TITLE    : From Straight Male to Sissy Slut
STORYID  : from-straight-male-to-sissy-slut
SUMMARY  : The (quick) progression from white male to bbc sissy slut.
AUTHOR   : sissyashley4bbc@lit
DATE     : 2022-12-18
CATEGORY : transgender-crossdressers
FLAGS    : h
TAGS     : |bbc|black cock|black dick|big black cock|black man|sissy|white sissy|panties|interracial|


Before we get into this, a little bit about me to help you understand my current situation.

My name is Ashton, I am a 25 year old white male. On the smaller end, 5'9", 135 pounds. I'm fit, lots of peloton and yoga, but no lifting.

I am what you would call "straight" -- with a heavy accent on the quotation marks. I am good looking and sweet, so I occasionally get lucky and bring a girl home from the bar.

However, I am cursed with a delicately small penis. I always enjoyed measuring my penis when I feel like I am extra hard, but to my disappointment it has never reached over 5, very skinny, inches.

As you would expect, this was not just disappointing to me, but to the girls I would bring home from the bar.

Nothing like 5 pumps from a needle dick white boy before nervously pulling out and cumming on your belly because I am a premature ejaculator to really get a girl turned on...

Needless to say, I didn't have any repeat customers based on my performance in bed.

About 2 years ago, I stopped even trying to bring anyone home after I walked in on my roommate fucking a girl I had brought home earlier that night.

After cumming literally within seconds of putting my penis in her, she rolled over in disgust. I closed my eyes in shame, laying next to her. I tried to spoon her but she pushed my arm off of her.

Eventually I dozed off, but awoke to an empty bed and a loud moans coming from the TV room. I found Jess getting absolutely destroyed by my roommate Jamaal and his big black cock.

Jamaal never turned to look at me, but I thought I saw Jess wink at me as she moaned in pleasure.

I watched for a minute before tiptoeing back into my room to jerk off to the sound of them. I came 3 times listening to them, I couldn't get enough.

Eventually, when my penis was sore and tired, I went to bed. The next morning, I put Jess's clothes in the hall and hid in my room until I heard Jess leave.

I heard them both laugh when she found her clothes in the hall.

After that, I stopped bringing girls home. Why would I put myself through the shame and embarrassment when I could just smoke some weed, watch some porn, and take care of myself.

However, that night with Jess and Jamaal had buried itself deep in my brain. The pleasure Jamaal's big black cock had brought to Jess was unlike anything I had ever experienced. The moans coming out of her mouth, there was no faking that. And his stamina. He must have fucked her for an hour. I came 3 times just from listening, how many times did she orgasm?

I had always heard the rumors of black cock, and there was always a different noise coming from Jamaal's room when he brought girls home, but I found myself getting more and more curious. I found myself getting hard whenever Jamaal would bring a girl home because I knew I could jerk off listening to them. It was becoming a routine.

Eventually, I evolved my routine. Instead of just listening to Jamaal, I would pull up interracial porn to go along with it.

The first time I watched interracial porn, I couldn't believe how much better it was. The women were so much hotter, and it seemed like they were truly into the scene, no acting.

The same guys always seemed to get the hottest girls...Mandingo, Jack Napier, Shane Diesel. Instead of searching for "interracial porn," I would just search for my favorite black man and look for a new scene with another amazingly hot woman in it.

If I was in the mood for just a classic fucking from a big hard black cock, Mandingo was my search.

If I wanted to see a girl struggle to take a huge width, Shane Diesel.

If I wanted someone more verbal, talking about his big black cock and being cocky, Jack Napier.

I had my favorite girls too, Riley Reid, Piper Perri, and Giselle Leon, but at the end of the day, it was really the various big black cock's that I gravitated to based on my mood.

I already mentioned how I loved to measure my penis, I found myself obsessed with comparing myself to these men.

"How many of my little penises would fit into one of theirs?" I would think.

I didn't realize it at the time, but looking back, I was humiliating myself. Emasculating myself by comparing my little white penis to their big black cocks.

I was nothing compared to them. I couldn't bring women half the pleasure they did.

One day I stumbled across a video of Shane Diesel cuckolding a man by fucking his wife. In the video, he even made him wear her panties.

I came so hard thinking about the idea of wearing panties for a black man.

Eventually, this led me to sissy videos. I couldn't believe the amount of content out there with feminized white guys obsessed with big black cock.

