I was extremely aroused and desperate to cum.As much as I wanted Derrick to just fuck me right then and there on my desk, I couldn’t let him know that. It was part of the game we were playing. I still had to playact that I was reluctant and not wanting the boy sexually. So far our first successful roleplay was going well and I didn’t want to ruin it by begging my young lover to just take me. It was very difficult for me, however, and I was surprised it seemed easier for him.This was not how our sex life was supposed to be, but ever since our trip to my beach house in Charleston, South Carolina on Folly Island it became this way. I was fifty-three and he was eighteen; he was the one that was supposed to be begging me for sex and the one who was supposed to not be able to keep his hands off of me. He was the one that should not be able to have such self-control over his sexual desires and needs, not me.Every time I was alone with Derrick I wanted him. I wanted to kiss him, touch him, suck his cock, and have him fuck me. When I was not with him, I did not think about sex that often at all, but when I was with him it consumed my thoughts and desires.That was not something new for me. I had always been a very sexual and sensual person and enjoyed sex a great deal, but now I was too old to have such lust for a man, well, young boy. Derrick had reawakened something in me that I thought was gone when my husband’s illness had gotten worse and my only desire then was to take care of him and prepare myself and my family for the eventuality of his death.I didn’t give the boy my love, not true love; he would never have that. That was already given to my husband and no one would ever have that again. Yes, I cared for the boy. I had cared for him in one way or another since he first started helping my husband around the house. I then cared for him more when I saw close he and my husband became. Then even more as I watched how Derrick seemed to care for my husband when he was at his worst before cancer finally took the love of my life.But caring for the young boy was not the same as the love I had for my husband. Derrick would never have that and he knew it; he didn’t even want that from me either. The boy cared about me the same way I cared about him.What I did give Derrick was something he wanted and fantasized about. I gave him my body, my kisses, my touch, my mouth, and pussy to please him sexually. I gave him those things often and as much as he desired to have them.At first, I told myself I was letting him fuck me so much because I knew he was an eighteen-year-old boy and eighteen-year-old boys are always horny. Let? I was not letting Derrick fuck me; I was giving it to him freely and often because I also desired him to fuck my brains out every chance we had. I wanted him just as much as he wanted me and I often was the one who initiated it. Not that he took much convincing. It was during our trip to my beach house in the early stages of our affair that I finally truly admitted that to myself.Once I did admit my sexual desires for the boy to myself, he knew it and he took full advantage of it. Derrick knew I would not say no to him when he wanted to fuck me or wanted a blowjob or a quickie when we had time. I did not say no because I felt it was what he wanted; I did not say no because it was also what I wanted. Derrick figured out that I was not going to deny him sexual pleasure because I wanted it as desperately as he did, sometimes more than he did.When this chapter of our story took place, Derrick was still in high school. He had friends he socialized with and went to parties with and that was great. I was glad he was doing that. He needed to do that. I was not going to begrudge him his youth. Plus, I had my family as well and regardless of how much I desired Derrick, my family came first and I would never place my sexual desires over them.There were nights when Derrick would call me at one or two in the morning and be at a party and ask if he could come over. He did not need to tell me why; I knew why. I would be asleep and he would wake me up but I never told him no. Instead, I would get excited about him coming over, get out of bed, brush my teeth, and wait for him.Sometimes I would put on makeup, even though it was not needed. Derrick had seen me without makeup many times by then. Sometimes I would put on heavier makeup if I had time and slip on one of the sexy lingerie outfits I purchased to wear for him.He would come over and we would have some foreplay and fuck, or sometimes if he could not stay the night and wanted just a quickie I would give it to him. A few times all he wanted was a blowjob before he went home and I would be more than willing to give him just that.Derrick sometimes did the same after an away baseball game; call me up and ask to come over and again I would never deny him.When I had my granddaughters and when they spent the night, Derrick never came over and never asked to come over. I was not