Kelly's Diary 127 - New Boyfriend - Cover

Kelly's Diary 127 - New Boyfriend

Copyright© 2025 by Kelly85

Chapter 3: Begging Michael to Fuck Me

Erotica Sex Story: Chapter 3: Begging Michael to Fuck Me - So what's the big deal about having a steady boyfriend? During my first three years of college I didn't have one so why should my senior year be any different? Well, as it turned out, Michael was the difference.

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Consensual   True Story   Oral Sex  

Michael grabbed me by the shoulders and pulled me up to my feet saying, “C’mon now, stand up for a second.”

I stood before him, still in my dress while he was naked down to his ankle where his slacks and shoes remained. He looked down and grinned a bit sheepishly.

“Guess I should take these off,” he said in a low voice and he kicked off his shoes and reached down to pull his slacks and socks off. Now he was totally nude in front of me and I admired his lean body and muscular chest and arms. His dick was still standing at attention despite having just climaxed and I knew he wasn’t satisfied yet. Well, neither was I for that matter!

“Mmmmmmm, you look really good,” I said softly, running my hands over his bare chest and arms.

His hands were on my shoulders at the edge of my sleeves and he was fumbling with them. I knew he wanted to take my dress off and for a moment I was about to have him undo me and slip it over my head when another idea came to mind. Looking Michael straight in the eyes, I smiled seductively at him and in a firm but soft voice said, “Are you ready to fuck me now Michael? I hope so, because I want you to.”

Michael stammered a bit and despite several attempts, couldn’t seem to get the next words out.

“What’s the matter Michael, hasn’t a girl ever asked you to fuck her before?” I teased him.

“Ummmmm, not really,” he sputtered, I mean, not using those words.”

I pressed up against him and felt his wonderful hard cock pushing against my stomach through my dress.

“You know, sometimes girls want it just as badly as boys do,” I said, “What’s wrong with a girl telling a boy she wants to get laid?”

Michael looked a little uncomfortable but he still managed to say, “Well, I just didn’t think girls did that.”

A little giggle escaped from me at that. “Ohhhhhhhhh, I get it. You mean, ‘nice’ girls don’t ask to be fucked ... is that what you mean Michael?”

Michael’s eyes widened and he started to open his mouth to protest but I wasn’t letting him off the hook that easily.

“So do you think I’m not a nice girl Michael?” I pressed on, “Do you think I’m some sort of slut, a skank or something like that just because I asked you to fuck me?”

“Oh no Kelly!” Michael finally blustered, “I didn’t mean that at all ... you’re a nice girl.”

So predictable but then, he was a guy so it wasn’t his fault.

“What if I told you that I wasn’t a ‘nice’ girl, Michael?” I said as I traced little circles around his hardened nipple

Looking down, I noticed that despite everything his cock was still as hard as ever. My pussy tingled at the sight and I knew it was time to finish up with the theatrics and get down to business.

“For your information Michael, I AM a slut and quite proud of it,” I declared as I turned my back slowly to the bed and stepped backwards until I was pressed up against it. I sat on the bed and scooted back until my knees were hanging over the edge. Gathering up my skirt, I pulled it up until he could see that I wasn’t wearing any underwear. I kept my eyes fixed on his as I reached down with one hand and slowly began to rub my bare pussy that was now exposed for him to see.

“See my pussy Michael? So tell me, do ‘nice” girls go to church with nothing under their dresses? Has a ‘nice girl ever sucked your cock the first time you took her out? Would a ‘nice’ girl ask you to fuck her?”

Michael was too mesmerized by the sight of me playing with myself in front of him to respond. Not that I was really expecting anything from him; it was fun just to talk dirty to him and tease him a little.

“You see Michael, I’m NOT a ‘nice’ girl,” I continued as I pushed a single finger up into my already wet pussy, “I like to be fucked and I want you to fuck me now.”

Michael stood there as stiff as a statue. That was fine with me so far as his cock was concerned but I was wishing he would be a bit more flexible elsewhere. His reaction really didn’t surprise me all that much. It wasn’t the first time I had a boy freeze when I was being forward with him. Boys seem to think that they are the ones that are suppose to be in charge and when a girl is the aggressor it is like the rules of the game have been broken and they don’t know how to respond. I’ve had a few tell me later that it was always a big fantasy of theirs to have slutty girlfriend but when it actually happened they were freaked out.

My guess was that if I could read Michael’s mind about now, that I would find he was thinking that exact thing at this moment. This had to be one of his wildest dreams - to have a girl lifting her skirt, playing with herself for him to watch after having just sucked his cock, begging for him to fuck her. Now that the dream was reality though, he was finding that he wasn’t the super stud he liked to think of himself as being. Well, all that didn’t matter to me about now, I was just interested in getting that hard dick inside of me as soon as possible! Keeping my hand on my pussy, I reached out with the other one and motioned for him to move towards me.

