Hi everyone I hope you all read chapter 1 and 2 because this will make a lot more sense if you did, I wish I was a little better at getting things down in words, these stories a part of my life I would not change but I am loving telling everyone about it the men and the women that I have had sexual contact with I hope you enjoy.
Fred was away for the week and I had a key to open up and feed the cat but more to the point I had a chance to be in Ruby’s bedroom as much as I wanted, I had to go to work but the evenings were mine all I could think about all day was slipping some sexy undies on that night I had a hard on nearly all day I almost had a wank in the toilet at work, as I got to Fred’s door that evening I had butterflies in my stomach as I opened the door there was a note on the hall table telling me what to feed the cat and a foot note telling me not to wear myself out and there was another present on the bed for me, so I closed the door and went straight to the bedroom lying on the bed was the vibrator and next to it was something that looked a like a rubber cock big and black, I thought god I hope he doesn’t think I can get that up my arse,the smell of the room was all woman each drawer you opened was scented it was paradise I only had chance to look in a small part of the room but now I was going to have a proper look, so I started on the wardrobes there boxes on top , I had only looked in the wardrobe with the door mirror, I got the boxes down and put them on the bed there were hats ,wigs and more shoes and a load more pics of Ruby but these ones she was dressed in her sexy undies and she was sucking cock and getting fucked but it wasn’t Fred’s cock then there were pics of another woman dressed in similar style to Ruby and she had monster tits and huge nipples with Fred’s cock in her mouth and up her arse and all the pics were taken in Fred’s front room I didn’t think Fred or ruby were into swinging but they were enjoying themselves, as I looked in the wardrobes there were some beautiful dresses, skirts, blouses and coats and I wanted to try them all, but first my undies I went to the chest of drawers I opened the top drawer and there was another selection of suspender belts by now my cock is rock hard so I decided to take my clothes of and continue my search, I didn’t dare stroke my cock for too long I was almost Cumming without wanking, I dressed in a pink suspender belt, bra and Knicks with tan stockings a white blouse and black skirt with the strappy high heels I had worn before, I stood in front of the dressing table mirror and I looked so fucking good I couldn’t stop lifted my skirt my cock was already out of the top of my knickers I held it and I came all over the floor I just couldn’t stop every time I cum while I am dressed is so good it’s so much stronger than just wanking, I cleaned my cock then the floor and I was getting hard again so I just tucked my cock in knickers put my skirt down I wanted to practice walking in my shoes so by the time Fred came back I would be ready, I was looking at the vibe and dildo on the bed looking at the size of them I was getting very nervous I thought I would never get them inside me but I so much wanted Fred’s cock I would try the vibe later for now I would practice my walk, in about half an hour I was pretty good so I removed my skirt and my Knicks I stood in front of the mirror with a rock hard cock again it was so horny just standing there I picked the vibe up and rubbed a little Vaseline of the dressing table on it and some on my very tight hole I didn’t know how to stand or what to do so I switched it on and slid it up and down in the crack of my arse it was so fucking good so I just let the tip enter my hole then a little bit more I was soon sliding all 6 inches in and out then what I thought was amazing at the time I started shaking and breathing hard and I came without touching my cock I had a proper anal climax not just a prostrate cum but a proper climax ,my legs felt so weak(I am sure a lot of people will know what I am talking about)I had to sit down now I couldn’t wait for Fred to come home, over the next week I practiced as much as I could with the vibe and I had a go with the dildo but that hurt when I got it in but it was getting better I dressed in lots of different outfits at last Fred was coming home today I had a hard cock all day my girlfriend didn’t come home for another week so I could give Fred my full attention, as I opened his door that evening I knew I had about 1 hour before he got home I took a quick bath and went to rubys room dried and picked Fred’s favourite outfit and dressed I wanted to be ready I stood in the doorway of the bedroom as I heard the key go in the lock he opened the door I stood there with my skirt pulled up to show my hard cock and no Knicks his first word was wow I said I am ready are you he sort of stuttered yes I said I mean I am ready for your prick up my arse he said oh fucking hell he dropped his bag and just stood there so I walked in the bedroom and sat on the seat at the dressing table he came in the bedroom and he stood in front of me as I unzipped him his cock was harder than I had ever seen so I said to him do you want me to suck you off before you slide your prick up my arse he didn’t have chance to answer I slipped his cock in my mouth and he came almost straight away I was getting very good at this I swallowed his whole load and I just kept sucking ,I was getting very brave with the way I was talking I told him I want him hard again because my arse is ready for good fucking ,for a man of his age it didn’t take him long for his cock to start to harden I stood up I turned my back on him and got a little bit of Vaseline and gently wiped it on my hole he was standing wanking behind me I put I knee on the stool lent forward and put both hands on the dressing table my arse was ready I said what are you waiting for hesteped forward and I felt his knob against me I was so tight I felt him pushing hard against me he was gripping hes cock hard then his prick was in it was hot and hard by now my cock was hard he had his prick right in me he was moving in and out one hand on each of my hips I was in heaven it felt so good I was moaning and so was Fred I took my knee of the stool and bent further forward he was pushing harder I was getting ready to cum and so was he so I started talking dirty saying things I would never have dreamed off I kept telling him fuck me ram your prick up me he was breathing very heavy then a wave of pleasure came over me I shouted out I am cumming Fred said so am I and I felt his prick explode inside(aids wasn’t a big thing at that time and yes I have had the test and I am ok) the spunk was acting like a lubricant and as his prick got smaller it was sliding back and forwards quicker and I just kept cumming biggest cumshot I ever had, his prick slid out and I wanted it back but my legs were so wobble I had to sit down so I sat on the stool and Fred sat on the bed my spunk was on the stool and on the floor all Fred kept saying oh my god and all I could say was I need you to fuck me again.as I sat there Fred’s spunk started running out of my arse I wiped myself and went and sat on the toilet he certainly filled me up it took quite a while to drain out as I sat I was getting hard again I knew I was ready for another fuck but I was sure Fred wouldn’t be for quite a while I went back to the bedroom I told him I want your prick up my arse again tomorrow and I want you to wank me now.
So started a year of getting fucked in so many places and I will write about a few of the interesting ones and how I progressed in my crossdressing