sissygurljessy
sissy gurl Jessy
slutty whore
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cry baby
"What are you trying to do?" Liz asked as I cuddled up to her.
"I was hoping" I started but drifted off.
"What that somehow I would want you to stick that little thing inside of me" Liz teased.
"Liz, it's been" I paused thinking.
"19 days" she told me. "Since you asked me to cheat on you"
"I didn't mean" I whimpered.
"Yes you did, you asked me to fuck other men" Liz reminded me. I had bought up her cuckolding me. It caused a big fight. We had not really not spoken about it since.
"I been doing some research and if I am going to find myself a BULL then i can't have a little CUCKOLD inside me" she informed me. "Don't little cuckolds just like to lick pussy not fuck it" she teased as she pulled back the covers and spread her legs. I groaned and slid down between her legs. I hooked her panties and pulled them down.
"That's a good boy" Liz said patronizing me. She played with my hair as I pleased her with my tounge. I didn't stop until she came all over my face. I moved up thinking I could now fuck her.
"No" Liz said holding me back. Her hand on my chest.
"Liz" I whined.
"No cuckold don't get to have sex" Liz told me. This is not what I wanted when I had suggested her cuckolding me. But it was part of the stories I loved to read.
"I have an idea" Liz said she reached into her nightstand and pulled out a pink vibrator.
"Go ahead and play with yourself as you watch" Liz told me as she pushed the toy deep into her pussy.
"It's so big" she moaned. She looked over at me and motioned. I pulled down my boxer briefs and started to jerk off.
"It's okay if you cum fast. Not that it will matter" Liz told me. She worked her toy in and out fast. Moaning and teasing me as she did. I came in under 2 minutes. All over her thigh.
"Here help me" Liz said letting me take over using the toy.
"Yes, that's it baby. I wonder if men would want to take my ass as well" Liz asked. She had never suggested we even try anal before. As she came for a second time bucking and moaning for me to fuck her harder. She then rolled over and moved me into the small spoon position.
"Until I figure out what I am going to do, you will not be allowed inside me. You will not ask, beg or attempt to initiate sex. I will be in charge of that. DO YOU UNDERSTAND?" Liz asked firmly. She wasn't asking she was telling me.
"yes" i said softly.
"Good" she replied and held me as we drifted off to sleep.
Liz was serious. For the next two weeks she would punish by not allowing me to cum. Just tease me then deny me release if I even mentioned sex. She would also assign me chores for being a pervert for wanting sex. Although she did have me orally please her several times a week.
"We could lock you in chastity" Liz suggested one day as I struggled to maintain control over my " little erection"
Then one day while at work I got a text.
/ going out for drinks after work with John/ is all it said I tried to ask what that meant but Liz ignored me.
After work I went home, I waited for Liz no response still.hours went by before she walked in the front door. I must of dozed off. She woke me with a kiss.
"Hey, cuckold" she smiled. I sat up with a start.
"Liz?" I said almost in tears.
"Yes, I did. I know it hurts" she said in a condescending tone. I started to cry.
She took me by the hand and led me to our room. She sat me on the bed and began to undress.
"Don't cry baby, John made me feel so good. You should be happy" Liz told me as she peeled off her panties. She held them to my nose.
"What kind of cuckold do you want to be?" She asked.
"Liz I think" I started.
"You want to taste it?" She asked. Startled I stopped talking and looked at her.
"You could wear these if you want" she teased. "Or maybe you want me to lock up your little pee pee" she didn't wait for an answer she pushed me back on the bed and mounted my face.
"Eat my cheating pussy cuckold" she commanded. At first I panicked thinking she had let him cum inside her. But realized it was just her. I sucked and licked her swollen pussy. As Liz told me how he was thick and fucked her from behind. How she had sucked his cock.
After I made her cum she knelt and sucked my dick. I came quickly. As I recovered she kissed me sharing my own cum. I tried to pull away. But she held me until I was forced to swallow.
"You liked that didn't you?" Liz asked. I tried to deny it but I was hard again. Liz smiled and started to play with my dick.
"Put my panties on and I will make you cum again" Liz teased. She again didn't wait for me she slid them up my legs.
"Liz I don't want to" I wimpered. She pulled them over my ass. She rubbed my ass as I stood there my penis already leaking into them. She laid me on the bed and snuggled behind me she reached around to play with my dick. Her other hand rubbed my ass.
"You're a sissy cuckold aren't you?" Liz teased she slid her fingers between my cheeks.
