Awkward Positions

August 17th, 2010 in Life by 15 Comments

awkward positions

This isn’t about having some females leg behind her head while I invade her country. This is about me ignoring the signs of a woman who I care about being uncomfortable, despite her saying otherwise. She is my friend; one of the few women that I would still want in my life even if we never had sex again. She likes me because I’m honest with her, but I don’t think she’s always being honest with me. Is she falling for me? Are my sexual activities with other women bothering her more than she cares to share? Since she won’t talk to me like an adult face to face…I’ll air it out…

While this woman is my friend, we both know that we would never be together for several reasons. This is not an assault on her character, just the facts: She smokes, she drinks, and she has children…oh yea, she’s had a “boyfriend” for much of the time I’ve known her. She’s still a good person and an even better friend to me.

She recently invited me over to keep her company while she was house sitting for someone else. Not just anyone else, but her brother (I’ll explain the importance of that later). I was a bit apprehensive about even going over to a males house that I don’t know, but she assured me there wouldn’t be any drama. For a while, we just chilled and talked as usual; watching tv and playing DJ Hero. Shortly after, she informed me that her friend, Ms. Hoodstar herself, would be coming over (see From The Casino To The Jacuzzi Pt. 1). It’s no secret that I’ve been wanting to fuck her friend for THE LONGEST. There is something so sexually exciting about her that it’s hard to control myself whenever she’s around. I didn’t think this was a threesome or anything, so when she got there, we continued watching tv and talking shit as usual.

There’s one issue about Ms. Hoodstar though…a pretty big one. She’s kicking with my friends brother. Essentially, I’m in some dudes house, with his girlfriend and his sister. That is probably not a big deal on paper, but given the fact that I’ve had some form of sexual contact with both of these women before, in retrospect, it seems a bit disrespectful.

After a while, my friend started to give me head and her girl was like “o’ shit, where’s the phone. I wanna play with myself.” Now my mind is filled with excitement of the possibility that I could get both of them. I watched my friend do her thing while her girl sat on the couch across from us recording the action. We soon switched couches and I invited her friend over to come closer. I acted as if all I wanted her to do was to play the role of the camera lady for about 20 seconds…until I suggested she remove her breasts from her shirt; which she did. At this point, I’m getting head from my friend while sucking on her girls titties. I’m GOOD. When we get to the sex part, her girl resumed her role as the camera lady, sitting on the couch recording us as I stroked her from the back. I told her to give me the phone and spread her girls ass apart. The fantasy of the two of them was playing itself out in real time from my impromptu script. As I reflect at the situation though, I wasn’t hard because I was in the box, I was hard because I had her smacking her girls ass.

Hoodstar is a freak. You can tell my the way she moves and talks. There is a HUGE difference between a proactive freak and a reactive freak. Proactive freaks come grab your dick while you’re playing Madden. They’ll slide their hands in your pants at dinner and send you random sexual text throughout the day. Reactive freaks are the women that will do anything, but you have to initiate everything. Bubbles and Barbie are examples of reactive freaks…shy and all that stuff. Bumble Bee, L, and Jabs are proactive. If they want it, they’ll pull their pants down in front of you and start fingering themselves. You can probably tell who is what by the way I blog about what happened with a particular person. It’s not that the sex with one is better than the other, it’s that the build up to the sex with some is ALWAYS more exciting than the others. Hoodstar is PROACTIVE, just not with me…yet.

Now I have my friend laying down on the floor, while Hoodstar is spreading her legs a part. But there’s a problem; every time Hoodstar goes away (meaning gets up to get back on the couch and let us do our thing), I go soft. When I bring her back, I get hard again. I know my friend is enough, I’ve had sex with her atleast a dozen times…it’s good everytime. I think the issue was having both of them in the room,. I was so caught up in trying to make everything that popped into my mind come true, that I couldn’t concentrate on the box I was actually in.

Now I’m laying down, my friend is giving me head while I’m playing with her girls box. Then, I don’t really know what happened, but I found myself eating her out. It’s backwards, I must admit. I’ve had sex with my friend a bunch of times and never once licked her box. Here I am with this other chick, who I never had sex with before, on my face…riding my tongue. And she’s really riding that shit like it’s my dick.

I think this is the point where my friend started to feel like way too much was going on. She got up and went up stairs and I didn’t think anything about it. I immediately grabbed her girl and put her on the floor. I slid inside of her and she fought for a second, but eased up while I put my hand around her neck. I could feel her let go of all the tension she had in her body…until her girl came back downstairs. “You can’t tell that she’s mad?,” she said while I was pulling out. She got up and went up stairs, leaving me sitting there looking stupid.

I wasn’t paying attention to anything but my fantasy. The environment probably played a part in why Hoodstar wasn’t comfortable, after all, we were in her bestfriends brother’s house, who happens to be her boyfriend. I think it was mostly because she knew her girl wasn’t really comfortable with what was going down. Then it all came together, “you chose my friend over me,” my friend said as she gathered her clothing from the floor. At that point, I felt bad. I needed her to know that my hormones did get the best of me, but there was no way on earth that I would trade our friendship for a sexual experience with her girl.

