Yes, there's no harm in talking to her

You start a tab with the bartender when he brings your drink over then head over to say hi to your former teacher. Tapping her on the shoulder to get her attention, you're surprised to see a look of annoyance on her face as she turns to look at you. "Mrs. Kapowski? I'm sorry to bother you, but I saw you sitting here and I just wanted to come over to say hi. You probably don't even remember me, it's David? I was in your class about twelve years ago."

"Oh my gosh! David!?" she says, face brightening at your recognition. "Of course I remember you! You were always such a bright student! I'm sorry for that bitchy look I just gave you, I thought you were someone else who's been bothering me tonight. How long did you say it's been, twelve years?!"

As you get talking to her, the person next to her leaves their seat, and you take the opportunity to sit down. She starts up with the usual questions, asking what you're up to, what you're doing for work, any girlfriend, where you live...etc. As the conversation develops, you realize she's probably had a couple drinks already. Her face is a little flushed, she's talking a little louder than she needs to, and she's getting a little touchy, putting her hand on your knee from time to time. You're not sure if she's flirting with you, but you realize that you wouldn't mind if she was. The longer the conversation lasts, the more you start thinking that you'd actually like to fuck her tonight. "So, what about you Mrs. Kapowski, what have you been up to?" you ask, steering the conversation to her.

"Well, first of all, I got rid of Mr. Kapowski, so I'm Ms. now, but please call me Monika, you're not my student anymore. You've obviously grown to become quite a man since you've been in my class." she says, smiling and rubbing your arm. Yes, she's definitely flirting with you. "Other than that, I'm still teaching, and another birthday has come and gone, another year older." she says with a sigh.

"Really, when was your birthday?"

"This past Wednesday." she responds. "Want to guess how old I am?"

Never thrilled with these types of questions from women, you know guessing too old (or in some cases, the right age) is a sure way to face their scorn, but if you go too low, they get pissed that you're not answering their question seriously. You decide to try to calculate it out loud for her. "Well, I know you were teaching for a bit before I had you, maybe ten years? Plus the twelve years since I've had you. So if you were a new teacher at 22 years old, I'll guess 44 (you know she's older than that, but at least you have some logic to back up your underestimate).

"Fuck, I wish I was 44 again! Try 56!" she says, gulping down the rest of her drink.

A former teacher swearing in front of an old student? Maybe she's a little more buzzed than you originally thought. Deciding to see if you can further add to her buzz and seeing an opening to flatter her, you chime in. "I've got to tell you, I honestly don't think you look any different since you taught me. I knew it was you as soon as I saw you across the bar. But forget about that, if it's your birthday, I owe you a drink! Am I getting you the same thing, or are we doing a birthday shot?" you ask her raising your hand and signaling for the bartender.

"Oh, I don't know if I should have any..."

The bartender comes over before she has time to finish her sentence. "OK, one of each it is!" you say. Turning to the bartender you place your order. "She's going to need another one of those, and we need two birthday shots! I don't know if I can do something as fruity as what she's drinking, have something you suggest that we can both have?" you ask.

The bartender shrugs. "Well, in my opinion, you can never go wrong with good 'ol tequila".

"Oh fine, two shots of tequila," Monika relents. "But at least bring it with some salt and lime." When they arrive, the two of you toast to her birthday, then slam the shot down. After sucking on the lime, she takes a sip from her drink before turning back to you. "I have a feeling I may regret this in the morning." she tells you, her words a little slurred. "I was on my third drink before you came over, now you buy me a shot and another drink? Oh well, tomorrow's Sunday, I've got nothing else to do anyway. So tell me about this girl you've been dating." she says starting the conversation anew. "How long have you been going out? Is it serious?"

Deciding now is as good a time as any to start moving in on your former teacher, you reply "About 6 months, but we're not exclusive." you tell her, moving closer and placing your hand high up on her inner thigh. "As a matter of fact, I've very recently started to enjoy the things that more mature women can teach me. And now tonight, I run into a former teacher. Who better than a teacher, to help continue my education?" you ask, slipping your hand up the hem of her dress.

Her face turns bright red as you go past the point of flirting, but she doesn't immediately back away or try to move your hand. "What... what are you saying David?" she stutters out.

"You don't really need me to spell it out for you, do you Monika? I think you know exactly what I mean, and I think you want the same thing. You've been touching and rubbing me since I sat down next to you. Do you want me to come out and say I want to go back to your place and have sex with you? That's why you're here, isn't it? To find someone to hookup with?"

She starts to protest, then realizes you won't be convinced by anything she may say. "Alright, yes, I admit it. I came here looking to hookup with someone. But I didn't plan on that person being a former student!"

"What does that matter?" you ask, slipping your hand further up her dress and feeling the damp heat emnate from her sex. "We're both consenting adults and I can see in your eyes you're tempted."

The **** she's consumed to this point has lowered her inhibitions enough that it doesn't take much to convince her and before you know it, she's gulping down the rest of her drink and calling the bartender over to settle up the tabs. Following you out to the parking lot, she tells you it might be a better idea for you to drive her home as she's feeling pretty tipsy. Suggesting you drive her car, she says she'll be able to drive you back later to get your car after she sobers up. Guiding you to her car, Monika hands you the keys then climbs into the passenger seat.

Pulling out of the parking lot, you have Monika direct you the way to her house and are soon on your way, dick stiffening as you think about the things you're about to do with your former teacher. Your thoughts are interrupted by her next question to you. "Are you sure you really want to do this David? We could just go back to the bar and I'm sure you could find someone else. I wouldn't be offended."

Grabbing hold of her hand, you place it on the growing bulge in your pants. "Does this feel like I want to go back and find someone else?" you ask her.

"Oh my..." she says softly, voice trailing off as her hand moves along the outline of your hardening member. Licking her lips, she continues stroking you through your pants, sending blood rushing to your loins and bringing you to your full size. It appears any last reservations she may have had have vanished, as she begins unfastening your pants and pulling down your zipper. Pulling your cock free from its confines, she wraps her hand around your girth and begins slowly stroking you up and down. "Mmmm, look at this beautiful dick. It's sooo big! Oh, I can't wait to feel this inside me!" she says hungrily.

Luckily, it's not far to her house and you arrive in only a few minutes. Pulling into her garage, you turn the car off and head into the house, Monika's hands pawing at you the entire time.