Back To School

"All right, you got that down! Like I said, you want to back away from the edge if you're not ready yet. It's not something you always get or like right away," Tina informed.

"Sorry if I didn't get that right away," I covered my tracks.

"Don't beat yourself up. You don't want to know if you're into that quite yet," Tina joked. "Right now we're just focused on getting off. Now that I got a taste and I'm feeling less edgy, it's your turn."

Tina got to her feet and made us switch positions. Pretty soon, I was sitting back in my chair while Tina was standing in front of me - and lifting up her skirt to show me what was underneath. I'd fingered it already, but this required a different touch.

"Your finger got the hang of it before long," Tina reminded. "Your tongue can work the same way. Just wetter. And with lips involved. And feel free to keep those hands busy too."

Following her word, I put my hands back on her upper legs while her hands held her skirt up. I took a deep breath, trying to remember how and what I did the only other time I was inches from someone's pussy. But this was all too different.

"Just go with what you know. Then you can think of new stuff when you're at ease," Tina advised. I took it and decided to just kiss her on her lower lips, like they were her upper lips.

I kissed them slow and soft at first, while my hands went back to their familiar work on her thighs. And like when I kissed Tina's mouth, I was soon ready to use more of my lips and tongue. As I did, I felt her skirt draping over my head, as Tina appeared to have dropped it.

But she only did it long enough to finally start unzipping it. She had me take my head away as she removed it, laid it on the desk and appeared fully naked at last.

Although I'd seen the naked body parts on a woman before, I hadn't seen all of them at once in front of me, live in person. I'd already gotten a look and feel at Tina's breasts, waist, pussy and legs, but seeing the whole petite, well aged, nicely curved package altogether was even more exceptional.

At the least, I was more at ease to try new stuff now. Stuff like going back down on her and holding her naked hips at the same time. I rubbed the sides of her waist like I did with her legs, then reached around and got a grip on her ass next, all as my lips and tongue dug deeper into Tina.

"Yeah...a little higher. A little higher all over," Tina softly asked. To that end, my tongue went to the upper end of her pussy, while my hands went up her back. They went back on her waist, went as high as they could, then slid all the way down her waist and back to her hips.

Moaning on her pussy as a result, I took my hands back up her shapely form, then rested them up on her breasts. Since Tina liked me sucking her tit and fingering her pussy at the same time, I figured suckling her pussy and rubbing both her nipples at once would work too. It did and then some.

"Oh, yeah! Oh, you learn quick!" Tina complimented. "I sure hope that doesn't poke holes in your virgin story. For your sake." It was kind of fair for her to wonder that, even now.

"I don't get out much, but I do learn quick," I said in between licking her up and down. "I've gotten enough down time to learn about this stuff. Not enough to put it in practice till now..."

"I'm gonna take your word for it for now," Tina agreed, right as I sucked and pinched her. "But...if you're telling the truth about the virgin stuff...you won't be able to in a minute..."

"Final exam time?" I realized.

"Uh huh...as final and thorough as it gets," Tina promised. I took my head off her to get ready, then figured out an upcoming problem.

"Um...there's not really a comfortable place for this...exam," I said. "I could stay in the chair, but I don't know how well it'll hold up. Not that we're heavy, but...then again, lying on the desk isn't comfortable either."

"Let's try the chair and see how long that lasts. Besides, there'll be times when you're in a 'more than one position' mood anyway," Tina figured. She then gave herself the go ahead to settle in her first position - sitting on my lap while I was in the chair.

I let Tina fit herself onto my lap, holding her waist and making sure we didn't topple over. When she was situated, I looked down at my cock lying against her center. After she did too, she shifted her hips up and I held my cock so it was pointing underneath her.

This was it. This was a milestone many students had reached over 10 years before me. But I was doing it with a beautiful, brilliant celebrity. So a come from behind victory for me, then.

Trying not to think of it in those terms, I shook it off and let my tip push against Tina's folds. She sunk down on me and covered up my head, making me hiss. I tried to distract myself by rubbing her hips and legs, but I doubted it turned me on any less.

