A few years ago when my girlfriend went out of town for a few weeks to visit her family. I decided that I would put on one of her really sexy slutty Double D bras a pair of her crotchless panties fishnet stockings and a skin-tight slutty sundress. I filled up too large balloons about three-quarters full of water and a little bit of air and slid them inside of the bra. I was shocked when I looked in the mirror it looked like my huge boobs were real. The crazy thing was that they bounced around just like a real set of large boobs do. I walked around the house dressed that way 4 a few hours. I couldn't believe how turned on and horny it made me feel to be dressed up that way. So I thought hell why not take it even further so I went into the bathroom and found a couple bags of her old makeup. I put on lipstick eyeliner and eyeshadow. After that I was feeling even slutter and hornier than before. When I was putting the makeup away I noticed that she had a couple of sets of fake fingernails in there as well so I grabbed a set went to the kitchen table and put them on. I really liked the way I felt after putting those nails on, I couldn't believe how turned on all of this head made me. I haven't been turned on this sexually in years. I decided lay down and stroke my rock hard cock. It was kind of crazy to lay on the bed and be looking at a large set of tits. I pulled my little dress up slid my panties to the side revealing my big hard cock that looked like it was just dying for attention. I went two the nightstand to grab some lube and in the back of the drawer I noticed that there was a vibrator that I didn't even no she had. I pulled it out and turned it on it was buzzing and vibrating like crazy. My mind instantly started racing thinking when does she use this thing while I'm at work or what. After thinking about that for a few minutes I got back to what I was doing. I poured Lube all over my rock hard cock and balls I could feel it running down the crack of my ass. I started stroking my cock nice and slow then I turned on the vibrator and started running it over my balls while I stroked. A few minutes later I started moving the vibrator lower and lower and the next thing I knew I was rubbing the head of it all around my ass whole. Still stroking my cock I spread my legs further and further and begin applying more and more pressure to the vibrator until all of the sudden my ass opened up and the head of it slid in and I let out a nice loud moan not really expecting that intense of a sensation. I pushed it in further and further well I noticed that my legs were starting to shake. I pulled the vibrator out of my ass because I knew if I left it inside of me 4 even two more seconds I wood have came. I was so excited horny and turned on by this whole new thing I was experiencing I knew I had to slow things down if I wanted it to last any longer. So I took the vibrator and wedged in between the mattress and the box spring so that it was sticking straight out just like a big hard dick. I got down on my hands and knees and started sucking on it just like it was a real cock. After licking the head of it sucking on it and shoving it over six or seven inches down my throat I turned around still on my hands and knees spread my ass cheeks open and backed right up to it sliding it deep inside of me. After sitting there with it deep inside of me for a few seconds I started fucking it. It was sliding in and out of me just like there was a guy behind me fucking me doggy style slamming his big cock in and out of my ass. After fucking it that way for a few minutes I slit it down lower to the floor flipped over on my back spreading my legs wide open like I was about to get fucked missionary style and I slit it inside of me again I bounced back and forth on it slamming it deeper and deeper inside of me. My rock hard cock was slapping back and forth wildly as I fucked this thing, I was enjoying this new experience a lot I caught myself moaning and screaming rather loudly the closer I got two coming I'll never forget that orgasm that I had that day I I wasn't even touching my cock I was using my hands as Leverage two fuck this new toy as hard and as deep as I possibly could and then all of the sudden I got this intense wave of pleasure that traveled through my entire body and I had explosive orgasm that I had no idea was even possible. I had several large piles of com on my stomach. With the vibrator still deep inside of me I skipped up to of the large piles with my hand and lick them off swallowing a really large amount of my hot thick com. I got so turned on by swallowing that large of an amount that I instantly came again I couldn't believe it. I scooped up my second com and instantly put it in my mouth and swallowed every drop. After the second orgasm I slid the vibrator out nice and slow still amazed by what had just happened. I was pretty exhausted after all of that so I decided two climb under the covers and take me a nice little nap. It was kind of hot when I woke up from my hour or hour and a half nap that I had just taken and I was still dressed like a little slut. This happened on a Friday night. I stayed dressed the entire weekend changing my outfit numerous times trying on different dresses mini skirts different bras all sorts of different lingerie that she had in her drawers. I know that I jack myself off and came so many times in those 3 days that when I would come that my balls would just shake and not even a drop would come out of the head of my cock. I remember a few times Jack and myself off hoping that I would get even a few drops of cum to come out so that I can get that taste and feeling in my mouth again. I honestly couldn't believe how bad of a craving that I had for my own come. That was how I got started wearing women's lingerie and clothes. Now three years later I've bought probably 20 or 30 of my own bra and panty sets I have numerous sex toys vibrating cock rings butt plugs really large suction cup