08-04-2020, 09:43 PM
The next morning, I got up when my alarm went off. Dragging myself out of bed, I put on my robe and went down to get my coffee and fix Jake breakfast. Apparently, my asshole had stretched and gotten used to the plug in my ass as I slept. It took almost no effort to walk that morning, but the sensations it was causing began to get my juices flowing.
After Jake left, I finished my coffee and went to shower. After running the razor under through my pits, pussy, and legs, I used the massage head to get myself off again as I was soaping up my tits. Back in my bedroom, I dutifully lubed up the medium sized plug, pulled out the small one, added more lube to my ass, and worked the bigger one in. This one was about an inch and a half in diameter and five inches long. Thankfully, I had all day to practice walking with the bigger plug before Jake got home. Setting the timer, I picked up the dildo and began practicing. I immediately noticed it tasted different. It really wasn't a bad taste though. Kind of sweet and tangy. I realized that I had not washed it after using it last night. Well, it's not the first time I had tasted myself.
Finished with my 'homework' for the morning, I got dressed to go shopping. Per instructions, no panties, a nice dress, stocking, garter, and a pair of 4-inch stilettos. Out the door to spend more money on my agreement.
Five hours and a couple thousand dollars later, I returned home with almost a whole new wardrobe. I ended up going back to that sex shop for three pairs of shoes. Yeah, you try and find a good variety of 6-inch 'fuck me' heels in a normal department store.
Jake:
"WHAT THE FUCK, JACKSON?" I heard as I was looking out the ear-hole of my helmet, face down on the grass.
"WHAT THE FUCK WERE YOU THINKING?" I finally recognized Jerome's voice as he was screaming at Rod Jackson, our starting tight end.
"What are you talking about, Jerome. It was just part of the play. I was blocking him."
"Bullshit! I saw what happened. I watched you line him up and blindside him for no reason. The play was going to the other side of the field."
Still a bit groggy from the Mack Truck that hit me, I fixed my helmet and started to get up. To say I was confused would be an understatement. Jerome's crew usually took delight in creaming me during practice, and Jerome would always laugh about that and berate me for screwing up my assignment. Suddenly, he is pissed at one of his friends for doing what they always did to his amusement. Even more startling, Jerome was extending his hand to help me up. This was weird.
"Dude, he is on our team. We need every player we have. Hurting him so he isn't 100-percent on the field weakens the whole team. Now knock off the blindsides." Turning to me, "You OK, dude?"
"Yeah, I'm fine. Just give me a couple of seconds to shake it off." I mumbled.
"OK. Your one tough son-of-a-bitch. I saw that hit. A lot of guys would have been out for the rest of practice."
"Yeah, well, I'm kind of used to these things happening."
"Sure. By the way, you were looking pretty good there before Jackson went all asshole on you. Keep it up." He said before putting his helmet back on and trotting back to the offensive side of the field.
Weird. Mom was pretty surprised about it when I told her about it that evening too.
Amy:
I didn't hear from Jerome again until Friday afternoon. The team had their first game that night. Jake had been telling me all week that things had been going a lot better for him. Jerome and his crew were actually being nice to him. Unfortunately, his friends were still getting harassed, and he had tried to stick up for them, especially April, but he wasn't always around when things happened. I was sorry to hear that, but I was in no position to do anything about that.
"Hello Amy." I heard when I answered my phone. "How are you doing?"
"What do you want, Jerome." I answered angrily.
"First off, I want a better attitude from you when you talk to me. Also, you did not address me correctly." He commanded.
I sighed. "Fine. What can I do for you, Sir?"
"I just wanted to let you know that I'll be over after the game tonight. I made sure that Jake won't be home. He's going to ask you if he can spend the night at a friend's house. I'll leave it up to you whether or not you let him, but I'll be coming over regardless."
Fuck!
Sure enough, when Jake came home after college to get ready for the game, he asked about spending the night at Darren's house. I, of course, agreed, and he packed up what he needed before driving back to the college. Knowing that Jerome would be using me tonight, I showered again, making sure that I was silky smooth and ready. Plug cleaned and reinstalled, garter belt, Smokey, seamed stockings, 4-inch heels, no panties, and a light-yellow sun dress was what I wore. I decided that it would probably be a good idea to have another practice with the dildo before I put my dress on, since I figured that it would be a given that those skills would be tested again tonight. I had gotten to where I could take almost the entire thing down my throat.