"Liz please no" I cried tears again flowing as she played with my hole.
"Yes you are, want me to fuck your cute little ass don't you?" Liz continued. I didn't but this all turned me on so much.
Liz teased me for over an hour.
"If I let you cum you have to promise to eat it" Liz told me. I was so horny
"Yes I will" Liz pushed two fingers in my ass and stroked me twice it was all it took for me to cum. Liz caught it in her mouth and again fed it to me.
"That is so hot, one day I want to watch you get it fresh from a man's big cock" Liz told me.
"Liz you didn't mean that you want me to suck a cock did you?" I asked as we got cleaned up. Liz didn't answer just laughed.
Liz started meeting John twice sometimes three times a week. After she would let me cum and feed it to me. One day she had me wear her panties before she went to meet John. And when she got home she fucked me with a dildo. While I cried about how it hurt.
A few days later she used a strapon instead.
"You are such a little faggot" Liz told me. She then went to meet John as I laid in bed crying into my pillow.
After another month I found it difficult to get an erection and my chest ached and itchy.
When Liz came home with her pussy full of John's cum she didn't say a word just sat onn my face and made me clean her. As tears rolled down my face.
When I was done she had me suck her strapon for the first time giving me tips on how to suck cock. She made me do this everyday until I was able to take all 6 inches down my throat.
By the time 6 months went by it was obvious that I had started to develop breast. Small A cups but still.
Liz admitted to secretly giving me hormones. My little penis now no more then a nub. She dressed me up as a woman for the first time. And invited some men over. I cried almost the whole time even while I sucked a man named Tom's cock. At some point I went to bed. But when I woke up Tom was naked laying next to me. As I stared he pulled me close. And pulled my panties off. He wasted no time applying lube before he worked his cock into my ass.
Liz walked in as he was pounding my ass. I was crying into a pillow.
"It's just the hormones that make you so emotional baby, you really love his cock don't you?" She asked I turned my head slightly and nodded knowing she was right. As Tom pumped his load into my ass.
Tom and his friend Roger come by often to use me how they see fit. Liz has moved in with John but still comes by a few times a week. After all she is my wife.
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I want to own your asspusy and empty my man juice in you little slut
Granny would love that honey
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How have you been?
I've been doing OK mostly. Had another cancer surgery a little while ago. How are you doing honey?
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Granny's new outfit
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Cum and get me boys!! Granny's horny!!
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Happily girl
"It's so small" John said surprisingly. I looked up to see he had just opened the door and walked in. I quickly covered myself.
"You don't have to hide, Paul" John smiled. Porn was still playing on the computer screen. I tried to grab the remote to turn it off. Exposing myself again as I did.
"Don't I could use a wank too" John said as he pulled his cock out of hos sweatpants. I was stunned as he sat down next to me. His cock quickly getting hard. It was hard not to notice his cock it was already bigger then me and not even hard yet. John reached over and grabbed my dick. He started to jerk me off with two fingers.
"Well, you never helped a friend out" he asked looking at his cock. I reached over and started to jerk him off as well. I wrapped my hand around his quickly growing cock. John stopped playing with me and changed what was playing on the screen. He removed my shirt. I was nervous I looked at the screen to see gay porn. Not straight gay porn actually submissive gay porn. Where there was obviously a big strong man fucking a smaller man.
He pinched my nipples. I was still stroking him.
"Why don't you taste it?" John asked. I stopped my best friend just asked me to suck his cock? Was he serious his hand slid behind my neck.
"Do you want to kiss me?" He asked pulling me close he kissed me hard forcefully.
"John" I said shaking as he broke off the kiss. He rubbed my erection again.
"It's okay, he told me. I had no idea what he was talking about but I was still stroking his cock. I looked up at the screen to see the buff guy sitting on a chair as the twink rubbed his ass all over his hard cock. I looked back at John who smiled. He picked me up and sat me on his lap. I felt his hard cock between my ass cheeks. I was shocked as he played with my nipples and kissed my neck. He used his feet to remove my pants the rest of the way off.
"John please. I dont" I stuttered. His hand reached under my ass. He cupped and squeezed my ass. I didn't know what to do he was so strong. And I loved how his hard muscular body pressed against me. He continued to kiss and grab me all over. I was so turned on. This went on for over an hour. When night heard my mom's car pull in the garage. I panicked and jumped up. I quickly got dressed and turned off the porn as John laughed at me running around like I had been caught already. He just casually put his pants back on. Then pushed me against the wall of my room as I heard my mom call me. He kissed me his tounge probing my mouth. Mom called again before he let me go. I was still rock hard as I came downstairs to help mom carry in the groceries.
