My first time with a man

Hi I am jennifer. My life was changed after a chat room chat with E. My story really started when I was much younger. I began to have sexual feelings. My favorite was getting dressed in my sisters night gowns. I felt so hot and pretty. As I grew older I tried to suppress these feelings. It was hard not to want to dress up. As I got older and the internet came along I found porn. I would try on my wife’s clothes and watch porn and pretended I was a gurl. I learned how to make myself up too.

I found an adult chat room one day and looked for someone to chat with and get off with. At first I went in as a man but found out I wasn’t finding any ladies who might be interested. One night I went on line as jennifer. I had gotten all dressed up and feeling hot. I received a lot of requests to chat with men. I began chatting with all kinds of horny men wanting to have me suck them and be fucked by them. This really was turning me on.

I wanted to chat all night with them telling every fantasy I had. This lead to late night phone sex. Most of the men didn’t care I wasn’t a real girl once I told them. They just wanted to get off on the phone. These calls went on for months. It was so hot hearing them cum over the phone. One night I got dressed up. My wife was out of town. I went to my chat room I liked. I chat with a couple of guys than I met E.

He was so kind and sweet in the chat room. We chatted about a lot of things not just sex talk. I finally got up the nerve to tell him who I really was. A 50 year old dude that liked to dress up pretty. He was ok with that. At some point I was telling him my inter most fantasies. I told him I had never been with a man. I told I had gay friends but they didn’t turn me on. I liked older mature men.

The porn I liked was older men hairier the better doing Tran girls and younger girls. I told him I fantasize about being the girls in the videos. I could tell he was liking what I was telling him. He asked me if he could call me he was in need of getting off.

I hesitated I wasn’t sure if I could do this with him. I had told him so much. He kept pushing and I finally said yes. Well that was the start of a really hot relationship. He called me and we talked for almost an hour. We talked about me and what I liked and told me he was a lonely guy just hoping for someone he could get with.

He told me where he lived and it turns out it wasn’t far from where I lived. He sweet talked me into going over to his place so we could meet. He said we could just talk and see where that might lead. I was nervous but I finally said I would like that but I was scared. He assured me we would just talk at first.

I did tell him I wasn’t comfortable about going out dressed up and that I hope he wouldn’t be disappointed. He was very kind and said he understood.

Well I got his address and we agreed to meet that weekend. I was so scared but really excited. This man sounded like someone I could let my guard down and maybe finally develop the urges I have had for years. The week dragged by but we planned to meet Friday night. Friday finally came and with everything I had I got in my car and drove to his place. It was a cute bungalow in the hills near Oakland. Nice safe neighborhood I thought as I drove up his drive.

I sat in my car for it seemed like for ever thinking am I really doing this? One side of me feeling sexy and hot the other saying no run I saw his front door open and out stepped this man with full head of hair and a beard He was in his 60’s and was looking very comfortable in shorts and button down shirt I finally got the courage to open the door and get out.

He smiles and says come on in ok? I walk up to the door and he grabs me and hugs me. He leans in and there it is my first kiss on the lips with a man my heart starts racing my lips stay on his for seems like ever He let’s go and smiles and invites me in. He wants to know if I want a drink I say yes a vodka and tonic to soothe the nerves.

We make small talk as he mixes the drinks. I notice a big bag of weed on his counter. He sees me eyeing it and asked if I liked smoking pot I smile and say yes He has a joint rolled and he grabs it and says well let’s go out to my garden and talk a bit. He has a beautiful garden that smells so sweet. I tell him this is so romantic I wasn’t expecting this scene. We sit in some nice lounge chairs facing he other.

We talk like old friends at first just our past history and our lives. I can tell he is checking me out as well. The smooth vodka goes down my throat and my body warms up. He sparks the joint and takes a long toke on it and hands it to me. I feel his warm fingers touch mine and I feel a spark. I toke on the joint and I feel so relaxed.

I lean back and just look at this magnificent man across from me. He leans back wetting his lips. He is in a pair of shorts and I look and see he has become hard. He isn’t wearing any underwear so I can really see the outline of his cock. He looks down at his crotch and up at me. He smiles and says you like what you see.

I nervously shake my head yes. He reaches over and softly takes my hand and guides it to his lap. He says go a head touch me. I feel his cock for the first time. I had never felt anyone else’s before. He was already pretty hard. I rubbed it through his shorts. He says how does that feel. I said is was nice. I didn’t want to let it go. He smiled and said I think you might be ready for this don’t you I looked a him but I couldn’t say anything.

He says come with me I will make you feel so good. He took my hand and brought me close to him. He hugged me and we kissed a second time. I felt his tongue enter my mouth and I completely gave into him. I didn’t want it to stop I wanted him to possess me. I was so ready. He guided me to his bedroom.

He had soft music playing in the background I was being seduced and I wanted it so bad. I went to the other side of the bed and i undressed. He was watching me. He says you have a small cock. I looked down and whispered yes I do. He chuckled that is ok I like big clitties you are just fine for me.

I got on the bed and watched him take off his shirt and shorts. I already knew he had a good size dick since I had already rubbed it.. I loved how he looked with a big hairy chest and arms and beard. A real real man. He got in bed next to me and we kissed. He took my hand and guided it to his cock..

