Fucking my best friends engaged older brother… [FM]

Another long one… sorry lol.

Me: light brown hair, brown eyes, freckles, short 5’1, big boobs, big butt 21 years

Her brother (let’s call him David): STRONG AND TALL, blue eyes, scruffy face, long brown hair (think like white collar surfer hair if that makes sense). 33 years old

We can call my friend Katie

I graduated college last weekend, my family wasn’t in town because the school I went to is hours away from my home town. My best friends brother and parents came up for the graduation ceremony.

Me, Katie, and David all decided to go out drinking after commencement. We met up with our best friends and started drinking like the fucking world was ending. It was mine and Katie’s last time getting fucked up with them before we all moved back home, and we really made sure that we did the damn thing.

Katie doesn’t handle her alcohol as well as I do and David and I ended up having to walk her home to our apartment and put her to bed. We were standing outside her door after she was asleep and decided to drink more.

We sat in the living room and crack a beer. We seated chatting. (In this moment I realized I never really hung out with him alone before). It was at this point where my drunk mind started to notice things about David I never have before.. he had an amazing smile, he smelled good, and he was pretty attractive. I’ve always liked older guys but I’ve never gotten the chance to sleep with someone over 30 but it’s always been a huge fantasy of mine.

I started doing small things like biting my lip, pushing his arm when he made jokes, playing with my hair, and being a little sassy. David has seen me flirt with guys at bars 100 times before and I think he picked up on it. After a few minutes he stopped what he was saying and said “are you flirting with me??” I blushed and worried that things would be awkward from now on but fuck it I was drunk and I wanted him inside me.

So, I replied “maybe..? Would that bother you” he inched closer to me (HOLY FUCK) I was laying on my back taking up half the couch and he was sitting on the other end so as he moved closer his body was hovering on top of mine and then said “I’m engaged” but he kept inching closer until our noses were an inch apart but he wasn’t touching me. my heart was pounding. One of his hands was on the arm rest next to my head his other on top of the couch and his legs were in between mine. I usually have game but I really had no idea what to say I just laid there dumbfounded. I could smell the alcohol on his breath and all I could think of is what he would taste like. I needed to say something before I lost the moment. I smiled and said “I’m not” (which honestly is so dumb and not clever at all)

He laughed his perfect teeth showing he slid one hand under my back and in one swift movement pulled me on top of him so he was sitting on the couch and I was straddling him. His hand was on the back of my neck and he pulled me close for a deep kiss. My hands were tangled in his hair and he started lightly running his hands up and down my back and sides it felt so good. Our tongues slowly explored each others mouths. I got lost in the moment and started to lift up his shirt but he stopped me “we can’t out here” (OH FUCK, I forgot about Katie). I played it cool, “good thing I have a bed here too” Without missing a beat he picked me up and carried me to my room.

He threw me onto the bed pinning down my arms above my head with one hand and moving up my tight black dress with the other he started rubbing my pussy over my lacy white thong. “Wet already?” He smirked.. “like you’re not hard as fuck right now” I snapped back. He was rubbing my clit over my underwear and I let out a moan. He instantly stopped and put his hand over my mouth “be quiet” he moved back to playing with me moving my underwear to the slide and rubbing my clit, my breathing increased but I didn’t moan then he slipped a finger inside me I couldn’t help it I let out a quiet moan, he grabbed my neck and choked me freeing my hands that were pinned above my head he continued to finger me while he choked me for a few more seconds but then he stopped and brought his fingers to my mouth making me suck on them as I tasted myself he slid them so far down my throat I gagged a little bit.

I started to unbutton his shirt while he pulled off my dress exposing my bare pierced tits (I rarely wear bras) he finished taking off his clothes (I was drunk and struggling with the buttons lol) when he took off his pants he exposed his thick cock. It was big, hard, and Fucking beautiful (like one of the most beautiful dicks I’ve ever seen) and it was rock hard, He climbed back on top of me and started teasing my pussy with his cock. We were making out again one of my hands was grabbing his hair and the other making its way down to his cock and I started stroking him and guiding him towards my pussy. I wanted him inside me more than anything at that point.