"OH, John will you be staying for dinner" I heard my mother ask.
"Thank you, no got hockey practice" he responded. Then helped me with the groceries before he said goodbye with a wink. I could not get John out of my head all night. I finally went to bed and jerked off thinking about what had happened.
In the morning I didn't give it a second thought until John called.
"Hey, baby" he said. I blushed and tried to hide the phone like my mom would be able to hear him. "Why don't you come over and hang out. We could play again" he said teasingly.
"John, I don't think. I mean not really into that sort of thing" I told him.
"You played with yourself without me!" He sounded disappointed.
"No, it's just" I started
"You liked it didn't you, maybe so much it scared you" he stated. I was hard in my pants. He was right. "Come over now" he said firmly. I hung up. But then thought I shouldn't have done that. I grabbed my coat and ran over to his house before he could call back. I didn't knock. We never knocked at each other's houses. I just came in and went straight to his room. I opened the door he was naked laying on his bed. His legs spread slightly his cock hard laying on his stomach. He motioned for me to join him. I walked towards him.
"Clothes" was all he said. I don't know why but I stripped and crawled next to him in bed. He pulled the blanket over both of us. And pulled me close kissing me. His cock throbbing against mine. His hands grabbed my ass. His fingers spread my cheeks and rubbed my asshole. I couldn't resist a moan escaping my lips. I thought about sucking his cock. Could I do that? He wasted no time lobbing a finger he probed my asshole. He was tender and gentle as he moved me without words. Soon I was on my stomach my ass in the air as he was above me, his fingers moving in and out as he added more lube. I felt him remove his fingers and push his cock against my asshole. He was going to fuck me and I wanted him to I thought. He pushed his cock in it hurt at first but John held me tenderly as he waited. Then pushed a little and a little more. It wasn't Long till I felt his balls hitting mine. I just closed my eyes and let him have me. I moaned and pushed back to meet is increasing thrust. I felt John tense and he pumped his seed into my ass. He kissed my back as he pulled out. I felt empty as he climbed off of me. He squeezed my ass as he did.
"I knew you love it" John told me. I was still horny as I laid there with his cum leaking out of my ass. John went to use the bathroom. I watched as his cock swung between his legs as he walked around. I knew then I wanted him to fuck me again soon.
"Want more?" John asked as he caught me staring at him. I didn't answer. I felt flush knowing I did.
"Want to taste it?" John asked. I wasn't sure but sat up and took it in my mouth. I didn't know what to do. He helped by telling me what he liked me to do. Lick his cock and balls. Suck the head as I ran my tounge across it. The texture was very strange. The taste salty like sweat. He slowly got hard again. I added a hand stroking him as I licked and sucked him.
"You are going to enjoy doing this alot" John told me. I was wondering if he would return the favor. Suck my dick next.
John hands grabbed my head. And held me as he started to fuck my face. He got more forceful as he became more excited. Soon I tasted him the precum across my tounge. Then soon he came again filling g my mouth I gagged and choked on it cum even coming out my nose.
"That was amazing" John told me. I felt proud as I tried to clean myself up. After that John started to fuck me everyday. Other then teasing me alittle he didn't try and please me. Instead having me suck his cock or fuck my ass. He started to treat me like his girlfriend. First he sent me flowers. I was totally embarrassed telling my mom it was a joke between John and me. When they arrived. John would try and hold my hand in public but I pulled away. He started calling me baby and sweetheart. Although all of this scared me, I loved it as well.
"Those are cute" John said one day pushing close to me as he pointed out the lingerie in the Victoria Secret window. I blushed.
"You don't mean you want me to wear?" I said stunned pulling away from him. He grabbed my hand and pushed me against the wall.
"You don't have to hide" he whispered in my ear. Then kissed my ear nibbling on it a bit. He took me by the hand and led me into Victoria Secret still holding my hand. We practically ran into asaleswoman.
"He doesnt know his size. But we like the pink set in the window" John told her. She smiled.
"Come with me" she said leading me behind a curtain.
"My name is Gina, I need you to remove your shirt." I did as she asked. She used a tape measure to measure my chest. Then asked what my waist size was.
"This may be a little strange. But are you large?" Gina asked. I looked at herconfessed. "Some panties are small and you might not fit in them" she tried to explain.
