Dear Diary Part 10: Questioning And Answering free porn video

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Dear Diary, Sometime ago, I joined a message board where I could talk to other cross dressers, women, trans preps, and even male admirere about all sorts of topics. It became a safe spot, a sanctuary for Kimberly to express herself. I became a regular there and even befriended some very nice people. Although never meeting any of them in person, I felt a general closeness where I could be myself and took comfort in the cloak of anonymity. I had met this guy named Dalton who lived in my city on that message board about a year ago. He sent me a nice message complimenting me all over and I kindly thanked him a hundred fold. We started talking more and more and it turned into something we did every night throughout the year just as friends really. It first started on the board, but gradually moved to emails, and when I moved out of my parents house, Skype video chats. We had similar interests in many things like movies, music, books, etc. He was kind and funny. Just a gentle soul really. He told me he's a few girlfriends in the past but that it didn't work out for various reasons but mostly because he said that he's always had a thing for Trans girls or Cross Dressers and that it was his deepest held secret. He was so sweet. He never infringed on my privacy and was always really polite and gentlemanly. He told me the other night that he really enjoyed our conversations. He even said that he had a bit of a crush on me. To be completely honest with you, I thought he was nice both in the personality department and in the looks department. He was fit and had a handsome face. He had long dark hair that sat a few inches below his ears. He was soft spoken and and had a gentle, almost feminine nature. He was very easy to listen to. He was also half Japanese which I thought was wonderful because I love Japanese culture. A few nights ago, he gave me his phone number, asking to meet me in person on a date. He was really sweet and romantic. His email read like a love note from the heart. I felt so flattered but I didn't know where I stood as far as my sexuality. I am still having trouble with my gender identity. I was also a bit scared. Meeting somebody from the Internet could be dangerous. But I've seen him on Skype and actually talked to him. My mind was a Picasso. I told him I'd consider it, that I've never dated a guy before, and that I wasn't sure about it. He completely understood. "I know this is scary for me too. Take all the time you need," he said. The next morning, Marchesa and I went on our morning jogs around the city. I had hoped maybe the fresh air, the sunlight, and a bit of exercise would clear my mind as I woke up still dazed and confused about my feelings towards a guy. Marchesa and I stopped at a local juice bar on our way back to the condo. I had been pretty aloof most of the morning and Marchesa must have noticed. "Hey sweetie are you ok?" she asked. "You seem distracted." "Oh-yeah..." I said. "I'm ok. Just have a lot on my mind right now." "Tell me, maybe I can help," she brightly said. I kinda sighed. "Well, someone I know asked me out." "That's great K!" she said jovially as she sipped on her smoothie. "I'm just not sure how I feel about it," I said. "Well do you like this person like that?" she asked. A valid question. "That''s the thing I'm most confused about," I replied. "I was asked out by a guy," I said under my breath. "Oh.. I see now" Marchesa said. "It sounds like you're actually entertaining the idea already.." "I know" I said. "I don't know how I feel about it. I've only dated girls." "Ok.. well first things first. Do you think he's attractive?" she asked. "I think I find the idea of it very attractive. But I don't know if I'm.." "Gay?" she finished. "It's ok to not put a label on it. If you like him then you should see where it takes you. How long have you guys been talking?" "A little over a year," I said. "Wow. He must have been really crushing on you," she giggled. I was red faced. I told her all about how we met, how we have a connection already, how sweet he is, how cute he is. Wait, what?? I handed her my phone with his picture. "He's a cute one!" she said. "Yeah and he's very sweet, too," I said. She laughed. "It sounds like you are crushing on him too!" "You need to call the boy back," she exclaimed. "Call him right now!" she encouraged. I got my phone out and proceeded to press on his number but I hesitated at the call option. "I can't do it!" I told Marchesa. "Yes you can!" she pushed. "You like him! You know you do. Just call him hon!" I pressed call and the phone started ringing. I was so nervous I was shaking and then I realized I needed to do my Kimberly voice because he only knew me as that. There I was in the juice shop with a bunch of people around me. Then he answered with his sweet voice. "Uhm, hi is this Dalton?" Marchesa gave me a face like she was impressed with my voice. "Kimberly? I'm so happy to hear your voice!" he sweetly said. I giggled. "Me too. So... I've given it some thought and I think we should go for it," I don't know where these words we're coming from but I was equal parts scared as I was excited while saying them. "Is it a date?" I asked. "Definitely!" He sounded so happy. "Let me take care of everything. I'll text you the details very soon!" As soon as I put the phone down, I felt a wave of electricity wash over me. I was nervous and worried but I was also excited. "I guess it's a date," I said stunned by the moment. "Yay! See! I told you it wouldn't be so bad," she said. "I'm still worried though M." "Why sweetie?" she said. "He wants to date me... but not me...you know?" I stuttered. "What do you mean?" she again asked. I struggled to find the wording. "He wants me to.. dress up like you know..." "Ohh ok!" she said. "I'm just scared by it all." "I know it must be hard. But I think you won't forgive yourself if you don't do this because you would be hurting your friend the most," she said. She had a very good point. I didn't want to hurt his feelings. "Just have fun with it hon!" she finished. "And if it doesn't work out, it doesn't work out and you thank him for a nice evening and tell him you just want to be friends." We both laughed. This could be life changing.

