Just a few weekends ago, I (F22) went to see Andy (M20) at his college. Andy, unfortunately, had to work most of the weekend so we were ravishing one another at every opportunity. Friday night we had wonderful sex before falling asleep very closely in his Twin XL dorm bed. The next morning we had breakfast from the buffet line his college provides before heading back to his room to relax and converse; Andy decides he’s going to start tickling me in the middle of this talk, and I am absurdly ticklish. When I fall back and curl to get away from his assault, he climbs on me to straddle my hips and lock himself over me. His upper body leans down and he drops his full weight on me, the only thing moving on him being his arms and hands as I flail to get away, my efforts essentially null. I’m giggling up a storm beneath him, barely able to breathe through this vicious tickling. I only have one option, I begin to tickle him in retaliation. He quickly begins to burst into laughter and sits up to try and evade my hands. I feel his tickling stop for a moment before his hands take my wrists and pin them above my head, his body pushing into mine and knocking a bit of the air from my lungs.
I can see the look in his eyes change, a smirk draping across his face before he leans in to kiss me, now holding my wrists with only one of his hands. His free hand is cupping the side of my face as his tongue mingles with mine, my mouth opening so he can explore. The free hand trails down my shirt, lifting it at the hem and allowing himself to pull it up and over my head, my supple breasts bouncing at the action. I am gasping for air, still in shock but so very aroused at this spontaneous session. I can feel his hand upon my breast, his hand groping and feeling my entire torso, every touch sending shocks through my body. He’s getting aroused too. I can feel his erection pressing against my upper thigh and when it twitches I can feel my pussy throb in response. My back arches, pushing my breast towards his mouth as I silently tell him to please suck on it. I can see a devilish smile come across his face as he lets go of my wrists. I quickly pull him down, wanting his lips and tongue on or in me, but neither happens.
He moves off to the side and speaks, “One leg off, I want your hands under the small of your back.” I am confused, but I can tell he is very excited for this idea. I take off the pants leg, freeing up my flexible legs for him before restraining my hands under myself. “Good girl,” he says, speaking in the tone that makes me quiver. I look down at myself and see that my entire body is on display for him and I am practically dripping in anticipation. He pulls his shirt off and positions himself back overtop of me, but this time he is off to the right, pushing my right leg off to the side, my aching vagina and left leg completely free. His torso was still on mine, his head between my breasts. I now understood why he wanted my hands where they are, with his weight on top of me he was pinning my hands while allowing his to be free. His left hand begins to knead my right breast, then slowly play with my nipple as his mouth ravages my right breast. He sucks and nibbles on my right nipple before leaving multiple hickeys on my breasts and upper torso to mark his territory. I writhe in pleasure beneath him, moans and sounds of pleasure issuing from my mouth. Andy then moves his right hand from my left breast to my soaking pussy, rubbing the outside of it, teasing my clit, I press into his fingers as best I can. I eagerly move my leg to the side, powerless to do anything but buck and hope that he gives me more. His erection is still pressed against my thigh and his mouth goes from breast to breast, leaving marks upon each one. “Do you want something, slut?” he purrs, his voice like velvet
“Yes, please!” I moan, his middle finger finally slipping inside of me as he begins sucking on my nipple.
Suddenly he stops, removing his finger and mouth. “Yes what?” he snaps at me, his eyes boring into mine.
“Yes, sir.” I amend, looking back as innocent as I can.
He grunts and resumes his teasing, giving my right breast the same treatment as he gave the left one, as his finger continues its slow exploration making me squirm. “Be still and take the pleasure or else I’ll have to punish you.” he growls threateningly.
