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How a Good Girl was Turned Bad Ch 3

"Justin and I finally have sex for the first time"

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Author's Notes

"The pics and video he took in the chapter can be seen on my profile under photo albums and videos."

This was silly, but the first thing I noticed when I put my hand on Justin’s cock was that my nails looked terrible! Due to the Covid shutdown of salons I had not had a manicure in a long time.  I was not good at doing my nails and with no chance for a manicure and that I spent the majority of my workday using a computer keyboard my nails had taken a beating.  I then focused back on Justin’s large penis. 

I did not take Justin’s cock in my mouth at first.  He said I could take my time and enjoy it and I was going to do just that.  Sucking cock was something I enjoyed immensely and I enjoyed smelling, licking, and tasting a man’s penis.  While holding his large shaft in my hands, I lifted it and buried my nose under his scrotum, and inhaled deeply.  While there was a faint scent of him, I was disappointed Justin’s time in the pool had washed away most of the musky, masculine scent I enjoyed so much. 

After smelling him, I ran my tongue around Justin’s scrotum, down to his taint, up to his inner thigh, and around the area where his thighs join with his crotch.  Justin made a few masculine moans of pleasure as I licked and tasted him.  When I had licked all around his cock I started over again while I slowly stroked his hard, large penis; pausing a few times when I had to remove his pubic hairs from my mouth.  I then started running my tongue up and down his shaft.  My tongue licked the underside of his cock, licked the head of his cock where I made circular motions with my tongue, and back down on the top side of his cock.  I licked his shaft several times and then moved my hand up to his penis to where I knew my limit of how far I could take him in my mouth and down my throat.  Due to his size and having already given him a blow job once that day, I knew I could not deep throat him without choking myself.  I looked up at Justin, parted my lips, and took him in my mouth.

The teenage boy let out a moan of pleasure when my warm, wet mouth sealed around his penis.  I didn’t take him as far as I could in my mouth at first.  I took just the tip of his cock inside me and ran my tongue around the head making the boy moan once more.

“Fuck, girl, you sure like cock don’t you?”  Justin asked.

My answer to his question was not in words but by taking his cock further in my mouth and deeper down my throat, all the way until my lips pressed against my fingers of the hand on his shaft.  I gagged once and then again since I misjudged how far I could go, but quickly made the adjustment and soon I was sucking his cock in a nice slow tempo I enjoyed my young lover’s masculine sounds.  

I started to go faster and my head was bobbing up and down as my hand stroked his shaft.  My hand glided up and down the large white shaft with ease as it became slick with my saliva that filled my mouth and leaked out of the edges of my lips.  I was making involuntary whimpering sounds as I sucked Justin’s dick.  After a while, I took my mouth off of Justin so I could catch my breath, he was just so large to be able to continually suck him like I could an average-sized penis.  I kept stroking his cock through as I would look up at him and smile.

“You like that, baby?”  I asked.  “You like me sucking that big, white cock?”  I asked to show Justin I could also talk dirty.  I stroked him harder and got another moan of pleasure from him.  “I am going to show you how much better a black girl sucks cock than some white slut, you dirty boy.” 

I then spit on his penis and then took it back in my mouth and once again started sucking him as before.  Justin put his hand on the back of my head but still let me control the pace of giving him a blow job and Justin rested his hand on the back of my head.  I sucked him and stroked him for a while but once again I needed to catch my breath.  I was surprised it was taking him so long to orgasm.  I knew I was a good cock sucker and thought he should have cum by now. 

“Not this time,” Justin said and held my head so I couldn’t take my mouth off of him.  “You want to show me how much better a black, tranny sucks cock?  Then show me.”  With that, Justin pushed my head down and forced his cock into my mouth. 

I started gagging as Justin pushed my head down further and his large penis choked me.  He kept pushing and I gagged and coughed and my sinus cavity started to get congested with snot and I found it difficult to breathe.  I tried to exhale out of my mouth and my cheeks puffed up and I gagged and coughed again and gobs of saliva spewed for my mouth; coating Justin’s shaft, and running down my chin.  My saliva was now thick and slimy.  I tried to pull my head off of the large cock but Justin held me down.  I started to whimper and tried to use my hands to push on his thighs but he held me tight.  I was making muffed whimpers and gurgling sounds as my lungs desperately felt the need for air.  Justin finally let go of my head and I pulled back quickly and I gasped for air as I gagged and coughed as I choked on my spit.  I gagged hard and saliva poured out of my mouth, down my chin, and onto my small breasts.

As soon as I caught my breath, Justin guided my head back to his cock and I once again took him in my mouth.  At first, he allowed me to control the tempo as I was doing before, but after several moments he once again pushed my head down and forced me to take more of his cock in down my throat.  Again I started gagging and choking and could not breathe as Justin held my head.  I tried to breathe through my nose but it had become congested and I blew snot in the form of bubbles out of my nose.  Justin then pushed my head down on his cock, causing me to gag again, and held my head still with his cock deep down my throat.  The boy used his free hand and pinched my nose shut to deny me what little oxygen I was getting.

“What’s the matter, Tamara?  You said you were going to show me how a black girl sucks cock?”  Justin taunted me as I pushed against his thighs in desperation.  “Or is it that since you are just a tranny whore you don’t suck cock as well as you thought?” 