He moved his mouth to my neck and started biting my ear and kissing my neck “fuck me already” I moaned. But he didn’t listen his hand moved back to my clit and his mouth to my nipples he was biting and sucking on my tits and I felt myself on the edge, “don’t cum” he said firmly (that right there almost did it for me) he kissed me down my stomach occasionally biting me softly and slowly moved his way to my clit dragging his tongue slowly up and down me as he fingered me. My hands were tangled in his hair running my nails lightly through it.

This man ate pussy better than anyone I’ve ever had in my entire life it took about two minutes of him licking and sucking on my clit while fingering me until I said “I’m gonna cum” In a whisper as I started cumming.

while I was cumming he quickly crawled on top of me and slid his thick hard cock inside me. Making me moan a little too loud considering his sleeping sister was in the next room over… he started to fuck me as I came down from my orgasm and it felt fucking amazing. His hand found its way to my throat again and he lightly choked me i ran my hands up and down his back digging my nails slightly into him to let him know I liked it.

The harder he fucked me the harder he choked me. And the more aggressive things got the harder I dug my nails into his back (wasn’t thinking about the fact he would have to explain that to his fiancé later… oops). He stopped choking me to put his fingers in my mouth that were still covered in my cum. “Look at me” he whispered as he made me gag on his fingers. I looked up at him and he quickly pulled out (I think he was trying not to cum).

He laid on his back and pulled me on top of him. I decided to take things slow to try and make it last longer I was having way to much fun. I leaned down and kissed him while I grinded my wet pussy up and down his cock then I grabbed his dick and lifted up my hips and started to ride just the tip of his dick while I kissed him then I pulled him out of me and kept grinding on him I did this a few times before he had enough of my teasing and when I about to pull him out of me he grabbed my hips and thrusted into me I moaned right into his ear. God he felt so good.

I got to work and started riding his dick with my hands on his chest bouncing up and down while he squeezed my tits and felt my body up and down. I like how he didn’t just grab my tits or ass he touched every part of me like I was the hottest person alive. It made me feel so sexy and confident and made the sex so much better. His hand slid up my back and grabbed my hair pulling my head back so I was looking as the ceiling, his other hand grabbed my hip so he could control the tempo. I started riding him so hard he was thrusting his hips perfectly in sync with mine. About 30 seconds later he grabbed my hips and pulled me off him and he came… (mostly on my sheets that I couldn’t wash and had to pack in the morning because I was moving!)

After we cleaned off with a towel (we couldn’t shower and wake up Katie) we laid there and talked for a few hours until he went back to sleep on the couch.

Even though the sex was short it was some of the best sex I’ve ever had, I will definitely be hooking up with older men in the future.

The next day we started the drive back to our home town. I sat in a car with him, his sister, and his parents. I may have sent him a few dirty texts and made him hard during the drive… what can I say I love to be a tease

P.s. still haven’t unpacked but I’m assuming my sheets are a lost cause. Completely worth it though.

Source: reddit.com/r/gonewildstories/comments/bmvsvc/fucking_my_best_friends_engaged_older_brother_fm

2 comments

  1. It’s kinda funny how as you get older how much better you get at having sex (for guys) I am in my mid 30’s now and and follow a pretty similar pattern as the guy in your story. It takes years to get all of that down and make it seem natural. So much so that I am almost mortified to think of what I was passing off as sec in my early 20 ?

  2. Great story and well written also. Many of the pieces of everyone’s post graduation thinking: party hard the last night, crossing items off the fantasy list, moving out. I couldn’t help but laugh, only a woman would write a really hot story about sex and the cliff hanger is whether or not the sheets were wrecked. Make sure to let us know!

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