I went to the game, as usual, to watch my son play. Even though he wasn't a starter, he usually did get on the field a few times a game. Usually, it was just a play or two while the starting Safety took a breather. I saw Jerome smile as he noticed me in the stands as the team came out onto the field. Jake seemed to get more playing time than usual during the game. Instead of just a play or two, the coach kept him on the field. I also saw that Jake was playing special teams now. He was covering punts, and he covered the opening kick-off, as well as the kick-off after the other team's only score. Oh, we won 28-7. Another strange thing, Jerome high fived Jake as he came off the field. Jerome also took some time to talk to Jake on the sidelines. He was gesturing as if giving Jake advice on his playing. I was happy that things were getting better for Jake, yet I knew that I would be paying for that later. Part of me was excited by that. Maybe it was because the butt plug was pushing in deeper and wiggling around as I sat on the hard bleachers, shifting my butt occasionally.
I congratulated Jake as he came off the field after the game. He was going over to Darren's right after he showered and dressed in the locker room. He also mentioned that there was going to be hanging out all day tomorrow, so he wouldn't be home until late in the afternoon. Jerome smiled and gave me a quick wink as he scooted by on his way to the locker room. Giving Jake a quick, motherly hug, I turned and went home.
Opening the door at the knock a half hour after I got home, I let Jerome in. I drank a glass of wine to calm my nerves as I waited. I resigned myself to my fate as I was sitting on the couch before he arrived. I had agreed to this. Jerome was actually more than keeping up with his end. He was actually befriending Jake and helping him out. My mind was in turmoil. I tried to think of how I could get out of the trap that I had found myself in. How could I let an 18-year old take control and basically force me into being his sex slave? Speaking of sex, I couldn't help think that he gave me some of the best orgasms I have had in years. I tried to force those thought aside, but my pussy gushed at that thought. Fuck!
I had to admit, he did look pretty good. Another gush happened as he walked past me and I caught his scent. He was dressed rather nicely, wearing a pair of khakis and a polo shirt.
"Got a beer?" he asked as he strutted into the living room.
"No. Sorry, but I don't drink beer, and Jake's too young to drink." I responded.
"Get some for next time. I will expect you to have a couple of cold beers available at all times."
"I do have some wine or some bourbon if you want." I offered.
"Fine. Bourbon on the rocks." He commanded as he sat on the couch.
I took the opportunity to refill my wine glass as well. Handing him the tumbler of golden liquid, he told me to turn on some music and give him a strip show. Of course, there wasn't much to take off, just my dress and bra. Again, he had me leave on the garter belt, stockings and heels. He then wanted a long, leisurely blow-job as he sipped his drink.
After removing his pants, boxer-briefs, socks and shoes, I took my time licking his entire shaft, then gently licking and sucking his testicles. Taking the head of his cock in my mouth, I lavished the entire head with my tongue and I locked my eyes on him. After a few minutes of this, I began bobbing up and down on his shaft while applying a bit of suction. While I was doing that, I was stroking what was not in my mouth with my hand, twisting my hand as I went. I pulled back to just the head and took in a breath as I readied myself. Down I went. Down, down, down. The head entered my throat. Steeling myself, I pushed farther I kept going until my nose was pressed against him. My throat began constricting motions as it milked his cock. He was impressed. Back up and another breath. More bobbing, stroking, and suction. I could feel him getting close, but he had not finished his drink. I backed off a bit to calm him down. A minute later, I picked the pace back up. Another deep dive. I brought him to the brink and backed off again. The third time he got close, I saw him take the last gulp from his glass. Back down again as I deep-throated his cock. This time, I stayed and used my throat to milk him. I felt his cock swell, then the cum has jetting directly into my stomach. When it was over, I pulled back so just the head was in my mouth and continued to lick and suck on it until every drop was gone.
After he recovered, we moved up to my bedroom. He wanted to see the toys that I bought at the sex shop. He was pleased with the purchases. He had me kneel and hold up my hair as he put on the collar.
