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Dear Diary

The Quest to loose my Virginity

By DSPublished 4 years ago 5 min read
Dear Diary
Photo by Alexander Krivitskiy on Unsplash

This diary is the property of Jessica.

10/23 Dear diary, I am 23 years old today , and still I have not found a guy to have sex with, I will be a virgin forever at this rate. My friend Jane lost her virginity just last night while we were at the movies of all places. I guess that is why she wore the short skirt with no panties on underneath it. I think I want an older married man to take me first, they would respect me afterwards and treat me right I think. They would take their time and make it an experience that I would remember forever. Instead of three minutes in a dusty movie house with a boy who she will never see again.

10/24 Dear diary, I finally used Jane's key today so I could study at her place next to campus instead of coming across town to my house because I had another class in a few hours. I wish I hadn't though. When I came into the living room her mom and dad were doing it on the sofa, eww how gross.

10/25 Dear diary, Jane had a wonderful idea, I would go to the country club and get a part time job helping in the gift shop and I could find and scope out just the right man to take me to my dark side and rid me of this virginity. I hope this works, and I am sure glad this is not the dark days where they sacrificed virgins for a good harvest.

10/27 Dear diary, I have been busy, I got a job at the local country club and made friends with a cute guy. He comes in everyday at one and buys some golf tees and has a coffee before he goes out to golf. He is for sure the one I want and from the bulge in his pants he is for sure interested.

10/28 Dear diary, His name is Eric, he is married , two kids one boy and one girl both grown and out of the house. His wife hangs out at the country club day and night at the lounge getting drunk and gossiping with the other wives. He is perfect for the job. He even has a standing room here at the club for his wife when she gets too far gone to crash in.

10/29 Dear diary, I made my move, I wrote a very long letter and put it in Eric's bag today. I left my number and what I was looking for and to text me if he wanted to do it. I told him all the details so let us hope he is understanding.

10/30 Dear diary, Still no text from Eric. I wonder if I made a mistake. He did make eye contact today and gave me a huge tip for his small purchase.

11/1 Dear diary, Eric texted me yesterday to go to the Waldorf and ask for him by name at the front desk. I did so and he sent a driver to pick me up and the driver took me to a very expensive salon to have my hair and nails done all paid for already. The driver waited there and then took me to the most wonderful dress shop where I was fitted with a full white lace teddy with stockings and a garter belt, and a very expensive evening gown. The women took the time to alter every item so it hugged my curves and it looked beautiful on me. The last stop was a totally for women only shoe store where the clerk picked out a very expensive pair of seven inch heels for me to wear with all my beautiful items. It was near seven at night when we arrived at the most expensive restaurant in town where Eric was waiting to have dinner with me. We sat and talked, and danced. We had two bottles of wine while we got to know one another. It was late when we left and his driver was still waiting for us to be picked up right outside of the place. The driver took us to the Waldorf where my day started and me and Eric went to his room. He turned on some music in the background poured me a drink and went in and changed. He had completely undressed and only had on a robe. He sat next to me and we kissed and he started undressing me, my fine dress was first to come off. Then we would kiss some more and he then undid my garter belt and took my heels and stockings off. He still being the gentleman slowly raised my bottom and pulled off my panties then he buried his face into me and made me drip with desire from his tongue. He removed the matching white lace bra from the teddy so all I had on was a pushup teddy and a very wet love machine. He hoisted me up and carried me to the heart shaped bed which had rose petals strewn all over it. He then removed his robe to expose a very nice stiff tool which he was very well instructed on how to use it. He climbed in bed and me have another orgasm with his mouth while he worked in his fingers ever so slightly making room for his tool. He raised up and grabbed both legs and laid them on either side of his chest and he placed his tool in between my lips and softly pressed forward so he was covering my hole with his tool head. He did not move but instructed me to move forward as much as I wanted too. His tool slowly sliding in. I pushed hard and had his whole shaft inside me now and it was painful at first until he started rubbing my nubbin while he still just sat there in deep. He made me cream again all over his throbbing shaft. I could feel all of it inside me, I started bouncing off his shaft small slow strokes at first. Finally after another waterfall burst of juices came out of me and soaked his shaft I was able to move much faster and he took over finally. He moved with great ease slow even strokes building and building until he was ready to burst. He pulled out and let me taste his tool and swallow his huge load of love juices. Then he laid next to me and wrapped his arms around me and we cuddled till I fell asleep. I awoke that morning with him still holding me and his very stiff tool poking me on my bottom. I was sore some so I spun around and gave him a nice morning blow job and said my good byes after a shower. What a wonderful way to loose my virginity I thought.

11/5 Dear diary, My life has changed so much. I hardly have any time now and Eric has offered me a position at his firm when I graduate. He has also given me a key to his personal room at the Waldorf and a credit card for whatever my heart desires. Jane was right the country club is a great place to loose your virginity. Jane was full of envy after I told her my story. I don't think I can write much more today Eric has asked me out to the opera. I think I might enjoy this time.

Bye for now Diary.

erotic

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DS

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