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Losing My Virginity

My first sexual experiences were all with other boys but I had never actually been penetrated by another guy until I was 27

8 years ago I finally lost my virginity.

 

I had been going to see a Brazilian transsexual called Alexandra. She looks like the perfect goddess but unlike the typical idea of a male to female transsexual indentifying totally as female Alexs was still very intouch with her maleness.

 

Everytime I went to her she bullied me physically and mentally and her language was always very male. She would do things like answer the door in her dressing gown and black leather knee boots let me in and let her dressing gown fall open revealing her body and luscious uncut erection then pin me to the wall with her body her hand clamped over my mouth so I couldn't talk then she would say "whos the King?"

 

Obviously I couldn't talk with her hand over my mouth but she would hit me and say "answer me now, tell me whos the King?" As I held her bare arm gingerly and looked at her with startled and pleading eyes. She did this to me until I was genuinely scared and then she took her hand off my mouth and put it round my neck holding me agaist the wall as she intimidated me with her mean stare, her eyes boring into my soul as I spouted fourth the words she wanted to hear. "Your the king Alexs, your my King Alexs, oh King Alexs please"

 

After that she pushed me to my knees and made me lick every inch of her erection right there in the hallway of her house as whimpered and whispered "Oh King Alexs" her friend a Brazilian transvestite (who wasn't dressed up and was in boy mode) wandered around the house and they chatted to each other as if I didn't exist.

 

I sucked her until she came on my face then she got me a tissue to clean my face and then opened the door and said "your pathetic, I'm finished with you" I clung to her thigh and said "please Alexs don't do this to me please" as I kissed her thigh. She said "do what?" I said "dump me" 

 

She said she wasn't dumping me and that I was like a dog that would keep coming crawling back to her for more as she said this she quite tenderly stroked my face as I clung to her thigh and looked up at her helplessly. Then she said "go before I start hurting you" "I will see you next time you inevitably come crawling back to me" I kissed her semi erect **** and said "thank you King aleks as I caressed her belly button with one hand and respectfully held her thigh with the othe and she said harshly "GO" and roughly kicked me loose from her leg so I fell to the floor at her feet and she put her boot on my face and shouted "GO" before I beat you.

 

I scrambled to my feet and went to leave just as she grabbed my face and kissed me passionately then pushed me out of the door and said "see you next time my **** boy" before slamming the door in my face, leaving me spechless and excited on her doorstep my face covered in lipstick and ***. She lives in a basement flat so no one could see her state of undress as she pushed me out and I had enough privacy to clean myself up before I got back to street level my heart thumping and my mind still in her hallway caught in her web of fear and lust

So it was in this kinky relationship with a cruel bully that I lost my virginity. Aleks took everything.

 

The day I lost my virginity to her I had been working and gave Aleks a call because I would be in her area and I hoped we could meet. The call was typically scary and exciting. She said "oh it's you my **** boy" and made me beg her to to let me see her. I addressed her as King Aleks and she asked when I would be in her area I said six o clock and she said well you will have to wait until seven o clock like a goodboy.

I said ok anything and before she hung up she said by the way tonight I'm going to finally make you my baby then hung up. My god my hands were shaking and I spent the rest of the day my mind reeling with the thoughts of what "finally make you my baby" meant.

 

I waited for an hour in the pub opposite her house wracked with butterflies, shaking hands, my heart thuming like a raging elephant and my mind lost in thoughts about her. I drank vodka to calm my nerves but nothing would help. When the time came I crossed the road to her place and descended the steps to her door feeling like jelly, my knees weak full of butterflies and nervous heartbeat as my shaking hand pressed her door bell and I heard her voice and saw her walking around through the frosted glass on her door. She didn't answer imediately but I dared not press the bell again so I waited fearing that the nerves that had been plaguing me since our call and which were reaching a creshendo might kill me.

 

Then she answered the door and my god she looked amazing in make up a black bra a calf length beige skirt with a split up the side that flashed one leg at me and a pair of plum coloured calf length high heeled boots, not spiky high heels more like platform heels. She was wearing perfume that smelled gorgeous but as she got closer I could smell a musky scent of sweat that turned me on.

I thought she was going to hurt me and I flinched away as she leaned towards me but she grabbed me and pulled me to her and we kissed passionately on her doorstep for what felt like ages but was probably only a minute or two. I just went loose in her strong arms and yielded to her.

I spose I was like a lamb going to the slaughter willingly after that kiss. She took my hand gently and led me to her bedroom.

