Dared each other to post – seducing my older brother’s [F]riend on a family vacation from [M]y POV [MF]

So this happened a few weeks ago and I still can’t believe it happened. This first post is mostly build up, and somehow got really long, so if you’re looking for a quick release wait for part 2 or SPOILERS read [Brooke’s point of view](https://www.reddit.com/r/gonewildstories/comments/968rt2/my_sexual_reawakening_a_whole_night_of_fucking_my/).
(or for the best experience read this and her point of view simultaneously to transcend all gender into a higher realm of sexual enlightenment)

Quickly about me: I’m tall (6″2), tanned with dark brown eyes and hair and a bit of a stubble, with a naturally muscular body that I really don’t deserve. I’m very reserved, communicating best with cheeky eye-crinkle smiles and physical contact rather than having all that much to say for myself.

Recently, I’ve been going through an extremely messy ending to a long term relationship, and long story short after we broke up we kept seeing each other on and off for a few months (classic). Eventually it became obvious that it was just hurting the both of us. One Friday we called it a day. At that point, I was more relieved it was finally over than anything else.

This is my first post – it’s been fun, but the next part will be *a lot* more nsfw. But I’ve always enjoyed a bit of anticipation, and I wanted to write it as I experienced it, with all the waiting involved.

**Part 1**

Conveniently, the next day I was going on a boys’ road trip to my aunt’s ranch in Canada; 5 of us squeezed into my friend’s small Chevrolet and drove up to my aunt’s ranch in Canada for a week, classic road trip vibes and bromantic bliss. I’d have a great, pure and friendly time surrounded by family and friends, and forget all about my recent break up and relationship strife. My aunt, who’s always great fun, was away for a couple of weeks leaving an empty house and an open invite to the rest of the family.

My brother Jim had been there a few days with a few of his friends before we arrived. With Jim’s friends, I’ve never really see them as anything more than just ‘Jim’s friends’. I’m his little brother (I’m 23 and he’s 26) and in the past I’ve never considered any of his friends other than a passing fantasy that I knew would never happen. Due to sleeping arrangements it was only the second night that I ended up sharing a room with my best friend, and inevitably we stayed up talking. Pondering the great philosophies of life, Descartes, Chomsky, Socrates and, of course, girls.

On the topic of girls, Pete says to me: “You know, Jim’s friend is really hot”.

I know which one he’s talking about – to my knowledge only one of Jim’s friends is available. Brooke is tanned with dark blonde hair, very slim but with a firm ass and D cup tits. (Absolute killer in a bikini – important to remember this for later). I hadn’t noticed (I don’t see Jim’s friends like that), but after a minute’s pause I say, “Yes, yes she is”.

Pete goes on “She fancies you”.
“Bullshit.”
“She does, she laughs too much at your shit jokes and is always looking at you – she just looks away whenever you look up.”
“Whatever Pete, goodnight.”

The seed was sown. I didn’t believe him, but suddenly she’d gone from being Jim’s friend to someone I really really wanted.

The next day we all went to a hockey game, and fortuitously Brooke ended up sat next to me, with one of my friends on the other side. I stretched out with both arms (now or never), feeling super subtle and placing an arm around my friend as well so I could pass it off as a friendly gesture. (How do I do this? It’s been so long; I don’t even remember the last time I hit on someone. Let alone my brother’s friend in front of all my family and friends.) I slide my hand down to her slim waist, feeling how toned she was. I wanted her. I felt her shift slightly into my arm. If you hadn’t noticed by now, I don’t pick up signals very easily. To me, it was still within the realm of affectionate friendliness with her friend’s little brother as I wondered how good it felt to be gently squeezing her the curve of her waist with her nuzzling into me ever so slightly. If only she were thinking the same thoughts going through my mind. Err, turns out she was [WAY](https://www.reddit.com/r/gonewildstories/comments/968rt2/my_sexual_reawakening_a_whole_night_of_fucking_my/) ahead of me on that front.

