Derrick had told me he wanted to fuck me hard and I consented to him. I enjoyed when he fucked me hard that first time. I didn’t know that the first time was not him truly fucking me hard, but I found out.
Derrick was kneeling between my spread legs, pinching my nipples painfully, boasting he was going to fuck me very hard, and telling me how much he enjoyed how big and puffy my nipples were when erect. He took his cock in his free hand and started rubbing it up and down my pussy without penetrating it.
I looked up at the young eighteen-year-old boy. “Please, baby, please fuck me,” I told him. “I want your big cock inside me now, please.”
There was such a combination of things that had me so aroused at that moment. I never really thought much of the above-average size of Derrick’s penis and we rarely mentioned it. I know people will think that odd, but his penis size just did not matter to me at all. It was just like how Derrick and I rarely talked about how I was over thirty years older than he was when we were having sex. Yes, there were times we mentioned both the size of his penis and the age difference, but that was mostly when we started acting out our roleplay fantasies, which will be described later in the story. Most of the time those two things were not mentioned. That night, however, something made me want to mention the size of his eight-inch, thick cock.
Could I tell the difference in his size when he was fucking me? The first time we had sex I didn’t even think about it. I had not had sex in years before that first time Derrick and I fucked. While I had great memories of my previous sex life I would think about when I masturbated, I had honestly forgotten what it felt like to have a man’s penis inside me. Since it had been so long, it was hard for me to compare how different it felt. That was until the night this chapter of our story took place. That night I felt the difference. That night I felt the pleasure of a larger penis inside me as well as the soreness of having had the young boy’s larger-than-average penis blissfully brutalize my older pussy repeatedly.
The combination of Derrick rubbing his cock on my wet pussy and pinching my nipple, no one has ever pinched them that hard and I found the sensation exciting and painful. His boasting about how he was going to fuck me. Looking at his handsome face and naked athletic body had me desperately wanting him inside me.
Derrick grinned when I begged him to put his cock inside me. I felt his cock press against the entrance of my pussy and moaned out when he pushed about an inch of his penis inside me and then he thrust his hips.
“Uhh, God!” I grunted out loudly as Derrick made one hard thrust and drove his entire penis into my pussy with that single, powerful thrust.
Derrick laid his body on top of mine and I lifted my legs and bent them at the knees. He then arched his back not to crush me and placed one arm under my head and the other arm he placed under my shoulders. I placed one hand on his head and my other arm slipped under his and gripped his upper arm at the bicep. Derrick pulled on my head and shoulders and it compressed my body. He then started to fuck me. At first, I tried thrusting my hips up to meet his, but with him driving his cock so hard into me and the pleasure it was giving me, I just became a selfish lover and stopped and just lay there to enjoy him fucking me.
Derrick was thrusting into me hard and forcefully, and even violently. He would pull his penis almost out of me and then ruthlessly drive it into my pussy in what felt like maybe close to a second between thrusts. There were a few times his deep penetration hurt, but I didn’t care. The pleasure of him fucking me like that was more overwhelming.
“Uhh, God! Uhh, God! Uhh, God!” I would loudly grunt over and over again with each thrust as my hands clutched his head and arm tight.
Derrick didn’t say anything; he was not even breathing that hard! Every once in a while he would make masculine grunts of excursion but remained mostly silent. Me? I was panting, grunting loudly, and screaming out to God, yes screaming, as he fucked me and the bed squeaked. I needed to buy a new mattress and box spring.
It did not take very long for Derrick to bring me to orgasm. Certainly, with Derrick fucking me as hard as he was, him being a handsome eighteen-year-old boy, his youthful energy and stamina, and yes, even the size of his penis helped me orgasm quickly; it was not just him. I had always orgasmed quickly and often during sex before the man orgasmed once. My husband once teased me and told me having sex with me was great for the male ego because I would cum so fast and often.
“Uhh, God! Uhh, baby! Uhh, baby, I’m going to cum!” I cried out.
After I announced I was going to orgasm, Derrick started to fuck me even harder. His thrusts became faster and more powerful.
“That’s it, Lori, cum for me,” he said into my ear. “Cum for me while I fuck your old, bald pussy with my young cock.”
That was the first time Derrick ever mentioned our age difference and referred to me – well, that time, my pussy – as old. He normally did not like it when I referred to myself as old. I found it slightly humiliating, but there was also something about it that turned me on as well.
The combination of him fucking me harder and his words about the age of my sex took me over the edge and I came. It felt like every muscle in my body, from my face down to my toes curling, seemed to constrict and release over and over again as I orgasmed. I made a long high-pitched, ear-drum-shattering scream of ecstasy as I felt the wonderful bliss of my orgasm.
The entire time I was cumming, Derrick just kept relentlessly fucking me harder and harder, not letting me feel the euphoria of my after orgasm I enjoyed so much. When my orgasm ended and my stomach muscles convulsed, a slight cramp in my toes and my inner thighs and pussy still quivering, Derrick just kept fucking me. About two minutes later I screamed out a second orgasm and still, the boy kept fucking me.
After I came a second time, Derrick fucked me for about five more minutes, I am assuming because this was not the NFL Draft where I had the boy on the clock, he grunted out that he was going to cum. I knew he was going to cum before he told me he was. By then I had gotten to know how his body reacted when he had an orgasm.
