Dear Diary – He was so cute

Dear Diary – He was so cuteHot summer day I was planning on taking a walk thought the woods to the lake to see if the local boys were hanging out like the normally did. I dressed in a cute white sundress with butterflies and bumble bees on it, black lace pushup bra, and black lace panties (visible from under my sheer dress). Did my makeup put a cute pink bow in my hair and set off. About 20 yards down the trail I heard “Hi Michelle” turning to look seeing one of the younger neighborhood boys emerge from the woods.I was fifteen he was a couple years younger rand have seen him many times but never spoke to him. He always waved at me but was very timid and shy. Hi there I said his head bowed down looking at the ground. Hi Michelle he replied I’m Timmy. Well Hi Timmy nice to meet you are you going to the lake. He said “no I was waiting and hoping to see you”. Kind of taken back “You were why” I said. Stuttering and stammering he said “I would like to talk to you about well you know” he said still looking down not making eye contact. I lifted his head looking at him with a smile “What’s wrong what do you want to talk about”. Nervously he said “You re so pretty and everyone knows you’re a boy but look so much like a girl I want to be like you” Only a short distance from where I live “come on hon lets got toe my house no one is home and we would be better off there to talk. He smiled and we started to walk down the trial. I felt his hand take mine holding it (how cute) and we walked to the house holding hand swinging our arms like 2 girls.Once inside he opened up telling me his like to dress as a girl and play with dolls. I told him I did the same thing ever since I was eight. “You must look so cute dressed up. Does your parents know” NO NO NO he said they do not I’m so afraid what they would do. ‘Well silivri escort hon if that is what you are deep inside then you must tell them I will only get harder and you will never be happy if you keep it in. He took a few steps forward standing in front of me first time he looked me straight in the eyes. He pressed his lips to mine OMG is soft lips felt so good and tender of course I kissed him back (closed mouth) and held him tight. He pulled away with a smile and shaking “that was the first time I ever kissed someone like that” he said. I pulled him to me pressed my pink glossed lips to his, I parted my lips and as soon as my tongue touched his lips he parted them like he has done this a thousand times before. He swirled his tongue around mine (kind of sloppy but what did I expect for his first time). As we kissed his hand moved up to my breast rubbing them mine around his waist. I let him fondle my falsies he was shaking as nervous but the GURL inside him was coming out. I started to caress his thin skinny frame letting out a soft mmmmm as I felt something soft under his top and then the straps of what felt like a slip. We kissed and petted for a few minutes till I pulled away. “Show me Timmy” I said He was shaking like a timid kitten when he pulled up is top reliving a cute pink satin slip. How cute I said watching him undo his jeans letting the fall OHHHHHHH so pretty I gasped looking at this tender cutie.He (lets say she for he was never meant to be a boy looking as cute as she did). Stepping out of the jeans wearing a ¾ pink satin slip, black panties and sheer thigh hi stockings (the budge under her panties was clearly visible). To make him feel as ease I reached around unzipped my dress and let it fall showing my bra and panties and bayrampaşa escort fem body. He took a few steps to me reached his hand out and ran it across my panties. “Nothing exciting there sweetie” I said. He pulled them down my little clitlit twitching as he took hold of it saying “I fantasies about giving the boys blow jobs and letting them fuck me. ‘You a virgin hon” I said. She nodded yes saying never felt a penis or saw one close up” I took his hand leading her to my bedroom. We sat on the bed for a brief make out session as our lips were tight to each others I pushed her back on the bed sliding my hand under her panties. OMFG her cock sprung out it was enormous holy crap bigger then most of the boys I suck off. Taking hold of it stroking it up and down looking in his eyes as he tensed up “Relax hon asking you ever jerk off” he nodded yes. “Show me” I said. He took his cock in his hand and started stroking it his hips rising off the bed now and then as he did. “OHHHH so sweet good gurl I encouraged her, you like to taste you’re cum” She nodded yes. With that I pulled her hands away and took her hard cock in my mouth. Licking and sucking it knowing she was about to unleash all that young cum.She tensed up and let it flow OMFG her first time and she exploded with waves of thick cum. My cheeks bulging out as I did not swallow (well some LOL).Her orgasm subsiding I pulled off it and quickly without warning pressed my lips to hers. Her eyes opened wide not expecting a cum kiss but she parted her lips and let it flow into her mouth. It was so exciting feeding her own cum and she swallowed holding me tight flicking her tongue in and out of my mouth swirling out around pulling out the remaining cum. As we kissed licking cum from our sloppy esenyurt escort faces she slid her hand under my panties rubbing my clitlit. She moved pulling down my panties and taking it in her mouth (this was the first and only time I ever wished I had a real size cock so she could enjoy a hard member in her mouth for the first time) She kissed it sucking it I was so excited it got a little hard for her to enjoy she sucked and I leaked then let go with a steady flow of my gurl juices as she eagerly took ever drop. No sharing it she swallowed it all before rolling over into my arms with her head on my chest and my arms warped around her and stoking her hairWe lay there for 10-15 minutes not saying a word before I got up, looking at this sweet young (young I was only 15) tender thing lying on my bed so happy I was the fist one to give her a blow job, swap the cum and her first taste of a cock (well clitlit anyway) As she put on her panties, top and jeans I went to the closet. Walking to her with my hands behind my back she had a look of shame on her face and a tear in her eye, Wiping the tear from her eye “OHHH sweetie don’t be ashamed it is natural for people like us you just have to be true to whom you are there is nothing wrong with it. You are a gay, transgender boy be proud of it. Hopefully in a few years you will be a bigger slut them I am” We both laughed. I brought my hands from behind my back holding a pump-up butt plug in one and a huge black dildo in the other. He eyes wide open as she took each of them looking at me smiling. I told her “when you’re ready to become a true gurl let me know. I could almost see her heart pounding as I took the toys back. Walking her to the door we kissed I stocked her hair and face your perfect and handed her a bag containing a make-up case, old wig I had, a few bows, earrings, and bracelets. Giggling she said “we must go shopping together”. I watched as she walked onto the path into the woods. I went back to the bedroom to play with the toys. And YES a few days later she was waiting along the trail this time with full makeup, wig and wearing the bow. That’s another story.