I knew enough to know it was unlikely I would last too long, regardless of Tina's lesson. Yet since this was my first time, and my only shot with Tina, I really had to give it my best with the time I had.

In this moment in time, I laid my head against Tina's breasts, holding onto her while her pussy sank lower on me. I absentmindedly tongued and kissed the nearest nipple, which earned a little moan from her as I felt her chest rise.

Eventually, I was up for taking my first thrust up into her. When I took myself down, Tina came down with me. Our hips started moving in unison, helping me to settle in, so I soon leaned back and watched my cock move inside of her.

I looked back up at Tina, then down at her filled pussy, then up and down the rest of her body. My admiration led me to lean in and kiss her, to which Tina responded pretty quickly. Before long, her mouth and hips were smothering my lips and cock at the same speed.

I ran my hands over her back, ass and upper legs while Tina's kisses went down to my neck. "Tina..." I gasped, starting to feel less in control. "Oh, Ms. Fey..." I let slip out.

"Back to formal names for your teacher, huh?" Tina carried on.

"Uh huh..." I couldn't argue.

"Well, the student had a point earlier. I don't think this chair will do much longer," Tina said in my ear. "I know a better place to sit on, if you'll help me."

"Yes, Ms. Fey," I kept role playing. Technically, she was Mrs. Fey - but it really wasn't necessary to get that technical.

I let Tina climb off me and we both stood up. Yet Tina quickly made it so I was lying on my back on the desk - giving her the perfect place to lie down on. She laid on top of me, which counteracted the cold steel I felt on my back and ass. But feeling her rubbing on top of me and sinking onto my cock again put it over the top.

"Mmmm," Tina groaned, pumping her hips on top of mine. I laid my hands there and let my hips pump up to meet her, while our upper bodies rested against each other. She kissed my neck for a while, then I did the same to hers while I watched her naked back and ass writhe on top of me.

"You like that?" Tina asked. "You like that I'm fucking you. You just want me to fuck you in here...you're gonna cum soon just for me," she said with some amusement - reminding me this was a kind of first for her too.

Maybe imagining her as my teacher went against the spirit of that. No matter what brief thoughts I had of her in her famed glasses, or back in a teacher's pencil skirt. Yet with what she was doing for me, I owed her not to be thinking of anyone or anything else. Even if it was just another version of her.

"I'm gonna cum for you soon, Ms. Fey...Tina," I said with emphasis at the end, squeezing her ass and then reaching down to start rubbing her pussy. I'd read enough to know that was a good move, and her groans seemed to confirm it.

After a few more rubs, I asked, "Why don't I see if I can get you more comfy?"

"Oh...all right, let's see what you've learned," Tina agreed, making herself get off me again. This time, after I got on my feet, I had her lie on the desk before I got on top of her - taking command for the first time.

By then, I'd gotten used to the tightness and warmth of her pussy - enough not to blow right away. I knew enough to put my right hand on the back of her head, so she wouldn't have to lie it on the desk. I also fit my left hand between us, so I could try and rub her off.

In the meantime, I kissed her lips and went down her face, stopping between her neck and ear. I knew I couldn't leave any marks, so I just kissed and suckled as gently as I could. "How's that," I asked quietly?

"Ohh...gold stars so far," Tina praised.

"Good..."I gasped, lightly nibbling her ear before standing back up on my own two feet. Tina wrapped her legs around me as I held her hips, looking down on her while fucking her.

"Fuck yeah," I started, admiring her form. "Your tits, your figure, your mouth, your eyes, your legs...your pussy...oh, it's everything I imagined."

"From any woman, or me?" Tina wondered.

"Both," I admitted. "And you? Getting fucked in here by someone who wants you...worth it?" I finished while placing my hands on her pussy and chest.

"It took 25 years, but I'll take it," Tina deadpanned. "And that for good measure," she said before pushing her hips back and clenching me tighter. After she did it a few more times, I had to pick up my pace.