“Ohh, baby, cum inside me,” I encouraged Derrick between my grunting and gasping moans. “I love how it feels when you cum inside me.”
Derrick forcefully drove his penis deep into me and I felt his body tighten, he gave a series of grunts and made short jerking thrusts in my pussy. I could feel his cum shooting inside me and his cock pulsing as I tightened and loosened my pussy muscles around his cock.
“Fuck, that’s an amazing pussy,” Derrick said after his orgasm ended.
He was not talking to me but talking as if I was not even there and just making a comment. That was sexy, I thought, to be talked about me instead of talking to me.
Derrick moved his body and I grabbed his butt cheeks and pulled him back on top of me.
“No, not yet,” I told him. “I want to feel you inside me more.”
Even though my pussy was slightly throbbing and felt like it was already beginning to get sore from his hard fucking, I did not want him to pull out of me just yet. Derrick chuckled and moved his body to once again kneel between my legs, still keeping his cock inside me. I could feel it getting slightly softer inside me but it did not become flaccid.
“Oh, don’t worry. I was not done with your pussy yet, Lori,” he told me crudely. “It still needs more fucking. I’m going to turn your tight old pussy inside out tonight.”
I blushed at his comments and continued to blush as Derrick grabbed my legs under my knees and placed them on his shoulder. He then slid his hands down to the top of my thighs and gripped them tight. I stopped blushing when Derrick thrust into me hard as he pulled my legs to him at the same time.
“Uhhh, fuck!” I grunted out as his cock went inside me deep and hard.
“I like when you say fuck when I am fucking you,” Derrick told me.
Derrick then started fucking me again and his cock quickly became fully erect once more. Derrick fucked me by kneeling between my legs, my legs up on his shoulders, and his hands tightly gripping my upper thighs. He was thrusting in and out of me in a frantically fast and vigorous tempo. With each thrust, he would powerfully pull me into him. Derrick was fucking me so hard that the entire bed was moving in the rhythm of his cock driving hard and deep into my pussy. The bed had even moved up a little on the carpeted floor of my bedroom and the headboard was banging on the wall behind it.
I could do nothing but lie there as I threw my arms above my head and pressed them against the headboard to prevent my head from hitting it and getting a concussion. Again, I was moaning and grunting and calling out to God with every thrust into me. Moaning? No, I was screaming.
I had never been fucked so hard in my life. Now, that is not to say it was the best sex I ever have had, because it was not. That was reserved for my husband. Every time my husband and I had sex, from the very first time until the very last time was the best sex I ever had. Whether it was intimate, passionate, slow lovemaking or him fucking me hard, or the half-dressed quickies we would have, it was always wonderful and the best.
I know when Derrick reads that paragraph as he proofreads each chapter before I post it for him to advise me to add things. How he was feeling, how my moans and screams of pleasure sounded when I was getting fucked and during my orgasms, and the things I was unaware of I was saying; it may hurt his ego, but I never lied to Derrick in our relationship. Not once did I lie to him before or after our relationship became sexual.
That being said, this paragraph will give him cause to boast and I know he will tease me relentlessly about it many times. I had never been fucked as hard as I was getting fucked at that moment and it got even harder later that night. While it may not have been the best sex I ever had, it damn sure felt wonderful to feel him abusing my old pussy with his large young cock as he was doing.
As the boy fucked me ruthlessly, I felt my breasts bouncing. I am not a vain person at all but to show some vanity now, I have great breasts even as old as they are. I have 36C-cup breasts that are nicely shaped and tipped with brown areolas just slightly larger than the size of a quarter. My nipples were a shade darker than my areolas and they get long and puffy when erect. My breasts are not as firm as they used to be due to age but they are not droopy. Due to the lack of firmness they once had and their size, my breasts started to bounce around. I lowered one arm down and placed it over my chest to prevent them from bouncing and jiggling.
I would have used both hands to place over them but I needed my other hand to press on the headboard so my head would not repeatedly bang against it. I am not exaggerating; I honestly felt I was getting fucked with such force that if my head started banging against the headboard I would have ended up with a concussion.
“No,” Derrick told me as he continued to fuck me. “I like watching your tits bounce around.”
Derrick didn’t even pause in his fucking of me as he spoke, but he did sound slightly out of breath, but just slightly. I was out of breath and panting hard between my screams of pleasure and he was doing all the work. The age gap was beginning to show. I lifted my arm to expose my breasts and placed it back over my head and pressed it against the headboard.
I had another orgasm and as I was cumming, the boy kept fucking me. Derrick was not going to relent.
“Ohh, God! Uhh, uhh, uhhh, God!” I was loudly moaning. “Stop, uhhh God, please stop, baby…uhh God, please!” I suddenly cried out after a long period of him fucking me after I had climaxed.
Derrick didn’t stop at first but after I begged him to stop a second time he did. He looked down at me. He was perspiring now and beads of sweat started to form on his forehead. I had been perspiring and my chest was glistening with my sweat.
“Am I hurting you?” He asked.
“No…I…God no, it feels so good…I just need a break, please, baby,” I answered him as I panted.
Derrick pulled out of me and I made a grunting sound when he did. I tried to lower my legs, which were shaking uncontrollably. They did not hurt since all the weight of them was being held by Derrick’s shoulders and the shaking was not from pain. It was from being held in that position for as long as they were and from the pleasure Derrick was giving me. I wanted to lower them because I just felt ridiculous with them sticking up while I lay there resting and panting for air.
