Want to support CHYOA?
Disable your Ad Blocker! Thanks :)

Chapter 4 by NPC041188 NPC041188

Does someone approach you, or something that needs your attention?

Mom waves you over

As you look over the room again you saw your mom looking at you and gently waving at you to grab your attention and to motion you over, the older woman next her looking at you, an interested and predatory look on her face as you started to move towards them.

As soon as you were close enough your mom put her hand around your hip and pulled you close next to her, a happy and professional smile on her face as she introduced you.

“Monica, this is my son Doug. Dougie, this is Monica De Winter a senior partner at the firm, and my boss”

You could tell by the tone in her voice in the last words she wanted you to play nice with Monica, as such you put on an innocent happy smile and, being a little bashful, said

“Hello Ms. De Winter”

Giving a quick glance up you could see the lust in her eyes as the way you acted seemed to really push her buttons.

“Hello yourself Doug,” Monica smiled as she openly looked you over, taking a small sip from her drink to cover up the smile growing on her face. “You look beautiful in your dress”

__

“Thank you, mom picked it for me, and I always want to look pretty for her when it comes to work stuff, so everyone knows how great she is at home and work” you tried to lay it on a little thick, talking up your mom, you knew she worked hard and had some competition at work for getting the bosses attention, it’s one of the reasons you and your sisters pulled your weight at home doing chores, cooking, not fighting when possible and of course trying to do well at school. So if you could take this chance to smoozy upto her boss so she got some attention you were going to.

“Oh, so you like looking pretty for your mommy?” Monica asked in a not-innocent-at-all way, you could feel yourself blush a little as she looked you over again, before you could answer someone you didn’t know walked over a pulled her aside, saying it was important, giving you and your mom a moment alone.

“I’m sorry Doug, Monica is a terrible flirt with young pretty boys and when we started talking you came up and I pointed you out and-“ your mom quickly apologised to you and started to ramble but you reassured her it was okay. Taking a breath your mom calmed herself slightly. Putting her small plate of food down on the table she gave you a quick hug before rubbing your shoulders slightly, a slightly worried look on her face as she had something to ask you.

“I’ll understand if you say no, but can you stay and talk with Monica? I don’t want you to think I want you to do anything with her,” she quickly said “But she doesn’t have a family and everyone knows she enjoys spending time with pretty boys, even if it’s just talking and flirting. I just landed a big account for the firm and this is the first time in ages she’s given me any real attention.”

A worried look quickly came over her face as she hugged you again “I’m sorry, you probably think I’m going to whore you out to her. I really really am not, I don’t want you to do anything you’re not comfortable with. I’m sorry Doug I shouldn’t have asked.”

“Mom! Calm down it’s okay,” you smile at her as you see the worry and uneasiness on her face “I know you wouldn’t do anything like that to me, and I don’t mind talking to your boss and making her smile” seeing the relief on her face you laugh a little, in the slightly girlish way your sisters taught you for when you were wearing such a dress, at this point it was automatic. “You go find Sarah or Crystal or someone you’re interested in, I’ll stay her with Monica until she gets bored with me, or the nights over.”

Thanking you profusely your mom hugs you again and gives you a light kiss on the cheek before leaving you at the table and quickly disappears from site, a few moments later Monica returned to you a little surprised your mom isn’t there was well.

“It’s okay. Mom had to give someone some help, and I said I’d wait for you, since it’s be rude to just leave without telling you” you smiled your bashful smile at her.

“So thoughtful, and polite. You’re mother is lucky to have such a nice child” Monica smiled as she stepped closer to you now that your mom was gone, her hand reaching out and brushing some of your short hair behind your ear, the look in her eye saying you had her full attention for the evening. “Tell me Doug, would you like to have a private drink with me?”

__

Freezing for a split second you realised what she’d asked you, the ballroom had some private rooms off to the side, whether just to get away from the noise and crowd or for more personal and pleasurable reasons it wasn’t a question of If they were going to be used but When. Looking in Monica’s eyes you could still see the lust in them but there was something else, an actual interest in you and, being a boy in a futa’s world you’d gotten used to noticing and seeing it, there wasn’t any glint in her eyes to indicate she was going to or wanted to **** you.

“That sounds nice” you smiled slightly which she returned, taking you by the hand she lead you out of the ballroom, a few of the staff and their boys watching both of you go, and headed for the nearest available private room.