I don't think I went out for a month as I watched and read as much sissy and big black content as I could. I was obsessed. Sissy hypno, black cock trainers, it was amazing.

One day, I built up the courage to order a pair of panties. I found a site called wicked temptations that guaranteed discreet shipping and ordered $100 worth of lingerie. I couldn't just get 1 pair of panties!

I was giddy when it arrived. My penis was rock hard before I even opened the package. I nearly came in my pants as I rubbed my fingers through the lacy lingerie.

As soon as Jamaal went to go out that night, I sprinted into my room to try everything on. I took incredible self restraint to not jack off until I had tried everything on.

Once I got dressed in the last set, a black and pink lacy thong and bra set, I laid on my bed and opened my favorite video of Mandingo and Riley Reid, I reached down to grab my little penis in my panties and came immediately.

I giggled as cum shot through the lace onto my stomach. I kept watching the video and came again about 5 minutes later.

The lingerie felt so good. I felt so sexy.

This stage of lingerie and porn continued for a few months until I felt the urge to go deeper.

All these sissies seemed to truly love anal. Even some of the white girls liked taking big black cock in their asses. I wondered what it would feel like.

I started with a finger, then upgraded to a tooth brush. I found myself looking for more things around the apartment to put in my sissy ass. Cucumbers felt nice, but they were so cold.

One night in a fit of horniness, I ordered a shane diesel replica big black dildo. I came as soon as i pressed order, a wave of guilt washed over me and I immediately changed out of my lingerie to pretend it never happened.

I stopped dressing and watching porn for a few days. I debated throwing my lingerie away, but that Friday, a box showed up and I completely relapsed.

As soon as Jamaal went out I put on a pink lacy thong and matching bra, I opened my computer to queue up a Shane Diesel video, and I opened my box to find the replica dildo.

I bit my lip as I lifted it up. It was huge, much bigger than anything I had attempted in my ass before. And so heavy, were real big black cocks so heavy?

I pulled my aching little white penis out of my panties and laid it on top id the dildo. It was at last twice as long and probably 3 times as thick. I gently thrusted my hips forward to rub my hard penis over the superior big black dildo.

I wondered how it compared to Jamaal.

I started the video, covering the dildo with lube, laying on my side. I moved my thong to the side and tried to press the dildo in, but it was too big. I kept trying, but no luck.

I decided a new position might help. I stood the dildo up, and squatted above it, which naturally spread my cheeks further apart.

I slowly lowered myself down but was met with significant resistance. I looked at the porn for inspiration, she was also struggling to take Shane's big black cock.

I bit my lip and forced myself down further. I moaned in pain as the the head finally popped in.

I stayed like that for a minute, knees shaking, as I adjusted to the big black dildo in my ass.

The poor girl in the porn looked like she had adjusted and was reaping the rewards of a big black cock, so I decided I should forge ahead too. I deliberately slid down further, inch by inch until my ass hit the bed.

I moaned and rocked my hips, proud of my achievement. I noticed a wet spot in my panties. I was leaking precum in my pink panties.

I reached down and wiped my finger against the tip of my penis, scooping up some precum. I brought it to my mouth. It was warm, salty. Unique.

I began to bounce on the dildo, it felt good. I had grown to love my smaller makeshift toys, but this was next level. I felt so full. I understand why people say size matters. It wasn't even comparable. Sex with a big cock makes sex with a small penis not even feel like sex, it's like a completely different act.

I reached down and grabbed my little penis, pulling it out of my panties, feverishly pumping it as I quickly came all over my sheets. I continued to ride the dildo until my orgasm subsided.

I closed my eyes and pulled the dildo out my ass, drifting off to sleep.

I woke up the next morning as morning light streamed through my windows. I opened my eyes to see I had left my laptop up, the end scene of the shane diesel video remained up, i was still in my lingerie, and the big black dildo laid next to me.

My ass felt sore as the thong rubbed against it. Not a painful sore, but like a post workout sore. It felt kind of good and brought back memories to last night.

I heard footsteps outside and panicked. What if Jamaal saw me like this? I was always very careful to clean up and go to bed in boy clothes, did he open my door last night?

He was talking to a girl, whew, no chance he would have stopped to open my door if he was preoccupied with preparing to fuck another white girl into loving his big black cock.

