My Best Friend’s Dad with a Blowjob and Sex.
If you’re not already a member of Medium, please click here to subscribe and get access to ALL our sizzling hot stories, as well as any story on Medium. When you use that link, your $5 monthly membership fee directly supports Daily Sizzle to help us bring you a HOT story every single day, and it supports all writers on Medium as well! Thank you for reading and for your support.






