By 23 I had been dressing for 9 years. I was with a girlfriend who did not know about my other likes. We split and I had not had any fun for a long time. At the same time my job wanted me to move to Margate. They arranged a B&B and off I went. After a few days I had found a pub where the clientele was largely gay and started to go there. The B&B was run by a couple Ann and Gerry mid 50's and a bit "fussy". Ann was very "bossy" and Gerry seemed to be a bit more laid back. I would hear them "at it" sometimes and wondered if the knew I could hear?
Ann was about a size 14 and was always in heels and made out that she was slimmer and better looking than she actually was. Gerry had fair / grey hair 6' and quite fit and I was always trying to sneak a look at how "big" Gerry was and wondered if he would be interested in a bit of fun.
A couple of months after I had arrived, Ann said that she was going away for a week on holiday with her friends, Gerry was staying to run the business they always had a seperate week so that the B&B could stay open.
Gerry was "run off his feet" and asked if I would help out with a bit of cleaning and general stuff. One evening I was going out and Gerry asked if I wanted to have a drink with him, he had some beers in the fridge so why not. As normal after the dinner shift Gerry went for a run and I sat watching the TV in the private lounge with a beer. Gerry came back and showered then joined me in the lounge. He was sitting in a chair oposite me and had changed into a pair of shorts and T shirt. As he sat there I could now see that he was not wearing briefs and his cock was on show. We had been chatting and watching TV for a while when Gerry said "that pub you go to is well known around here, did you know that"? I asked "why"? "Because I can see you are getting excited looking at my cock" I froze and sat there. "Thats ok, have a better view" he said as he stood up and slid his shorts to one side revealing his thick cock. He has stepped towards me and was now standing in front of me. I was still quite shocked but the bolt of adrenalin had got me very excited. Gerry stroked my cheek and said that he had thought I might want to have fun as he had noticed me looking at him from time to time.
I said yes and Gerry told me to come with him to the bedroom. When he opened the door there was some of his wifes clothes on the bed, he told me to put them on and come back when I was dressed. I jumped out of my clothes and started to put the underwear on. Pink satin french nickers, suspenders and camisole, black stockings, skirt with a white silky blouse. When I went back to the lounge Gerry was sitting on the sofa and had put a porn video on. He told me to pose in front of him and started to touch me as I stood there. He was running his hands up my legs inside my skirt groping at my arse. He told me to face the TV and "hitch" my skirt all the way up, spread my legs and bend over. He was stroking his cock and looking at me as I stood there in front of him. He told me to be a good girl and suck his cock. I knealt down between his legs and slowly took his cock in my hand stroking it and cupping his balls. I began to lick his cock and kissing the head. He was getting harder all the time and beginning to move his hips towards me. I opened my mouth and took his cock between my lips sliding it all the way in. I started to suck on it and moving up and down his hard shaft, by now Gerry was fully erect and moaning as I sucked hard on his cock. I was loving the taste and feeling of his meat in my mouth and now really going for it. I thought he would cum soon so I stopped and lifted my head looking at Gerry holding his cock in my mouth. He lifted my head off his cock and moved forward and kissed me. His mouth was all over mine and his tongue forced into my mouth so hard and deep. This was really horny and he continued to move forward finally he was on top of me still deep in my mouth. I felt his hand between my legs and his fingers rubbing my arse hole through his wifes nickers. He was easing my legs apart and slipped the nickers to one side as his finger finally touched my arse hole I responded by arching my back making it easier for him to finger me. The slight discomfort as his finger penetrated me was not too bad and as it slid in and out of me felt much better. Gerry was still ravaging my mouth and had moved so that he could finger fuck me. The feeling of cold wet gel on my arse surprised me as I did not see it coming. Then two fingers were probing me. Gerry was very good with his fingers and made me so horny as he lossened me up. Soon he was positioned between my legs and I could feel the tip of his hard cock pushing against my wet hole. With one smooth push his cock was in me and again I arched my back to make it easy for him to fuck me. Gerry started slowly and took long deep strokes. As this got faster he was going deeper and harder all the time. I was laying on the floor with this lovely hard cock fucking me so deep it was heaven. He was in a good rhythm and I began to beg him for more. Fuck me, fuck me, fuck me I was calling as he got more forceful. He was fucking me so hard that I knew he was going to cum soon, he asked me if I wanted it in my arse or mouth. I told him fill my arse now and I will have you cum in my mouth later. With this he gasped and I felt his cock pump the first load of cum up my hole, each time he thrust into me his cum filled my pussy. By the time he was finished his cum was dripping from me, still wearing his wifes nickers I pushed them into me and held them stopping his cum from leaking out of me. We sat on the floor watching the porn video which was still running, Gerry was now stroking me through the nickers and I was enjoying the attention his hand slipped into the satin nickers and took my cock. He was stroking me and he was getting more excited. I started to kiss him softly assuming a very feminine posture wanting him to take my mouth again. He responded to this and was soon forcing his tongue in me. I could feel that I was getting close to cumming and was now grinding myself in his hand. As my breathing got harder his hand was stroking me faster, pulling away from my mouth he told me to cum. I could not stop and begun to cum all over my skirt and blouse. When I had calmed down I knew that his cock was beginning to get hard again, I told him to sit on the sofa lay back and took his cock in my mouth. I was wanking him into my mouth and sucking as hard as I could. He was now holding me head pushing it down on his cock and calling me "dirty Ann" which made me smile (as much as I could with his cock being rammed in my mouth) very quickly he was going to cum again Gerry moved forward and stood up telling me he was going to cum, now he was holding me head with both hands and fucking my mouth hard. When he shot it was on the forward stroke and his cock and cum hit the back of my throat making me gag. I took all of it and he was soon slowing, still holding my head and my mouth on his cock I stayed there untill he pulled it out with the last of his cum dripping onto my face as he wiped it over me with his cock telling me to clean it off.
As I knealt there covered in Gerrys cum still fully dressed, he told me that Ann would not be back till Monday so I was going to be "Dirty Ann" for the next 4 days and even when she is back I will still have to be that when he wanted me. He then said that it was time for me to go to bed with him and I was to take off the skirt and blouse but keep on my dirty undies. That night he fucked me again and said that I was to dress up after dinner every evening in Ann's clothes.