As you stepped in you were surprised that it looked like a small apartment, a large queen sized bed in her far corner, a large flat screen tv on the wall which you assumed played certain channels to get people in the mood, a large comfy looking sofa facing said tv and on the small glass table between them was a bucket full of ice and a bottle of Champaign with several glasses. Hearing a small click behind you, you gulped slightly to yourself as the door was locked and switched to Occupied, placing your small bag down you took a quiet deep breath to calm yourself. Feeling a pair of arms wrap around you from behind you inadvertently flinch slightly and you heard Monica say

“Shhh it’s okay, it’s okay. No need to worry, trust me”

Feeling the arms slip from around you and take your hand, Monica took you to the sofa and sat down, you being pulled down and sitting next to her as she faces you.

“May I speak frankly to you Doug?” She asked as she gently rubbed her fingers over your hand in a small circle, you nodding wanting to hear what she had to say, and see what it was going to go. “I know what everyone says about me behind my back, how I like pretty young boys, like yourself, and how if they flirt with me or sleep with me I’ll be more open to certain ideas or give people more attention, or how I haven’t had a family as to not risk having boys because I’d break them young”

__

You were surprised, true your own mother had told you she enjoyed the attention of young pretty boys, but the thing about her family? Who could’ve started that rumour? How? You had no clue it was such a cutthroat business being a lawyer, nor how your sweet beautiful mom had survived in it so well.

“The real reason I haven’t had a family,” Monica continued “was because I got caught up in my work and climbing the ladder. I always wanted to earn enough to provide a good life for my family, one far better than the one I had growing up, but before I knew it I was this old lady sitting before you with a reputation”

__

“You’re not old!” You jumped in automatically, making her giggle slightly “you’re beautiful and young”

“Oh please Doug, I look 10 years older than your mom, and I am far older than that. No, I am an old woman who gets turned on by the attention young boys give me, I have no doubt or delusion about that. Maybe if I chose another line of work I’d have a family and kids by now, but there’s no use worrying and dreaming about such things.” Smiling comfortably at you her hand slowly started to run up your arm and gently rubbed your shoulder.

“What I am thinking of is the future, and what I’ll be doing in it. I’ve worked hard and enjoy the fruits of my labour, especially all the zeroes in my bank accounts, but now I’m thinking of finding someone to enjoy them with. I’m planning to retire soon, and giving my seat to your mother”

__

You were shocked to say the least, your mom had worked hard for years, juggling her family life and work career, to get as far as she has. Now there was a chance to sit in one of the big chairs of a big law firm, you knew she’d never pass it up. But then it dawned on you why Monica had told you this, and why you were in a private room. The realisation must’ve been on your face as you saw Monica’s change and felt her hand gently cup and stroke your cheek.

“Don’t worry, I’m not asking any favours from you so she gets the seat, it’s hers already, no matter what happens next. Once I retire, I want someone to enjoy my retirement with, someone I can have fun with and give gifts and treats to, someone I can make happy and will make me happy”

You watched as she leant forwards, her other hand cupping your face and she kissed you lightly on the lips, you were slightly shocked but as she kissed you a second time you kissed back. As she sat back Monica took your hands in her own.

“Your mom talks about her kids a lot when she’s at the office, everyone has heard about them and know who you all are. I was planning to look around a lot to find the person I wanted to have fun with, but when I saw you tonight and how you acted, I knew you were the one I wanted. There’s absolutely no pressure Doug, no ramifications if you say no, I’ll simply leave if you don’t want to. What do you say?”

__

You were surprised and a little dumbfounded to say the least, here you are just a normal boy in a futa world with a decent future ahead of you that any boy could have, yet out of nowhere this futa cougar was telling you her plans for your mother and wanting to become your sugar mommy. You’d be lying if you said you hadn’t thought of this once or twice, who hadn’t? But to suddenly come out of nowhere kind of throw you off balance.

If you said yes, what would you have to do? Everything she said and wanted most likely, no matter how dirty and perverted it was, yet you’d have a good life and be well looked after from the sound of it.

There was no denying she was a beautiful woman who looked after herself, but if porn had thought you anything you had no clue what pervertedness waited behind a person’s mask once they got into the bedroom.

Where you willing to be her plaything, or did you want something more in life?

Sugar mommy or no?

Want to support CHYOA?
Disable your Ad Blocker! Thanks :)