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I had waited feverishly for this moment. Months of preparation had gone into this one instant where I would be asking one of my best friends out. I knew I wasn't her type - and usually I wouldn't have tried anything since the gap between "The Mountain shrunk down to 5'8 with half his muscle mass turned to fat" (me) and her type (basically Zayn) was too big.

On the other hand, she laughed at my jokes, we had a lot in common, and we had many friends we hung out with together. Which is more than I could ever say about any other girl. Sure, they all laughed at my jokes, but then we either had nothing in common, or completely different groups of friends. And by the time I was desperate enough to disregard that last part (that desperation you feel as a 24 year old virgin), they were all gone.

So, off I went to try a Hail Mary. With whom, you may ask; let's call her Melanie. A beautiful young woman, barely 19 years old. Her shapely, yet lithe form was a recent development, but one I eagerly embraced - or was trying to. With Indonesian parentage, she was maybe half an inch shorter than me with her high heels on, and her amber/golden hair was long enough to reach her nipples.

We were out at a restaurant with such a group of mutual friends where I had positioned myself (with the help of some of those friends) to sit across from her at the table. We were quite a bit into the evening when the conversation had been slowly flowing in small individual groups when I casually let slip that I might be interested in her as more than a friend. She wasn't repulsed by the idea, to my surprise, and I didn't get a "I only like you as a friend", either. In fact, upon further probing, she admitted to having been thinking about how to breach the subject herself.

"If that's what you're looking for, we can cut the evening short and put our heads together on how to proceed with our feelings," I said with a smirk and far more confidence than I felt.

She dabbed her lips with a napkin, but I could see her grin behind it. When she lowered the napkin, her features were once again schooled. "I think that's a wonderful idea, Phil."

We excused ourselves to the barely hidden smirks of our friends, and I drove her to her apartment, which she shared with her adoptive family. "Come on up, then." she said, casually leaning against the door, waiting to be buzzed in.

I had literally nothing to lose and everything to gain. With eager steps, I followed her up. The surprise was perfect when we entered the apartment and they all sat there, fully nude: Adoptive dad and mom, and the other adoptee, a young man her age, casually lounged in the living room, staring at me with expectant smiles.

"Now, don't fret, Phil," her voice whispered into my ear which sent shivers of pleasure down my spine, "all my potential boyfriends have had to go through this."

I slowly turned to face her. "I thought you were a virgin as well," I said with a raised eyebrow.

"I never said that," she laughed. "The people in this room are the only ones who have been allowed to touch me so far. I have high hopes you'll join them soon."

I was too baffled to react other than nodding dumbly. "This has to be a dream," I thought to myself. "This can't be real."

The other woman in the room, Stef, wasn't even in her forties yet, and was like a slightly chubbier (in all the right places) version of Melanie, but with pitch black hair. She was the one to shake me from my stupor as she sauntered up to me and started removing my clothing. "I don't think you'll be needing those anytime soon," she said with a smirk.

When she knelt down to pull down my pants, little Phil sprung to attention immediately and almost hit her in the face on its way up, much to my embarrassment and to the amusement of everyone else in the room. "Nice dick," Stef's husband Dave said and raised his hand. I obliged and high-fived him over the slurping sound of his wife taking my length in her mouth. I may be a bit on the husky side, but a nine inch dick is a nine inch dick.

"Don't think of it as a test... think of it as a test run. We want to make sure Melanie doesn't suffer the same fate Stef did and marry a limp-dicked joke of a man," he added. It seemed to be an inside joke between the two of them, as she just laughed around my dick. Curiously enough, the vibrations of her laugh made me almost cum right then and there...

TBC

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“But she was trying to help me,” Claire says trying to win me over. “Claire you’re a good person, you have good children. I’m not a good person but I have a code, you break my code and a price must be paid,” I tell her very softly,” Meredith broke our agreement, for good or ill she did. I’m all about balance and my scales need balance.” Claire has no words for it but we say our goodbyes and her boys are happy to see their mom going back to work and not ‘going crazy’ at home. I remind...

