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My Life as a Shemale Part6It was the night before my first day of school, I was excited. Sam was over and we were chatting away, she was really becoming a good friend. I told her about what had happened with Mike the week before and she listened to the whole story. She asked me how I had felt about it and I kind of laughed, “It left me with a good memory even though I am sorry it won’t happen again, I don’t think he will want me anymore but you warned me about it”. Then I grinned, “I did have a really sore butt for a couple of days”. She laughed with me and said, “You know I have customers that like to take me from behind, here….” She went to her bag and pulled out a small zipper pouch and opened it, in it was a row of syringes with the plunger pulled back and had a liquid in them but the tips were different, cone shaped not pointy. She took one out and showed it to me, “Here, this is filled with lubricant, you just let it slide in your butt all the way and then push the plunger as you pull it back out – done and real easy.” I looked at it and thought about it. Sam got up and dropped her panties, “I will show you Danielle”. She got on the bed with just her top on and stuck her butt up in the air, I was fascinated. She reached around her butt with the syringe in her hand, she pointed the tip at her anus with a practiced hand and let it slide all the way in, then, as she started pulling it back out she pushed down on the plunger emptying the contents into her, “See? easy. Go ahead and let your finger slide in me”. I took her up on the offer, I took my finger and pushed against her hole, it was tight, then it gave and my finger slid in. I could feel the lubricant and my finger slid in and out easy, it turned me on and I wanted to try it on myself. She gave me a syringe and I got undressed, laid on my side. It took me a couple of tries but then it slid in, it felt great, I depressed the plunger like she showed me and pulled it back out. She gave me the Sam smile, “You got it! easy! But now you should slide something in, here you can use this”. She pulled out a buttplug and handed it to me, I took it and immediately set the tip to my hole and started to work it in. It was amazing, the deeper I got the wider it spread me and it turned me on, my penis grew by the inch and Sam noticed,”Oh my Danielle, you sure are bursa escort a beauty, would you mind sticking that up in me?”. I grinned, are you sure?”. We laughed and then she reached over to help me slide the buttplug the rest of the way into me, I had to close my eyes it felt so good. With almost a ‘pop’ sound it went in, it was narrow at the base so my anus closed around it to hold it in place.I could feel it in me and moving with it was a little painful but more than bearable. Sam on the other hand plopped on her back and this time I vowed to try and last longer. She took me and set up up at her hole again as before. My penis slid in easy and soon I was all the way in her and pumping. She spread her legs wider to let me slide in as deep as possible and arched back further to be able to slide all the way out and back in just so I could try out new things. I wanted her to feel every inch of me. I was holding on and not cumming as I had hoped but it was though, when suddenly my penis slid out of her vagina. I tried to recoup and not drop the ball so I pushed forward to slide into that sweet hole I so dearly wished I had on me. In her excitement she had raised her back too high and when I drove back down I hit her anus, I didn’t realize why it would not go in at first so I kept pushing but she knew right away because of the pain, before she could react I slid into her, “Oh no oh no” she screamed and I stopped, “you’re in my ass, oh the pain, don’t move Danielle!”. I stopped and felt instantly bad, I knew how much it could hurt, especially with something this size. She was breathing hard, trying to relax, I carefully looked down and saw that I was half way inside of her, “should I pull it out?”. She just made a hand gesture not to move, “Just give me a moment, you are just too big for this part of me, let me stretch down there”. we laid there for a few moments and then she nodded her head, “Ok slowly move back and forth but listen, I don’t want you cumming inside me and don’t repeat what I am about to say but I lubed up for Tim, he likes to take me from behind, I don’t want to clean up again”. I nodded that I understood and started moving slowly, it was amazing, her butt hole felt as good as her pussy, for some reason I didn’t connect the two but it was tighter, much tighter, that was good too. I decided bursa escort bayan not to remain where Tim was going to go tonight, I slid in and out a couple more times and withdrew. I looked at her anus afterward and saw that it remaind open for a little while, I could see into her but then it closed. I was excited, Mike had this same feeling when he, well, I guess, ****d me. It HAD felt like a vagina to him too and he shot into me because it felt good. I was lost in thought about that day, the negative thoughts I have had about not having a vagina seemed to disappear. I expressed this to Sam who had a slightly painful grin on her face, “Oh Danielle, you actually have the best of both worlds, your anus is tight and beatiful and any man going into your pleasure hole will love it or any lover for that matter will enjoy your gorgous manhood. Your penis is perfectly shaped, it is not only fat but long too, thicker below the tip, I have dreamed about having you inside of me and cannot imagine what it will be like when you are fully grown. There will be quite a few people, I imagine, that will not be able to handle your size but you will deal with these things as you go through life. I think once you start your HRT treatment it may not get any bigger, I don’t know for sure but you will grow breasts and I cannot imagine anything more divine and I really cannot wait to see what you look like next year. Now fuck me please, I need to get to Tim”. We laughed again and again I slipped into her and I could only imagine that this is what it felt like for my lover when the time came. And maybe that lover would be Tim, he likes her tight hole and maybe he would enjoy mine even more. I came too quickly again, maybe it was the butt plug that kept moving with me and touching me in a way that gave me additional thrill. I would need one of these, just to play on my own. Being mindful that she had special customer I pulled out before I unloaded, pulling out seemed not very satisfactory, I rolled on my back and seconds after my big member started shooting. I guess I never thought about just how much could come out of it, I kept shooting my pure white cream again and again, Sam was looking, watching me spooge, “You definitely have a lot to give to a girl”. Eventually it stopped and the puddle started to run of the sides, escort bursa I was done. Sam helped me remove the butt plug, my anus had clamped tightly around it and it wouldn’t come out easy. “I need to buy one of these” I said and she smiled, I will get one for you if you like, you may have a hard time getting into a store”. She leaned over me to get a better angle to remove the plug, her mouth close to my chest. Her tongue slipped out and started to lick my cum up as she removed the plug from me. It was very sensual and kept me aroused for the rest of the night and into my dreams, anticipating my first day of school.Sam had slipped out to clean up and then go to Tim’s room. Tim was waiting for her, anticipating her beautiful and petite body laying naked next to him, she was incredibly perfect and he had waited patiently for awhile now, “You know, if you keep spending this much time with Danielle you will never make enough money”, he smiled when he said this and she returned it as she got undressed in front of him, “I know Tim, I am sorry if I kept you waiting. We seem to get to talking and can’t stop, Danielle is a good friend and she has a kind soul. It’s one of the things I like about you so much too, You are wonderful for not only taking her in and giving her a home but also for making her feel normal. Thats a gift”. She was naked now and Tim could not stop looking at her, she thought about what she told Danielle earlier and decided to ask, “Tim, would you like to take me from behind again?” Tim nodded, “If you don’t mind Sam. “Not at all, I was just curious and you can tell me if I am overstepping my bounds, have you ever slept with a man before? I mean, you like my body and I like to think I have an attractive pussy but yet you prefer me in the Roman manner”. Tim thought about it, “I think I feel comfortable telling you Sam, before I was married, I would have considered myself bi-sexual, I went to College in Europe and most people there didn’t care what you liked. I had some encounters with a wonderful man and enjoyed being with him very much. Now that my wife is gone, I guess, it just sort of came back. I just love the way you look and feel, seems to be a perfect fit for the moment”. She smiled, “Ok Tim, I would hate to loose you as a customer for sure but if you ever need a man just tell me, I can arrange that too or you can have both if you like, its just a little more expensive”. She slid into the covers and Tim moved in on her gently, “Ok I will let you know”. The last thing she saw before he turned off the light was his smile.

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