"From now on, you are to be wearing this collar whenever I come over. This will remind you that you belong to me." He instructed. "Now, stand up and put your hands behind your back. Do not move them."
As I stood and moved my arms as instructed, I watched him pick up the nipple clamps. Oh shit. What had I gotten myself into? Apparently, he saw the fear in my eyes.
"I'm not going to force you into this, slut. It's your choice. Any time you want to call it off, that's up to you. Of course, you know what that would mean."
I did know what that would mean. Some choice. Let him use and abuse me or take his abuse out on Jake. I mentally steeled myself and thrust my breasts out to him. Fuck, those things hurt. First, he clamped my left nipple, then the right one. Strangely, the pain sent a bolt of electricity straight to my pussy. Did I mention that it was a swamp down there? He massaged my breasts for a few minutes, and the pain lessened. I could still feel it, but it was manageable.
"Have you been wearing your plug all the time as I instructed?"
"Yes, Sir. I have only taken it out to clean it and go to the bathroom, as instructed."
"Good, because this would be really painful if you didn't." He smirked.
Oh shit! It didn't take a rocket scientist to figure out where his cock was about to go. He had me get out the jar of lube, then get on the bed on my knees with my ass up and head down. He had me reach back and spread my ass cheeks apart, then gently removed my plug and set it on the nightstand. I was still gaped when he took two lubed up fingers and pushed them into me, lubing me up again. Then three fingers. I felt the burning pain. It was uncomfortable, but still manageable. I was surprised at how gentle he was. His movements were slow and steady as he pushed un and out, twisting his hand to open me up. The burning passed and was replaced by a strange feeling of pleasure.
"OK, Baby. It's time for me to take your last virginity." He announced.
I didn't realize it, but he had apparently used his other hand to lube up his cock. I felt him grasp my hips, then the head of his cock was slowly pressing into my gaped asshole. With the help from the lube and preparation he did. It didn't take much force for his cock to slide inside of me. The first couple of inches went in smoothly. I felt the burning begin again, he stopped for a minute to let me adjust. He must have heard my gasp when the pain surfaced. After holding it steady for a minute, he pulled out slightly, then pushed forward again, burying it a bit deeper. He continued that pattern. Push in, pause, pull back, push in deeper, pause, pull back, push back in more, repeat. Occasionally, as he was paused, he would reach around and stroke my clit for a bit. Not only did that amp up my growing arousal, but it helped relax my ass and reduce the pain. Eventually, I felt his thighs press into my thighs as he succeeded in burying his entire cock into my bowels. God, I felt full. He held it there for a bit, then slowly withdrew until just the tip was still inside me. He then began to slowly fuck me. In and out, in and out, with slow, steady strokes. Gradually, he sped up. I could feel the flutter in my stomach as an orgasm started to build. Each stroke became faster and faster until he was fucking me with everything he had. I felt my orgasm continuing to build. I could tell that this one would be different, and a lot more powerful than my previous orgasms. I heard his breathing change. He began grunting with each stroke. Suddenly, he released one of my hips, reached around, curled two fingers into my cunt, and thumbed my clitty. My body broke loose as the powerful orgasm crashed into me. I felt my ass clench down on his cock. That must have been the last piece to drive him over the cliff, as I heard him roar and felt the flood shooting into my bowels.
Five minutes later, I was recovering from the spasms that were still wracking though my body. I had fallen forward, laying on my stomach with Jerome on top of me. His cock was still buried in my ass as it slowly softened.
"Holy shit. What a ride." He croaked out as he rolled off of me and laid on his back, his arm moving to cover his eyes.
Another minute later, he finally caught his breath and moved his arm to look down at his cock. "Come on, slut. Up and at 'em. Time for clean-up duty." He spoke as he slapped me on the ass.
Groaning, I pulled myself off the bed and staggered to the bathroom. I first hit the toilet to evacuate by bowels, then got a washcloth and got it wet with warm water. Thinking for a second, I got another washcloth wet as well. I handed him the first one for his hands to remove the last traces of lube, then carefully used the other on to gently bathe his cock and surrounding areas. When I finished, I took both washcloths back to the bathroom and wiped myself quickly before throwing them in the hamper. I needed to do laundry tomorrow anyway.
