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Let me start off with I had a girlfriend living with me and one of her male family members was married to a beautiful blonde. She was about 5'7"and 125lbs long blonde hair and store bought tits and a perfect ass. She was bad. I had always fantasized about doing some freaky shit with her and I have to say. I have jerked off many times to thoughts of her. I wanted her and bad and I'm pretty sure she knew it. Hell looking like she did doesn't take much to know pretty much anybody would have same thoughts I had. We always went back and forth with comments and I never could figure out how to take her. I mean is she fucking with me or am I taking her wrong or is she trying to set me up to see what I might do. I just couldn't put a finger on it and decided it would be easier on me to continue let my mind run wild and beat off everywhere. After all I felt like I left enough hints she had to know what I was saying. So life happens and she gets a divorce and I don't see her for quite a while. One day out of the blue I run across her and she was looking better than ever and she caught me looking at her hard a few times and we exchanged numbers and made plans to get together and catch up. To my surprise she calls me first and it was early the same day. We talked for a minute and she asked me if I was still with the girl I was with back then and I told her I had to get away also and she informed me that she knew my thoughts back then but she didn't act on anything because apparently she was having a pretty rough time at night when nobody else was around with her husband and shit became lot clearer to me. Anyway there was a game on and I made a comment about it, I could hear her TV and was just saying something because it was her team so she said let's make a little wager on it and I took the worst bet possible. After the game ends I got a call and she said I'm letting you know that you lost the bet. I asked what I owed her and she said I will let you know and giggles as she hangs up. So the next night was Fri and I finally get to her house. It was the longest day ever because I knew that we was getting together plus I was thinking about the bet and the way she told me she would let me know. After all I always heard that she was a wild and crazy one when it came to sex so now you can imagine why I have beat off to thoughts of her anywhere and everywhere possible. She tells me she wants to get a male friend of hers good and I have to let her dress me up like a girl and go on a date with him and she will be with us. Just play along and when we get back to her place I would get what I always wanted. So I have a hard on now and she is up close to me messing with wig and telling me I want you to wear the shirt and skirt she had out and only that. I was trying to hide the massive boner I had because I didn't want her to think it has anything to do with the date she set up. Again she told me to change and the quicker I get ready the sooner we can get back. So I stand up with my back to her and I took my shorts off and slid boxers down and stepped out of them and turned to get skirt and she was holding it and said I see that as we both look to see my dick at attention and precum everywhere. You going to make it she asked me so I told her hell yeah you damn right. You did this to me and she made a joke well is it me or you thinking about your date. We get in her car and I said I have to tell you that you look amazing and she smiled and said tell me again when we get back. We get to bar and it's dark in there and dude is already there and she introduced us and we began to drink and lots of it. As I come out of the bathroom she meets me and says I'm so sorry laughing. I really thought he would catch on by now but he is buzzing and keeps saying he is going to try to get a BJ at least.we continue to drink and she begins to make little comments on the things he was saying to her about getting me to suck him at least. I'm sitting there in a shirt and skirt with no underwear and makeup and wig and with a aching hard on again. She is all over the place dancing and shit leaving me alone with dude and he leans in and asked me so what you think about getting together while we leave and I started to ask him then did he not know I was a guy. But I'm turned on by everything and didn't say anything. She said she was going to go to the store and get some cigarettes she was out and asked if we would be ok. We told her yes and she left or I thought she did. After a couple minutes me and him are talking and he grabbed my hand and said check this out and he puts my hand on his dick and he had his pants down to his ankles which nobody can tell unless you sit down close to him. Our table is round and a booth like seat that goes around the sitting area and we was in the back facing the back. I wasn't expecting him to have it out like that but it was. I remember thinking damn he has a big dick. It's already hard when he put my hand on it and says you like that, here get a good feel and rubs my hand all over it. He said I hope you do as he let go of my hand and now has both of his on the table. I don't know what happened but I started to rub it and in no time I had my my hand around it and was stroking it. He lets out a moan and tells me it feels good and he is rock hard and I am too. He has his arm on the top back of the seat and next thing I know he is pushing on the back of my head saying here suck it won't anyone see and I was wanting to bad. The thought of his big cock in my mouth was driving me wild but I kept thinking about him telling her and he said here suck it and as I let him push me down I said watch out for her. And he pushed me down and I finally get to it and I opened my mouth and he said there you go suck that dick for me. I am about to explode. I got the head in and I was going to go slow but I thought she was going to be back soon and I just opened up and went down on him and he gets little loud and said damn you like it don't you. My head is bobbing up and down he grabbed my head and said take it all and he pushed all of it in and is really pumping it to me good and I heard oh my I'm sorry. I know that voice and it's her. Embarrassed I go to the bathroom and she followed me and before I can say a word she assured me it was great and she was hoping I would be up for something like that but didn't know how to ask me but didn't have to now. Ww all got to her house and she said I'm yours to do as you like. You held your end up. When I saw her naked I told her I was wrong earlier now she looks amazing and yummy and she smiled and said good pushing me back and climbs on me and sits on my face and I began to lap every dip of her juices and I heard her say I want to see him in your ass as he was sucking me and she spins around now faces my dick and she goes down to suck me and I feel him lube my ass. I'm on cloud nine. She is sitting on my face and sucking on me then I feel her rise and pull my legs back and I feel him at my hole and she said oh yeah I'm going to love it do it she said as he slides in my ass and damn he was filling it up. His thick long dick felt so good stretching my tight ass. She asked me if I like it and I said I did and she told him to give it to him and he stopped when his balls were against me and he began to fuck my ass and I mean great. I'm moaning and you can hear him slap against me and she is grinding her pussy on my face and she said I'm going to cum and OMG WOW I had my tongue in her as far as I can as I heard him moan and the noise of him fucking me I felt him go hard and he was in deep and he holds it in me and I feel him throbbing and knew he was unloading in my ass and she was going wild. That's something I never dreamed I would experience and he left and me and her fucked so much and still do today but that night when it all fell in place was amazing.