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Dear Diary

12:45 PM Dear diary, its Austin again. Nothing new to report, except that I got stood up once again. Seems she had some important meeting that she had to attend. Her last words to me were, ‘Don’t wait up’. I guess it’s pretty obvious this is going to take all day and now my plans are wasted. It’s not so much the meeting as much as the timing. She knew I had this day planned. She didn’t know what I was planning, but she knew it was planned none-the-less. So here I am, writing to you once...

1 year ago
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Dear Diary 3 her

Dear Diary,Terri's parents arrived today, needing somewhere to stay on their way to their holidays. Bugger. Was hoping to have a nice night of passion with Colin. But we ended up going al fresco instead, and I'm sure someone was watching us. bloody certain of it. But I'm getting ahead of myself...Colin arrived, just as I was putting the kettle on. How he does it, I'll never know; it's like he's got radar for the kettle. I hugged him, gave him a peck, and filled him in on the situation.We dished...

4 years ago
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Dear Dirty Diary part 12

Dear Dirty Diary, My darling husband returned today after his five day, late September fishing trip to Schooner Lake. After thorough questioning it turned out he’d gotten a little apprehensive being all alone up there amongst the wailing loons and spirits of dead Algonquin Indians. He swears there’s some kind of energy around the fire pit on the island that spooks him. So he drove back down to the condo to visit the k**s. On the way down from Plevna, he went to a Saturday night concert at...

2 years ago
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Dear Diary

March 18th, 1985: Dear Diary, Well it finally happened. I cheated on my husband, and I did it only two weeks after our anniversary. It’s funny that just yesterday, Roy tried to convince me to have a kid, but I am sure glad I took the pill today because Branden came a lot. I’m certain that Roy would be very angry at the thought of his childhood friend fucking me for hours today, but I don’t care because the sex was amazing, and I loved it.March 19th: Roy doesn’t have a clue. I made love to him...

Cheating
2 years ago
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Dear Diary part 11 Burgundy Wine and MoonlightDate Night

Dear Diary, How did I get here. Someone please pinch me. I was asked on a date from a real sweet guy I met online a while ago. I didn't know what to make of it all and got swept up into an electric current pulling me into the unknown. I have always been drawn to the idea of dating a guy but I never in my wildest dreams thought it would actually happen. I've only ever dated girls before so when Dalton asked me to a date, I was as excited as I was petrified. He expected me to be the...

1 year ago
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Dear diary I met a girl

Dear Diary, Last year, I met a girl. Actually, that's inaccurate, because she wasn't a girl. She was a woman. A lady. A goddess. The most stunning creature I had ever laid eyes upon. It was in a coffee shop, which was something that made me laugh when I thought about it, because I don't really go to coffee shops, but for some reason, that day I did. I was sitting at a table, reading The Bell Jar by Sylvia Plath, and sipping a steaming hot cup of caramel coffee. Minutes later, in she walked....