I was whimpering with each exhale of breath. I think, now I am not 100% sure but more than 90%, that was the first time I noticed how the size of Derrick’s penis was different. Not so much the length of it, which came later that night and the next morning, but the girth of him.
I won’t lie and say it felt better or worse than other men that had been inside me – I already explained sex with my husband – but it just felt different. When he pulled out of me I could feel the inside of my pussy throbbing as the nerves inside it twitched and the muscles began to slowly tighten again after Derrick’s girth had stretched them more than they had ever been during sex. It was not a painful throbbing but a trembling I found rather an odd but neat feeling.
Derrick smiled and slid his hand up to just above my knees and prevented me from lowering my legs.
“Play with your fat nipples as you catch your breath,” he told me. See, I told you they get puffy when they get aroused. “I like watching you touch your body.”
I lowered my hands to my nipples and started to fondle and pinch them for the boy. I didn’t hesitate or protest. Derrick had been telling me what to do since we walked into my bedroom. From the start, having me undress for him, me letting him examine my pussy in a vulgar manner, me letting him stick his tongue up my butt, and him fucking me as hard as he was; Derrick had established his dominance over me that night and I knew it would continue for as long as he wanted it to.
As played with my nipples, Derrick started kissing my calves and running his tongue over my legs. He avoided my feet, which I was glad of. I was not into feet and thought licking and kissing feet or having mine licked and kissed was gross. I did not like other people touching my feet. When I got my manicures I never got a pedicure because I hated my feet touched. I even cringed when I washed the bottom of my feet in the shower. A foot fetish I certainly did not have.
“Ready?” he asked me. “Ready for me to wear that pussy out?”
I knew they were rhetorical questions and he did not care if I was ready to start again or not. I knew that by his actions he was not expecting an answer and even if I said no, he would care. The way he said he was going to wear my pussy out made my arms break out in goosebumps. I just found it so dirty sounding but also exciting and arousing to hear.
Before I could utter a word in response to his comment, Derrick put his cock back inside me but did not fully penetrate me. The boy slid his hands up to my ankles and pushed my legs over my body.
“Oh, dear, God,” I whimpered.
I was familiar with the position he was about to fuck me in; I had been in that position more than a few times and enjoyed it immensely. But what made me whimper out in distress was that I was also familiar with the effects that position had on my body. First was the deeper penetration it allowed into my pussy, which I was not going to complain about, but then there was another thing that made me whimper. That position put a lot of stress on the muscles in the back of my thighs as it stretched them and being bent up like a pretzel was something I have not done in many, many years. I also knew from experience it would give Derrick much more leverage to fuck me even harder and as he had put it earlier, turn my old tight pussy inside out.
I am very active and enjoy being active, but let’s face the fact that I was fifty-three years and Derrick was an eighteen-year-old horny, insatiable boy who was in great physical shape. To add to his insatiable appetite was the fact he was having sex with and about to fuck even harder an older woman who he thought was pretty, sexy, and he had many masturbation fantasies about.
He had also never spent an entire night with a girl and the most he ever had sex in one night was three times. He was going to highly enjoy himself and cum as many times as he could that night and use either my pussy or mouth to do it with.
Those last two paragraphs were Derrick’s addition to the story; I was unaware of them until I wrote this chapter.
I was not as limber as I was twenty or fifteen or even ten years ago, and that position was going to take its toll on my older body. Not to mention his cock was going to be driving in and out of my pussy as hard as a jackhammer drilling into cement. My pussy had not been used even close to how Derrick was going to use it in many years. So yeah, I started whimpering, but I did not stop him.
My knees came up close to the side of my chin. Derrick spread my legs further apart and then pressed his body weight on top of my legs and my knees ended up on each side of my head and were pressed into the pillow. I was whimpering much louder as my thigh muscles stretched in a way they had not been stretched since I took yoga. If Derrick was going to continue to fuck me like this as our affair progressed, I would have to start doing yoga again to become more limber for him.
Derrick lowered his head and started kissing me and I kissed him back hard and passionately even though I was in an uncomfortable position. When he started kissing my neck I wrapped my arms around his back and started kissing his shoulder; my lips couldn’t reach his neck.
“Umph, ni ucking od, itsh o eep!” I cried out as I bit Derrick’s shoulder when he pushed his penis fully into me. Subtitles would have read, “Oh my fucking God, it’s so deep!”
I bit down on his shoulder hard but didn’t draw blood. It did leave teeth marks that didn’t fade until the morning. I couldn’t help it. His cock went so deep into me in that position. Like previously when I thought that night was the first time I took notice of Derrick’s above-average girth, that was the first time could feel the difference from his above-average length. God, his cock was so deep into my body!
When he pushed his cock into me, the weight of his body also pushed my legs up even higher and my feet touched the headboard over my head. It felt like I was almost in the Halasana, also called the plow, yoga position. I would have been if my back was completely straight up in the air instead of bent like a pretzel and the headboard was not preventing my feet from reaching behind my head and pressing my toes on the bed.