He spent the night. I cooked him dinner (he allowed me to wear an apron while cooking), fucked several more times, including in my ass again. Of course, I gave him another blow-job. He even fucked my cunt while I had the big butt-plug in me. The next morning, I fixed him breakfast, then I washed him as we showered. I washed his cock by soaping up my tits and giving him a titty fuck. After the shower, he finally got dressed and left. I spent the rest of the day doing laundry, changing the bedding, and cleaning the house. I then went to the pharmacy and bought an enema kit. Jerome had ordered that after seeing how dirty his cock was after he pulled it out of my ass the first time. New rule, give myself two enemas every morning.
Jerome:
My God. That was amazing. Amy was like the Energized Bunny. She just kept going, and going, and going. Sure, she was reluctant, at first, but once she got started, her inner nymphomaniac came out to play. She had no idea what I had planned for her. That's why I was so easy with her last night. It's why I am going slowly with her. I don't want to just shove my cock into her, because that would not get her off. I lick her pussy for three reasons: first, I actually do like to do it, Second, it really gets her wound up and ready, and third, I need her to enjoy it. I went slow and easy when I fucked her ass, because I wanted her to enjoy it. I am subtly training her to begin craving sex. In another month, she will do anything I tell her to do. And, I was planning on telling her to do a LOT of things. I just had to move slowly and set the stage properly.
After I left Any's house, I went home to my 'Club House'. It was really a single suite apartment that my patents had converted from the detached garage tucked in at the back of the house. I had m0ved in there after my sophomore year. The house had gotten kind of cramped. I was sharing a bedroom with my younger brother at the time, and my parents acknowledged my need for some personal space. It was pretty nice. It was three rooms: bedroom, bathroom, and combined kitchen/Livingroom. I called it the 'Clubhouse' because that's where all my inner circle of friends, my 'Crew' as they were called, hung out. I sent out a group text to let everyone know that I was home. Within half an hour, everyone was there. Of course, they already knew where I had been. Even Tanya, my girlfriend.
I keep my kitchen well stocked. I was sipping a bourbon, while everyone else had either beer or wine. I didn't need to worry about being disturbed. My parents trusted me and gave me my privacy. My younger brother knew not to come over unless he asked if it was OK.
"You missed a raging party last night." Derrick offered.
"I was at a better one." I smiled.
"Better than me?" Tanya scowled.
"Of course not, Baby. No one is better than you." I kissed her cheek comforting her. "I'm just putting my plan together. That's all."
"So, when will we get to tap that?" Jackson asked. I had told him to take that hit on Jake. It was all part of the plan to get him to trust me more.
Speaking of that, I should say that I really did admire his tenacity and work ethic. As kind of a surprise, as I got to know him a bit better, I really kind of liked him. He had a good personality and was kind of funny with a great sense of humor. He would never get into my inner circle, but I could see us becoming friends.
"You guys will get her in a couple of weeks. The girls will be a couple weeks after that. Within a month, she will be the club slut." I smiled and laid out my plan to everyone.
When everyone left, I took Tanya to my bedroom, and I spent the next few hours making up to her for missing going to the party with her last night.
Amy:
Over the next couple of weeks, Jerome had changed things up slightly. I was getting too dangerous for him to come over all the time, and Jake being home prevented Jerome from coming to our house as much as he would like. To fix that, I would go to his place a couple of afternoons during the week after he got done with practice as well as one or two afternoons during the weekend. I would make up stories for Jake about shopping or going out with my friends. In truth, I would be a Jerome's 'clubhouse' getting my brains fucked out. I actually began to look forward to these encounters. Even though I was basically being blackmailed into them, my body began to react. My pussy would get wet with anticipation throughout the day as I watched the clock until it was time to leave.
Jake never suspected a thing, because Jessica, his girlfriend April's mom, was actually my best friend. We would often go out for the evening to hang out and talk about what was going on in our lives. No, I did not tell her about becoming Jerome's slut for the year. That was one secret that I intended to take to my grave. Lately, Jessica had been going off more on how April was still the target of bullying, but, strangely, Jake seemed to have less problems with that than before. I played dumb and casually changed the subject as quick as possible.
