Unexpected Evening (Kililia & silvertongue217 ONLY)

Kililia

Literotica Guru
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May 29, 2011
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Anita found herself wanting more than a single parent life like a her mom that work 3 job to support her and hook up with men from bars. Especially after hanging out with her friend who was a sugar baby and had everthing she wanted. She end up staying over and listening to all the great dates and gift she get from the guy.

A few months later, she end up dump by her b/f for not having sex with her without protection for her first time, promising to take care of her if she end up knock up. After being dump, he even admitting cheating on her to crush her. That same day her mother end up stealing the little cash she saved up from gift to buy herself new shoes to drink at the bar. So when her friend Lucy called her up to join for an outing, she decided to accept.

She was unaware that Lucy talk about of Anita life to her sugar daddy , Robert who happens be a lawyer ,that had a friend he wanted find a nice gal. So Robert decided to tell his childhood friend to join for a nice double date. After a bit of convincing Micheal Solanio accepted to go on a double date with his partner in crime.

By the time Anita arrived, they were all waiting at their reservation table. Anita long raven hair was in a french braid that was tuck in, she had dark midnight blue eyes and was quite petite 5'0 to be exact. She was fit and pale unlike her friend,Lucy that was slightly over weight. She apologize for the weight as she sat down by her friend that introduce her to the men.
 
“I am not sure about this”

“Relax man” Robert said rolling his eyes and necking on his girl in plain sight “your going to love having a sugar baby! Maybe now you will stop be moaning your lack of female companionship”

Michael shot him a glare adjusting his cuff link as he resisted the urge to throttle the much fatter man. In truth Michael could have any woman he wanted at forty he was an attractive man with sort blonde hair, tan skin, and a muscular hulking body but finding some one who was into what he was into was a whole other game and one he seemed to have no luck in.

Hence why he was here

A sugar baby would be paid for an expected to do what he wanted in exchange for his monetary gifts. It would expedite the process considerably or so he hoped and thus make his attentions clear from the offset.

“There she is”

Michael turned running his eyes up and down her body. His lips curled up smiling in approval as he noted that she was indeed stunning as they kept insisting. He stood moving his seat back and moving to pulls her back as she sat down and joined them.

“It’s a pleasure to meet you my dear” He said smiling at her “My name is Micheal, Micheal Solanino it’s a pleasure to finally meet you”
 
Anita Venturo had accepted to go on a double date to see if she want to join her friend as a sugar baby but higher doubted it. She found herself drawn to Michael right away. he was much older but he had a powerful presence that made her smile. She smiles nervously before join them at the table, and suprise she also landed on an Italian man: "Its a pleassure to meet you as well, Mr. Solanino...*Blushes as she was unsure to be threatedlike a lady. Her friend giggled and kissed her sugar daddy: " I think this be a fun night, baby..." *runs her hand under the table to careess his crotch and whispers in her sugar daddy ear: " Tell Michael be nice, she is a virgin.... "

Her friend was nice but knew how to get a bonus off her sugar daddy and knew Michael wanted a nice gal and nothing better than a virgin...She knew Anita had no idea that Michael seek something perminant and was not the type to take no for an answer. But told herself atleast Michael be wealthy enough to provide her a good life knowing he was the faithful type. She looks at Micheal and Anita: "I think it will be a night to remeber guys!

Anita looks at her friend and sense something was off but could not put her finger one it. Anyways ,she only intended to have a nice diner maybe a movie and head home to her boring routine...Hopefully she feel better when she got home after a night of relaxation*
 
“Perhaps you both should go” Micheal said his eyes on the girl who had just walked in “I would very much like to get to know her in private” He said glancing over at her “I promise no harm shall come to you but those two are to busy necking nad playing with each other to take notice I however have another table waiting for us” He said nodding to a table a few feet away and standing.

He reached out taking her hand and nodding at the two not giving her no for an answer as he guided her to a table a couple of feet away. He pulled out her chair and let her sit down before moving to his side and sitting down across from her “Much better” He said ordering some wine for them both before leaning back

“So your friend tells me you are interested in the sugar baby life style? But you seem unsure was that just playing on their end or are you serious about it” He asked point blank.
 