I felt the size and girth of it for the first time. A strong and veiny piece of real man. Than I began stroking it and it felt so good in my hand. I looked at him and smiled. He says I think you like this don’t you. You wait till we really get into the fun parts. We kissed some more and I didn’t want to stop. The kisses were urgent and he was possessing me with every kiss I began imaging I was a gurl and I was being taken by this beautiful man.

I slowly kissed my way down his body. I smelt his strong manliness. I stopped and I played with his nipples. I licked and suck them they tasted of his sweat salty wet I lingered on them for a while. He says you seem to know what you are doing. I looked up at him and smiled. I had dreamt of this for a long time. I slowly tongued my way down his soft full belly stopping oh so slowly at his navel licking his sour salty taste from his hairy hole.

I was still rubbing his cock during all of this. I could feel the heat from him as I stared at the head of his cock. I had never seen an uncut cock up close before. I found the look of it so very hot. I look up at him and he says go a head you know you want it gurl. My heart fluttered I think him calling me gurl and me about to taste my very first cock I was so excited. I opened my mouth and took my tongue and tasted the hole first.

It was how I had dreamt it tasted both salty and some sweetness to it my fingers stroked the foreskin down so I could see this wonderful head. I licked it at first looking up at E he smiled at me. He says you like it don’t you. I smiled and shook my head yes. He says well enjoy it put it in your mouth and feel it fill your mouth than throat.

It was bigger than I thought but I really opened my mouth and slowly took it in I went as far as I could and than came off of it. He smiles you need to take it all in open your throat. I tried again deeper this time until it was at the back of my mouth at the throat. He says open your throat baby feel me all of the way in.

I did finally get it all of the way in and I was in heaven I had this man deep in me. I let him begin to fuck my mouth I didn’t want him to stop. I licked and sucked him for it seemed like for ever. I love the taste and feel of him in my mouth. I tasted some of his precum. He stopped me and pulled me up to him and we kissed some more. He asked me how I felt. I told him I felt wonderful loved sucking him tasting him. This is what I have wanted. He says well now you are my gurl. I blushed and said yes I am.

He got up and fixed us another drink. I was glad. I watched him leave the room his ass was nice and round and yes hairy. He brought the drinks back in I couldn’t stop looking at his cock as it moved back and forth. We sipped on the drinks as I stroked him some more playing with the foreskin.

He took my drink away and told me to ly on my stomach with my legs spread. This really made me nervous I was going to be taken for the first time. I did as I was told. I said this is my first time please be gentle. He laughed a scary laugh and lubed his cock and my ass up. I felt him leaning on top of me and than I felt his cock between my ass cheeks he was rubbing it up and down I was scared he leaned into me and said relax and breath my sweet gurl you are going to really like this.

It might hurt at first but relax the pain will eventually turn to pleasure. He says are you ready? I whisper yes please. Then I feel the hardness of the head at my hole. I thought please don’t hurt me and at the same times wanting it badly. He pushed slowly at first I could feel it’s hardness entering me splitting me apart at first I ask him to stop. He stopped I was feeling it pulsing. He started pushing more and more until I knew I was going to take him completely.

He filled me up all of the way. He stopped and just laid on me I could feel him deep inside pulsating. He ok right you like this right. I whisper yes it is so big. He laughs again. He pulls it out slowly I feel every inch leaving me. Than he grabs my hips and boom hard back into me. I shout out oh it hurts. He says relax I am going to make you want it even more by the time we are done. He pulls himself out and than boom back in. I am now giving in he is taking me and I can’t stop him. I don’t really want him to stop.

He keeps fucking me and I finally start matching his strokes. He whispers in my ear. I think you like being fucked. I say yes. He is fucking me faster and harder. He says I own you now my sweet girl. You will do what ever I want won’t you my sweet gurl. I say yes I am yours. He stops and pulls out. He hands me my drink. I sip on it as he gets up. I watch him leave the room.

My ass hurts but I think it is funny I want him more. He walks back in and tells me to get on my back. He hovers over me. He raises my legs and spreads them. I feel his cock at my hole. Boom in he goes and fucks me even harder. He says he wants to see my face as I am being fucked by him. He is relentless and keeps pumping in and out. I meet his rhythm and I am beginning to fuck him back. I whisper to him don’t stop I want you so bad.

He keeps going until he says he is going to cum. He pulls out and brings his cock to my face. I smell the smell from my ass he says suck me baby you want it. I pull the foreskin down and suck the head it taste different but I must do what he wants he pushes his cock deep in my mouth. He says you are a great cock sucker.

He pushes in and out he is in control with one hand on the back of my head so I can’t move away. He tenses up and I just knew what was coming next. He shoves it deep in my throat and hold my head and he lets go of his load in my throat he hold me so I can’t pull away. He yells swallow my seed bitch I am your man now you will service me.

I feel him convulsing in my mouth. I am gagging but he won’t let lose. He finally lets go and pulls out I taste his semin in my mouth I swallow as much as I can. He dangles his wet cock in my face. I take it and clean it with my tongue. He lays down next to me and I look up at him. He lets me kiss him. You belong to me my sweet. I ly in his arms knowing I have been transformed.

If you like this let me know. I have wanted to share this for years. It is a true story. I have been so happy ever since. Thanks you E