After Jake left, I finished my coffee and went to shower. After running the razor under through my pits, pussy, and legs, I used the massage head to get myself off again as I was soaping up my tits. Back in my bedroom, I dutifully lubed up the medium sized plug, pulled out the small one, added more lube to my ass, and worked the bigger one in. This one was about an inch and a half in diameter and five inches long. Thankfully, I had all day to practice walking with the bigger plug before Jake got home. Setting the timer, I picked up the dildo and began practicing. I immediately noticed it tasted different. It really wasn't a bad taste though. Kind of sweet and tangy. I realized that I had not washed it after using it last night. Well, it's not the first time I had tasted myself.
Finished with my 'homework' for the morning, I got dressed to go shopping. Per instructions, no panties, a nice dress, stocking, garter, and a pair of 4-inch stilettos. Out the door to spend more money on my agreement.
Five hours and a couple thousand dollars later, I returned home with almost a whole new wardrobe. I ended up going back to that sex shop for three pairs of shoes. Yeah, you try and find a good variety of 6-inch 'fuck me' heels in a normal department store.
Jake:
"WHAT THE FUCK, JACKSON?" I heard as I was looking out the ear-hole of my helmet, face down on the grass.
"WHAT THE FUCK WERE YOU THINKING?" I finally recognized Jerome's voice as he was screaming at Rod Jackson, our starting tight end.
"What are you talking about, Jerome. It was just part of the play. I was blocking him."
"Bullshit! I saw what happened. I watched you line him up and blindside him for no reason. The play was going to the other side of the field."
Still a bit groggy from the Mack Truck that hit me, I fixed my helmet and started to get up. To say I was confused would be an understatement. Jerome's crew usually took delight in creaming me during practice, and Jerome would always laugh about that and berate me for screwing up my assignment. Suddenly, he is pissed at one of his friends for doing what they always did to his amusement. Even more startling, Jerome was extending his hand to help me up. This was weird.
"Dude, he is on our team. We need every player we have. Hurting him so he isn't 100-percent on the field weakens the whole team. Now knock off the blindsides." Turning to me, "You OK, dude?"
"Yeah, I'm fine. Just give me a couple of seconds to shake it off." I mumbled.
"OK. Your one tough son-of-a-bitch. I saw that hit. A lot of guys would have been out for the rest of practice."
"Yeah, well, I'm kind of used to these things happening."
"Sure. By the way, you were looking pretty good there before Jackson went all asshole on you. Keep it up." He said before putting his helmet back on and trotting back to the offensive side of the field.
Weird. Mom was pretty surprised about it when I told her about it that evening too.
Amy:
I didn't hear from Jerome again until Friday afternoon. The team had their first game that night. Jake had been telling me all week that things had been going a lot better for him. Jerome and his crew were actually being nice to him. Unfortunately, his friends were still getting harassed, and he had tried to stick up for them, especially April, but he wasn't always around when things happened. I was sorry to hear that, but I was in no position to do anything about that.
"Hello Amy." I heard when I answered my phone. "How are you doing?"
"What do you want, Jerome." I answered angrily.
"First off, I want a better attitude from you when you talk to me. Also, you did not address me correctly." He commanded.
I sighed. "Fine. What can I do for you, Sir?"
"I just wanted to let you know that I'll be over after the game tonight. I made sure that Jake won't be home. He's going to ask you if he can spend the night at a friend's house. I'll leave it up to you whether or not you let him, but I'll be coming over regardless."
Fuck!
Sure enough, when Jake came home after college to get ready for the game, he asked about spending the night at Darren's house. I, of course, agreed, and he packed up what he needed before driving back to the college. Knowing that Jerome would be using me tonight, I showered again, making sure that I was silky smooth and ready. Plug cleaned and reinstalled, garter belt, Smokey, seamed stockings, 4-inch heels, no panties, and a light-yellow sun dress was what I wore. I decided that it would probably be a good idea to have another practice with the dildo before I put my dress on, since I figured that it would be a given that those skills would be tested again tonight. I had gotten to where I could take almost the entire thing down my throat.