Anita turns beet red as her friends started to boldly fool around at their table, horrified at the display before turning her attention to Micheal: "Perhaps, your right...." *glares at her friend to start purposely fool with her sugar daddy to land her at a table alone with her date. Blinks as Michael gave her no time to react before guiding her away from their original table, sat down as she was now even more nervous. She smiles nervously as he orders them wine: " well...that a bit umm...not exactly true...i men , she been trying to convince me for over a year and honestly i just had a horrible week...I simply accepted to go on a double date to get y mind off the mess i am in...".*glance to her friend that was giving her sugar daddy a hand job under their table :" if that is what expected, no thanks....I am more of the faithful marriage type gal which i am sure sound boring to you..." *lets a nervous laugh*

She expected him disappointed and leave her with the bill for her honest answer.She had cash and hope cover her own bill.
 
“No it doesn’t make it a deal breaker” Micheal said shaking his head and smiling “You would be surprised at what exactly I am looking for here” he said shaking his head and chuckling.

“So you are depressed or unhappy at home?” He said focusing on that s he moved in for the kill “you know I would love to take you out more go on some dates to get you out of the house if you are serious about being a sugar baby I also have a wonderful Villa you could spend your time in which has a pool and a few other amenities”
 
Anita smiles :" that's good, i suppose...oh ? and what are you looking for exactly? Its just i am the daughter of a single mom and she is ....special...its just like i can't get away from the mess she makes...i just fear i end up like her...oh god...i didn't mean to bore you with all the drama in my life...." *sighs*" i love to hang out more but sadly that wont be possible...cause i realize that being a sugar daddy lifestyle is not for me..." *glance at her friend that was giving her sugar daddy a blow job under the table and force a smile at him* " I am sure you find a nice sugar baby soon enough , especially with your looks ...*smiles as she starts getting up as she ask for the bill*
 
“no need to leave” He said shaking his head and getting up “I understand where you are coming from my mother was also special it was hard for me to break away from her and become my own person I had no help as well” He said waving away the person with the bill and sitting her back down.

“I would like to help and be your sugar daddy I will pay for gifts and help you to get out of your mothers shadow in exchange you will provide me with companionship which is what I crave more than any thing else if you do so I will give you any thing you might wish for”
 
Anita allows him lure her back and sits back down as she listens: "I dont think its possible to break away free...well mainly cause she just stole my savings...*blinks as she looks at him: what? what "kind of companionship? I am not like my friend...i can't just have sex with you....i am old school...i am one that marries....i don't mind sharing diner, see movie time to time but...i wouldn't be able satisfy you in a sexual way....like other women...on such a site...."

She glance back at her fried and back at Michael unsure what she was getting involve with...this felt to good to be true.
 
“Tell you what” He said leaning back and smirking “I will replace your savings if you come back home with me and hang out in my pool with me nothing more has to happen and I wont ask for any thing more and I will also add in a thousand dollars to whatever you have saved up so far”
 
Anita hesitated as she was still suspicious but smiles as he offered her to just join him at his home: " make it an extra 5000 with extra the 2000$ i lost and i will accept to leave with you now at your place in promise of nothing but hang out.....*smirk as she was 100% he would decline and she could leave with an excuse*
 
“Done and done” He said pulling out his check and writing it before handing it over to her. He gave her the full amount plus an extra thousand just to make her all the more complaint.

“shall we go?” He asked getting up and offering out his hand to her before leading her out and to his Mercedes. He led her in and got in himself and soon thye were racing off out into the mountains where his villa was located. It was a small but nice set up with a large pool out back and a host of amenities.

“Shall we look around” He said leading her in and shutting the door behind them. He locked it directly and then put his hand on her back leading her in to his living room which had a view of the city down below.
 
Anita blink as she stare at the 15 000$ check and before she could even say anything, he had her in his car. She tuck it in her purse and look at him nervously as they headed to his villa:" why you not married? " *followed him nervously ,gasps as he close the door behind them as she followed him in the living room"its beautiful" * a part of her hesitated " you know....maybe i should call my friend, so she dont worry about me and stuff...i can't stay long...i need..."*lies* "check on my mom...she tend get in trouble" *She could not believe she was at his place on their first date, it was insane yet here she was*
 
“Why are you leaving so soon?” He said moving in front of the door and blocking it “do you really want to go take care of your mom more?” He asked cocking his head leading her in to sit down on his couch.