I didn’t answer.  I couldn’t answer.  I was too busy gasping for air and slobbering spit all over myself.  I did not mind forced blow jobs like this, I enjoyed it at times.  As I mentioned before I enjoyed rough sex and verbal taunting and humiliation at times and even though Justin was taking it to the extreme and more than I have ever done, it turned me on immensely for this seventeen-year-old boy to make me such a slut and to dominate me as he did.  Maybe that was it?  Maybe that was why it did arouse me so much?  That Justin was only seventeen and the entire day so far with him was so taboo, so wrong, and something I knew I should not be doing.  He was only seventeen and I was twenty-seven!  A twenty-seven-year-old woman should have the authority over a boy of seventeen, not the other way around!  A seventeen-year-old boy should be the one who was so lucky enough to be fucking a twenty-seven-year-old woman that he should be the one asking, and begging, for me to do things to him and not the other way around!  It wasn’t however, I was the one being dominated and Justin was the one in total control over me.  

I knew I was not going to get another erection.  Not so soon after I had an orgasm, but that did not stop me from feeling arousal in my loins.  My arousal did not stop the feeling in my penis and the need to cum again.  Oh, I wouldn’t be able to cum again for a while.  Maybe not for hours, but I still felt the need to, but there was something else I desired even more now.  I desired to have my ass fucked. 

I don’t know how it works with other people, especially transgender or gay men, but when I got aroused I got this urge, this desire, to have my ass fucked.  I won’t say it’s like a girl who gets aroused and has a need for her pussy to be filled, but I felt similar I think.  I felt a need to have my ass filled with a man’s cock.  I never had an orgasm from just getting my ass fucked without physical stimulation to my penis as some people can, but having a man fuck me and then cum inside me was very sexually satisfying for me.  Even the times when I got fucked and did not or could not cum while getting fucked and masturbating myself or having the guy jerk me off or even the times I was getting fucked and could not even get an erection; just having my ass fucked seemed to satisfy me.  True it was so much better when I was able to have an orgasm while getting fucked and those times I could cum heavy and my orgasm would last a long time, but even without that, I felt sexual gratification.

Justin grabbed my head again and directed it to his cock.  I parted my lips and once again took his cock in my mouth.  The oral activity was repeated several times, Justin allowing me to control the tempo at first, him then forcing that huge cock down my throat, pinching my nose, and then letting me catch my breath.  After several more times, there came a point, I could not take it anymore.  When Justin let go of my head I pulled my mouth off of him and the saliva that ran out of my mouth was now thicker and mucus-like.  There was a long thick string of it that ran from Justin’s thick shaft to my lips.  My thick spit surrounded the outside of my mouth, ran down my chin to my chest, and my breasts were now coated with the heavy, slick, spit.  My jaw was aching from my mouth being forced open so wide and stretched, I was gagging and coughing as I gasped for air, my eyes were watery and leaked a few tears that ran down my cheeks, and I even had snot running out of my nose.

“No more…please… ack.  Please, Justin…ack, no more…ack,” I gagged even without Justin’s cock being forced down my throat.

Justin grabbed my hair and pulled my head up to look at him.  He chuckled as he looked down at me, “I am going to cum soon anyway.  Lick my taint while I jerk off.”

I nodded when he let go of my hair and positioned my body so my ass was on the floor and I twisted my hips so I could get a better angle for my mouth to be used on his perineum.  The position was not perfect for the angle I needed so I moved and sat on my butt on the floor with my legs stretched out in front of me and my head behind Justin.  I started licking and lapping at his taint. 

“Uhhh…fuck.  That’s it, Tamara, right there,” Justin grunted out.  “Keep doing that. I am going to cum soon.”

I kept licking and lapping and could feel Justin start to jerk his cock harder and faster.  My nose was almost pressed up to his asshole and I could smell the musky scent of him.  I then did something I enjoy doing to a man and hoped Justin would like it.  Some men I have been with liked it and others didn’t.  I placed my hands on his butt and slid my tongue up to his asshole and licked around the slightly hairy hole.  I liked when a man did not have an abundant amount of hair around his ass but had some.   It was masculine to me and I was physical attracted to masculine men.  Justin groaned out in pleasure and did not say anything to stop me so I then stuck my wet, warm tongue up his ass.

“Uhhh, shit!”  Justin exclaimed and moaned.  “Uhhh fuck that feels good.  Uhhh that’s it, you nasty whore, stick that tongue deep in my ass.”    

I did just that and stuck my tongue as far as I could up his ass.  I liked rimming a man’s asshole and I was glad Justin was enjoying it as well.  I know some people would consider it, as Justin called it, nasty but I liked it.  I then started flicking and making circular motions with my tongue inside his ass as I spread his cheeks apart to try and go even further up his hole.

“Uhhh fucking hell…uhhh…uhhh.  You’re going to make me cum, you nasty bitch,” Justin grunted out and I could feel him jerking his cock even harder and faster. 

I felt the boy move a little forward and I scooted my body down to follow him so I could keep rimming his ass.  I would not be able to see Justin cum in this position and what I was doing to him and while I liked watching a guy cum, having my tongue up his butt was worth the trade. 

“Uhhhhgh…I’m cumming,” Justin announced with a grunt. 

I moved my right hand to his perineum and started massaging the area as I tried to stick my tongue even further up his ass.  Just made a series of grunting, masculine moans and I felt his body tighten as he orgasmed.  I kept rimming his ass and rubbing his taint.  He came for several seconds and I could imagine seeing his cum shooting from his large penis.  His body relaxed and I heard him panting and Justin reached behind his body and grabbed my hair again and pulled my head away from him.