I went to the game, as usual, to watch my son play. Even though he wasn't a starter, he usually did get on the field a few times a game. Usually, it was just a play or two while the starting Safety took a breather. I saw Jerome smile as he noticed me in the stands as the team came out onto the field. Jake seemed to get more playing time than usual during the game. Instead of just a play or two, the coach kept him on the field. I also saw that Jake was playing special teams now. He was covering punts, and he covered the opening kick-off, as well as the kick-off after the other team's only score. Oh, we won 28-7. Another strange thing, Jerome high fived Jake as he came off the field. Jerome also took some time to talk to Jake on the sidelines. He was gesturing as if giving Jake advice on his playing. I was happy that things were getting better for Jake, yet I knew that I would be paying for that later. Part of me was excited by that. Maybe it was because the butt plug was pushing in deeper and wiggling around as I sat on the hard bleachers, shifting my butt occasionally.
I congratulated Jake as he came off the field after the game. He was going over to Darren's right after he showered and dressed in the locker room. He also mentioned that there was going to be hanging out all day tomorrow, so he wouldn't be home until late in the afternoon. Jerome smiled and gave me a quick wink as he scooted by on his way to the locker room. Giving Jake a quick, motherly hug, I turned and went home.
Opening the door at the knock a half hour after I got home, I let Jerome in. I drank a glass of wine to calm my nerves as I waited. I resigned myself to my fate as I was sitting on the couch before he arrived. I had agreed to this. Jerome was actually more than keeping up with his end. He was actually befriending Jake and helping him out. My mind was in turmoil. I tried to think of how I could get out of the trap that I had found myself in. How could I let an 18-year old take control and basically force me into being his sex slave? Speaking of sex, I couldn't help think that he gave me some of the best orgasms I have had in years. I tried to force those thought aside, but my pussy gushed at that thought. Fuck!
I had to admit, he did look pretty good. Another gush happened as he walked past me and I caught his scent. He was dressed rather nicely, wearing a pair of khakis and a polo shirt.
"Got a beer?" he asked as he strutted into the living room.
"No. Sorry, but I don't drink beer, and Jake's too young to drink." I responded.
"Get some for next time. I will expect you to have a couple of cold beers available at all times."
"I do have some wine or some bourbon if you want." I offered.
"Fine. Bourbon on the rocks." He commanded as he sat on the couch.
I took the opportunity to refill my wine glass as well. Handing him the tumbler of golden liquid, he told me to turn on some music and give him a strip show. Of course, there wasn't much to take off, just my dress and bra. Again, he had me leave on the garter belt, stockings and heels. He then wanted a long, leisurely blow-job as he sipped his drink.
After removing his pants, boxer-briefs, socks and shoes, I took my time licking his entire shaft, then gently licking and sucking his testicles. Taking the head of his cock in my mouth, I lavished the entire head with my tongue and I locked my eyes on him. After a few minutes of this, I began bobbing up and down on his shaft while applying a bit of suction. While I was doing that, I was stroking what was not in my mouth with my hand, twisting my hand as I went. I pulled back to just the head and took in a breath as I readied myself. Down I went. Down, down, down. The head entered my throat. Steeling myself, I pushed farther I kept going until my nose was pressed against him. My throat began constricting motions as it milked his cock. He was impressed. Back up and another breath. More bobbing, stroking, and suction. I could feel him getting close, but he had not finished his drink. I backed off a bit to calm him down. A minute later, I picked the pace back up. Another deep dive. I brought him to the brink and backed off again. The third time he got close, I saw him take the last gulp from his glass. Back down again as I deep-throated his cock. This time, I stayed and used my throat to milk him. I felt his cock swell, then the cum has jetting directly into my stomach. When it was over, I pulled back so just the head was in my mouth and continued to lick and suck on it until every drop was gone.
After he recovered, we moved up to my bedroom. He wanted to see the toys that I bought at the sex shop. He was pleased with the purchases. He had me kneel and hold up my hair as he put on the collar.
"From now on, you are to be wearing this collar whenever I come over. This will remind you that you belong to me." He instructed. "Now, stand up and put your hands behind your back. Do not move them."