That evening everyone stayed up playing games and drinking into the night. Either on my part or hers, we ended up sat next each other for most of the evening and feeling brave, I extremely secretively (read: not at all) caressed her back, legs, hands under/behind the table, thinking no-one would notice. It was impossible to get any time alone, so after she went into the house for a drink or to use the bathroom, I waited for a moment, then followed her in as if completely by coincidence. (Yes DependentBroccoli, you’re so subtle!) I caught her in the living room, our eyes locked and I kissed her. It was nowhere near enough, I wanted all of her all over me. “Come to my room.” She was hesitant; I think her best friend’s little brother was a bit of a no-go, but she came up and we made out and spoke about our lives a little. I wanted to make sure this was okay, and she told me she’d just got out of a 5 year relationship, and wasn’t looking for anything serious, naturally. It was a match made in no-strings-attached heaven. She asked me if I do this a lot. I said “What, get with Jim’s friends? No.” She laughed. I think she meant the NSA-fun-with-someone-i’m-just-getting-to-know.

I didn’t want to lie to her, and the truth is, *I do*. But not in the vulgar, shagged-a-THOTie-in-the-club-last-night kind of way. To me, sex is the ultimate form of communication and connection between two people, and has served as a precursor to some of my best friendships that have gone on to be extremely loving and often completely platonic. I’m digressing here, but the point is no-one ever feels hard done by; sex for me is tantamount to sharing as much of myself as I can with another person, and is always meant in a loving, sharing way.

I tried to tell her this. Again, I’m not so great at words. It came out like I was a complete fuckboy. “Yeah, I have sex with people but it’s not like, disrespectful or anything it’s just you know, beautiful sex, why not? I’m just a very loving guy.” Nice, well done DependentBroccoli. Real smooth.

Perhaps put off by my blazĂ© and poorly administered admission of promiscuity, or nervous that Pete would come in at any moment (of course, as soon as Pete realised this was going on, he’d already made plans to crash in our other friends’ room, bless him.) She said she ought to get back to her room, and left me alone on my bed with only a taste of what could have been.

The next night, things progress similarly. I’m caressing her hand under the table whilst everyone plays a game under the stars. (Note, I was still uncertain if she wanted me. Yes, I really don’t pick up on signals. Maybe I’d blown it last night??) Suddenly, she stands up, takes my hand, and walks me off to my room in what is the most brazen display of desire I’ve ever witnessed. This girl was something else.

When we get to my room I call her extremely bold, taking me away in front of everyone.

“Well one of us had to do something I couldn’t wait all night.”

Then we’re all over each other. Her body feels absolutely incredible against mine; I can tell the sex will be amazing, but for now I’m just savouring the feel of someone against me, someone who desires me and doesn’t give a damn about how inappropriate it is on our family holiday. I’m running my hands all over her body, caressing her legs, her waist, her firm ass; I can’t get over how her slim body feels in my hands. I want her skin against me. She’s writhing under my touch, and pants out “DependentBroccoli, we have to stop, if we keep going I won’t be able to stop myself – we need to check it’s okay with your brother.”

This cools things down a bit, but, I really want my skin against hers. I tell her as much “I know we shouldn’t have sex, but I really want to just feel your skin against mine.” I take off my top, and then she slowly takes off her top, her perfect D cup tits bouncing free in that oh-so-typical way that breasts do, amazing in proportion to her slender frame.

I take her in my arms and press my chest against hers, kissing her passionately and feeling orgasmic from the feel of her skin along mine. “That’s better”. “You’re beautiful”, she says. I fumble a response. I’ve always been better communicating with my body than words, and no-one’s ever called me beautiful before. (I was so taken aback, I don’t think I complimented her once during the whole exchange. I’m hoping my body did the talking.)

I’m running my hands all over her body. I can fit so much of her in my hands as I run them across her body and I’m marvelling in the feel of her as I tease her, and then kiss down to her neck and suck on her nipples until they’re erect, playing with and flicking `them with my tongue with the occasional bite, the noises she’s making turning me on even more. Then she grips me with her thighs, and somehow flips me over so I’m underneath her. She lowers herself against my hard dick, I can feel how wet she is and myself pulsating against her. She looks deep into my eyes and says:

“DependentBroccoli, I have to go or we’ll end up fucking right here, and I don’t know if Jim’s okay with that. Let’s talk to him tomorrow, and then we’ll see.”

She then kisses me, gets up, and leaves.

Source: reddit.com/r/gonewildstories/comments/96rzj9/dared_each_other_to_post_seducing_my_older