Derrick placed his hands under my head and started fucking me hard once more. Derrick didn’t thrust his hips this time. While keeping his upper body pressed tight to mine, he lifted his lower body off of mine and his pelvis would slam down between my legs as he drove his cock so deep into my pussy. I could hear the slapping sounds of his body hitting mine and that sound started to become more rapid each time Derrick would come down on top of me. Soon it sounded like someone clapping their hands together rapidly, only louder and stronger sounding. It sounded as if there was a third person in the room clapping to encourage Derrick to fuck me harder. The bed was once more squeaking and the squeaks were in rhythm with our bodies slapping together sound.
I could do nothing but lie there with my body bent up, my feet hitting the headboard, and making loud grunting moans as I screamed out incoherent words. Derrick just kept fucking me and fucking me, pounding his cock into my pussy. That’s what it felt like, pounding into me, but, God, did it feel amazing! I had another orgasm as he fucked me. Just like my previous ones, he did not stop but fucked me through it. After my orgasm ended, Derrick stopped lifting his lower body and pounding down into me. But he didn’t slow down his pace.
As Derrick was repositioning his body on top of mine, it gave me a short break and I lifted my head and licked the sweat from his chest. I got three maybe four licks in before he started once more.
His grip on my head tightened and inadvertently started pulling my hair, he moved his body up and his chest was in my face. He was grunting with exertion now and his breathing became harder and his chest hairs were damp with his sweat, but he still did not relent fucking me without mercy.
As he kept going my body started to hurt. The back of my thighs started to hurt and my scalp hurt from my hair being pulled. The soles of my feet started to cramp from my being curled up consistently, three toes from one of my feet hurt from being banged against the headboard, and even my nipples became painfully taut from arousal.
The only thing on my body that felt like it didn’t hurt was my pussy, which felt amazing as Derrick continued to fuck me. It felt so good that the other pains I felt, I ignored because I didn’t want Derrick to stop even though he was exhausting me.
Another noise replaced the slapping sounds that ended when Derrick started thrusting in and out of me powerfully and hard instead of pounding my pussy. There was a squishing sound coming from between my legs. I knew it was from how wet my pussy was, from my orgasm fluid, and from cum Derrick exploded into me earlier.
I then started to hear this weird haunting sound in the room. It was a loud shrieking-like noise mixed with loud gasping grunts. It sounded like something you would hear in a horror movie, but not creepy sounding. More like a loud weird but erotic haunting sound. It took me about four seconds to realize that the sound was coming from my mouth. I never heard myself make that sound before when having sex.
My moans and gasping for air had become more rapid and my head became dizzy and tears ran down my cheeks. I was not crying but I guess just the adrenaline I was feeling caused the tears in my eyes. My gasps for air became more rapid, my head started spinning, and I thought I was going to hyperventilate.
Still, I didn’t tell Derrick to stop. Regardless of the muscles in the back of my thighs being stretched in ways they had not been stretched in a long time. Despite my aching body, my rapid panting and gasping for air, and Derrick fucking me as he did; felt too good to want him to stop. That was until he did something else I wanted no part of.
My much younger lover slid his hand down to my butt and as he fucked me I could feel it go under my butt cheek and then my perineum. I felt Derrick use his fingers on that spot for a moment, which did feel good. It was what he did next that made me want him to stop.
Derrick was using his fingers on my perineum to lubricate them with the natural lubricate my sex produced when aroused, of which there was an abundance of it. My pussy was so wet I could feel the sex fluid leaking out of my pussy down around my butthole. My sex fluid mixed with Derrick’s cum he had already shot inside me and from how hard he was fucking me had formed a large wet spot under my butt. I felt like I was lying in a shallow puddle.
Derrick then slid his finger up to my butthole and started massaging my anus. I thought I knew what he was going to do next and I didn’t want him to.
“No, no, Derrick, no, please, no,” I cried out as the boy kept fucking me hard and massaging the area.
Unfortunately for me, Derrick was fucking me so hard and fast that I could not form coherent words, and my “no’s” sounded like “oh’s”.
“Oh, oh, Derrick, oh, please, oh,” is what Derrick heard.
Thinking I wanted him to, Derrick inserted his finger into my butthole, something I have never had done to me and something I never wanted to be done to me! It didn’t hurt as I expected it to but I did feel instant discomfort. I was begging him to stop but again could not form words due to the way his cock was thrusting in and out of my pussy as hard and fast as it was.
With my body bent up as it was; my legs spread wide, my knees up by the sides of my head, and my feet over my head banging against the headboard I could not move to get away either. Derrick, thinking I was enjoying what he was doing, started thrusting his finger in and out of my butt in rhythm of his cock going in and out of my pussy. I could feel the friction of his finger against his penis through the membrane that separated my pussy from my butthole.
As the boy fucked me and fingered my butt, I panicked and started beating my hands on Derrick’s back because I couldn’t form words to tell him to stop. I wanted him to stop, not because of any pain I felt, and the discomfort did start to go away and I have to admit that it did start to feel good. It was this strange pleasant sensation in my butt. I wanted him to stop because it was a disgusting, vulgar act, and I found it humiliating.
Derrick did not understand why my hands were beating on his back and thought I meant for him to go even harder and finger my butt harder. He even started fucking me harder, which I would not have thought could have been possible.
I reached up and grabbed his hair and was going to pull it hard to make him understand I wanted him to stop. I pulled his hair, alright, but not for him to stop but because I had another orgasm. It was a strange orgasm. There was no anticipating build-up and then that glorious release. It just suddenly came over me out of nowhere. One moment I was trying to get him to stop and then all of a sudden I screamed out, my body tightened and I was cumming as I pulled the boy’s hair.