going to expose my granddaughters to him coming over even when they were asleep and Derrick respected that. Plus, I would have told him no. Again, they and the rest of my family are more important to me than he is and than anyone is and he also knows that.Then we started discussing sexual fantasies, which I was more open to discussing and Derrick was more embarrassed to tell me his at first.Even though I am on the submissive side when I am having sex, I am not a submissive. Enjoying for a man to be in charge sexually does not mean a woman is submissive in a relationship. While most of my fantasies seemed to be of me being submissive to Derrick and his eventually were him being dominant, he didn’t own me and I didn’t own him. Our roleplay was just that: roleplay and fun games and not the dynamics of our relationship.Yes, I discovered some fetishes I thought I may have or at least explore, but that does not mean my young lover owns me in any way and I don’t own him. Derrick is free to do what he wants and yes, even date other girls his age if he desires, which I am sure he does. Just as I would be free to date other men if I wanted to, which I don’t. Jealousy is not an issue in our relationship.It comes down to that while I care Etlik Escort for the boy and his well-being and he cares for me and my well-being. While we talk and communicate and enjoy each other’s company a great deal, what he wants most from me is what is between my legs, and what I want most from him is what is between his legs.When I first joined Lush I did so to read stories, just as I read some on other sites. I then decided to try and write one of my own and thought that writing about Derrick and me was a good way to start. I was very hesitant at first and had to ask Derrick if it was okay with him to make our sex life public on Lush in written words. He approved.I thought, what harm could come out of the first two chapters at least, the first time we had sex? It was hurried and rushed and did not go into our sexual fantasies. As I wrote it and posted it and as people read it, I found myself enjoying writing it and people reading it and the feedback. I decided to continue.However, what I write belongs to me and Derrick and not anyone else. I chose to share the things we did and I choose to omit other things we have done. Yes, I do plan on omitting certain things we have done I would prefer not to write about even though Derrick is trying to convince me to include them in a later chapter.Outsiders looking in based on the things I have written message me and comment on my story and try to tell me what my feelings are and try and tell me the dynamics of my relationship with Derrick. Most are wrong but they keep trying anyway even though I have explained it several times in my story.I was tempted to stop writing it and even take a break from Lush, but I am enjoying writing it. So I will continue and I will just ignore those outsiders who think they know more about a relationship they have no part in.Before I continue I need to make one correction to the previous chapter. Derrick had untied my hands before he told me to stand up. I omitted that by mistake.During our first successful roleplay session, where I was Derrick’s principal and he was blackmailing me for sex, my young lover told me to sit on the desk and masturbate for him.I was sitting on the edge of my desk with my white blouse unbuttoned and my bra pulled up over my breasts. Derrick had already taken off my panties before he had spanked me with my sorority paddle. My tight, pencil skirt was pulled up above my waist to expose the thigh-high stockings, garters, and garter belt as well as my pussy. On my feet, I still wore my high heels. My hair was down and on my face were my reading glasses that the boy would not let me remove.I had taken a break for a few seconds in our roleplay to make Derrick use the hand sanitizer on my desk. He had his finger up my butt and I wanted his hands sanitized. Yes, even after months into our affair I made him do that.Derrick was sitting in the chair in front of the desk wearing his practice baseball uniform. He was grinning and waiting for me to start to play with my pussy.Derrick had paddled me on two different occasions that day, each time giving me ten smacks on my naked butt. Five on one butt cheek and five on the other each time. He then finger fucked me with three fingers as I was bent over the desk, stimulating my G-spot, finger fucked my butt with one finger and had been pulling my hair. The boy had not made me orgasm yet and I wanted to – no, needed to – desperately.“Spread your legs, Ms. Monroe,” Derrick ordered me. I did. “Wider, Ms. Monroe, I want to be able to get a good look at your pussy that Anthony tells me is so nice and fat.”I blushed but did as he told me. Derrick laughed at me again.