Mike’s best friend, Jack, has a hot and sexy mom. She is smoking hot, and she knows it. She normally walks around in bikinis that showcase her long legs, tight ass and big breast. She also dresses up often in pantyhose and short skirts that have all of the guys drooling.
Every one of Jack’s friends call her a MILF, much to Jack’s chagrin, and each of the friends have shot a ton of cum out of their dicks fantasizing about her.
For Mike, fantasy became reality this summer.
Isabella, Jack’s mom, asked Mike if he could help her build a new shed for their back yard. He, of course, said yes, for a few reasons.
The main reason was because, she offered him good amok money to do it. Secondly, it was what he did, build things and he could do it a lot cheaper and faster than a company could. Apart from the two, he would be around her house every day for three weeks or so. He hoped to get to fuck her… even though it still seemed like a far-fetched dream.
She suggested he start the second week of July, which happily coincided with Jack would be gone on a two week hiking trip with his father (a dumb ass who divorced Isabella a few years ago… no one can fathom why).
Mike, of course, agreed and shot a load in her honour every day until he started working for her.
The week before he started, he got to see her every day as he brought over designs for the shed. Every day she would suggest changes that required him to bring back a different design. She dressed in sundresses every day, or a t-shirt and short shorts that almost no adult should wear… except her. It was like she was taunting him to take her, even though she had always dressed like this… something he believe frustrated her jealous ex-husband.
Anyway, they finally agreed on a design and as he left she said, “I’m really looking forward to getting to know you better, Mike.”
“Me too,” he nodded, realizing his response didn’t even make sense.
She smiled her dazzling, knee buckling smile, and added, “Be warned it’s supposed to be a hundred degrees all week.”
“I will dress appropriately,” he shrugged.
She winked, the first hint of her ulterior motives, “I’m not sure I will.”
Just then Jack came downstairs and they headed out for one last night of partying before he went on his trip… oblivious to the fact that Mike was hoping that while he was gone he would get to fuck his mother.
Mike arrived as scheduled at eight the following morning and was greeted by Isabella, in a robe, clearly having just gotten up. He could see a little of her ample cleavage, and briefly fantasized just tugging her robe open and devouring her right then and there. That said, he wanted to take his time, to be sure he had read the many signs of her interest in him right… it would be humiliating and potentially friendship ending if he was wrong.
She sent him out back where the supplies had all arrived the day before, and he started working. He was a couple hours in when she first came out to check on him. Dressed in a two piece bikini that showcased every curve of her perfect body, Mike’s dick instantly woke up in his shorts.
She asked, “How is it coming?”
Mike answered, (ignoring playing on the word coming even though it was tempting, instead using the words his dad always did when asked a similar question, “Slow and steady.”
She said, “Going for a swim. Feel free to join me if you like.”
“Not at the moment, ma’am,” He nodded, because he knew if he did he would be done for the day.
“It’s Isabella,” she corrected. “My mother is ma’am.”
“Of course, Isabella,” He nodded, watching her turn around and dive fluidly into the pool.
The next half hour was a constant distraction as he tried to work, while nearby the most beautiful MILF in the world swam laps.
When she got out, it was as if in slow motion, like in that classic 80s movie Fast Times at Ridgemont High, where Phoebe Cates got out of the pool. His dick again got hard, as she grabbed a towel and asked, “Would you like a lemonade?”
“Sure,” He agreed, wanting her to come back outside, and actually quite thirsty. He took this time to take off his shirt and showcase his upper body which is very toned.
He worked for a couple of minutes before she returned with a glass of lemonade. She was still in her two piece swim suit and complimented, “Looking good.”
“How can you tell, it’s just a few pieces of wood scattered about?” he joked.
“I wasn’t talking about the shed,” she said, matter-of-factly, before smiling and turning and going back over to the pool, then sitting on a lounge chair.
Mike reluctantly returned to work. He hasn’t worked up to two minutes when she called again, “Mike, would you be a dear and come give me a hand for a moment?”
“Sure,” he replied, wiping his hands on his shorts before going over to her.
She was applying lotion on her body when he reached her. She asked, “Would you please put some lotion on my neck and back?”
It was every teen boy’s fantasy to put suntan lotion on a hot MILF. He, of course, said, “Sure, I will love to.”
She handed him the lotion, rolled onto her stomach and he sat down beside her. “Can you also undo my bikini top? I don’t want a tan line for my niece’s wedding which is coming in the next couple of weeks.”
Mike wondered what outfit she could possibly be wearing that such a tan line would be seen, but he agreed like any horny boy would, “Of-of-of course. I don’t have problem with that.”
He pulled it and the bikini easily fell aside and he could now see the sides of her voluptuous breasts. He thought about going for broke right then and there, but decided to just play along, sensing that the inevitable was close. He thoroughly covered her neck, shoulders and back with lotion, massaging gently while he did. She let out a soft moan as he moved lower, to just above her ass.
Deciding to continue to add to the slow seduction they were both performing on each other, he asked, “Aren’t you worried about tan lines on your bottom too?”
“Should I be?” She asked back, playfully.
“Just asking,” he countered, in an attempt to be flirtatious, “I’m not sure what the proper tan line etiquette is honestly.”
“Better safe than sorry,” she said back, lifting up her hips and surprising even him. He watched as she tugged the strings and uncovered her tight ass.