 

We kissed again and she put her hand on my head and whispered suck it then pushed me down and I pulled back her skirt where her leg was revealed and she wasn't wearing any knickers and her erection sprung out at me and I lovingly took it in my mouth and sucked her with passion as she stroked my hair. I couldn't stop thinking, my god this is amazing and I said "Oh god King Alex thank you" and looked up at her with pure gratitude.

 

She put her finger to her lips and shushed me as she took off her skirt and stood over me in nothing but her boots and bra, she told me to ***** I obeyed then she walked to her bed and my god the way her erection swayed and bobbed defying gravity as she walked..oh my god.

She sat on her bed and I crawled between her thighs and resumed my **** worshipping but not for long she took my face in her hand and said "take off my boots"

 

I unzipped her right boot and struggled to take it off and she gave me her mean stare and my heart jumped then I managed to take it off and she said "kiss my foot" I kissed it, it was cool and clammy on my lips but it felt good on my face and she poped her big toe in my mouth and I sucked it.

Her foot filled my senses with taste and smell that was so sexy. It smelled of foot not dirty and nasty but a distinct foot smell and it made me realise how much power she truly had over me that I could be so horny for her feet.

I took off her other boot easily and licked and sucked both feet all over with wild abandon and ended up lying under her with all of her left toes shoved into my mouth stretching my mouth as she wiggled her toes on my tongue her other bare foot on my erection as she touched her erection and pushed her left foot as far as it would go into my mouth.

All I could see was her foot and the dirty clothes scatered across her floor as I lay there my head pinned to the floor by her foot helpless to stop her foot invading my mouth then she descended on me squating over me with her foot still in my mouth and dangled her erection on my face before pushing it in my mouth so I was sucking her toes as well as her erection my god I was so turned on and so vulnerable under her and she was obviously loving doing this to me.

 

Then suddenly she said "it's time you are ready" and took her toes and erection out of my mouth. she put a collar on me and pulled me onto her bed and made me lie face down and put my bum in the air as I felt a slippery cold liquid on my bum she was lubing me up and she fingered me and I realised she was going to **** me and I got scared as her finger hurt what would her erection do to me.

I begged her to stop as she mounted me but she slapped my face and told me to shut up. I was terrified and kept struggling and she hit me and said "your mine, I'm going to take you so shut up" I stopped struggling and she entered me it hurt.

I cried out in pain and she hit me. Then it began she ****** me hard and I was crying, whimpering begging her to stop and with her erection still in me she slapped me around until I was begging her even harder to stop beating me then she grabbed a dirty pair of undies from her bed stuffed them in my mouth, tied my hands behind my back with a pair of tights and ****** me for what felt like hours but was probably only 20 minutes or so.

I cried but I remained erect throughout and came on her bed twice without touching myself. As she ****** me she roughly grabbed my nipples pulling them hard and when she had finished with me she left me tied and gagged on her bed in the featal position I noticed my right nipple was bleeding then she came back in untied me, took her dirty knickers out of my mouth and gave me water like you would someone who had been in an accident. I lay with my head in her lap and she held the glass to my lips and watered me as I looked up at her.

 

Then we kissed and lay naked together, talking and touching, me sucking her on command for the rest of the night. I told her I was a virgin and said that she was the most dominant lover I had ever had. I will never forget her.

 

PS: She wore a condom

lukeyboy35 lukeyboy35 31-35, M 2 Responses Dec 20, 2009

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I used to know a gorgus transsexual women she and I and my ex wife used to fool around and she never had a ****** but we allays did. Well this one time we were fooling around my ex wife had to leave so we were just the two of us getting it on so I was sucking her lovely **** and she had told me a wile back that due to the hormones she did not ********* so I did not worry about her ******* in my mouth so we were going strong and all the sudden she came a wonderful warm load of sweet *** right into my mouth! I did not know what to do it happened so fast but it was delightful!

I swallowed it right down and felt so good I had the experience I'm not gay so it was really cool to have a women *** in my mouth like that. The only problem is that she did some escort work on the side so I was worried about aids but it was to late for that. I finished her off by giving it to her in the *** and I came deep inside her it was wonderful! After we got back to our senses I told her she was the only person I had ever sucked off and had had their *** in my mouth and she told me that I was the only person she had ever had *** in her *** with out a rubber on....... We are all still healthy that was 7 years ago so I guess we are OK now...... She has had the sergery so she no longer has the nice yummy **** she used to have..

Well you have my envy

After my boyfriend transsexuals are my holy grail

So cudo's

And great job writing it by the way, I really got a great imsge of what was going on