“That’s…that’s enough,” he said between his panting.  “Come around here and kneel in front of me.  It’s time for you to finish your lunch.”

I moved my body and crawled on my hands and knees around Justin and knelt on the cushion in front of him.  I glanced around and saw that there was a gob of his thick cum on my tile floor.

“Yeah, I overshot my first load,” Justin chuckled.  “Lick it up.”

I did not hesitate and bent down and licked up his cum.  When I was done I knelt back up straight and looked up at Justin.  I first saw his cock and it was still erect and slick with his cum residue.  The boy wiped his right hand, also covered with his cum, over my face, and through my hair.  I saw in his left hand he was holding the bowl that contained my salad.  The salad was covered with his sex fluid.  I was right, he had ejaculated a large amount of cum and it was thick and white. 

Without being told, I placed my mouth on his cock and sucked and licked it clean of his cum, enjoying the taste of him.  Justin allowed me to clean him using my mouth for a moment and then pulled my head away.

“You surprised me, Tamara, when you stuck your tongue up my ass,” he told me as he cupped my chin and tilted my head up to look at him.  “I never expected you would do that.  Hell I never expected any girl but a cheap whore to do that,” he chuckled again and then added, “and they charge extra for it and you did it for free.  You exceeded my expectations of being a slut.  I never had that done to me before.”

“Did…did you like it?”  I asked but I knew the answer.  It was easy to tell he liked it but I wanted to hear him say it.

“Yes, I did like it.  I think you will be sticking that sexy tongue up my ass often.  Now it’s time to finish your lunch.”  Justin bent over me and his now semi-erect cock dangled over my face while he reached for the table.    

I watched intently as he took a fork off the table and mixed the salad.  The boy used the fork to gather some salad and I opened my mouth.  Justin fed me the salad, now dressed with my now cold, thin sex fluid and his still warm and more abundant, thicker cum.  Justin fed me about ten or more bites and teased me about being such a cum eating tranny whore.  It was humiliating but I did not stop it and the entire act of him feeding me that kind of lunch just increased my sexual arousal.  It did make me feel like a nasty, whore and made me feel very submissive to Justin.  When he felt he had fed me enough, Justin put the bowl down on the table and helped me to my feet.

“Are…are you going to fuck me now?”  I asked hopefully.

Justin laughed, “Damn, Tamara, I just came and need some time to recuperate.  Don’t worry, I am going to fuck you and fuck that tranny pussy hard, but first, we are going to have some more fun.”  Justin grabbed my arms, “Get on the table.”  He helped me up on the table.  “Now lay back and lift your legs and spread them for me.”

I laid back and hooked my arms under my knees and lifted my legs and spread them; exposing my ass to Justin. 

“Put your hands on your ass and spread it for me.  I want to see that tranny pussy spread open,” Justin told me and I did. 

With my legs up and spread and my asshole open for the boy, I made a series of soft moans when Justin ran his finger up and down my butt crack.  He started down at my taint up to the beginning of my butt crack at my lower back.  When he got to my spread open hole, the teenage boy would circle the outside of it to tease me.  Laying on my back in the position I was in, I could not see what he was doing but I heard him move and then saw his face and upper body when he stood up.  I then felt a gob of his warm, saliva drip on my body, just below my scrotum, and felt it run down to my asshole.  Justin dribbled his spit on me two more times and then I felt his finger once again circling the entrance to my ass, now slick from his spit. 

“Ohhh fuck…ohhh God, baby!”  I cried out in pleasure when I felt Justin’s finger enter my asshole. 

Justin looked at me while he fingered my ass,   “Damn girl, your asshole is so tight.  It’s going to be fun stretching your tranny pussy open with my cock,” he taunted me.

“Yes…please, Justin, please fuck me now,” I pleaded in desperation to have my asshole fucked by the boy.  Justin started fingering me deeper and harder.  “Uhhhh fuck…uhhh God, please now…Uhhh I need it so bad, Daddy.”

Justin continued to finger me.  “You sure have daddy issues huh?” 

“I…uhhh fuck that feels so good…I am sorry.  I didn’t mean it.  Uhhh God…It just slipped out.”

Justin chuckled at my expense.  “Is that what you want?  You want a Daddy to fuck you?”  I moaned loudly when he put another finger in my ass.  “I am sure I can go find some old fart to be your daddy and fuck your shemale pussy,” the boy teased me and fingered me.  “Hell, I bet I could pimp your tranny ass out and make a pretty penny from these old, married men in the neighborhood.  Is that what you want, Tamara?”

“No…ohhh fuck, Justin, don’t stop.  I want you, baby.  I want you to fuck me, please, baby.  Uhhh fuck, baby…please.  I can’t take it anymore.  I need you in me.  I’ll do…do anything you want, just please fuck me.” 

I was so desperate to have my new teenage lover fuck me I started bargaining.  While it had been a long time since I made such promises, it was nothing new when I was in with a guy and needed to be fucked.  I would promise them the moon if I was as extremely aroused and needed my ass penetrated.  I never could give my lovers the moon, but I did keep other my promises I bargained with.  

I made a grunting sound when Justin pulled his fingers out of me and he lifted his hand to my face and pressed the two fingers that were in my ass to my lips.  I knew what he wanted me to do and I parted my lips and sucked his fingers into my mouth.  I had no problem going ass to mouth.  I rather enjoyed it and knowing my tight hole was clean as far as his fingers went into me, hygiene was not an issue.