“What’s the matter Michael? Don’t you want to fuck me?” I asked in my best little girl voice.

Michael finally seemed to break out of his stupor and moved towards the bed. He reached for the top of my dress again as if to undress me.

“Noooooo, leave my dress on Michael,” I resisted, “I just want you to fuck me and that’s all.”

Michael looked at me a bit strangely but by now the hormones were in overdrive and I don’t think it mattered what I said or did from this point onward. There is this look a guy gets when he is set on fucking me that is unmistakable. Once that look appears, there is no stopping him until the act is complete. It’s like a sexual point of no return, where once crossed there is no recall, no going back. The male conscious mind seems to turn off and all that is left is his lust driving him to complete the mating ritual. Millions of years of evolution are lost in that moment when it is like the most primal emotions and drives take over, the need to mate and procreate overwhelms all rational thought and actions. It is a look I have seen many times in my father’s face after I have teased him and toyed with him to the point where fucking me is no longer an option - it is a foregone conclusion and requirement. I would imagine it is the look a woman sees when she is about to be raped except in this case I wanted it.

“Alright, you asked for it,” Michael said in a deep voice that sounded more like an animal’s growl than anything else. He was breathing heavily and his cock quivered, looking like it might just explode if it got any bigger or harder.

My own heart was starting to beat rapidly as well as I understood what was happening to him and the consequences it meant for me. There would be no more teasing, no more conversation, no more euphemistic exchanges between us. I knew at that moment that no matter what I might want from this point on, I was going to be fucked before I left the room. Even though that was EXACTLY what I wanted, the finality of the situation, the loss of control, the inevitability that was now in place made me a little anxious despite my own cravings and lust.

It was like I had jumped out of a plane and now was wondering what I had done. Nothing could bring me back inside of the plane - I was committed now and completely dependent on my parachute to save me. In this case, my parachute was my knowledge of men and how they reacted under these circumstances. I knew Michael wasn’t going to hurt me, he just wanted to fuck me - no, make that he HAD to fuck me. The parachute wasn’t going to open and bring me to earth safely until his cock was deep in me, spewing his next load of sperm inside my hungry and waiting cunt.

Michael put one hand on each of my knees and pushed my legs further apart. He stood with his legs up against the bed and then grabbed me by the waist and pulled me towards him until his crotch met mine and his cock was laying over my pussy. He grabbed his dick and positioned it up against the opening of my pussy hole.

“God you have a great looking pussy,” he whispered, almost more to himself than to me.

“Put it in me Michael, put your cock inside of me” I pleaded with him, feeling like I was begging him now to push his dick inside of me. “Oh please Michael, I NEED it in me.”

Michael moved his hips forward and as stiff as his cock was, it still bent noticeably as it tried to violate me. I prided myself on having a tight pussy and it wasn’t unusual for guys to have difficulty the first time they tried to enter me; but I knew that once he was in me that he wouldn’t have any trouble fucking me after that. Finally his head slipped into me and half his dick was quickly inside of my pussy. He didn’t hesitate after that but instead immediately began pumping his dick in and out of me.

“Damn your pussy’s tight,” he said with a bit if a grimace. Even as he said the words though, I noticed his efforts were getting easier with each stroke of his cock in me.

I looked down at my pussy, watching as Michael’s cock fucked my pussy. There was just something about seeing a man’s hard dick moving in and out of me while at the same time feeling the warmth and hardness of him inside of me that was the ultimate erotic experience for me. As he continued, each stroke seemed to penetrate me just a little bit more until finally he was moving the full length of his dick in and out of me with each stroke.

This was where it really didn’t matter what size a guy was. While a guy is fucking me this way, my pleasure comes more from the stimulation of the inner walls of my pussy just inside my pussy hole than anything else. Moving deeper into me doesn’t add a whole lot to the sensations nor does it really matter how thick he is. Think of a bow as it stroked over the strings of a violin. Although a longer bow provides a longer note, it really doesn’t make a whole lot of difference with regards to the pitch of the note being played. All I wanted was to feel him moving against me although at times it was nice to have him just be buried deep in me and hold still for a while allowing his dick to throb noticeably inside of me. Michael was holding me with his hands on my waist as he pulled and pushed me in sync with his thrusts in and out of me. I was leaning back on my hands, lifting my hips upward to meet his thrusting groin.

“Oh Michael, this is what I wanted,” I panted as I tried to speak while barely able to breathe myself, “God your cock feels so good inside of me!”

One good thing about sucking a guy off before he fucks me, besides the obvious of course, is that he usually lasts a little longer when he finally fucks me. This strategy works better the younger the guy is as when they get to my dad’s age, their six-shooters become musket loaders - one shot only before they have to take a long time to reload. For teenage boys and most men up to a little older than Michael, it’s almost mandatory to get them off at least once before they fuck me or else they end up coming almost before they’re even in me all the way. It’s not that I mind the fact that they cum in me, it’s more that I wouldn’t mind a little more stimulation first.

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