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Friend with Benefits

Posted by: Age: Old enough Posted on: 4 comments
9 likes 1273 views Category: Sex Stories Anal Tags: mutual masturbation, anal play, Male-Female
I have a good female friend. Lets call her Emily. Emily is a brilliant listener. When I had my accident, my so-called girlfriend left me. Emily did a lot to get me well again. Sometimes, yes, we would fuck. Sometimes we would just hug. Sometimes we masturbate with each other watching, or we would do each other. 

This time, Emily and I had talked forever. It wasn't a particularly sexy talk, more like we just wanted to be in each other's company. Emily was sitting as she usually does, not giving s damn if I could see up her skirt. (Which I could, all the way) Finally, she said, "Well, would you like a cum?”

Never one to refuse, I just nodded. "Ok then. Let’s get you out of these."  

When she's in this mood, she usually gets me off, then I return the favor. So, I get totally naked on her bed. Then she began by sucking me up to full hardness. Once I was hard, she began to wank me. Fuck, she is good at this! My eyes were closed and she said, “Think of whatever will get you off."  

With Emily, she's not put out at all if I think about another girl, or even Claire. (Yes, she knows about that.) I was getting there nicely when Emily said, "Do you mind if I do something I've never done before?"  

Always up for something new, I said, “Sure.”  

So, Emily stood up and stripped. I knew I wasn't getting a fuck because we've done that before. Instead, Emily got back into her place and resumed wanking me. "Ok lover boy, back to your fantasy," she said with a smirk.  

So, I closed my eyes and drifted off, picking up the threads of my fantasy. Then I smelled the unmistakable scent of count in the air and I guessed she was playing with herself too. Then I felt a very wet finger slip effortlessly up my arse. I don’t mean just the tip either. She had all her finger up there. Fuck, it felt horny. No one has ever fingered my arse before and this was great! As her finger slipped in, Emily gasped, "Ohhh, I've always wanted to do this to a boy. It's soooo fucking horny!"  

Well, she certainly got it right. She found whatever it was she was looking for up there and I shot high into the air.  

She kept up a gentle stimulation and the cum just kept flowing.  

Then, her turn. I just knew she wanted to get off. When she just flopped onto the bed and spread her legs, I knew what she wanted. I suppose I could have fucked her, but there was something that told me she only wanted my fingers on her cunt.  

She was wetter than I've ever known her and I got three fingers inside her easily. She adores having her g spot fucked. It makes her cry out with pleasure. Usually, she bucks up and down, but this time, this time she seemed to be holding off. She was grinding her hips down into the bed. Then, the light bulb went on!

I wet another finger and, using her own wetness, pushed it up her tight arsehole, all the way in!  

Almost instantly, she pushed back hard against my exploring finger and hissed, "Yessssssssss!" She came wonderfully, grinding her bum against my finger and making soft grunting sounds as she came.

Now, Emily is multi-orgasmic. I swear she can cum repeatedly until either she gets bored, or it's time for something else.  

After this orgasm had eased, she rolled over onto her tummy and said, "Fuck me." By this time, I was about back to full hardness again. Nevertheless, I doubted whether I had another orgasm in me. I love fucking her from behind but as I guided my cock to her cunt, she wriggled away saying, "No. Not there." Anal, then? I am, uh, comfortably endowed but I know to be careful. I positioned myself against Emily's bum and let her push back on me in her own time. Fuck me if she didn't take the whole damn thing.  

Between thrusts, she managed to say, "Never, been, fucked, up the, arse. Don't, fucking, stop."  

So I didn't. Then I got the idea that she really wanted me to go for it, so that's what I did. Emily came and I felt it all along my shaft and then, to my surprise, I felt another cum starting. "Emily, I'm gonna cum again. Pull out?" She exclaimed, "No! Spunk up my bum."  

There is something really dirty about cumming up a girl’s bum. Especially when she is urging you to do it. With every contraction, Emily said something filthy. She said things like, "Fuck me. Cum up my arse, cunt. Fucking cunt."  

We both were knackered after that. Emily drifted off to sleep. As I watched her, I noticed the air smelled of sex. It's a different scent when its anal sex, isn't it? But I looked at this girl and began to wonder if maybe there isn't a chance of us being more than friends? I'd like that a lot. Yet, I'd rather have her as a friend with benefits than not a friend at all. I must be very careful.  

As she slept, I imagined her with another man. I imagined her clasping him to her and him fucking her. Instead of it making me feel horny, it made me feel jealous, sad, and angry.  

Hmmmmmm. Claire has Amy now and I wonder, I just wonder.

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