“Here let me get you a drink” He said going over to his bar and fixing her a glass “It must be hard to deal with having a mother you got to constantly worry about or steals your money” He remarked going over and handing her the glass before taking his seat.

“I want ot help you” He told her handing her the glass “I really do”
 
Anita gasps as he blocks the exit, looks at him nervously ass he followed him to the couch, she shook her head : " i think...i had enough drinks...." *smiling nervously" its life right...could be much worse....*accept the drink * " Look, i think this was all a bad idea...i mean....why would you want to help a stranger...cause that is what i am....

*She sips the drink nervously* " what exacly do you want from me?"
 
“ I want your company and nothing more” He said softly smiling at her “I promise” He said smiling at her as he leaned back and sipped his own drink “I understand how hard it is to live with a woman like that and a girl like you should get a chance to enjoy them selves I want to help you do that and enjoy your company as well”

He motioned for her to drink more “don’t you want to enjoy your self and have some fun?” He aske watching her “you’re a breathtaking young you should enjoy your self”
 
Anita blushes and drinks down her drink : "She is impossible, i told her the cash was for rent, i can't keep covering for her....hell if she finds the cash, i can guarantie she will party or waste it on some other shit...." looks at him* "of course i wanna have fun, go out and just be myself and not play the mom role....but if i don't ....oh god...*gets up* this is depressing, i need to head out...i see you another time or whatever...
 
“I don’t know why you keep trying to run” He said reaching out to take her hand and pull him into his lap “you don’t have top be afraid of sharing with me I know how you feel” He told her softly handing her back her drink but not letting him move from his lap.

“I know how hard it is my dear” He said softly cupping her face “I can help you get away from all that and let you lead the life you want to” He said leaning in and gently kissing her cheek as he tipped the drink back into her mouth.
 
Anita gasps as he pulls her into his lap: " i shouldn't stay...its late....*sips her drink as she tense up feeling his hold on her, looks at him with her nervous smile: " oh...and how is that suppose to happen...? Its not like i have a sug...*freeze and looks at him* " i wont be your sugar bab" *blinks as he have her finish her drink.Wipes her mouth. blushes as he kisses her cheek* " i told you, just here for companionship"
 
“You could just be my sugar baby without there being sex involved” He told her patiently even ash e kept her in his arms “I mean this isn’t sexual is it” He said nodding at her in his laps “and this this wouldn’t be to sexual” He said leaning in and kissing her lips gently his tongue flicking out to taste her lips.

“Because of you coming here and simply being kissed look how much money you earned” He said pointing “and your having fun even if you cant admit it and your earning money the entire time” He reminded her playing with her back as he did.
 
Anita wondered if it be really possible, smiles: " no man be satisfy that way...its not at all..heheh " *kisses him back slowly as she shivers as there was something powerful about him*" are you trying to corrupt me? heheh i enjoy being with you that's for sure..." *kisses him again before pulling back, licking her own lips* i never done something like this before...i can't...i dont want you to think of me like some whore...that's after your money "
 
“I know your not after my money seeing as I have to throw it at you” Micheal said laughing and shaking his head “this is what being a sugar baby is about you getting paid and getting luxurious things in exchange for your company and other things” He said leaning in to kiss and nibble at her neck.

“How about we go retire to the hot tub” He said getting up and pulling her to the outside deck “I doubt you have ever been in one before and most certainly not my luxurious one shouldn’t you try it out before you make a decision?”
 
Anita laughs : " Fine...i accept be your sugar baby....*moans at his kisses. She hesitated at he mention hot tub but finally agrees as she decide to put down her guard: "i dont have a swimsuit...hhehe...your soo bad...i never done such things before....*Decide to enjoy the night with him after all she might not see him again*
 
“you can either swim in your underwear or you can use one of the swim suits I have for you” He said pointing at the rack on the wall “it is your choice”
 
Anita slowly undressed and slip into the hot tub in her underwear. She only wore white bra and a thong. She swam to one side and waited for him to enter: "this feels nice" *leans back on the edge as she smiles back at him * "you always bring the women here? or am i the special one? heheheh
 
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