I gave her a kiss on the cheek and proceeded to make her so wet, she couldn’t do anything but invite me inside of her.

I realized at that point, I have to give up the whole trying to get with her girl thing…unless they are both drunk as heck, lol. I’ve thought about trying to get her girl when she’s not around, but that just seemed too sneaky and deceitful. So what am I to do now? I don’t know. I clearly have a problem. I’m unable to function around a woman and any friends that she has that I consider to be sexy and/or cute, without thinking about having the two of them together. I was just with another woman I met the other day who brought her girl along for our stroll downtown… and 20 minutes into it, I was asking her girl if she’d record us having sex (which seems to be the gateway into bisexual activities for “straight” women). Her girl said….”yea.”

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Author: The Undresser

Black, Single, and Not Looking. Enjoys grilled salmon, cold glasses of water, and grocery shopping at Meijer. Likes women with nice ass to waist ratios, Reese Cups, and watching Real Time with Bill Maher. Dislikes cigarettes, littering, and disobedient children.

15 Comments

Vote -1 Vote +1Diamond LeeSparkel

8/17/2010



I Don’t Get Why She Got Mad… Like She Was Letting Her Friend Watch So What Was The Point Of Her Watching If She Couldn’t Join In That’s Sucks!
Maybe You Should’ve Just Ate Her Box Too Lls.

[Reply]

Vote -1 Vote +1bogart4017

8/17/2010



HOw is it you find yourself in these exotic sexual situtions? This can’t be life.

[Reply]

Vote -1 Vote +1The Undresser Reply:

this wasn’t really exotic…at all. Now that chick who was half Panamanian and Jamaican that wanted to give me some head before she slobbed up my uncle…that was exotic. Of course, I was 15 and I had no idea how to close the deal. smh.

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Vote -1 Vote +1AGK Reply:

Lmao @UH!
Hilarity xD

[Reply]

Vote -1 Vote +1The Undresser Reply:

this was not funny woman

[Reply]

Vote -1 Vote +1AGK Reply:

Cmon now… Deep down… U know it was. LOL

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Vote -1 Vote +1D.G

8/17/2010



I don’t think your friend was mad at what was going down. The problem might have came when her friend was on your face. Kind of disturbing I think considering the fact. Personally, things don’t always go the way we want the too. There’s no reason for anyone to feel awkward; Everything came to play because of one person, your friend….lol. She started it she should of been woman enough to except what ever happened.

[Reply]

Vote -1 Vote +1Poitree

8/17/2010



The problem wasn’t that her friend was involved. The problem IS/was that you were doing to her friend on Day 1 what you’ve probably flat out refused to do to her on Day Fifty’leven. At this point, even though she “forgave” you, you’ve messed up. And I don’t know if there’s any bouncing back from this one. She is scarred by this, believe that. Sure, she let her friend play around a bit, but I’m pretty sure she expected more of your attention and expected the friend would be the wingman. I’m also pretty sure she never expected you to put your mouth on her friend’s vagina either *smh* This actually kinda hurt my feelings. I know how she’s feeling right now. Neglected and rejected. If you really care, start fixing things the best way you know how.

[Reply]

Vote -1 Vote +1SexyScorpio

8/18/2010



I Wonder If She’ll Tell Her Brother…Hmm

On Another Note I Think This Is Where Jealousy Plays In She Probably Felt Salty About The Whole Situation Since You Never Gave Her Head

[Reply]

Vote -1 Vote +1Charlie Sweet

8/18/2010



Undresser, you mentioned previously that performing oral sex is a PRIVILEGE; reserved only for a select few whom you deem “worthy”. Your friend MUST know this. Thus, is it really any surprise that she felt inadequate when you began letting your tongue send her bestfriend into orgasmic ecstasies? She probably feels like your friendship means shit… If homegirl could get special treatment within the hour, what does that say about how you feel about her?

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Vote -1 Vote +1The Undresser Reply:

you make a good point. I can’t explain it…it was just a mood thing.

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Vote -1 Vote +1shi_shi_tokyo88

8/20/2010



I’m kinda confuse, did u have sex with your friends “friend” who has the boyfriend, or did have sex with your friend only? where was the brother when all this was happening? Srry to be nosey, just curious…

[Reply]

Vote -1 Vote +1The Undresser Reply:

I had sex with both of them, but it wasn’t completed with both of them…the other girl, Hoodstar, went upstairs. Hoodstar is the one with the boyfriend.

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Vote -1 Vote +1shi_shi_tokyo88

8/20/2010



Oh ok thanks for clearing that up for me

[Reply]

Vote -1 Vote +1moscato

10/19/2010



Entertaining yet gay. You should write a book Uh your a very good writer

[Reply]

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