2 years ago
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test444

“Please tell me she didn’t have you try to get her pregnant,” Desmond asks and Stuart shifts between me and my heavy hitter. “No she said not to. She only wanted anal which was different but she said she was waiting for permission from Katy to have your baby,” Stuart explains with honesty. “Desmond calm down he didn’t know and was told it was okay from Katy,” I explain when Stuart interrupts. “Well she said that she messaged Katy to say it was okay and then there was a message on my...

1 year ago
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test333

“Just a little one,” I ask wondering what else I should have done. “Yes, it was basic fucking and it was good enough. Do you want me to clean my asshole for you in case you want to fuck me again if we have time,” Wilma asks quietly. “Yeah, clean is good,” I answer not really knowing which would be better. I watch her stagger up and slowly walk back to the bathroom where I can assume she cleans herself. I sit on the bed and think it wasn’t that bad, some spanking and choking sure but...

3 years ago
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test1111

The bathroom door opens and Wilma exits and I’m a little surprised. Every time I saw Wilma before now she had a very ‘man’ look about her save for her female face. Her denim jacket boy cut along with loose jeans like a man would wear. To see her in a torn gothic black tank top and black bikini top for a bra is a shock but it’s the knee high boots and leather skirt short enough to be a collar with fishnets that has me speechless. I’m stunned but Desmond and Wilma are perfectly fine and we’re...

4 years ago
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test777

“Mr. Weisner come with me please,” I tell him trying to guide him by the arm. “Excuse me I need to get somewhere,” He says trying to brush me off. “Like to the company car that is no longer yours so that you can go back to the company house you’ve been living at that is on company land and you no longer have claim to,” I ask and watch him freeze,” You have two options Mr. Weisner, one attempt to retrieve your meager possessions or get in the car.” I leave him with the choice and...

3 years ago
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Greastest Birthday Ever

“Come on sleepy head get up” called my aunt; she was already there which quite a surprise for me. “Get up and help us decorate the house me and your mom cannot do all of it you know?” Mom had planned for this big birthday party for me, invited my friends and even took the day off…well she had to go to work at night but I heard that my aunt had taken up the job of looking after me for the night. I got up from my bed I had quite evolved from a little boy that I was…I was now ten...

1 year ago
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Greastest Birthday Ever

Introduction: How a birthday just gets interesting The greatest gift I got was from my aunt Tiffany at my 10th birthday. It was something you can never expect to get, not at least you are few years older. I loved my aunt Tiff, she is beautiful, bit on the big side but that didnt make her look bad. Instead she had an awesome ass and big breasts which bounced as she walked. She had a beautiful face but she wasnt much tall that was my advantage, being ten and all I was about the same height she...

1 year ago
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Treuetest der Ehefrau

Mein Name ist Bill. Ich bin 27 Jahre alt und bin mit Alicia verheiratet, die mit ihren 25 Jahren bildschön und viel zu nett für mich ist. Zumindest habe ich das schon immer gewusst. Ich heiratete Alicia, als sie 19 war und obwohl sie keine Jungfrau mehr war, ich war ihr zweiter Mann. Vorher hatte sie nur einen miesen One-night-stand mit einem älteren Mann, der ihr dabei die Unschuld nahm. Sie liebet mich abgöttisch und kein Mann könnte eine Frau haben, die ihn so unterstützt und die ihn mehr...

1 year ago
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Testarossa Di Toscana

“Quickly, Gil, we’re about to land,” the sexy, young brunette sitting next to me on the plane purred in to my ear as she picked up the pace of stroking my cock. ~ We had met in the Toronto International Airport, while waiting to board our plane. I was seated at a table, replying to emails on my phone, when a young, sexy brunette tripped and fell on me. She gave out a short yelp and wrapped her arms around my shoulders to keep from falling on the floor. She immediately laughed once she...

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