“Yeah, you like the taste of your ass, don’t you?” 

I nodded my head as I sucked and licked his fingers.  Justin pulled them out of my mouth and leaning over me he kissed me.  I let go of my butt cheeks, kept my legs still up and spread for him, wrapped my arms around his neck, and kissed him back.  I moaned into Justin’s mouth when he put his fingers in my ass again.  Justin broke our kiss and raised his head and looked down at me.

“If I fuck you, are you going to let me take more pictures of you?”  He started finger fucking me hard again.

“Yes…ohhh God…yes baby…I…I promise,” I said between my moans and gasps of pleasure.

“Are you going to let me make a video of you jerking off and cumming for me?”  Justin rammed his fingers deep into my ass.

“Ohhhh Fuck!  Yes…yes, anything, please just fuck me!”  I begged.

“Tell me you want me to fuck your black, tranny pussy with my white cock.  Beg me to fuck you.” 

Justin was getting off on taunting me and humiliating me but I didn’t care.  I just wanted, needed, him to fuck me. 

Justin started fucking me hard and faster with his two fingers as he waited for me to tell him what he wanted to hear; for me to beg him.  He didn’t have to wait long at all.

“Ohhh my God…yes…yes please…please fuck my tranny pussy, baby!  Ohhh, fuck yes…yes…please...I want that big white cock in my tranny pussy…please!”

I had told Justin earlier that I found the terms “tranny” and “shemale” offensive and I do, but verbal and even some types of physical humiliation during foreplay and sex did turn me on. 

I grunted again when Justin once more pulled his finger out of me.  He grinned down at me and I looked at his face and my eyes pleaded for him to fuck me. 

“I am going to fuck you, Tamara.  I told you I was going to make you my tranny bitch,” the boy grinned as he spoke, “but I’m going to have a lot of fun with you first.”  Justin grabbed my wrists and pulled me up to sit on the edge of the table.  “Go clean yourself up, you look like shit.  You got cum in your hair, on your face, dried spit all over you, and dried snot above your lips.  That won’t do for the photos.”

I whimpered because he was not going to fuck me now and how bad he said I looked.  “Can…can I take a shower?”

“Yes and take your time getting ready.  There is no rush.  It’s early and we have so much time to play.  Put back on the same panties.  I like them.”

“But…but you are going to fuck me, right?”

Justin laughed a deep hearty laugh, “Making you my tranny whore is going to be easier than I thought,  I never imagined you would be so accommodating.  Yes, I am going to fuck you today and fuck you more than once.” 

I nodded, got off the table, gathered my clothes from the floor, made a yelp, and then giggled when Justin smacked my ass and hurried out of the kitchen.  I shut the door to my bedroom and locked it.  I didn’t want Justin coming in while I cleaned myself up.  It was nothing to do with the boy and what I thought he may want to do to me in the shower or have me do to him or myself.  I was past all that now.  I was going to do whatever Justin wanted me to do.  I was so aroused that I would submit to his will, let him take pictures of me, a video, let him use me any way he wanted, and be his whore; at least for that day.  What my future desires for the boy were I did not know, but I would not think about that right now.  As one of my favorite heroines from literature, Scarlet O’Hara would say, “I will think about that tomorrow, after all, tomorrow is another day.”  I know it was strange a black girl’s favorite fictional female character was Scarlet O’Hara but it was.  I just loved her.

There were two reasons I did not want Justin coming into my bedroom.  The first was my home décor style or lack of it.  As I mentioned I have a three-bedroom and two-bathroom house.  One bedroom I turned into a home office that is furnished with only a large desk, my chair, a work desktop, my personal desktop, and two monitors.  On the floor are a few cardboard boxes filled with books that I have no place to put but don’t want to throw away for some unknown reason.  My other bedroom I turned into a guest room, but all it has is a double bed and one small chest of drawers.  In three years I have never had overnight company to use the room.  The only decent furniture I own is my master bedroom set and the plush leather living room set where I watched my sixty-inch smart TV.  I like watching TV and it’s my main form of entertainment for me.  My guest room had a view of my swimming pool and I hated that my master bedroom didn't.  

I do have a small dining room but it is only furnished with an antique wing-backed chair and an empty antique china cabinet that once belonged to my grandmother, my father’s mother, and my parents gave them to me after she died.  She and I were close.  My mother’s parents and I are not close at all.  They have disowned me and forbidden me to attend any family functions they host ever since I came out as transgender.

So why didn’t I want Justin to see my bedroom?  Because I was embarrassed by the stuffed animals I collected that were all over the room, specifically stuffed large cats like tigers, lions, leopards, etc.  I know, right?  Weird for a girl who was afraid of cats to have such a collection, but I liked the large cats and even enjoyed nature shows on TV about them.  I didn’t want Justin to tease me about them.  Silly?  Yes, but it's how I felt.  I have been in my house for three years and never had a man in my bed in that house.  The other reason I did not want Justin coming into my room while I showered was because of what I did next.

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I opened the cabinet under my bathroom sink, moved some things around, and found what I was hoping I had.  I checked the expiration date on the box and it had expired two months ago but would still be fine.  I opened the Fleet saline enema box; well it was advertised as an anal douche for men and women.  I didn’t need to read the directions since I had used them many times in the past.  Once that business was done and taken care of I took a shower and cleaned myself all over very well.