dildos that I like to use what I'm alone but now I've got another fantasy that kind of takes the whole thing even further. I think I would like to be all dressed up and have my girlfriend come home and catch me. I really really wonder what she would say to me if she walked in and caught me wearing a nice big bra like that caught me wearing a bra panties dress fishnet stockings like that with makeup on and my finger nails done bouncing up and down on my monster 13 inch suction cup dildo moaning and squealing as I slam it in and out of my ass. I wish that if she caught me she would say to me what in the fuck are you doing and I would just kind of act embarrassed in hurry up and take off my outfit staying away from her 4 a few days so she would get over being mad about the whole situation I was really really hoping that one day I would just that one day I would be getting ready to climb into bed with her and she would pull back the covers and say to me well it's clear that you like to dress like a woman you can't deny that after catching you dressed the way I did right and I would just look at her and say yes ma'am I can't deny and all at once she flips back the covers revealing a 12 strap-on that she is wearing. She says to me well I want to see if you can ride Aycock like a woman as well. I just looked at her and really didn't say anything she laid back on the bed sticking her big rubber caught straight up in the air rubber cock straight up into the air and said well get on top of me and show me how good you are at riding a real big cock. I kind of hesitantly got on top of her reached back behind me grabbing the head of this monster and put the head of it right over my asshole slowly pushing down harder and harder until I fat until I felt my ass open up and the head of her cock sliding deeper and deeper inside of me it took me a few minutes to get it worked in and my ass used to having something that large inside of it but after that I started taking it harder and deeper after a minute or 2 she said I hope you can do better than that then she grabbed my hips and slammed me down on her cock making me gasp she started thrusting upward as hard as she could pulling me down
at the same time making me moan loudly like that. I said ok ok so i started taking it even deeper and bouncing back up faster and faster until my legs were shaking uncontrolably and i was moaning and screaming so loud i was afraid the neighbors could hear me. She said now that a good boy ride that big cock just like that I rode that strapon as hard and fast as i could for the next few minutes until she said now lay on your back and spread your legs. I layed on my back and she grabbed my legs and slammed that cock deep inside of me in one hard thrust. She put it in as deep as it would go and she leaned forward and put my nipple in her mouth sucking and biting on it hard causing me to jerk and twitch violently. She was loving it she had total control over me. She held my legs up in the air and pounded my as hard for the next few minutes until she said now get on your hands and knees. I did and she got behind me and slide that strapon deep in me again. She said dont be lazy I want you to fuck me back while im fucking you from behind. So i backed my ass up to her in the oppsite rythem of her fucking me. She said whats wrong you cant cum. Before i could say anything she said go to the closest and put on that outfit i caught you wearing the day i cam home and caught you. I went and put the bra with the water fjlled balloons panties and little skin tight mini dress and walked back towards the bed and she said oh dont you look like a cute little slut. Now get on top of me again i wanna see your big boobs bounce up and down as you ride my big cock. I started fucking her and she said I love the way your big boobs look while your fucking me. Now i wanna see you cum let me stroke you hard cock. She grabbed my cock and stroked it 2 or 3 time and i said omg i cant take you fucking me like that and stroking my cock at the same it gonna make me explode. She pulled her big rubber cock out of my ass and kept stroking my cock until i said i gpnna cun im gonna cum. She reached down abd grabbex my legs and pulled them over my head so thst my cock was pointed straight at my mouth and she said i guess yiu know whats next right. Open your mouth up nice and wide and shoot your load right in thete for me. I wanna watch you swallow a nice big load of your cum. She stroked it a few more times and she slide one of her fingers in my ass and i came instantly filling my mouth up witb a large load of hot thick cum. She said now thats a good little slut now swallow it for me. So I swallowed it all down not gagging at all. She said well that didnt seem to bother you at all. You have clearly done that before and it looks to me like you really enjoy swallowing your cum because you didnt say no i dont want to do that or ooo thats grose you just swallowed it like it was nothing. You really are a nasty little slut arent you. I just smiled. She said i am gonna punish you for wearing my clothes and using my toys without asking me. She squirted lube all over my cock and said now lay back and dont fucking move she grabbed my cock and slowly started stroking it and rubbing the head. I said what are you doing i already came she said i know shut up. Im squealing and squirming all over the place my cock is so sensative honey please stop she just laughed as she grabbed the head of it and jacked it violently making me shake and scream as i tried to catch my breath. She stopped just long enough for me stop shaking and screaming and she started again. She did this for about 5 minutes straight. I thought i was going to have a heart attack. The more i begged her to stop the longer and harder she wold rub the head of my cock. Then finally she stopped thank god but i tell you what it was awesome that was some of wildest and sensative feelings ive ever had in my life.

 

Wow interesting story