The orgasm seemed to be connected and intensified by Derrick’s finger in my butthole. As I was cumming I could feel my pussy constrict and release around his cock and my butthole do the same around his finger. During my orgasm, Derrick stopped fucking me hard and pushed his finger into my butt as far as he could and his cock into my pussy as far as he could and held them in place. I cried out again and my body seized up. Derrick’s finger deep in my butt seemed to increase the pleasure of my orgasm.
It was so odd how that felt. It was like his finger touched a magic button in my butt that seemed to stimulate every pleasure never in my clit, vulva, and pussy all at once.
After I stopped screaming out in wonderful ecstasy and my climax ended, I felt Derrick start to pull his finger out of my butt. I moved my hands down to his butt checks and pulled them into me.
“No, no, more. Fuck me more!” I cried out to him. “Just like before, please, baby, don’t stop.”
“You want my finger still in your tight asshole?” Derrick asked me.
“Yes, please, Derrick, fuck me. Hurry, baby, I’m going to cum again,” I begged him.
I was going to cum again. After my surprise orgasm ended, I felt another one coming on me right after. I have had multiple orgasms like that before but not often.
Derrick started fucking me hard again and continued to use his finger inside my butt. This time he started moving in in a circular motion as he pounded my pussy with his large penis. I know that’s a vulgar way to say it, but that’s what it felt like. That’s what it felt like all that night every time he fucked me. I had another orgasm about ten or fifteen seconds later.
After that orgasm ended I wanted the boy to remove his finger, but he didn’t until he grunted out he was going to cum about a minute after I did. I begged him to cum inside me again, but my young lover had a different idea.
Derrick pulled his finger out of my butthole and his cock from my pussy and kneeled between my spread legs. I tried to lower my legs but they would not cooperate and when I lowered them about halfway down they seemed to get stuck. My legs were shaking and my pussy was quivering and my butthole was constricting and twitching as I watched Derrick.
He pointed his cock at my body and started jerking it hard and fast and was grunting from the exertion. Sweat beads were formed on his forehead and beads of sweat ran down from his temples. His chest hairs were damp from the mixture of our bodies’ preparation. His hair was mussed up from my pulling it and the look on his face seemed as if he was in pain. Damn, he looked sexy!
“Fuck! Ugh, fuck!” my lover grunted out. “Ugh, fuck, Lori, I’m cumming! Uuugh, Uuugh!”
Derrick made a long and loud series of masculine grunts as I watched his cum explode from his penis and land over my breasts and stomach and even my chin. I was pleasantly surprised to see that it was still thick and sticky. I would have thought after having two orgasms previously the consistency of his fluid would have been thinner. It wasn’t and he still ejaculated an abundance of cum.
While he was still cumming and when the first ejaculate of his thick, warm cum landed on my right breast, I took my hands and lifted my breast and lifted my head and was able to lick his cum off of it. Derrick must have liked seeing that because he made a louder masculine grunt and ejaculated a good deal more cum.
Before his orgasm ended I was able to lower my legs. When he was finished Derrick knelt between my legs and was panting and sweating. I lay there with cum all over my stomach and breasts and a bead of it on my chin as I panted much harder and more rapidly than he did, and he did all the work! I was also making whimpering sounds with each exhale of my breath.
We stayed like that for a few moments, not even talking. I placed my feet flat on the bed and my legs were still spread apart. I didn’t want to close them. I was not trying to be crudely sexy at all; I just knew if I moved them it would hurt. Derrick looked down between my legs and grinned.
“Your pussy is so red and swollen,” he said proudly.
“Shut up,” I told him and blushed.
He chuckled and started to move from between my legs and I gathered my strength and lifted my body and put my hands around his neck. Before he could move I raised my body, groaned from the soreness, and started kissing and licking his sweaty chest. I then pressed my body to his and started licking the beads of sweat off his face and then kissed him passionately and fiercely. Derrick didn’t seem to mind that I was pressing my cum covered breasts to his chest. After we kissed for a while Derrick moved to lie on his back on the bed and I lay on mine next to him.
With my breathing back to normal and getting more control over the muscles in my body, I reached over to slap his chest hard.
“Oww, what was that for?” Derrick asked as he rubbed his cheek.
I had missed his chest and accidentally slapped his face hard.
“For what you did,” I told him. “I told you I don’t do things like that.” My voice held a hint of anger.
“You wanted me to and you liked it. It made you cum twice,” Derrick chuckled. He knew I meant putting his finger in my butt.
“I did not,” I told him.
He chuckled again. “Did too.”
We played the game of “Did not, Did too”, for about ten seconds. I was getting angrier each time and Derrick was getting more amused.
“Well, don’t ever do it again. It’s disgusting,” I finally told him, never admitting I did like it and it did seem to intensify the orgasms I had when he was doing it.
I started to move to get out of bed.
“Where are you going?” he asked me as he reached over to take me in his arms.
“To clean up,” I told him.
“No, don’t. I like you with my cum all over your tits,” Derrick told me.
I made a disgusting snorting sound but lay back on the bed. Derrick went to put his arm around me and pulled me close to him to cuddle. I pushed him away.
“You go wash your hand first,” I told him. “You are not touching me after your finger has been there. And use soap.”