After my shower, I blew dried my hair and styled it, put on makeup, and put back on the same bra and Spider-Man panties.  I didn’t bother with any other clothes because I figured I would not be wearing my bra and panties long anyway or at least hoped I wouldn’t.  I past feeling guilty that Justin was seventeen, I was friends with his parents, and that I knew what we were going to do was wrong.  I wanted Justin to fuck me with that huge cock of his.  I would worry about the consequences later.

Justin was watching TV again and when I walked into the living room he looked at me and smiled, “Took you long enough.”

I gave him a wink, “A girl has to look pretty.”

I walked over to him sitting on my recliner, straddled his lap, put my arms around his neck, and started kissing him.  Justin put his arms around my waist and kissed me back.  We made out for several minutes and I was grinding against his lap.  Justin gently pushed me off of him and I stood up.

“Let’s take some more photos,” he grinned at me.  I blushed but nodded and started to take off my bra and he stopped me.  “Not here and not so eager.  The bedroom.”

I led Justin to my guest bedroom and he did not question why that room and not my bedroom.  Justin took his photos of me while telling me how to pose, take off my clothes, and expose my body to him.  After he told me he wanted to make a video of me masturbating and posing and playing with my ass and cumming for him.  He said he wanted it to be like he caught me masturbating.  I told him I may not be able to get an erection and cum so soon and he told me to just do the best I could.

During the video, I did not get an erection at first, as I suspected, but my penis got semi-hard or a little more than semi-hard.   After masturbating and posing for him for a while I was shocked my cock became hard.  Making the video for him turned me on much more than I thought it would.  Justin had me stand up and jerk my hard cock until I orgasmed and sprayed my cum on the bed.  Having an orgasm was another surprise for me.  I cleaned myself and stood there naked and Justin chuckled.

“You called me Daddy again,” he told me.

“I did not.”

He showed me the end of the video when I came and sure enough I did.  I told him I was sorry and it must have just slipped out.  Justin told me not to worry about it.

“We will find a way to satisfy your daddy issues some other time,” he told me. 

The boy walked closer to me and we started kissing again and he started playing with my nipples.  I was moaning into his mouth as he gently pushed me on the bed and I sat on the edge of the bed looking up at him.

“Now you get fucked.  Now you get that tranny asshole stretched out,” Justin told me.

“I…I don’t have any lubricant in here.  It’s in my bedroom.”

Justin took my hand and pulled me off the bed.  “I don’t care what room I fuck you in.”

Justin led me to my bedroom and I no longer cared about my stuffed animals.  The only thing I cared about was him fucking me.  Once in my room, he did chuckle and commented on my collection as I lay on my bed on my side.  I had a king-sized bed because I liked a large bed.  

“Where’s the lube?”  he asked.

I pointed to my nightstand next to my bed.  “Top drawer.”

Justin opened the top drawer, smiled, and pulled out the lubricant and something else.  I blushed.  I forgot my few sex toys were in that drawer also and he was holding up my anal beads.

“Interesting,” he grinned mischievously at me.  “These will be fun to play with another time.”

Justin put the pink beads back in the drawer and took out the lubricant and laid it on top of the nightstand.  I had used various lubricants and found I liked Lynx anal lubricant the best.  It was a water-based all-natural lube made with a hypoallergenic formula.  Even though it was water-based it seemed to last much longer than other water-based lubricants and never irritated my skin or inside my ass. 

I watched as he took off his clothes and when he pulled off his shorts his cock was erect and huge.  I wasn’t nervous about taking it up my ass.  Yes it would hurt for a moment I was sure, but it was a pain I was going to enjoy and I knew it would soon go away and then the pleasure would begin.  Justin lay down on the bed on his side and I moved closer to him and aggressively wrapped my arms around his body, rolled on top of him, leaned my head down, and started kissing him. 

Justin responded to my assertive behavior and kissed me back as his hands moved up and down my body; running them from the top of my back, down to my butt cheeks, and back up my back.  I reached around me and took his erect cock in my hand and started to stroke it and then I moaned when Justin took my right nipple in his mouth. 

“Uhhh…fuck me, baby…please fuck me with that huge cock, Justin,” I begged and gave a grunting moan when he put his finger in my ass and his other hand pulled my head back by my hair.

“Now you are begging for it.  Earlier you kept trying to make me go home, but now you want to be my whore?”

“Yes…please, baby.  I’ll be your whore, Justin.  I need you inside me so bad.  I need you to fuck my tranny asshole,” I continued to whimper and beg.

“Turn around and put your ass in my face.”

I turned around as he told me to and Justin pulled my butt closer to his face while I took his cock in my mouth.  I enjoyed this position.  I felt Justin’s tongue run over my taint and then made a gasping moan of pleasure, muffled by his cock in my mouth when his tongue entered my asshole.  I put my hands on his thick shaft and used both of them to jerk him off while I teased the head of his cock with my mouth and tongue as Justin continued to rim my ass.  When he got it nice and wet and slippery, the boy stuck two fingers up my ass in one hard thrust.

“Uhhhh fuck!” I groaned out loud as I took his cock out of my mouth.  “Ohhh God…Uhhhh…fuck…uhhh, please…ohhh God, please fuck me!”  I shouted out my plea as Justin started fucking me hard with his two fingers.

Justin ignored my begging, which I did over and over, as he continued to finger fuck my ass and took my flaccid penis in his mouth.  Even though it was not hard it still felt good.  A few seconds later, Justin pulled his fingers out of my ass and replaced them with his tongue, and started rimming my asshole again.  He rimmed me for a few moments and then went back to finger banging me, but this time he thrust three fingers inside me and I cried out loudly in pleasure again.  I kept begging him to fuck me, but he ignored me. 