"OH, no I guess I am small" I blushed.
"That's okay sweety. Let's get you something to try on. I am sure your boyfriend will love." She told me I never thought of John as my boyfriend but that was what he was. She retrieved not only the set John had pointed to in the window. But several other pairs of panties. I tried several styles. John spent several hundred dollars before we checked out. I wore a little yellow thong under my jeans as we left. I held John's hand as we walked thru the mall. We got several odd looks. I even recognized a few people. I started wearing lingerie whenever I met up with John.
It was impossible to hide that John and I were a couple. He asked me to do things for him. At first I thought I couldn't but slowly became his girlieboi. He had me shave not only my legs but all my body hair. Pierce my ears, he had me wear jewelry obviously made for woman small gentle things. I started wearing perfume. And letting my hair grow. My mom encouraged me.
"I never seen you as happy as you are with John" she told me. She helped me learn how to pluck my eyebrows. And a bit of makeup. Nothing heavy just a bit to soften my features. I didn't want to be a girl. I just wanted to be pretty for John.
It had been months, since John and I had started dating. I had gotten very good and sucking his cock. John had made it clear that he had no interest to pleasing me. I was there to please him. Although he had me cum while he fucked me on occasion. I often only found release by masterbating. And never in front of John.
John and I eventually got a small apartment together. We lived as husband and wife. I often wore woman's clothes. Not being a complete crossdresser as much as being a very femine man. One night we had a few friends over. I found John flirting with a woman he worked with. I became very jealous but did nothing. As the night died down I saw them sneak off together. When they returned they where obviously out of sort. I suspected they had had sex.
Only after everyone had left did I say something to John.
"Did you and Laura" I started
"Have sex?" John finished my sentence then answered it "Yes, she is a very beautiful woman after all" he told me. I was shocked.
"Don't worry my angel, sometimes I just need some pussy" he told me. "You know what I mean he laughed. Knowing I had only ever been with him. "Would you like to taste pussy, you can lick her off my cock" he said pulling his dick out. He pushed me to my knees. Shoving his cock down my throat.
"You are going to never question me again about who I choose to he with" John told me. John enforced his control over me. Punishing me if I even questioned anything he said after that night. I became more of his thing then his love. One night he even had me suck off one of his friends as they played video games together.
"Hope you liked that, because you're now my little whore, I can have you please whoever I wish" John told me. I knew I would never refuse him.
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Granny needs a boyfriend
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Would you believe that he stood Granny up? Would you?!
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Virgin Cuckold
It was 1992 I met Mary I was 19. And still a virgin. Mary 17 was still in high school. After a few dates. Mary asked how many woman I had been with. I lied and told her some crazy inflated number to sound like a stud. I guess I went too high because it worried Mary. Since she had told me she had been with four guys. It didn't scare her enough to break uo with me just wait to have sex. I missed the signs when she was ready to have sex a few weeks later. I must of missed a bunch because she finally confronted me.
"Paul, you haven't been with anyone have you?" She asked I really liked her. And I confessed that I had lied.
"I can't believe you lied to me" she said crying she left. It was a few days when I heard from her again. She just appeared at my door. I was so happy to see her.
"You can never lie to me" Mary told me. "But before we get back together I have to tell you. I met up with my ex the night I left. I was frustrated and mad at you." She told me.
"You slept with him?" I asked almost crying.
"No I fucked him, he was always good at making me cum" she told me. "Now why don't we restart this relationship. If you can be honest with me I will be honest with you" Mary told me.
"Yes, I would love that" I told her.
"Good, now have you ever even scene a woman naked?" She asked. I confessed I had not really ever scene a woman naked. She took off her shirt and stood before me in her simple white bra.
"Now we are going to go slow. Because you are so behind. I showed my breast to Bobby. In 7th grade. She then unhooked her bra. And for the first time I saw a real full on set of tits. They where big but not huge. I later learned a D cup. She let me touch them kiss them she told me how she liked them caressed not squeezed and her nipples nibbled a little but not bit. She allowed me to "play with then while we made out. But no further.
Later as she got dressed.
"You got me so horny now, I am going to meet up with Allen (the ex) and have him satisfy me" she stated.
"What? You aren't serious?" I said getting loud.
"Of course I am, you have no idea how to satisfy me. And I want to cum not have a teaching lesson. Today you learned breasts" she told me. She squeezed my erection thru my jeans. "Besides you seem to like it" she kissed me and turned around. I grabbed her arm. She spun around the look on her face scared me she was mad.