As I stood and moved my arms as instructed, I watched him pick up the nipple clamps. Oh shit. What had I gotten myself into? Apparently, he saw the fear in my eyes.
"I'm not going to force you into this, slut. It's your choice. Any time you want to call it off, that's up to you. Of course, you know what that would mean."
I did know what that would mean. Some choice. Let him use and abuse me or take his abuse out on Jake. I mentally steeled myself and thrust my breasts out to him. Fuck, those things hurt. First, he clamped my left nipple, then the right one. Strangely, the pain sent a bolt of electricity straight to my pussy. Did I mention that it was a swamp down there? He massaged my breasts for a few minutes, and the pain lessened. I could still feel it, but it was manageable.
"Have you been wearing your plug all the time as I instructed?"
"Yes, Sir. I have only taken it out to clean it and go to the bathroom, as instructed."
"Good, because this would be really painful if you didn't." He smirked.
Oh shit! It didn't take a rocket scientist to figure out where his cock was about to go. He had me get out the jar of lube, then get on the bed on my knees with my ass up and head down. He had me reach back and spread my ass cheeks apart, then gently removed my plug and set it on the nightstand. I was still gaped when he took two lubed up fingers and pushed them into me, lubing me up again. Then three fingers. I felt the burning pain. It was uncomfortable, but still manageable. I was surprised at how gentle he was. His movements were slow and steady as he pushed un and out, twisting his hand to open me up. The burning passed and was replaced by a strange feeling of pleasure.
"OK, Baby. It's time for me to take your last virginity." He announced.
I didn't realize it, but he had apparently used his other hand to lube up his cock. I felt him grasp my hips, then the head of his cock was slowly pressing into my gaped asshole. With the help from the lube and preparation he did. It didn't take much force for his cock to slide inside of me. The first couple of inches went in smoothly. I felt the burning begin again, he stopped for a minute to let me adjust. He must have heard my gasp when the pain surfaced. After holding it steady for a minute, he pulled out slightly, then pushed forward again, burying it a bit deeper. He continued that pattern. Push in, pause, pull back, push in deeper, pause, pull back, push back in more, repeat. Occasionally, as he was paused, he would reach around and stroke my clit for a bit. Not only did that amp up my growing arousal, but it helped relax my ass and reduce the pain. Eventually, I felt his thighs press into my thighs as he succeeded in burying his entire cock into my bowels. God, I felt full. He held it there for a bit, then slowly withdrew until just the tip was still inside me. He then began to slowly fuck me. In and out, in and out, with slow, steady strokes. Gradually, he sped up. I could feel the flutter in my stomach as an orgasm started to build. Each stroke became faster and faster until he was fucking me with everything he had. I felt my orgasm continuing to build. I could tell that this one would be different, and a lot more powerful than my previous orgasms. I heard his breathing change. He began grunting with each stroke. Suddenly, he released one of my hips, reached around, curled two fingers into my cunt, and thumbed my clitty. My body broke loose as the powerful orgasm crashed into me. I felt my ass clench down on his cock. That must have been the last piece to drive him over the cliff, as I heard him roar and felt the flood shooting into my bowels.
Five minutes later, I was recovering from the spasms that were still wracking though my body. I had fallen forward, laying on my stomach with Jerome on top of me. His cock was still buried in my ass as it slowly softened.
"Holy shit. What a ride." He croaked out as he rolled off of me and laid on his back, his arm moving to cover his eyes.
Another minute later, he finally caught his breath and moved his arm to look down at his cock. "Come on, slut. Up and at 'em. Time for clean-up duty." He spoke as he slapped me on the ass.
Groaning, I pulled myself off the bed and staggered to the bathroom. I first hit the toilet to evacuate by bowels, then got a washcloth and got it wet with warm water. Thinking for a second, I got another washcloth wet as well. I handed him the first one for his hands to remove the last traces of lube, then carefully used the other on to gently bathe his cock and surrounding areas. When I finished, I took both washcloths back to the bathroom and wiped myself quickly before throwing them in the hamper. I needed to do laundry tomorrow anyway.