“What?” the boy asked when he saw me blush. “You thought Anthony was not going to tell me, his best friend, how fat your pussy is? He tells me everything about you and what you have done for him and what he does to you.”I blushed again and had a brief moment of panic. I know we were just acting out a game, but what if Derrick did tell his best friend, Anthony about us? The thought only lasted about a second and I calmed down. I trusted Derrick and when he said he would keep our relationship a secret I knew he would.“But he promised,” I whined. “He promised not to tell anyone.” I was getting back into our roleplay. “And you promised you would not tell anyone.”Derrick smiled at me. “Well, I guess Anthony lied, didn’t he?”“Please don’t tell anyone, Derrick,” I begged. “Don’t show anyone the pictures.”“That depends on you, Ms. Monroe,” he told me. “You do what I tell you to do and maybe I won’t. But then again, maybe I will. Honestly, it’s going to be hard to resist not bragging about having my hot old principal doing anything I tell her to do.”“I will do what you tell me to do; I promise I will,” I begged. “Please don’t tell anyone or show them the pictures. I will make you feel good, I promise. I will make you feel really good. I’ll suck your cock and you can fuck me, and…and you can have me anytime you want. Just don’t tell people.”“And what else, Ms. Monroe?” Derrick asked, not satisfied with my answer.“I will…I will let you own me,” I promised my lover. “I will be your who… sex slave.”I almost said whore but corrected myself. Derrick and I explored that verbal humiliation once. It was at the same time we explored him “forcing” me to suck his penis and him fucking my mouth. He called me a whore, slut, and bitch as he rammed his cock in my mouth, causing me to choke and gag. While I let him finish and he shot his cum all over my face, I didn’t enjoy either. I didn’t enjoy being called such names or the mouth fucking.Derrick didn’t enjoy the verbal humiliation either. He felt very bad about it after and kept telling me he was sorry. I told the boy it was okay and that I wanted to try it. I told him I didn’t enjoy the “forced” blow job and he agreed, but I don’t think he was being honest with me. We never did those two things again, but him cumming all over my face we both liked and did that on occasion.Derrick laughed. “See, that was not so hard, was it? Now let me see that fat, old pussy and start playing with it for me. Go slow, I want to enjoy this.”I blushed again and nodded. I moved Keçiören Escort back more on the desk, placed my feet flat on the desk, and spread my legs for Derrick. Over the last few months since our affair began, I did start going to yoga classes again at a local gym. I did it for one reason only. I started again because I was tired of my muscles being sore and cramping up from the way Derrick would bend my body when he fucked me. Oh, I still got sore and achy but was beginning to also become more limber and flexible and able to position my body in ways I had not been able to do in a while.“Damn, Ms. Monroe, you do have a sexy fat pussy and it’s so fucking wet,” Derrick commented after I exposed myself to him. “Your pussy is just glistening. I knew you were enjoying what I was doing to you. I know the type of woman you are.”Derrick leaned forward to get a closer look at my pussy. “I like your tan lines,” he told me.I almost said thank you but remembered I was playing a game and not supposed to be enjoying his compliments. The boy reached out and ran a finger up my pussy slit and I whimpered from pleasure.“Your pussy is so sexy, Ms. Monroe. I do like a fat pussy and I like how darker it is than the rest of your body. Just slightly darker,” he told me and ran his finger up higher, “but right here, just where your clit is, it’s even darker. A dark little mound to protect your clit; that’s so sexy.” He then chuckled. “But won’t protect it from what I am going to do to it.”Again I truly blushed. Even to this day, I had not gotten used to how Derrick would describe my pussy and the other private areas of my body to me or his vulgar comments about them. It still embarrassed me, but damned if it didn’t turn me on when he did. Even the times he would make his improper comments about my butthole aroused me. I also got sexually excited when I was giving him a blowjob and how he would tell me how good I was at it, even the times his words about it were crude.The boy leaned back. “Now run your fingers over your pussy but don’t fuck yourself yet,” he ordered me.I took my right hand and brought it to my pussy and started to run my fingers over my puffy vulva. Derrick was right; it was wet. Not just the inside of my pussy but my vulva was also slick with my sex fluid.“Spread your pussy lips apart. I want to see the pink inside of your pussy,” the boy commanded me.I used my thumb and fingers to spread myself open for my young lover. Yes, I was feeling humiliated and even degraded again even though I had done this for the boy many times. It did turn me on as it always did, however. Having Derrick tell me what to do excited me even more.