Derrick started to laugh but then saw I was serious. He got off the bed muttering about how ridiculous it was for me to tell him to wash his hand when I was lying on my back with cum all over me. I didn’t care; he was not going to touch me with that hand!
While Derrick was in the bathroom washing his hand I was lying in the wet spot on the bed. It was not a puddle as I imagined it felt like when he was fucking me, but it was a large wet spot. I realized I had not pulled down the comforter and we had been having sex on top of it. It was now ruined.
I was not even going to take it to the dry cleaners, not even one I never used. There was no way I was going to ask them to remove the wet spot stain as a result of our sex and the splotches of splattered cum Derrick had sprayed on it when he ejaculated over my stomach and breasts and missed. I had four other comforters to replace it anyway.
With Derrick not in the room as he washed his hands, I ran my fingers over my chest and stomach to spread the now chilled fluid over my body. I then looked at the door to the bathroom to make sure Derrick could not see me, smelled his cum, and licked my fingers.
When I turned to my side to wait for my younger lover to cuddle, I groaned out again from achy muscles and I noticed there was cum on parts of my body I had no idea how it got there. It was in my hair, on my arm, and even in my armpit. Reminded me of sand from the beach, gets everywhere and you don’t know how it got there. I started to get cold when the mixed sweat of me and Derrick that glistened and slickened my body began to chill.
I slowly stood up to pull the comforter and sheets down and cursed Derrick mentally. I cursed him because my body ached and my muscles were sore and it was entirely his fault. I also cursed him because when he got out of bed, my lover sprang up and walked normally into the bathroom showing off his youthful vitality. It annoyed and even embarrassed me that my body was showing its age compared to his younger, fit body. I had doubts that I could keep up with Derrick sexually.
I bent over slightly to pull back the covers on my bed and cried out in pain and grabbed the back of my thigh. I got a cramp: a terrible, painful cramp. The cramp then shot down my leg as the muscles in my calf, sole of my foot, and toes seized up.
“Ow, ow, ow,” I whimpered as I hopped around and then tried to work it out.
Derrick came out of the bathroom and laughed when he saw me hopping around naked holding the back of my thigh. I shot daggers at him with my eyes.
“Stop, it hurts,” I whined. “Do something because it’s your fault.”
Derrick took me into his arms and placed me on the bed on my back. I was lying across the bed with the bottom of my butt cheeks on the edge.
Derrick grabbed my leg and lifted it, massaged my foot, and stretched my muscles to work the cramp out. As he did I saw him looking at my exposed pussy. I looked at his penis and breathed a sigh of relief when I saw it was only semi-erect. I placed my hands over my sex to cover it up. I didn’t want him to get any ideas.
Derrick chuckled as he worked my legs. “Why did you do that, I like looking at your pussy. It’s even sexier than before now that the hair is gone.”
“Because we are done for the night,” I told him in a serious tone. “I’ve had enough and can’t do it again.”
I know what I thought earlier about giving in to his sexual needs whenever he wanted, but the cramping was very painful and changed my mind. Let him go out and find some young slut to fuck all night. I was finished and my older body could not take anymore.
Derrick chuckled. “Turn over and let me massage your muscles,” he said.
I turned over and the boy started to massage my foot, then calf, and then the back of my thigh. It felt nice and the cramp had gone away but I still felt soreness in the back of my thigh. Derrick massaged me for a while longer and I felt better. The boy then got on his knees and started kissing my butt cheeks and gently kneaded them with his hands. A faint moan escaped my mouth from the pleasant feeling.
“No, baby, I don’t want to do it again,” I whispered to Derrick as he kissed and massaged my butt. “I can’t do it again.” My voice held no conviction to it.
“Take what?” he teased me.
“You being inside me again,” I replied.
Yes, I knew he was teasing me, but I was in no mood for playful banter. I was exhausted.
I felt Derrick spread my butt cheeks apart to expose me more for him and I whimpered.
“Fuck, you have a sexy asshole,” he told me.
“Eww, gross. Stop that and stop staying things like that,” I told the boy. How a person’s anus could be sexy was beyond me! “And stop what you are doing.”
Derrick did let go of my butt cheeks but ignored my protests about him doing other things to my body. He ran his tongue ran down my butt crack as he placed his hands on my inner thighs just below my butt cheeks and spread them apart to expose my pussy and butthole to him.
“No, please, Derrick, not there,” I whined as his tongue started circling the entrance to my butthole and he started to run his hand up and down my pussy.
As I was telling my lover no, I spread my legs and lifted my butt as best as I could to give him better access to not only my pussy but also my other hole. I moaned out when his finger entered my pussy at the same time his tongue entered my butt.
“Stop, please, ohhh, please, Derrick, ohhh God that feels so good,” I moaned out contradicting words.
I placed my arms above my head. My hands gripped the bed covers tight as I told him no and stop and then yes and how good it felt.
Derrick didn’t stop and knew I was enjoying what he was doing to me, even the revolting act of having his tongue in my butthole. The boy started fingering my pussy, but not thrusting them in and out of me. Instead, he kept them inside me and started twisting and turning them and making circular motions with his fingers. His tongue was as far as he could push it inside my butt and felt like he was flicking it. I was moaning and gripping the bed covers and trying to lift my butt higher for him.
“Please, baby, please fuck me again,” I begged after several minutes of enjoying his fingers and tongue inside both my holes. “I want you inside me again.”
