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Lying Leads Me to Life Lesson.

Posted by: Age: 30 Posted on: 1 comments
3 likes 923 views Category: Sex Stories Group Co-ed Tags: First time, handjob, brother, sleepover, group
A little lie got me in a position to have my first experience with a guy.

So after I move to Florida I start middle school and riding the bus kind of longing to talk about masturbation with anyone but no one talked about it at all. So after a few months one of my friends on the Gus invited me over to his house for a party with all the kids that got off at the bus stop there. So I go over and his older brothers girlfriend is drop dead gorgeous and this was a pool party so she's all bouncing around and I'm just hormonal and dying. So when everyone starts going home I stay around and she begins to flirt with me. She's around 17-18 to this day I have no clue,but when you're 14 actually I took her attention to heart. So she starts teasing me and Sean suggests I stay the night. So I call my mom and she's cool with it and we continue to swim.

So night comes around and I get out of the pool and walk inside to get a drink and she walks by Ina towel with the brother and he walks off and she "drops" the towel and all I see is her butt when she laughs about it and quickly covers back up. Well, all my blood had decided that it immediately had to go to my penis and make me uncomfortably erect where she laughed and raised her eyebrows and told me that she could see I liked her, I laughed it off and tried to act cool but then she flashed me the full frontal and I was a speechless dumb boy about it.So she comes back and asks if I'm staying the night. And I bumble out yes.

So Sean's brother walks up and is really just chill as fuck that his girlfriend is bumping around in a towel clearly causing me problems. So she whispers to me to go take care of that and points down to my dick, and I have this moment of genius gamblers insight and I lie....... I lie through my teeth. I ask as innocent as I can sound. What do you mean take care of it. And she was all like "your joking right" and I played dumb and she gets clearly really excited about it. And asks me if I'm staying the night.

So yes, she asks me if I'm staying the night and I tell her yes and by now seeing her visible excitement about my erect situation my knees have began to tremble, like bad! So she disappears for a moment and returns and leans over the counter where I'm still just standing there contemplating my entire existence. And whispers again, "after everyone goes to sleep quietly come back to where I'll be." And I'm all stuttering back "sure". My heart is beating like a war drum from that moment on. So we head back to Sean's room where I wait for him to fall asleep, we just sit and watch movies and I'm all wide eyed and nervous.

Poof, it's way later then I had planned, like 2am. And I look around and creep out of the room as silently as moonlight hitting grass. All the way to the other side of the house where she's in Sean's brother room is. I as calmly as possible push open the door and she and his brother are just chilling out and she's all "I was wondering if you still needed me." Again, I play stupid and say what for. My hardon jumped up like an attack dog, my knees are still wobbling like trees in the wind. So she looks at his brother and tells him to go check around. I'm scared shitless at this point. So he shuffles out the door and she just casually stands up and asks me if she can take off my pajama pants, and I'm just like sure and she sensually just tugs my pants down and asks me to lay back on the bed. I do exactly as she's instructing with no complaint. So she just starts doing this thing where she's just brushing her hair all over my exposed skin it's incredibly calming yet highly erotic. So I'm laying there just taking in this whole thing that's happening and Sean's brother walks back in and tells her that it looks like no one is awake and she strips off her top with her bare breast just brushing my hips, while I'm completely COMPLETELY confused on why is he cool with this, and I keep looking from him to her from her to him just thinking what in the hell is going on. So he just walks over and sits at his computer and she wants me to look at her and she starts doing this whole leaning over me doing what she was doing with her hair touching my skin but no it's her nipples and strangely soft skin. All the meanwhile I'm laying on this bed, legs hanging off naked from the waist down while this gorgeous girl is giving this weird ass massage and I'm looking across the room at the brother who's checking his email like nothing is going on at all. I'm beyond trying to understand what the hell is happening but I know this at that moment was the craziest thing that had ever happened to me.

After what seem like an hour of her tickling my naked sensitive skin with her body she reaches into a drawer by the bed and bring out some sort of bottle and she looking like a professional puts something in her hand and starts to apply to me. It's cooooold and she just starts massaging me into a slow methodical handjob. I again look over at the boyfriend, Sean's brother. Doesn't even seem to understand what's going on behind him. I'm still utterly confused and nervous but enjoying what's happening.She tells me to put my arms behind my head under a pillow I'm laying on and just to relax. I'm feeling things below my waist that I wasn't even aware happened. She's just one hand down and one hand running my chest and stomach. And I'm in complete ecstasy at this point kind of bulking my hips and shit to the rhythm. Then I notice eyes closed..........there is another hand.

So my eyes are shut right, I'm laying there knowing what's exactly happening but I am in complete denial.So I peek out and he's working me over, really well and they are leaning over me making out. I have no fucking clue what's going on. I'm enjoying every moment of it. So I'm now watching/laying my head on the pillow staring at the ceiling (in hindsight Asian business men pay good money for this kind of thing) I lay there and she gets up puts a shirt on and walks away. He's still doing what he's doing all asking me questions about how I feel and shit and to tell him when it starts to feel really really good.I'm all stuttering and agreeing and wondering where the hell his girlfriend went cause this is not what I had mentally signed up for.

Well after a few minutes of a slow hand job she returns and and now gets completely naked and kneels beside the bed I'm getting masturbated on and has one of those old vibrating ball massager that you have to press into your muscles to activate and I watch her face as she clearly starts to touch herself with it. A whole new wave of sensations happen to me while watching her face as she enjoys her bliss all the while watching me quiver and squirm and watching her boyfriend. After probably only 30 seconds of this I feel the all knowing sign that I'm about to cum. I motion to him like he said and she starts smiling really big and just cups her hand over the head but not touching me and pushes my shirt up further. Sean's brother starts going up and over with both his hands finishing while twisting his hands over my head and the feeling is tremendous I probably looked like I was having a demon pulled from my chest and he just does it over, and over and over. His speed wash ridiculous and then I came. I came hard even made a whimpering noises all the time Sean's brother and his girlfriend are just smiling as she catches most of my cum in her cupped hand. She stops her massager and he gets up and lays a towel over me and my erection just pulsates casually with my heart beat and she wipes her hand off on the towel and starts asking me how that felt and was it good and fun. I respond yes! breathlessly.

We don't really talk about anything but I Laid back down and they asked me where I was from and what I liked to do and after a while she told me to try to do it myself now. And I said "NOW?" They laughed and said why not and he gave me the lube .

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