“Keep it spread for me and run your fingers up your slit, Ms. Monroe,” he told me.I brought my other hand to my pussy and ran the fingers up and down the long slit of my pussy. I moaned from the pleasant feeling and then moaned louder when my finger brushed my swollen clit. I started to use my finger on my clit.“No,” Derrick said. “Leave your clit alone for now, Ms. Monroe. You don’t get to cum until I allow it.”I made a whimper of frustration but did as the boy told me. We had played around with orgasm denial before, normally when he tied me up. I loved and hated it. I loved how he would edge me and stop and edge me and stop repeatedly. I also hated it because I would be so desperate to orgasm that I would beg him to let me cum. Even though it turned me on, I didn’t like begging Derrick like that. It gave him all the control.One night Derrick had me in tears, yes, actual tears, and begging him to let me cum. He had tied me up and was edging me constantly. When the boy would get to the point he needed sexual release, he would kneel next to my head and have me suck his cock until he orgasmed. He did that for a long time and I used my mouth to give him an orgasm three times. The third time, he pulled out of my mouth and ejaculated over my face, edged me once more, and then he did a cruel thing.After he edged me and I was begging him to let me cum, Derrick laughed, got off the bed, put on his underwear and his shirt, and left the room. He left me tied up and went into the living room and watched the last few innings of an Atlanta Braves baseball game. I was pissed and frustrated.After the game ended, the boy came back into the room, edged me again, and I started crying and begging him to fuck me and give me an orgasm. He had me suck his hard cock one more time, but didn’t cum. Instead, he untied me and told me I could fuck him now. I was so angry at him for what he did but I did get on top of him and fucked him anyway. My arousal and need to orgasm were stronger than my anger.After, I was still mad, rolled over to my side and told him to go sleep on the couch or leave. Derrick snuggled up against me and spooned me and chuckled at my anger and frustration. Later I gave in to him again and we fucked one more time before we went to sleep even though I was still angry.I was angry about it the entire next day. I was not angry at Derrick anymore but angry and even humiliated at myself for letting it happen and being turned on by it. I got my revenge a week later, however.Derrick came over to spend the night again as we planned. When he came over I was wearing just my drill team uniform and nothing underneath. Of all the sexy lingerie I had purchased to wear for my lover, he liked seeing me in that uniform more. I even added a pair of fishnet thigh-high stockings to make it sexier.When Derrick arrived I didn’t kiss him hello when he tried to kiss me and led him into the house. We sat on the sofa and when he tried to get me to sit next to him I told him I was not in the mood to fool around that night. I sat at one end of the sofa and Derrick at the other. I sat with my back on the armrest and my legs crossed under my butt, facing the boy.I would spread my legs “innocently” and move my lower body to purposely wedge the crotch area of my uniform in my pussy so you could see the outline of it against the material. I would nonchalantly use my fingers to pull the wedge out and flash him my pussy. I did that several times as we watched the TV and other things to tease Kızılay Escort him.Derrick kept glancing between my legs, adjusting his body because his cock was hard, and finally asked me to at least suck his cock if we were not going to have sex. I told him I was not in the mood.He asked me a few more times as we watched the show and I kept teasing him and to his credit, he didn’t beg or get angry about being denied, but I could tell he was getting frustrated. I smiled at that. It was fun teasing him and I could understand why he got aroused when he denied me an orgasm.After asking me for a blowjob several times, I finally made an exaggerated sigh as if I didn’t want to but agreed. I sucked his cock until he was about to cum and stopped and told him I didn’t want to do it anymore. About ten minutes later I did the same thing, then again, and then again.Derrick knew what I was doing, but he also still got extremely frustrated and threatened to leave a few times and I would giggle and tell him to go ahead. I knew he was not going to leave and he didn’t and I was getting satisfaction from his tantrums from sexual frustration. I finally gave him a blowjob until he orgasmed in my mouth. When he did, the boy’s orgasm lasted longer than normal and he ejaculated so much cum that I could not keep all of it in my mouth when I swallowed it. His cum ran out of the corners of my mouth.Derrick wanted to fuck me and I told him no. As we watched the series I kept teasing him and denying him sex. Even when we went to bed, I denied him sex and told him I was not in the mood. I would