Love Stories
4 years ago
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Dear Diary The Ride Home

         Dear Diary:  The Ride Home June 21, 1987 Dear Diary,    Tonight was another night I babysat for The Dwyers. The Kids had been great all night and the parents returned as usual, late as hell. Mrs. Dwyer was drunk as a skunk and I helped her to bed as well. This was the norm as far as them going out to have a romantic evening. Mr. Dwyer again, tried hitting on me, again. This time I gave into his wants and mine. I had been babysitting for them since I was 16 and he had been...

4 years ago
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Dear Diary

Dear Diary Dear Diary, Something happened to me tonight. It was very unexpected. Was it a nice surprise?I'm still trying to work that one out. Was it something I would have wantedto happen? Or, even invited to happen? Definitely not! By writing this in youI suppose I am trying to make sense of what happened and my feelings towardsit. Maybe if I start from the beginning it will make more sense and I'll understandit more I had been feeling horny most of the day and so decided to make a night...

2 years ago
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Dear Diary part 13 The Lace Lease

The Lace Lease Dear Diary, Life has gotten a lot more interesting lately. I have to tell you. My roommate situation has changed dramatically over the past couple of months. Marchesa found a really good job but sadly she had to move. Luckily it was just in the next city over from us so we could still see her often but I was still pretty sad. It was a great opportunity for her and I didn't want to spoil it for her. She had become a very close friend to me and I didn't want to...

3 years ago
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Dear Dirty Diary part 19

Dear Dirty Diary, Just before Christmas, the three of us drove back to the condo and while musing of old memories, I rummaged through my son’s old toy chest. I found a box of GI Joe action figures and a carton of Hot Wheels miniature cars. I washed all the dust and grime from them all in the dishwasher then began to pack them all back into new plastic storage containers. My husband Doug came along, picked up a bright orange Dodge Charger with a Confederate flag on the roof. He began to...

1 year ago
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Sorority sisters diary part one

September 3 Dear Diary, I can't believe I was accepted into the TAU UPSILON OMEGA sorority, it is the absolute best one on campus!!! What a place, I share a room with sophomore girl from New Orleans who seems really nice, I think her name is Betty Sue, anyway it's one of those two namers all those southern girls seem to have!!! By the way diary, since this is my first entry, let me introduce myself, my name is Kim, I'm from St. Louis, and this is my second year at Tech!!! This place is a lot...

Erotic
1 year ago
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Diary of a housemother part two

October 13 Dear Diary, A truly incredible thing happened to me the other day, so mush so that I'm still a little shaken when I think back on it!!! It was early Saturday morning when my door bell rang and standing outside my door was Bonnie Jenkins and a girl I had never seen before! Bonnie asked if they could come in for a few minutes, and even though I was still in my bathrobe I said "sure" and invited them inside. It was then that I really got to give the other girl the once over, and to say...

Fetish
4 years ago
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Dear Dirty Diary part 6

Dear Dirty Diary, Brassy trumpets, thumping drums and crashing cymbals increasingly trespassed into the soundtrack of my most lushly sensual daydream. The brassy confusion of marching bands obliterated the wind's delicate whispering through tall birch trees as well as the plaintive honks of the Canada Geese. My shimmering memory of the sparkling green water of Lake Ontario was shattered. I tried my best to blot out the racket and return to my daydream. My hand searched for comfort between...

2 years ago
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Dear Dirty Diary part 11

Dear Dirty Diary, I woke up the following Saturday morning with a terribly stiff back. Doug and Louise were already working on the enclosure for the hot tub we all missed so much. Since neither of my lovers was around to soothe my aching muscles, I had to look after myself. I stretched and limbered up without much success, so I took a hot shower then returned to try my special back exercises. I spread my bath towel across the middle of the bed then kneeled on it. I bent over, placed my...

1 year ago
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Dear Dirty Diary part 3

Dear Dirty Diary, Three weeks passed and it was Sunday morning. The sun peeked softly through the slats of the blinds in our bedroom, showing promise for an inspiring new day. Doug was sleeping soundly, so I carefully slipped out of bed and headed for the shower. Soon the hot water tingled against my back and trickled down my bum, warming me completely. I shampooed my hair then began to lather the rest of me. The slippery bar of Dove slid soothingly across my wet skin, caressing my body with...

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