"You're making it hard for me to savor this," I commented.

"I'm making it hard. That's good enough for me," Tina shot back with wordplay. "I want to make you cum hard...maybe you can help me join in?" she challenged.

Knowing I didn't have that much time before I came first, I still risked it by fucking her faster. Once my fingers joined in, I suddenly pulled out, went on my knees and started eating her while rubbing her down. I don't know if I had much of a technique, but I hoped my eagerness and fingertips would count for something,

It did help my cock cool down a little bit, while I brought Tina closer to the edge. "Oh fuck...oh, this is new here too," Tina praised. Maybe she was just getting close because no one wanted to do this for her in high school, not just because of me. Still, I saw no choice but to take it and help along.

I helped with a deep lick up and down her slit, followed by shoving two fingers into her as I got back on my feet. I stood up and kept fucking her, watching her wet pussy, her hips moving around, and her face get flushed with pleasure. It was enough to stop my cock from cooling too much.

Once I put myself back in her, I steeled myself for one more spurt. When I was ready, I slammed myself against Tina and got myself going as fast as I could. She moaned and put her fingers on herself, which only made it harder for me in several ways.

"Don't cum in me," she gasped out, as if I didn't already know that. "I want to do it myself. I want to see what I did..."

"Then get ready..." I warned, giving myself just a few more pumps before I had to pull out. Of course, after 26 years of not getting to do this, I didn't necessarily want it to end that fast. Especially with her.

But I supposed the true final exam of sex was knowing your limitations, and pulling away before doing...unintentional damage. Scandalous damage in this case. Fortunately, I was good at tests.

With every bit of will power left, I removed myself from Tina. However, I left my fingers in place to bring her to the finish - right as she used her fingers on me to do the same.

She took a few deep breaths as she stroked me and took my fingers in, while I tried to relax and let go for her. Let her see just what she did for me - the first woman to fully do it for me, no less.

"Do it. Cum for me," Tina told me again. I probably shouldn't have obeyed her until she came for me. But after all this, I finally had to obey. It was a miracle I didn't obey sooner - so maybe that bode well for me with future women.

In the end, I shot my historic orgasm all over Tina's upper body and breasts. I made myself finger-fuck her harder, if only so I wouldn't pass out. But soon after I was done, I could feel Tina tightening up and bucking right against me.

Perhaps seeing someone cum that hard for her here was the final trigger. In any case, she soon came hard herself all over my hand.

My virgin hand made Tina Fey cum. Even if it wasn't all because of me, it still gave me an ego boost.

The last milestone to cross off was my first taste of a woman's cum. I knelt back down and took my hand out, licking it and her pussy clean while Tina reached over for her blazer. Pulling out a Kleenex, she revealed just how prepared for this she really was.

Soon enough, we were both as clean as we could get. This little late summer school session was over. "So...an A for effort, or for anything else?" I found myself asking.

Tina didn't answer, as she got on her feet and started gathering her clothes. I watched/ogled her once more while I could, finally getting my own clothes just as she covered herself up. After we were both dressed, she came back over to me.

"Let's just say...sex-ed students would be lucky to have you," she quipped. "Just don't teach them quite like that. Okay?"

"Of course," I quickly assured her.

"Good. This may have been a one-time lesson plan. But I'm sure you can adapt it really well for other, safer, long-term lessons too. I'd bet my degree on it. Even any phony honorary ones I might get someday," Tina promised.

"That's high praise," I said. A thank you might have been too awkward, even if true. Regardless, Tina came over and gave me a much better thank you.

After a few heated, then slow kisses that briefly made me think about...extra credit, she broke off and headed for the door. "Well? Any good teacher's pet knows to walk her out and keep her company till her limo gets here," Tina pointed out.

And like Lindsay Lohan at the beginning of Mean Girl, I was the ideal teacher's pet. Then again, tonight I might have acted like the kind of 'teacher's pet' Lohan would be now.

But that was one last Lohan joke I refrained from making around Tina that night. Barely.

THE END