smile when he would try and I enjoyed his frustration and how the boy tossed and turned and could not sleep.I wanted to have sex with him badly, but I can be a stubborn woman, and when I set my mind on something I don’t give in and I didn’t that night. If I don’t want to do something I don’t do it and if I want to do something I do it. I laughed when Derrick told me that he should just take what he wanted. I laughed because he was frustrated and also I knew he would never just “take it” if I did not allow him to.The next morning I did allow Derrick to fuck me and it was great sex. After he orgasmed the first time he kept fucking me until he orgasmed again. Later he fucked me one more time before he went home. All three times my young lover fucked my brains out. It was well worth the denial I gave him and gave myself.I never teased him like that again but that is another chapter. It sure was fun doing it that night and I wanted to do it again another night. I showed him two could play that game. Derrick still teases me and edges me at times though because he enjoys how I beg to cum and knows my love/hate relationship with it. When he finally does allow me to cum my orgasms are incredible.So, since I am so stubborn at times and a strong-willed person you may ask why I was allowing Derrick to control me so much in our roleplay. It is because when we talked about how we would act out our games I promised him that I would do whatever he wanted of me. It was part of the game we both wanted to explore. The thought of stepping outside of the box of my normal personality and temporally surrendering to him in our roleplay excited me. I trusted the boy enough to make that promise and to surrender myself to him during our games.Another thing about our roleplay when I surrender my control to Derrick is that I can only take it for the day or the night. After that, I have my need to reclaim my control and take back my life.Now back to the roleplay, and I promise no more interruptions.I ran my fingers up and down the slit of my pussy slowly and avoided touching my clit, just as Derrick told me to do. I kept looking at the boy’s face as he stared at my pussy. God, I wanted him inside me badly.“Spread that fat old pussy apart for me, Ms. Monroe,” he told me. “Use both hands,”I whimpered in embarrassment and frustration and even hesitated for a couple of seconds, but per our agreement when we discussed our roleplay, I did as he told me to do. I used both my hands and spread my pussy open for the boy.“Fuck it’s so wet, Ms. Monroe, I can see it glistening from your pussy juice,” Derrick commented and I cringed at his use of words. I didn’t care for the vulgar term pussy juice. “Nice and pink on the inside,” Derrick continued as he stared at my open pussy. “Does it get this wet for Anthony?”I didn’t know what to say. Should I say yes for the game or should I say no to stroke the boy’s ego?“No,” I went with the latter.Derrick laughed at me again. “Liar, I bet your pussy gets all wet and sticky when you sit around this office thinking about teenage cock,” he taunted me. “I bet Anthony is not the only student you are fucking. I bet boys line up outside your office and you make them fuck your old pussy one after the other to get out of detention.”“No, I don’t!” I whined in protest.Derrick grinned, still staring at my pussy. “Well, we should change that. Since you belong to me now, maybe I should spread the word around and show people the pictures of you and Anthony and pimp your old pussy out. I could earn enough money from your pussy and mouth that I would not have to get a summer job,” he taunted me. “You would have boys lining up outside your office then.” He then looked at my shocked face and laughed. “But I need to break you in first.”“You…no, please, Derrick! Please, I don’t want that,” I begged. I was honestly confused again. Derrick never once said anything like that before, but I went along with it for the game. “I’ll do anything you want; please, just only you, okay, please.”“Let’s just test that, shall we? Let’s just see if you are willing to do anything,” the boy said. “Start with fingering your pussy. One finger and fuck yourself slow.”I nodded and moaned when I inserted my middle finger into my wet pussy. It slid in easily. I slid my finger in and out of my wet pussy slowly as Derrick gave me instructions on how to fuck myself. One finger became two and two fingers soon became three as I obeyed his orders. Occasionally he would tell me to lick my fingers clean and then fuck myself again.As I fingered myself slowly, Derrick stood up and I watched as he pushed his baseball pants down to his knees and then his jock strap. The tan jock strap was still damp in the crotch area from his sweat from his baseball practice. Seeing my young lover’s erect eight-inch penis jutting out between his legs and his black pubic hair and seeing the glistening of his pre-cum on the tip caused me to start to finger myself slightly harder and faster.