I could not even believe it myself! I was sore and felt like I was hurting all over, but I still wanted him inside me again.
I tried to turn my body over for him to fuck me, but Derrick held my body to prevent it. The boy then pulled his tongue out of my butt, his fingers out of my pussy, and licked down to my sex.
“I want to taste you first,” he told me.
“No, Derrick, not…not now, please, it’s…I…it’s not,” I whined.
I didn’t finish my protesting; I was too embarrassed to give him the reason why I didn’t want him to use his mouth on me there. I tried to move away, but Derrick gripped my butt and would not let me escape.
“Don’t worry about the smell and taste,” he told me. I then whimpered and blushed as I heard him inhale deeply through his nose. “I think your pussy smells great.”
Derrick knew why I was protesting. I didn’t want the boy to smell or taste my sex after he had fucked it. I was embarrassed by the more pungent and musky odor I knew it had after it was used the way Derrick had used it so far that night.
Hypocritical of me, isn’t it? I enjoyed sucking a man’s penis after it had been inside my pussy and the more he fucked me and the more pungent his cock and crotch area was, the more I enjoyed it. Having a man perform oral sex on me after we had fucked even once, I found embarrassing due to the same reason I enjoyed giving him oral sex after we had fucked. Don’t criticize; women can be sensitive about the hygiene of that area of our bodies.
I was still protesting when Derrick’s tongue entered my pussy and stopped protesting when his hand slid under me and his finger started massaging my clit.
I liked that Derrick didn’t shy away from or was timid about his cum. How he would hug me, and cuddle with me when his cum was on my body. Kiss me after he came in my mouth. And while I was always embarrassed for the previously mentioned reason about him going down on my pussy after he had fucked me and cum inside me, he didn’t mind at all.
My high school boyfriend would not even kiss me after he would cum in my mouth until I had rinsed with Listerine and would avoid touching my body if I had even the slightest bit of his cum on it. Once we became sexually active, I would carry a travel-size bottle of Listerine in my purse when we went on dates just in case I needed to rinse my mouth out when I gave him a blow job in the car before he took me home. I liked kissing!
“Ohh, God, please, baby, please now,” I begged Derrick after several moments of him using his mouth and fingers to give me pleasure.
I don’t know how long he had been doing that, but to me, it felt like an eternity because I wanted him inside me again badly. He kept telling me how good my pussy tasted and smelled after he had fucked it so hard. While I was enjoying what he was doing, I felt humiliated by his words. Oddly, they also turned me on.
Derrick finally gave in to my pleas. He took my legs and lifted them so my knees were on the edge of the bed and slid a hand under my stomach and arched my back so my butt was lifted for him. When I knew he was going to penetrate me with his penis again, I thanked him repeatedly! He should have been thanking me for letting him fuck me again!
“I’m going to fuck you from behind,” he told me. “I want to see your ass as I fuck you.”
I placed my arms under my chest and propped my body up a little on my elbows. While not my favorite position, only because I could not see my lover’s face in that position, it was not because it didn’t feel good. I liked getting fucked from behind except for not being able to see the man’s face.
Derrick was standing by the edge of the bed.
“OK, baby, just not so hard this time, promise me,” I asked. “And…and don’t put your finger in me there.”
Derrick chuckled. “Put it where?” he teased me.
I looked over my shoulder and gave him that look. You all know that type of look. Derrick just chuckled at me again.
“OK, I won’t put my finger up your ass,” he promised.
I was still looking over my shoulder when I felt Derrick’s cock slide up and down the slit of my pussy and then moaned out and dropped my head to the bed as he entered me. He pushed inside in one slow thrust of his hips until I felt his pelvis press against my butt and he held still.
“Uhh, God, uhhh, Derrick, uhhh God, you so deep in me,” I moaned out.
I may not be able to see his face when he was fucking me from behind, but that position has the benefit of deeper penetration and I certainly felt the effects of his above-average-length penis.
Derrick started fucking me slow and deep, and I was glad for him going slow. I put my hands above my head, once more gripped the bed sheets tight, and placed my face on the mattress. He felt so good inside me and I could not understand why I even thought about telling him earlier I was done with sex for the night.
Derrick continued his wonderful slow, deep thrusts into my pussy for a while. I then felt his body press on top of mine and his lips pressed to my ear.
“I’m going to fuck you hard now, Lori,” he whispered in my ear.
“No, I like it like you were doing,” I whined. “Please, baby, you promised to go slow. I…I can’t take it hard again.”
Derrick chuckled as he stood back up behind me. “No, I didn’t promise I would go slow. I promised I wouldn’t put my finger up your sexy, tight asshole. What I did promise also was I going to turn your pussy inside out with my cock.”
I just gave a series of whimpers. I didn’t think I could handle another brutal fucking like he had been giving me already that night. I had not had sex in so long and my body was just not accustomed to it anymore. Plus I was over twice his age!
Derrick reached down and grabbed my arms and pulled them behind me and pinned them to my lower back. He held my wrists in one hand and started to fuck me as he said he would. While at times it hurt a little when his cock hit my cervix, the pleasure of his violent fucking felt wonderful. I placed my face on the mattress to muffle my screams of pleasure. I don’t know why I did so, it was not like anyone could hear me, but I did it anyway.