I freeze, unsure of what punishment he has in mind. I hold as still as I can, he slips another finger inside me. Then knowing I will move he begins to rub my clit with his thumb, my moans increase in volume and pitch. I can not help but move as he continues, he nips my nipple, hard fussing at me. When that reminder did not work to still me Andy started to tickle my ribs again with his right hand. Laughter exploded from me as my body processed what was happening. His leg gripped mine harder and he pressed his body more firmly into mine while he continued to suck on my tits and finger me. I moaned, then laughed, then screamed a combination of joy and pleasure. The fear caused by the tickling only made me drench myself more as he twisted his fingers inside me… then he found my G spot. I felt the familiar pressure of my orgasm quickly build inside me, then I threw my head back and exploded in ecstasy. Every fiber of my being on fire as I cum around his fingers. When I finish and Andy stops, I open my eyes, still panting from my orgasm, to find him licking my juices off one of his fingers.
“You are just delicious,” he says before offering his other finger to me, still slick with my juices. I lift my head and suck the myself off of him. “I warned you, now for the real fun,” he tells me flashing me a devilish smile.
He sits up and tugs my hands out from underneath me before pulling his pants down to free his erection. I bite my lip at the site, “You look delicious too, sir.”
His hands grip my ankles, pushing my legs back until my knees are to my ears, his hands shifting to my thighs as he kneels at my entrance. I feel him slowly sink his erection into me, my pussy only resisting to squeeze his girth as I feel him bottom out. I push back against him best I can, my moans fueling his strokes into me. I can feel his balls smack against my asshole with every stroke and as he spreads my legs he leans in to passionately kiss me, swirling his tongue with mine before grabbing a hold of my bottom lip to pull it back before his pace accelerates. I think he may have a short trigger today, but I couldn’t have been more wrong as he continues to pound me, looking into my eyes and then he finds his cock having slipped out, just the head pushing into my asshole before we both realize.
“Someone seems like they’re still stretched out for me.”
I laugh in response, my hips bucking him into me more, “I guess I am,” as I remember him taking my ass from behind the night before, leaving me slightly sore but full of his cum.
“Want another load then, my darling?”
“As long as I get two more loads before I leave tomorrow, and I want you to rape my ass right now.” I say in agreeance.
His eyes darken with need, “Then hang on because I’m not gonna stop until I am good and ready. No matter if you beg me.”
I shiver with anticipation, and nod, excited to have my ass raped. We had no need to go over the safe word or anything, we had been together for so long we knew no matter what was said it was all in good fun. If one of us happened to use the safe word then the other knew to stop because something was wrong. Perks of being in a kinky relationship, right?
He starts to move again, this time in my ass, stretching it for the second time that weekend. He was giving it time to adjust, knowing it would be worth the wait. I whimper beneath him, wanting it harder and faster.
“What, slut?” he asks me. “Do you want me to stop?” he stops moving and I whimper more urgently this time. “Ah,” he says, “too bad.” He moves again this time hard and fast, furiously fucking my ass. “If you want me to stop, you will have to beg. Then MAYBE I will stop.”
I cry out in pleasure and begin to beg, “Please sir, I do not want my ass fucked it hurts.”
“Too bad. I like it so I’m going to do it, and I am going to fill your ass with my cum, so even when our time together is up, you will feel me dripping out of you.”
I whimper and whine, “No please, my ass has never been fucked before! Please stop, I don’t want it!” I beg, knowing he knows none of it is true.
He laughs, and looks into my eyes, “I’m sure, that is why you feel so tight. But why is your pussy still so wet if you do not want it? I hear nothing but pleasure from your stupid mouth. Admit it. You love my big cock fucking your tight little ass. I bet you’ll cum from just me pounding it, you anal slut. Say it, whore, tell me you are my anal slut, tell me how much you love my cock pounding your ass. Tell me you want me to cum deep inside your asshole.” As he said it he fucked my ass even harder.
I cry out in pure pleasure as his words turn me on even more and I have an an anal orgasm. My legs hook over his shoulders and I pull myself up, allowing him to tunnel himself even deeper inside me. “YESSSSSS,” I scream. “I love you fucking my ass, I am your anal slut. I want you to cum inside my ass. Please, I NEED you cum in my ass.”