I soon felt his three go deep into me, spread apart my hole, and make circular motions in my butt.  His fingers teased the thousands of sensitive nerves in my ass that could cause wonderful pleasure.  I gasped a loud moan once again as his fingers put pressure on my prostate and I could feel the pleasure of it run through my penis.  I had stopped using my hands and mouth on Justin’s cock because the blissful pleasure he was giving me was too intense and I could not focus.

“Ohhh God…please fuck me…ohhh fuck me, daddy, please!”  I cried out and yes I used the word, daddy, again, but I didn’t care at that point if Justin cared or not.  “Uhhh…fuck…I can’t take it anymore…ohhh God, please fuck me!”

“I need to loosen that ass up,” Justin taunted me and kept using his fingers in my ass.

“It is…baby, please,” I begged again.

“Tell me what you are?  Tell me what you are going to be for me all summer?”  He kept taunting me.

“Your tranny whore.  Ohhh fuck…I will be your tranny whore all summer…God, please fuck me!  I’ll be your whore as long as you want me to!”

Justin tried to push his fingers even further in my ass, “I can do anything I want with you?”

“Yes…ohhh fuck…yes…yes anything!”

I grunted as Justin pulled his fingers out of me and then yelped when he smacked my ass hard.  “Good girl.  Now get off me and lay on your back.”

I did and I watched Justin as he picked the lubricant off the nightstand, spread my legs wide for him when he kneeled between them.  I watched as the boy put some of the lubricant on his fingers and I lifted my ass off the bed and he put his finger in my ass to lube it.  My eyes focused on Justin as he lubricated his large cock.  Justin tossed the bottle of lube on the other side of the bed and leaned down on top of me and started kissing me.

I wrapped my arms around his back just below his armpits, lifted my legs higher so my butt was a little more off the bed to give him better access to my hole, and started kissing him back.  Justin moved his right hand down between his legs and I made a whimper as I felt the tip of his cock press against my asshole.  I didn’t whimper because of fear or pain but because of anticipation and desire to be fucked. 

“Uhhhh fuck…uhhh fuck yeah,” I moaned when I felt Justin’s cock enter me.  “Ohhh God, baby.”  He pushed further into me.

Justin entered me slowly but in a long steady thrust.  I could feel my asshole being stretched open by his large cock.  It hurt but only a little and the pleasure of it was so much greater than the pain.  It had been so long since I had a real penis in my ass, but I didn’t tell him to stop or go easy or go slower.  There was no need to because it felt wonderful to have his cock penetrate me and stimulate the nerves in my asshole.  I had almost forgotten how wonderful it was to have a real penis inside me.

I made grunting moans as the boy kept pushing that amazing, large cock in me.  Enjoying the feeling of how it spread my asshole open, my fingers dug into his back and I raised my head and buried my face into his shoulder.

“You like that?”  Justin asked and stopped his thrust into me.  “You like my big white cock stretching that tranny pussy?”

“Yes…oh fuck yes.  Please don’t stop!  Uhhh fuck, it is so big, baby…please more.”  I pleaded.  I could tell he only had about a little more than half his dick in me and I wanted to feel all of it.

“UUUUNGH!”  I made a loud grunting moaning scream when Justin put the rest of his cock in my ass with one, hard thrust.  “UHHHH  FUCK!”  He held his cock inside me.  “Uhhh, God it’s so deep…uhhh fuck it’s so deep in my ass.”

Justin pulled my head down to my pillow by my hair, placed his elbows on each side of my head, and looked into my eyes.  “Damn, your ass is so tight.  It needs this, doesn’t it? Your tranny pussy needs a good hard fucking, doesn’t it?  I never thought fucking a girl in her ass could feel so good.  Your shemale asshole is better than pussy.”

“Yes…oh baby, yes.  Please fuck me.  Please fuck my tranny pussy,” I again pleaded.  I no longer cared he used the term “tranny pussy” that I found offensive only a short time ago. 

Justin did fuck me and he fucked me hard and for a long time.  He lasted longer than I thought he would have for a seventeen-year-old boy, maybe because he had already had two orgasms that day.  Whatever the reason was I didn’t care I was just glad he did.  He didn’t start slow or easy but started thrusting his huge cock in my ass hard and fast.  As he fucked me his cock stimulated my erogenous pudendal nerve, the nerve that carries pleasurable sensations to a man’s cock and a woman’s pussy as well as the perineum.  The nerve when stimulated that can make a man and even a woman orgasm from anal sex.  I never did and never had an orgasm from anal sex, but damn did it feel so blissful. 

As Justin fucked me hard I could hear my cries and moans of pleasure, his grunting moans of pleasure and exertion, and the bed squeaking.  I dug my fingers into his back and highly enjoyed him fucking me so hard and his hand on my nipple, pinching it hard.  Justin fucked me in that same position for a while and then I cried out when he thrust deep into my ass and again held his penis still.  He was panting and sweating. 

“Don’t stop…please, Justin...please don’t stop,” I begged through my gasping panting.  “Fuck me, baby, fuck my ass so good.” 

“You like that ass being pounded don’t you.”  It was not a question.  “Your tranny whore asshole fucked hard.” 

“Yes…oh God yes…more…please me,”  I answered him anyway.  A drop of sweat fell from Justin’s face and landed just above my upper lip.  I licked it off.