"Don't you ever grab me like that again" she said getting right in my face. "I will deal with this later" and she left.
I called her later that night to apologize. We talked she openly talked about how Allen had pleased her. And about how well I had done exploring her breasts. I also got scolded when I referred to them as tits. And told to never call them that again.
We meet up again two days later. Where she allowed me to see her in just her panties. We made out and rubbed against each tpother she made me keep my pants on. And hands above her panties. We dated as a normal couple. Hanging out, movie, dinner. But when alone she taught me about sex and a woman's body. Slowly painfully so. Next time I was allowed to take off my pants. And show her my dick. Which she played with alittle but didn't let me cum. Instead she spoke about how I was kinda on the small side. Although she did this in a almost compassionate way. Next she let me see her completely naked. But it was like a science class. She spread her legs and explained the different parts and where to kiss, and lick. Rub even nibble. Told me how she even liked when her asshole was kissed. Slowly she let me taste, and try different things. She was still fucking Allen almost every night. But I was the one getting her time and affection. Allen was an asshole. In her words.
It had been two weeks since this all started when she allowed me to make her cum with my tounge. I was beaming with pride. And recieved heavy praise.
"Do you think now you could?" I asked looking down at my throbbing dick.
"Well we need to take care of some things first and I wasn't sure exactly how to do that till recently." Mary told me. "You see you have never been punished for lying, and I know you been cheating on me. Rushing home to jerk off after we make out" Mary continued
"Have you ever been spanked by your father?" She asked. A bit confused
"Yeah, I got the belt quite a few times growing up" I told her.
"Good, give me your belt" Mary said
"You are going to spank me?" I asked
"Yes I am" she said calmly. Taking my belt. I was naked still.
"Lean over the desk" Mary told me
"Mary, I don't think" I pleaded
"Lean over the desk now" she ran the belt along the side of my dick. I did as she said.
"As soon as I did she bought the belt down hard. I jumped and ran to the corner.
"Get back here. Or get out" Mary stated she was dead serious. I dropped my head and leaned back over the desk.
"That really hurt" I wimpered as I did the belt again stung across my ass.
"You will never lie to me again" she stated and another blow. "You will ask before you play with your little penis" followed by another blow.
"No more whining about Allen or anyone else I choose to fuck" followed by another blow. "I don't want you looking or even thinking about another woman" again another blow. My ass was on fire. She dropped the belt.
"Come here" she said softly. "I am sorry but i have to teach you there are consequences to lieing" she cooed as I sat next to her she reached down and jerked me off with two fingers. This time she let me cum. As she held me.
Mary continued to "teach me" how to please her. How to behave around her. How to treat her. After a few weeks I stopped pestering her about sex. Instead spent time pleasing her. And very happy when she decided to please me. With her hand. But most often allowed me to masterbate in front of her. She didn't mention Allen but I knew she was still fucking him.
My parents loved Mary they swore I was better with her. I never swore any more. And would never talk back or start an argument with anyone. Actually everyone loved Mary. My friends where jealous. She was really hot and just so nice. My family thought of her as a daughter.
I never refused her anything. I didn't have alot of money but she didn't care she was happy to cuddle on the couch and watch a movie on Saturday night.
I took her to her prom where she went off and spent half the night getting fucked by two boys she went to school with. As I just sat in the corner not knowing anyone listening to the music. I had rented a limo. And as we left she asked me.
"Would you make me cum with your tounge?" I pulled up her dress she wore no panties and I saw cum leaking from her.
"Mary I cant" I said looking in her eyes.
"Yes you can, try" she said lovingly. I went back down and kissed all around avoiding where she wanted me. She grabbed my head and pushed my face into her messing pussy. Cum smeared across my face.
"Do it now or I will spank you with the limo driver watching" she told me. I knew I wouldn't win and surrendered liking this guy's cum.
"See I knew you could do it" Mary told me as she massaged my head as I consumed her pussy. Not stopping until she came twice.
"That was wonderful, I hope you do that everyday" she told me kissing me she tasted both hers and the two men's fluids.
After that she stopped even leading me on about having sex with me ever. For the next two years I spent several nights a week licking her used pussy. She asked me to marry her, well more like told me I was going to marry her. On our wedding night she took my ass with a strapon. Now as we are about to celebrate our 5 year anniversary. She wants me to learn to get men's cum from the source. We are also expecting our first child. Mary laughs that I will be the first virgin father.
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Where are all of Granny's boys
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