“Agreed,” He barely got out, his fantasy MILF now naked in front of him.
“Can you do my torso area, too?” She asked.
“If you insist,” he agreed, his already hard dick was begging for release in his tight shorts. Although he was a confident guy with the ladies, he felt his hands trembling as he poured lotion on her ass and began rubbing it in. It was surreal, and he made sure to lotion her whole ass and down her thighs a bit.
As he was about to finish she said, “Be sure to get my ass crack, hate to have a tan line there.”
“That would be mortifying,” he quipped back, as he coated his finger and put lotion between her ass cheeks. He was so tempted to slide his fingers further between her ass cheeks, all the way to her back door, or to attempt to slide his fingers to her pussy in the small window that existed between her legs… he couldn’t see her pussy, but he did have access to it if he could just get the nerve to take the risk.
As he contemplated all the things he could do to his best friend’s mother, she ended the brief moment of teenage fantasy, “Thanks, sweetie.”
he stammered, drawn back to reality, “N-n-no problem.”
He stood up, stared at her naked beauty briefly, and returned to work, adjusting his dick as he walked.
The next hour, he worked and tried not to spend too much time staring at the naked perfection lying nearby.
Around eleven, she put her bikini top and bottom back on, and wordlessly went back in the house. He was frustrated that he never got a full look at her rack or her pussy. He assumed a woman like her kept it trimmed or shaved, but inquiring minds want to know.
The sexual tension already high in just the first morning, it seemed obvious they both wanted the same thing. he worked the next hour relentlessly, beating his sexual frustrations away, and was just getting ready to go and pick something up for lunch when she came out, now dressed in a sun dress, five inch heels and, shocking in that day’s heat, pantyhose… which is his fetish. Although she is a beautiful woman, he always loved how she often wore pantyhose while in the house, even under her jeans.
“I’m heading out for a while,” she announced.
“I see,” he nodded, asking, “Isn’t it a little hot for pantyhose?”
“Isn’t a little too hot to be wearing a shirt?” She countered.
He laughed, “I just put it on a couple of minutes ago. I was about to go and get a bite to eat and most restaurants have that whole no shirt, no service rule.”
“Such a pity,” she shrugged. “I will be back in a couple of hours, l left his cell number on the kitchen table in case you need anything.”
“I should be all right,” he shrugged.
“I do mean anything,” she repeated, stressing the word ‘anything’.
“Good to know,” he nodded back, the chess game of sexual seduction continuing.
He watched her leave and followed a couple of minutes later.
He didn’t see her again all afternoon until he was finishing up at around five. He went inside and saw she was on her couch, her stocking-clad feet on the table, her toenails painted purple which was hot, as she watched CNN.
She turned around, hearing him, and asked, “Done for the day?”
“I think so,” he answered, still focusing on her long legs and pretty feet.
“Why don’t you take a seat and rest for a bit?” She offered.
“Emm.. I’m all dirty and sweaty,” He replied, not wanting to wreck her white furniture.
“I bet you are,” she quipped, the words dripping with sexual implication.
“I need a shower,” he admitted.
“I have one of those upstairs,” she smiled playfully.
“Do you?” he joked.
“I have two, actually,” she added, “although the one upstairs in my room has better water pressure.”
“Good to know,” he nodded.
“Go shower,” she ordered, “and I will order some food. I hate eating alone and with Jack gone all week… it’s awful lonely here.”
The offer was too good to reject, the likelihood of something happening later growing greater by the moment, he agreed. “Sure, although I don’t have any clean clothes.”
“I will get you some,” she replied.
He started walking towards the bathroom on the main floor, but she repeated the suggestion, “Go use my shower.”
“Okay,” he agreed, his dick again fully stiff in his pants with anticipation.
He went to her room, to the bathroom, quickly got undressed and jumped in the shower. He wasn’t in there more than a couple of minutes when he heard her voice. “Like the water pressure?”
He froze, ironically lathering his dick at the moment. he finally said, “Yes, it’s very powerful.”
“It’s all steamy in here, you must like it hot,” she quipped, every word dripping with flirtation.
“That I do,” he responded, not being able to see her making it easier to flirt back.
“Do you need any help?” She asked, as she shocked him by joining him in the shower, unfortunately no longer in pantyhose.
His hand around his dick, he again froze… he was now starring at his very naked MILF fantasy… who was completely shaven and even more perfect than he had fantasized.
“Is that for me?” She asked, looking down at his fully erect and still sudsy eight inch dick. “It’s even bigger than I thought it would be.”
Mike couldn’t talk. he wanted to say something witty like he would to any of the teen sluts he fucked and often dominated, yet he was speechless.
“I’ll take your inability to speak as a yes,” she smiled, dropping to her knees and taking his raging ick in her hand.
He gasped… his long-held fantasy finally coming true.
As if she was reading his mind, she asked, “I bet you have fantasized about this moment for a long time, haven’t you Mike?”
He stammered, “Y-y-yes.” and she stroked his fill length, checking and staring at it as she work her hand up and down his dick before she learned forward and open her mouth. Mike watched her capture his cap with her lips and gave it a suck before she looked up at him with a smile and took his dick in her mouth. The warm sensation of her mouth felt incredible. She took more than halve of his length in her mouth.