Justin ignored me and looked at my chest.  “You little titties are so sexy and I like your brown nipples.”  Justin leaned down and took one of my nipples in his mouth and started sucking.

I moved my hands down to his butt and tried to pull him deeper into my ass while I pushed my butt into him.  “Please, baby, please fuck me hard again.  I want to feel you cum in my ass.”

Justin lifted his head and grinned down at me, “You need that bad?  You need you ass fucked that bad?”

“Yes…please.  I do.  It’s been so long and your cock is so huge and so deep inside me.  It…It feels so wonderful.”

“Well my mother always taught me to respect my elders,” Justin chuckled at his joke about our age difference.

The boy leaned up to kneel between my legs, grabbed my calves, lifted my legs, and pushed them so they were sticking up in the air vertical to my chest.  I let out a loud moan when Justin pushed his body and pressed his shoulders to the back of my thighs.  He then started fucking me once again.

I thought he had fucked me hard before but he fucked me even harder with the lustful energy and enthusiasm of a seventeen-year-old boy.  As he fucked me he kept pressing my legs up more and more as I placed my hands above my head and pressed them to the headboard to prevent my head from banging against it.  At one point I turned my head to the side and saw that my feet were now parallel to my face.  Justin’s sweat from his face would drop onto mine and I did the best to lick away what drops l close enough for my tongue to reach.  He kept fucking me and besides the same sounds as before, my moans and screams, his masculine grunting moans, and the bed squeaking rapidly; I could hear the slapping sounds of his thighs against my butt cheeks.  His huge cock pounded my tight asshole without mercy.  I loved it! 

Justin would call me his slut, his tranny whore, tell me how he was going to stretch my tranny pussy out, and even made comments about the color of my skin and telling me my black asshole felt so good and tight.  As he fucked me roughly he would have me repeat back to him what I was; that I was his slut and his shemale whore.  I did because I was.  Between my loud moans of intense pleasure I would tell him how huge his cock was, how great it felt in my asshole, and to fuck my tranny pussy with his big white cock.  When his chest was close to my face I leaned up and licked the sweat off of it.

“Ugh, fuck…I’m going to cum,” Justin announced after a while of hammering his big penis in my ass.

“Yes, baby, please yes…cum in my ass, please, Daddy, cum all inside your tranny whore,” I pleaded, and once again the word daddy escaped my lips.   

Justin thrust deep into me and made short jerking motions with his hips as he grunted out his orgasm.  I could feel his warm cum shooting all up into my ass and it felt great.  I did enjoy a man cumming inside me.  As he came I kept verbally coaxing him to cum in me while I licked and kissed his chest that was pressed into my face.  Even though Justin had already had two orgasms previously, I could feel that he still pumped a lot of cum into my ass.  After his orgasm ended, the boy collapsed his body on top of mine panting for air.  I held him tight and started kissing his face and lips and licking the sweat off of his face.  We lay like that for several seconds and Justin pulled his cock out of my ass and rolled off of me to lie on the bed on his back.

“Fuck, that asshole is better than pussy I think,” Justin commented to no one in particular.

I lowered my legs with a groan, they had been bent in the awkward position Justin put me in for a long while, and my muscles were tight.  I rolled over to my side and cuddled up against the seventeen-year-old boy.  I liked cuddling.  His cum leaked out of my ass and it tickled a little and I enjoyed the feeling; something I had not felt in so long.  I placed my head on the boy’s chest and kissed and licked his upper body.  Both of us slick with sweat.  Justin did not ask if I enjoyed him fucking me, there was no need to because the way I reacted and my moans and screams of pleasure told him I did.  I also got the feeling he did not care that much if I enjoyed it or not  I was being used for his pleasure. 

We made some small talk, were silent for a while, and talked again about unimportant things as we lay on my bed.  I glanced at my clock and saw it was still relatively early in the late afternoon and had this idea in my head that Justin would fuck me some more, I could make him dinner or order out, we could spend the evening together fooling around, watching TV, and then we would go to bed where he would fuck me some more until we fell asleep in each other’s arms.  It didn’t work out the way I fantasized.

“You know, Tamara,” Justin told me as he ran his hands through my hair, “I never thought this would happen?  I never thought you would give up your ass so easily or even at all.  When I came over, I thought for sure you would slap me and tell me to leave and call my mother or father.  I never thought it would turn out this way.”

“I should have,” I teased and giggled.

Justin chuckled, “But you didn’t and now you’re my whore.  I have fantasized about so many things I want to do with you and we are going to do them.”

“Like what?”  I asked with curiosity and concern.

“That’s a surprise.”

Justin did fuck me again.  After about thirty minutes of us cuddling, Justin told me to suck his cock, teased me about being a nasty whore who sucked cock after it had been in my ass, he let me rim his asshole again.  Rimming his butthole the second time was so much better because he had been sweating and fucking me and his scent and taste were stronger and more pungent.  Justin told me to get on top of him.   I lowered myself onto his cock slowly and highly enjoyed the feeling of his huge penis stretching my ass open to fit him.  I road and fucked him for a while and then he rolled me off of him and put me on my hands and knees and he fucked me from behind.

He fucked me hard again, pulled my hair, called me a tranny whore several times, made me call myself his tranny bitch, he smacked my ass repeatedly, and at one point the boy grabbed my arms and pulled them behind my back so my head fell to the bed as he rammed that huge cock in my ass hard and fast.  I got a great deal of sexual pleasure from him fucking me and treating me the way he did. 