He spent the night. I cooked him dinner (he allowed me to wear an apron while cooking), fucked several more times, including in my ass again. Of course, I gave him another blow-job. He even fucked my cunt while I had the big butt-plug in me. The next morning, I fixed him breakfast, then I washed him as we showered. I washed his cock by soaping up my tits and giving him a titty fuck. After the shower, he finally got dressed and left. I spent the rest of the day doing laundry, changing the bedding, and cleaning the house. I then went to the pharmacy and bought an enema kit. Jerome had ordered that after seeing how dirty his cock was after he pulled it out of my ass the first time. New rule, give myself two enemas every morning.
Jerome:
My God. That was amazing. Amy was like the Energized Bunny. She just kept going, and going, and going. Sure, she was reluctant, at first, but once she got started, her inner nymphomaniac came out to play. She had no idea what I had planned for her. That's why I was so easy with her last night. It's why I am going slowly with her. I don't want to just shove my cock into her, because that would not get her off. I lick her pussy for three reasons: first, I actually do like to do it, Second, it really gets her wound up and ready, and third, I need her to enjoy it. I went slow and easy when I fucked her ass, because I wanted her to enjoy it. I am subtly training her to begin craving sex. In another month, she will do anything I tell her to do. And, I was planning on telling her to do a LOT of things. I just had to move slowly and set the stage properly.
After I left Any's house, I went home to my 'Club House'. It was really a single suite apartment that my patents had converted from the detached garage tucked in at the back of the house. I had m0ved in there after my sophomore year. The house had gotten kind of cramped. I was sharing a bedroom with my younger brother at the time, and my parents acknowledged my need for some personal space. It was pretty nice. It was three rooms: bedroom, bathroom, and combined kitchen/Livingroom. I called it the 'Clubhouse' because that's where all my inner circle of friends, my 'Crew' as they were called, hung out. I sent out a group text to let everyone know that I was home. Within half an hour, everyone was there. Of course, they already knew where I had been. Even Tanya, my girlfriend.
I keep my kitchen well stocked. I was sipping a bourbon, while everyone else had either beer or wine. I didn't need to worry about being disturbed. My parents trusted me and gave me my privacy. My younger brother knew not to come over unless he asked if it was OK.
"You missed a raging party last night." Derrick offered.
"I was at a better one." I smiled.
"Better than me?" Tanya scowled.
"Of course not, Baby. No one is better than you." I kissed her cheek comforting her. "I'm just putting my plan together. That's all."
"So, when will we get to tap that?" Jackson asked. I had told him to take that hit on Jake. It was all part of the plan to get him to trust me more.
Speaking of that, I should say that I really did admire his tenacity and work ethic. As kind of a surprise, as I got to know him a bit better, I really kind of liked him. He had a good personality and was kind of funny with a great sense of humor. He would never get into my inner circle, but I could see us becoming friends.
"You guys will get her in a couple of weeks. The girls will be a couple weeks after that. Within a month, she will be the club slut." I smiled and laid out my plan to everyone.
When everyone left, I took Tanya to my bedroom, and I spent the next few hours making up to her for missing going to the party with her last night.
Amy:
Over the next couple of weeks, Jerome had changed things up slightly. I was getting too dangerous for him to come over all the time, and Jake being home prevented Jerome from coming to our house as much as he would like. To fix that, I would go to his place a couple of afternoons during the week after he got done with practice as well as one or two afternoons during the weekend. I would make up stories for Jake about shopping or going out with my friends. In truth, I would be a Jerome's 'clubhouse' getting my brains fucked out. I actually began to look forward to these encounters. Even though I was basically being blackmailed into them, my body began to react. My pussy would get wet with anticipation throughout the day as I watched the clock until it was time to leave.
Jake never suspected a thing, because Jessica, his girlfriend April's mom, was actually my best friend. We would often go out for the evening to hang out and talk about what was going on in our lives. No, I did not tell her about becoming Jerome's slut for the year. That was one secret that I intended to take to my grave. Lately, Jessica had been going off more on how April was still the target of bullying, but, strangely, Jake seemed to have less problems with that than before. I played dumb and casually changed the subject as quick as possible.