Will was a pretty lucky guy. He was super attractive, for one. He was six foot four, 195 pounds of pure muscle. He was in the gym everyday, partly because he loved looking like this, and partly because his girlfriend was a personal trainer. She trained him for free at the gym a few times a week and when they got home, usually a bonus workout or two. Will had pretty long dirty blonde hair that he sometimes enjoyed tying up in a manbun, and a 5 o'clock shadow beard that he painstakingly trimmed and shaped everyday. Will's girlfriend, Vanessa was great. Obviously she was in great shape and had a tight plump ass that Will loved. He would randomly squeeze or slap it all the time when they were in public together. Her boobs were much smaller than Will would have liked, but he loved her.
Will's best friend since kindergarten, Dan also lived next to him in their high rise that looked over the wonderful NYC. Will and Dan had scarcely been apart since they were practically babies.
But Will had an extra reason to be particularly happy today. Dan had told him the night before that his little sister Ashley was flying into town to visit him Saturday. This was great news to Will, a little over a year ago now, in a drunken haze Will had professed his attraction to Ashley that he had harbored since high school. To his complete surprise, Ashley had told him she felt the same way. Since that night, Will and Ashley had taken every opportunity they could find to fuck like rabbits every time she came to town. It had been over two months since Will had seen Ashley and he knew they both were eager for this weekend. Ashley was Will's ideal woman. She was taller than average, about 5'8", and had platinum blonde hair just a little longer than Will's, down to her shoulders. She had an enormous, fat ass that jiggled whenever she walked. Will was fond on continually spanking it when they fucked doggy style. She also had enormous DD tits that you could just bury your face into and suffocate. The last time they saw each other, Will had finally gotten up the courage to ask, and Ashley had said yes, he could film her sucking him off. Will had jacked off to it every night since.
Today was Friday, the day before Ashley had told Dan she would arrive but Will knew better. It was the same every time, He would offer to pick up Ashley from JFK, because the two of them were friends too. But Ashley would secretly buy a plane ticket the day before and spend the night at Will's before he 'picked her up' in the morning.
A ding on Will's phone roused him from daydreaming about Ashley. He picked up his phone and on it was a picture from Ashley herself, laying on his bed. He was glad that he had opted to give her a key last time. He shot back a text that said "I'll be home at 4:00 gorgeous." and scampered off to the bathroom.
Huddled in the bathroom stall with visions of Ashley running through his head it only took him a second to get hard. He snapped a few pictures of his cock, and put his phone away. He would need those later.
Back at his desk, Will inspected the photo he had taken. It was an excellent photo, and not for the first time in his life, he thanked his dad, God or anyone who would listen that he had been blessed with a dick this big. It was an 11 inch behemoth. He had been told many times throughout his life that he should go into porn with a rod like that. But Will was happy just satisfying the women he chose in private.
At quitting time, Will came out onto the street and, knowing he only had a 10 minute cab ride home, sent off the cock picture he had taken earlier to Ashley with a message that said "I want you naked and on your knees when I get home. 10 minutes."
When he was in the cab, his phone beeped with a return message just saying "Yes Daddy." with the smiling emoji with a halo next to it.
Will practically ran upstairs to his apartment, the elevator could not go fast enough. When he got to his door he composed himself, unlocked it and opening the door. Just inside the doorway, in full view of the hallway, was Ashley, completely naked, her beautiful tits cupped in her hands and her nipples already hard, like headlights for the whole floor to see. Before Will could even process what was going on, Ashley reached her hands out and pulled him closer, before unbuttoning his pants and taking out his half hard cock. She gave it one or two strokes before shoving it all in her mouth. Will could feel his cock growing inside her as Ashley bobbed her head up and down working away at his cock. Will sighed deeply, this was a pleasure he hadn't enjoyed in too long, but with a start he realized, Dan! They were still practically in the hall! He could come outside at any time and catch them!
Without thinking Will picked up Ashley and threw her over his shoulder. He walked her into his spacious bachelor apartment, closing the door behind him, and set her down by the foot of his bed. He had a small box underneath his bed that Ashley knew was where he kept his condoms and sex gadgets. She shivered in anticipation. Will knelt down and picked up the box. Then he put his cock in her face. "Take a good look baby. It's the last time you'll see it for a while" he said.
"It's beautiful Daddy." she cooed.
Will reached down and put a blindfold over her eyes. Ashley was so excited, she had never been blindfolded before. To tell you the truth, Will was only the second man she had ever been with, except for her old boyfriend Carl. Carl had been a missionary sex for two minutes then smoke a cigarette kind of guy. "Open your mouth." commanded Will.
Ashley opened her mouth as wide as it would go, knowing that was just barely enough space for Will's huge cock. He gently inserted his cock. It was wonderful, she had forgotten how much she enjoyed sucking off her brothers best friend. "You ready baby?"