But as they walked passed my room I heard some giggling, "leave her alone," I heard Jamaal whisper, "she would be mortified if she knew that we know."

"You're no fun," she said, before I saw my doorknob turn.

I quickly shut my laptop and pulled my covers up to my chin.

"Good morning!" the girl said.

I opened my eyes, pretending to wake up. It was Jess, she came back for more.

"Oh hi Jess," I said, pretending to by groggy from just waking up.

She was wearing a tight red dress, she looked like she had gone through the ringer last night. Still sexy, but disheveled. Not much different from my current state.

"Looks like we both had quite a night," she said, winking at me before giggling, closing the door and walking out.

I covered myself in my blanked as my mind raced. What the fuck did they know? When did they even get home? I was so caught up in playing with myself, I'm not even confident that they didn't come home early and hear me riding the dildo and watching porn.

I moaned in embarrassment as my penis stiffened in my panties as I thought through my predicament.

I heard the front door close, Jess was gone. But instead of walking past my room, I heard Jamaal stop at my door and walk in.

"Sorry about her," he said, sounding sincere.

I pulled my head out from under my covers, he was standing there in just his boxer briefs.

He looked so masculine and strong. Like an underwear model.

He walked over to my bed and sat down, "you don't need to be embarrassed. It's very normal for white boys to experiment with their feminine, sissy side. I just had no idea you were this deep," he said.

I just stared at at the wall, facing away from him. I didn't say a word. I didn't know what to say. I was mortified.

He continued, "We came home last night and heard some noises, so we looked in your room and saw you jacking off while riding a big black dildo in pink panties. I'm not going to lie, you looked so sexy. Are you still wearing them?" He asked, reaching towards my ass under my covers.

I moaned as he groped my ass and felt around to my crotch, rinding my hard penis stuffed into my panties.

"That's a good girl, hard as a rock. As Jess already told me, not much there though," he said as he circled my penis with his finger.

He crawled into bed next to me, spooning me. I felt his big black cock press against my ass. As expected, it felt huge.

He kept circling the tip of my penis with his finger as he nibbled my ear.

I moaned.

"You know, I've never been with a sissy," he said.

I felt him gently pull my hips back into him, his big black cock was getting harder.

"Have you ever been with a real man?" He asked.

I shook my head no. Where was this going? This was moving too fast.

I moaned, as he continued to toy with my delicate penis over my lacy panties.

With his other hand, he reached down and I felt him move the back of my thong to the side, he rubbed my asshole.

"Still nice and wet," he said and he toyed with both my ass and my penis.

After sliding his finger into me, he pulled it out. I moaned and pressed my ass back into him as I felt him move his hips to take his boxers off.

I heard him spit and rub his cock before he placed it against my asshole.

"Are you ready to take the next step?" He asked.

I nodded yes and closed my eyes, bracing for impact. He held my hips tight as he pushed his big black cock into me.

"Oh my god," I moaned as he slid into my ass that was still sore from last night.

I expected it to hurt given how sore I was, but his big black cock actually provided relief.

I moaned in pleasure as he rocked his hips, fucking me in amazing rhythm.

I leaned my head back into his chest. He big my ear as he continued to fuck me.

My little penis was so hard, aching in my panties. I reached down to jack off, but he stopped me, grabbing my wrist tightly.

"Don't even think about it," he said sternly, "focus on my big black cock deep inside you."

I moaned as he continued to smoothly fuck my sissy ass. His technique was amazing. He felt so good.

Soon, as he picked up his pace, I felt a strange feeling, like I about to pee. It kept building, building, building, until BAM! He he jammed his big black cock into me one last time, my little white penis exploded, shooting rope after rope of cum into my panties and onto my bed.

My body convulsed.

Knowing what happened, he flipped me onto my belly and picked up his pace, hammering into me with his big black cock.

My body bounced off of the mattress so my ass would meet his thrusts as he destroyed my ass.

After a few more minutes, he gave one final thrust and held his big black cock as deep into me as he could. Grunting, he shot is cum into me.

"That's a good sissy, take my cum," he encouraged.

He pulled out of me and leaned back against the bed.

"Why don't you come clean me off sissy, time to talk about our new arrangement," he said.

I opened my eyes and rolled over, I wanted to see the big black cock that just fucked me silly. I was now fully a big black cock addicted sissy.

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