My dad was a construction worker, and my mom worked as an aid at a school. We had never been particularly well off, but luck and genetics had made me good at school, as were most of my siblings. Scholarships had gotten me and my siblings who wanted to go to college to where we could afford to step through the door. Two of my siblings were already graduated. My little sister was still finishing High school. I didn’t know much about what she was up to, but I was hoping she was smart about what guys she was letting fuck her.
“Oh, daddy would love you.” Courtney laughed, then imitating a deeper voice, “Pulled yourself up by your bootstraps, you’ll go places kid.” She laughed. “At least my dad wouldn’t be disappointed in the man who took my cherry.”
“So, why did you pick me?” I asked. “If you didn’t know anything about me.”
She blushed, “Honestly, your eyes are hot.”
I was blue eyed, but I had never thought of that as hot, so I was obviously surprised.
“Okay, that and I have never heard any of the girls talk about fucking you.” She admitted. “It is sick how many guys have fucked half the girls on campus. I feel bad about it, because I think one reason that I am in the situation I was in is because I hadn’t fucked anyone yet, and don’t want to fuck a bunch of guys while in college. So some perv thought that would make me a conquest.”
I felt a little bad about how much she nailed that. I did want to fuck her because she was a virgin that most guys couldn’t get. I mean the sex had been fabulous, but it had been forced with blackmail.
“I’m sorry that led to this, but I hope I made it good for you.” I told her.
“Oh, I made my mistakes and I’m paying for them. You’ve done great.” She smiled, “And I have just shy of two weeks until that asshole gets to fuck me, and…” Her eyes dropped to my crotch, “I am hoping to get a lot more experience before then.”
“Who all are you gonna get with?” I asked.
“Oh, the bargain I made was I could only sleep with one guy between now and then, but I was never told I could only sleep with him once.” She informed me.
My brain short circuited for a second. Then I realized that she was correct, I had said she could sleep with only one man, but never said it could only be once. Then I comprehend what she was saying and tried not to get a shit-eating grin. “So, my lady, you are saying I am not just lucky enough to get to enjoy such a wondrous evening once, but how often are you thinking?”
She thought for a moment and winced, “Not sure my body could handle this every day, but I can at least practice deepthroating, unless my throat really hurts, and then I can still practice blowjobs.”
I got excited for a minute, then my brain reminded me of reality.
“That sounds great, but I do have work and homework….” I told her.
She pouted, then mused for a minute, “I may have a solution.”
I looked at her confused.
She mulled over something for a minute. “I am doing okay in class… but I feel like my foundational knowledge from our classes is… lacking.”
Makes sense, I thought, since you’ve been cheating through college.
“What if I got my dad to pay you to be my tutor, then you could come over after class each day, and we can do homework, you can teach me what I am… forgetting… from our old classes and help my understanding reach where it should be, and then we can fuck?” She proposed.
I was dumbstruck.
“I mean, how much are you getting paid for your campus job?” She asked.
“Eleven-fifteen an hour, after my newest raise. And they won’t let me get more than 20 hours a week.” I told her. “So I get about four hundred dollars a week.”
She smirked. “I’ll call daddy tonight and see what I can arrange, how does that sound?”
I was floored, but I wasn’t about to look a gift horse in the mouth. “If he is willing to do that, I’m not going to turn it down.”
She giggled, “Daddy won’t realize he is paying you to fuck his precious little girl. Oh, I love it.”
I became skeptical. “As a CEO, he can’t be dumb. Won’t he realize something is going on?”
Courtney rolled her eyes, “As of last week he was begging me to go on a date. I think he’s terrified that college turned me into a lesbian. If anything, me showing any interest in a boy might get you a fat paycheck to stick around. I doubt he’d believe I went from two weeks ago, when I told him I wasn’t sure I’d ever get married, to fucking you tonight. I just have to play it right and he’ll be overjoyed.”
I leaned back, not totally convinced, but it was her dad, not mine, and I didn’t have to quit my job before I knew if this was going to work out or not. The towel that had remained wrapped around my waist as the only thing stopping me from just being naked in her living room decided it was done, and fell to the floor. I tried to catch it, but failed, and Courtney’s eyes locked on my stirring cock.
“Can I touch it?” She asked.
I tugged on her sleeve, “Sure, but fair is fair.”
She laughed and shed her robe. Her glorious tits came back into view, making my dick stir, and she spread her legs revealing her bare snatch, bringing my dick back to full mast. “You are so easy to turn on.” She giggled.
“I love a bare pussy, what can I say?” I shrugged, leaning back and spreading my legs to give her access as I enjoyed the view, as she slipped from her seat to between my legs.
“Good.” She informed me, “Mother told me she was too busy to teach me to shave so she had father pay for laser hair removal. I couldn’t grow hair down there if you wanted it.”
She wiggled up to where her face was inches from my newly erect dick, when she reached up and took hold of the base of my dick. “It’s throbbing.” She observed.
“It likes to be touched.” I told her.
She giggled, “I’m glad. It’s weird, it isn’t quite so scary now that it’s been in me. I used to be terrified of them.” She began running her fingers over the bulging veins. “The veins are a little weird, but I guess I probably have the same just…” She glanced down, “In there.”
She tilted her head to the side, then without warning leaned forward and licked the head of my dick.
“Mmm.” I hummed.
She seemed to think on the taste. “I don’t know what I was expecting, but it isn’t much of a taste.” She leaned forward and licked it again. “It’s not bad though.” She ran her tongue from base to tip.
“Good.” She seemed pleased, “I was afraid the girls who said dicks have a strong flavor were right. The shaft doesn’t have taste at all, and the head doesn’t have much flavor at all. I can deal with that.” She licked again, and must have gotten some precum in this lick, because she pulled back, “Oh…. There it is.” She licked the tip again. “It’s kinda salty and… sweet.” She looked up at me through her lashes. ” I like it.”
And with that, she opened her mouth and took the head of my penis in her mouth, running her tongue around my head, applying light suction.
“That’s nice.” I told her, leaning forward to get a handful of each boob. A sultry smile spread over her face and she took more of my dick in her mouth.
“Use your tongue more, the sucking is nice, but the tongue is what makes a blowjob as good as pussy.” I instructed. “The head is the most sensitive part, you’re going to want to focus either your tongue or the rest of your mouth to make it feel good, lips and suction will be good enough for most of the shaft. From what I understand each guy is different but there are some areas that are usually sensitive. Like the underside of the shaft, the bit that’s pointed towards you.”
She adjusted and it felt great.
“Oh, that is good.” I told her.
She pulled off my dick with a pop. “That’s all a blowjob is?” She laughed, stroking my cock.
I chuckled, releasing her tits, “I don’t know how to explain more than that, but that alone will take a while to make a man cum. If you want to make him cum, more suction and faster pumping will make it faster, but if the man is in control that is hard to make happen.” I informed her.
She seemed disappointed by that. “But you can make me orgasm so quickly.”
I shrugged, “And maybe with two weeks of blowjobs you’ll be able to figure out how to make a man cum fast, but most blowjobs I have had took a few minutes.”
She sighed, “And that is plenty of time for him to throat fuck me.” She got a determined look. “Let’s try it.”
I was concerned, “So, I helped my girlfriend in high school learn to deepthroat me, but it took a few weeks for her to work through her gag reflex, which is what it sounds like you want to do.”
She nodded, “I want to be able to pretend him ramming his dick down my throat is nothing, as I laugh at him.”
I nodded, “So, the best way to do that is put something, like my dick, as far back as you can handle it, and push just past that and hold it, as often as we can.”