When he was fucking me, my penis became erect and it did not go unnoticed to Justin.  He took the bottle of lubricant and squeezed a large amount of it on his hand and started masturbating me as he fucked.  He did slow his thrusts when he started jerking me off.  The feeling of having my ass fucked and my hard cock played with was amazing.  I soon moaned out I was going to cum.  Justin took his hand off cock and told me to finish myself.  I placed one arm above my head, brought my knees under me more and, placed my head on the bed, and stuck my ass up higher.  My hand on my right arm started stroking my lubricated cock hard and fast. 

Justin grabbed my hips with both hands and started driving his large penis hard into my asshole.  He would pull it almost out of me until just the head of his cock was inside me and then drive it hard into my ass as far as it could go and then pull it out slowly and drive it hard into my ass again.  The boy did that repeatedly as I stroked my cock and soon I cried out in orgasmic bliss.  My cum was thin but there was a lot of it, as was typical for me when I came while getting fucked, and it sprayed all over the bed below me and some even landed on my chest and chin.  When I was finished, Justin pushed my body down to lie in my cum and continued to fuck me.

The boy took a long time to have his fourth orgasm and while my ass was starting to get sore, I didn’t care.  I loved him fucking me with his huge cock and the way he humiliated me!  When he announced he was going to cum, Justin pulled out of me and told me to hurry and turn around.  I quickly moved my body to take his cock in my mouth, but Justin grabbed a handful of my hair close to my scalp and held my head about two inches from his cock.  He jerked himself off hard and rapidly and then grunted out his orgasm.  His cum came out erratically and was not as thick as before but it was still an abundant amount.  I opened my mouth to catch what I could but most of it sprayed over my face and hair.  When he was done, the boy fell back on his heels and was breathing hard as he caught his breath.  I took his penis in my mouth and licked and sucked it clean.

“Fuck, you are such a slut, Tamara,” the boy told me.  He grinned at me, “I mean that in a good way.”

I smiled back.  I was not offended because I was acting like a slut for him.  “I like how you fuck me,” I admitted.

I moved to lie on my back and Justin got off the bed and went into my bathroom.  I heard him peeing in the toilet and the toilet flush.  When he came back into the room he started getting dressed.

“I can get us something to eat if you want?”  I suggested.  “And some water.”  I was very thirsty and needed to hydrate and I was sure Justin did also.

“No, I have to go.”

“But…why…you can stay the night, Justin,” I whined out.

“No, I need to go,” he repeated.

“If...if you stay the night, you can fuck me some more,” I told him hoping I could entice him to stay with sex.  “I will let you do anything you want to me and fuck me as much as you want.”  I sounded pathetic.

When I was in a relationship, not that I was sure what Justin and I just did or had was a relationship, I was very affectionate but also rather needy and clingy and often got lonely when the man was not with me.  Over the past four years, I was doing well with being alone, but now I did not want to be alone.  I hated being alone when I was involved with a man.  Yeah, I was pathetic I know.

Justin sat on the edge of the bed and I flinched when he brought his hand to my ass, I thought he was going to spank me again.  He didn’t, he just gave my butt cheeks a series of pats.  “I don’t think you understand how this works, Tamara,” he explained.  “You are my tranny whore; something to amuse me for a while, like a shiny new toy.  You are my bitch now.”

I sat up on the bed and put my back against the headboard as I pulled a pillow across my body.  “I…I…I’m not your bitch,” I told him but there was no conviction in my voice.

Justin laughed as he got off the bed.  “Yes you are,” he looked at me and gave me an evil smile, “or how would you like for people to see all of those pictures I took of you and the video?  I can email them our neighborhood watch email address.”

“You wouldn’t!”

“Wouldn’t I?”  I believed he would.  “So what are you, Tamara?”  He asked.

“I…I am your bitch and tranny whore for you to play with when you want to,” I told him.

The thing was he did not need to blackmail me.  I wanted to be his bitch and his whore.  I also just wanted him to show me some type of kindness and affection. 

Justin started to walk out of the room and looked over his shoulder at me.  “I have plans with my friend tonight, but I may come back later and get some more of that tranny pussy so leave the sliding glass door unlocked.”

“Okay,” I muttered. 

I lay back on my bed, the sheets damp from our sweat and smelling of sex and cum, and thought about what had happened that day.  I was not longer thinking about how wrong and taboo it was or that Justin was only seventeen or that I was close friends with his mother.  I thought about how much his humiliation of me, his dominance over me, and how he fucked me turned me on.  I thought about how I wanted more of that and more of him.  I thought about how I was going to willingly become just what he wanted; his tranny whore. 

I lay in my soiled sheets for a while before I got up.  I didn’t bother washing my face or taking a shower just then.  I wanted to smell of Justin and his cum and of sex.  I didn’t change my sheets, I wanted them to smell of us also.  I put on a pair of cotton briefs panties and then my robe and went into the kitchen and guzzled down a bottle of water.  I realized I was hungry so cleaned my kitchen and fixed dinner.

Justin didn’t come back over that night.  I waited up until three in the morning hoping he would.  I fell asleep on my soiled sheets, enjoying their scent.  Yes, my feelings were hurt.  I could be emotional at times when I feel rejected by a man I am interested in on a sexual level.  I didn’t see Justin until a week later at his father’s Memorial Day cookout. 

 

Published 
Written by CuteBlkTG
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