Derrick reached down and pulled my hair to force me to turn my head to lay the side of my face against the bed.
“Just like that,” he told me and let go of my hair, “I like hearing you when you get fucked.”
As he fucked me hard, Derrick made crude comments about how my pussy felt and how my butt cheeks were jiggling. Twenty or even fifteen years ago they would not have jiggled! Derrick let go of my hands, but for some unexplainable reason, I kept them behind my back.
The boy placed his hands on my hips and started pulling me into him at the same hard, fast tempo of his penis going in and out of my pussy.
“Uhh, uhh, uhh, God, uhh, uhh, Oh God, uhh, oh God, Derrick,” I grunted repeatedly with each thrust into me.
“Play with your clit,” Derrick told me in between his masculine grunts of exertion.
I placed my right hand between my legs and found my clit and started to rub it with two fingers. It was not easy to keep my fingers on my clit because of the force and fast pace of him fucking me like he was. My fingers would not stay where I wanted them.
Even with the irregular movements of my fingers on and off my clit, it still felt wonderful and I orgasmed again. I don’t think my lover knew I was cumming again or he didn’t care, because he just kept fucking me.
Derrick fucked me for a much longer time than the other times he had that night, which if I would have thought about it, I would have expected because he had already had three orgasms. But I didn’t think about it. I could think of anything but how it felt to have my pussy being pleasantly brutalized by Derrick’s cock.
After a long period of getting fucked hard, Derrick finally grunted out he was going to cum. By that time I was relieved he was going to finish because I didn’t know how much longer I could take what he was doing to me. Not only was my sex getting sore but also the inside of my pelvis from his larger-than-average cock’s deeper penetration.
Derrick told me I said, “Oh, thank God” when he told me he was going to cum, but I don’t remember that.
When he grunted out he was going to cum, once more he pulled out of my pussy and this time he shot his cum all over my butt and lower back. I could feel the warm sticky fluid land on my body. Cum landed on me in an erratic pattern and the consistency felt thinner than before.
After he was done, Derrick stood behind me breathing hard while I lay flat on my stomach gasping for air. My pussy felt like it was throbbing and my lower stomach was twitching. I turned my head to look at the boy.
“Why didn’t you do it inside me?” I asked. “I wanted you to. I like when you do that.”
“I know, but I wanted to see my cum all over your ass,” he told me.
My pussy was sore and my body ached as well. I groaned as I tried to get up.
“I can’t move,” I told Derrick but was smiling.
“What do you need?” he asked as he grinned from pride at how sore he made me.
“I want to clean up and get some water.”
“I’ll get you some water but don’t clean up. I want you drenched in cum,” he told me. “It’s sexy.”
“No, baby, please. It will get all over the sheets and you and maybe smell later. Just let me clean up,” I told the boy.
“Why? You don’t like my cum? You seem to like it a lot when it goes in your mouth and pussy,” he teased me. “Seems you would like to be covered in it for the night.”
“Just go get me some damn water,” I told him in a sharp tone.
Derrick laughed and went to get me some water. He didn’t even bother to put on his underwear. I didn’t go clean up. I was too exhausted to get out of bed. Yeah, the thought of sleeping with his cum all over my body was erotic and if he didn’t mind snuggling with me then why should it bother me. Plus, I do like the after-sex smell of my body and my lover, and if his cum added to that scent on my body, the better.
Derrick came back into the room holding two bottles of water. I had managed to move my sore body under the cover and sheets. I was sitting up in the bed with my back to the headboard with the sheets pulled up to my neck and clinching. I was worried if the boy saw me naked he would want to fuck me again, and I didn’t think I could take handle it. I looked between his legs as he walked to the bed and was grateful his penis was not hard.
Derrick sat up on the bed facing me and handed me the water. I took a long pull on the bottle, hiccupped twice, and apologized for my vulgarity. Derrick chuckled at me still trying to be a proper lady after the very unladylike things I had just let him do to me.
I took another long drink of water, handed him the bottle to put on the nightstand, and moved to lie on the bed. Derrick got under the covers and lay on his side facing me with his head propped up on his hand. I snuggled up to the boy. He didn’t seem to mind that my chest was slick with sweat and cum as I pressed my body to his.
Derrick ran his finger through my hair and grinned. The boy showed me his palm.
“You have cum in your hair,” he told me and chuckled.
“Shut up,” I playfully slapped his chest at his teasing of me. I had no idea how it got there.
Derrick was still grinning when he leaned in to kiss me. I responded to his kiss and started kissing him back. It was a soft, gentle, open-mouth kiss. I felt his hand run down my back and he cupped my butt cheeks, again not caring I had his cum splattered over my butt and lower back.
I moaned from the kiss and caress but gently pushed him away. I didn’t want him to get any ideas about taking me again. I was done for the night. My sexual desire was sated and I just wanted to cuddle and then go to sleep.
“No more, baby,” I told him and pressed my head to his chest.
Derrick put his arm over my shoulder. “I’ll let you rest, Lori, I need time also, but we are not done for the night,” he told me. “I intend on enjoying your sexy body and pussy some more.”
I made a whimper but to not tell the boy no. I was going to have to get used to satisfying his sexual needs and let him take me when he wanted if our affair was going to continue. I wanted it to continue. Plus, now it was a matter of pride on my part. I wanted to show Derrick I could keep up the young girls he fucked. I could be very competitive at times.
