My Best Friend's Son bent me over and fucked me until he came inside...
DamnnnSid
Oh god, I fucked my best friend's son last night and I'm still trying to process what I've done.
I'm Karen. I'm 44 years old and I've been best friends with Lisa since college, like over twenty years of friendship. We've been through everything together - marriages, divorces, raising kids, all of it.
Lisa has a son named Ethan who just turned 25. I've known him since he was literally born. I was at the hospital when Lisa had him. I've watched him grow up his entire life.
Ethan is 6'2", athletic, confident, and apparently he's been wanting to fuck me for years. Years. And last night he finally got his chance when Lisa asked me to let him crash at my place.
Let me tell you how I ended up betraying my best friend in the worst possible way.
….
Lisa called me three days ago asking for a favor.
Ethan was moving to my city for a new job and needed a place to stay for a week while his apartment lease started. Could he crash with me? Just a few days, he'd be no trouble.
I said yes immediately because of course I did. Lisa is my best friend and I'd do anything for her. Plus I hadn't seen Ethan in probably two years, not since he graduated college.
He showed up at my place on Friday evening with a duffel bag and that smile I remembered from when he was a kid.
Except he wasn't a kid anymore. He was a full grown man and I felt it immediately when I hugged him hello.
"Thanks for letting me crash here, Aunt Karen," he said, using the honorary title I'd had his whole life.
"Of course, you're always welcome," I said, trying not to notice how good he smelled or how solid his body felt.
"Your mom would kill me if I said no."
He laughed and we got him settled in my guest room and ordered takeout and caught up on his life, especially about his new job, his plans, and what he'd been up to since college.
It was comfortable and normal and I went to bed that night thinking nothing of it.
Saturday was fine too. We had breakfast together, he went out to explore the city, came back for dinner. It was easy, pleasant, and completely appropriate.
But I noticed things I shouldn't have noticed. The way he looked in the morning with messy hair and sleepy eyes, how his t shirts fit across his chest and shoulders, and the fact that he had tattoos on his forearms I'd never seen before.
I noticed him noticing me too. His eyes would linger when I was in my robe in the morning, and he'd look at me when he thought I wasn't paying attention.
I told myself I was imagining it. He was Lisa's son. I'd known him since birth. These thoughts were completely inappropriate.
But Sunday night changed everything.
….
I'd been out with friends for drinks and came home around 10 PM, tipsy and in a good mood.
Ethan was on my couch watching TV and he looked up when I came in.
"Fun night?" he asked.
"Yeah, needed that," I said, kicking off my heels. "I'm going to change into something comfortable."
I went to my room and put on yoga pants and a tank top, no bra because I was home and tipsy and didn't care.
When I came back out Ethan's eyes definitely dropped to my chest before meeting my face again.
"Want a drink?" I offered. "I'm having wine."
"Sure," he said.
I poured us both wine and sat on the couch next to him, closer than I probably should have but the wine made me bold.
We talked and drank and the conversation got more personal.
"Can I ask you something?" he said after his second glass.
"Sure," I said.
"Why did you and your ex split?"
I sighed. "Lots of reasons. But mainly he cheated on me with someone younger and decided he wanted that instead."
"He's an idiot," Ethan said immediately.
I laughed. "That's sweet but-"
"I'm serious," he interrupted. "You're incredible. Smart, successful, beautiful. He's a fucking idiot for not seeing that."
The way he said "beautiful" made my stomach flip.
"Ethan," I started, not sure what I was going to say.
"I know I shouldn't say this," he said, setting down his wine glass. "I know it's completely inappropriate and you're my mom's best friend and you've known me my whole life."
My heart started pounding. "What are you saying?"
"I'm saying I've had a crush on you since I was eighteen" he said, looking right at me. "I'm saying watching you walk around in yoga pants all weekend has been driving me insane. I'm saying I know I shouldn't want you but I do."
I should have shut this down immediately and reminded him of all the reasons this could never happen.
"Ethan, you're Lisa's son," I said weakly. "I've known you since you were born."
"I'm also twenty five years old," he said, moving closer. "And I know what I want."
"This is wrong," I said, but I didn't move away.
"Then tell me to stop," he said, his hand coming to rest on my thigh. "Tell me you don't feel this too."
I couldn't tell him that because it would be a lie. The tension had been building all weekend and the wine lowered my inhibitions enough to admit it.
"I feel it," I whispered. "But we can't. Your mother-"
"Doesn't have to know," he said, his hand sliding higher on my thigh. "No one has to know."
He leaned in and kissed me and I kissed him back and oh god it felt so wrong but so good at the same time.