We are both breathing hard now. Sounds of extreme pleasure coming from us both. I cry out again as another anal orgasm racks my body, but as he continues to fuck me it does not stop. “I … can’t… stop… cumming.” I moan. Then in the back of my mind I register the door opening but then I hear him gasp in pleasure as he starts to cum, his muscles clinch in ecstasy and I forget about the sound I heard. I continue to impale myself on him, milking his cock with my ass for every last drop of cum. Small sounds of pleasure issue from him as I continue to stroke him, his sounds urge me on and increase the intensity of my orgasm. One last cry issues from my mouth as he stops cumming inside me. Once again I thought I heard the door move, but when I glance behind me it is closed so I brush it off. We both collapse, his softening dick still inside me, as we catch our breath. He giggles and I scratch his head, fucking my ass always makes him super giddy and I love it. Andy raises one hand and mumbles “Ass load number 2.”
I smile tiredly and high five him. “One in my pussy and two in my ass.”
We stayed like that until his dick was about ready to pop out of my asshole, then we separated and both went to the bathroom to clean up. Thankfully we only had cum, pussy juice and sweat on us so it was an easy clean up. One we had finished cleaning the room and ourselves, we laid down to watch some youtube videos together on Andy’s phone. Then, we hear a knock on the door, “Come in,” he yells.
“Who would that be?” I ask him.
“Oh it’s, Phillip, I messaged him once we got back from breakfast that he is okay to come up whenever.”
“Oh,” my mind was racing, as I remembered the door I heard while Andy and I were cumming.
There is another knock and Andy yells louder this time “It’s open.” The door opens and there is Phillip walking in, his face blood red. “Hey man,” Andy says, “what’s up?”
“Hey,” he says awkwardly, “I came over a little bit ago and knocked, I heard something and I thought someone was hurt so I opened the door and,” he pauses and will not look at us, “I kinda saw you guys.”
Andy bursts out laughing, “Shit man, I thought you were good but well you know things happen. Did you see anything you liked?”
I chime in, I’m sure my face is red, “Sorry, it was kinda spontaneous.”
Ignoring Andy’s question Phillip says, “I did see Andy looking very happy, and Lola’s legs were over his shoulders.”
“Oh shit,” I blurt out before I can stop myself. I look over at Andy and he comes to the same conclusion I did. He laughs again as I bury my face into the bed and cover my entire body with the blanket.
Basically the rest of Andy’s friend group heard the story within the next hour and gave us shit. They most likely will always tease us but they still have no idea that he was deep in my ass, raping it as we were both cumming.
By the next afternoon I had to leave back for my home, Andy and I had slept pretty well the night before, outside of Andy spontaneously deciding that he wanted to cash in another anal creampie at two or three in the morning. Knowing that it would be a week before we met again, Andy and I decided to have one last bit of fun. I was stretched out on my stomach in my thinnest pajamas next to him, Andy lying next to me and groping my ass and thighs. I figured he was getting worked up by this point, and I was proven right as he pulled down my pants and pulled up my hips. Next thing I know he is buried in me to the hilt, sneaky bastard. He leans over my back and whispers into my ear, “One for the road?”
“Please darling, I’ll keep this one for the trip.”
My hair falls in front of my face as he sits up, rhythmically sliding himself in and out of me. I moan as I am stretched and spanked by him and I can feel a very nice orgasm building. Two strokes before he is about to cum I hear the bathroom door open and Andy’s suitemate walks in.
“Andy I’m… Woah” Conner says, Admiring a bit of the view, for what he could see before Andy gives him a dangerous look and he scurries back to the bathroom. “I’m about to shower bro! My bad.”
Andy and I laugh as I sort of roll over in embarrassment at being caught twice in the same weekend.
After that he locked both the bathroom and dorm door so he could pound me from behind until it was time for me to leave. As I got into the car, I could feel his final load soaking through my panties and dripping down my thighs.
Source: reddit.com/r/sexystories/comments/qiqlao/getting_caught_in_the_middle_of_anal_fm_str8_cnc