His hands were in my hair and mine were grabbing his shirt and we kissed desperately, all the tension from the weekend exploded at once.
"Bedroom," I gasped when we broke apart.
"Too far," he said, standing and pulling me up with him. "Kitchen. Now."
….
We stumbled to my kitchen, kissing and pulling at each other's clothes.
My tank top came off and his shirt followed. His hands were on my breasts and I was working on his belt while we were both frantic with need.
"I've jerked off thinking about this so many times," he groaned against my neck.
"Oh god," I moaned, the confession making me even wetter.
He got my yoga pants and underwear down and I kicked them off. Then he spun me around and bent me over the kitchen counter.
"I need to be inside you right now," he said, his hands on my hips.
"Wait, condom," I managed to say.
"Fuck, I don't have one," he said, sounding desperate.
I should have stopped and been smart about this.
Instead…
"I'm on birth control," I heard myself say. "Just... please, I need you."
He groaned and I felt the head of his cock press against my pussy. He then pushed inside me in one hard thrust.
"Oh fuck!" I cried out. He was thick and the angle his cock was hitting me was deep. Fuck it felt incredible.
"Jesus Christ, you're so tight," he groaned, starting to move. "You're so fucking wet."
He fucked me hard right from the start, his hips slammed against my ass while one hand tangled in my hair and the other gripped my hip.
"Yes, fuck, harder," I begged, past caring how wrong this was.
He delivered, pounding into me with force that made me grab the counter for support. The sound of skin slapping echoed in my kitchen and I was moaning so loud I grabbed a dish towel and bit down on it.
"That's it, take my cock," he growled. "You feel so fucking good."
His dirty talk made me clench around him and he groaned.
"I'm going to cum," I gasped into the towel. "Oh god already, I'm going to cum."
"Do it," he demanded, his hand reaching around to rub my clit. "Cum on my cock."
I came hard, my whole body shaking, and he fucked me through it without stopping.
Then he pulled out and spun me around, lifting me onto the counter.
"I want to see your face," he said, pushing back inside me.
This angle let me see him properly and oh god the wrongness of it hit me. This was Lisa's son. The baby I'd held in the hospital. And he was fucking me on my kitchen counter.
"Don't think," he said, kissing me. "Just feel my cock."
He fucked me deep and steady as I wrapped my legs around his waist to pull him closer. His mouth went to my breasts, sucking and biting my nipples, and I was already building toward another orgasm.
"I've wanted this for so long," he said against my skin. "I've wanted you for so long."
"Ethan," I moaned, my hands in his hair. "Oh god, Ethan."
Hearing his name seemed to drive him wild. He fucked me harder, his hands gripping my ass to control the angle, and I could feel every thick inch of him.
"I'm close again," I gasped. "Fuck, how are you making me cum again already?"
"Because your body wants this as much as mine does," he said, his thumb finding my clit again.
I came even harder than the first time, screaming into his shoulder to muffle the sound, and I felt him pulse inside me as he came inside me.
"Fuck, Karen, I'm cumming," he groaned, and filled me with his cum.
We stayed like that for a long moment, both of us breathing hard with his cock still inside me as we tried to process what we'd just done.
"Holy shit," he finally said.
"Yeah," I agreed breathlessly.
He pulled out carefully and I felt his cum immediately start leaking out of me.
"We should probably talk about this," I said.
"Tomorrow," he said, kissing me again. "Right now I want to take you to your bed and do that again."
I should have said no and stopped this before it went further.
"Yes," I said instead.
We fucked twice more in my bed. Once with me riding him and once with him taking me from behind again. He didn't leave my bed until 3 AM and only left because we were both completely exhausted.
….
I'm sitting here now and he's still asleep in the guest room. I can feel the soreness between my legs.
I fucked my best friend's son. Multiple times, without any protection and let him cum inside me.
If Lisa ever finds out… it'll destroy our friendship. All because I couldn't control myself.
But I can't regret it. It was too good. He was just too good.
He's staying with me for four more days. I don't know how I'm going to keep my hands off him.
Actually, that's a lie. I know exactly what's going to happen.
We're going to fuck again. Probably today and multiple fucking rounds.
Mmmm Yes.
....
Welcome to The MILF Diaries (Volume 2). This is a collection of stories inspired by real confessions from women aged 35 and above. They come to me with their secrets, the things they've done, the desires they hide, and the moments they can't tell anyone else about.
I change names and details to protect them, but the core of each story? That's REAL . The diary is growing, and this is one of the many entries I'm sharing publicly. There's many more to come!