Dillon/Dilly

I used to have a weekend job working for the NY Times in NY, NY. Every weekend I'd come in and do my shift and go home and almost every weekend they'd place me in a different department. I guess so I was familiar and well rounded with every aspect of production of the Newspaper. One weekend I was placed In the circular department. This is the part of the Sunday paper where the coupons where inside. I introduced myself to my team and there was a little frail White boy named Dillon/ Dilly.
I'll never forget Dillon because when I first saw him I noticed that he had no facial hair (beard/mustache) and looked like he was either a twink or just didn't want it to grow. I also noticed that the rest of the team didn't interact with him much. Anyhow, the next weekend instead of being sent to another department I was sent back to the circular dept. It was cool because there were no younger people there, so all of the chit chatter was nill. Anyway, Dilly had no idea that I was Bisexual nor did he know that I love skinny White f*ggots, but I kept that to myself. We talked here and there about random shit, but it was rather we talked or we didn't. One weekend NYC forecasted heavy snow and unlike other jobs, the Newspaper doesn't shut down because of bad weather. When I came in I noticed that it was a skeleton crew in the circular department and I really didn't know what I was doing but I could make it work if I had to.
As I was waiting for the shoot to start Dillon comes in. He had a coat with his hood up and fur around it and the way his hood was fastened he looked like a chick. His lips were glossy with vaseline and something about him turned me on and made my dick hard. It was as if his feminine side was on display that evening and I noticed it.
Around 10pm the presses started and the shoot became active and for some odd reason Dilly stood next to me, maybe 3 feet away. I made small talk about the snow storm and we shared a few picks and points and then Sunday's papers started rolling out. The assembly line was only 3 of us and the third was an older woman named Renee and she always had her headphones in. Dillon and I shared a few jokes and laughed as time flew off the clock. At 3am, our scheduled lunch break the Supervisor told the entire plant that it was agreed by the Execs that the weather was ramping up and we're allowed to leave early if we want to. Dilly and I spoke about Video games and a few games we had in common. And that conversation lasted until the announcement. My dick was so fucking hard that I had hid it a few times with a paper and pressing my body against the assembly line shoot, but for some reason I just wanted to fuck Dilly.
We both opted to leave early as the storm intensified. I lived in Queens and ironically so did Dillon but he lived 6 stops before me in Forest Hills, as I lived in Jamaica Queens. As we left the NY Times Plant it was a complete white out outside. Snow and the wind was blowing everywhere. Dillon had zipped up his coat and fastened his hood. His lanky body literally made him look like a petite Woman and the way his face looked in his hood with the fur all around so you could only see his eyes, gave the impression that he was a she. As we made it to 9th avenue and 32nd, the snow blew across the street. I don't know why but I guess Dillon seeing me blowing my hands to keep them warm offered me to put my hand in his coat pocket. I thought about the offering and at first denied it. We crossed the desolate street, our coworkers all either had rides or walked in different directions, my embarrassment slowly dissipated and before we reached the middle of 32nd street I slipped my hand into his Northface pocket. We continued to walk to 8th ave across the street from Penn station and my hand was a fist and so was his. As we made it to Madison Square Garden/Penn Station entrance, the desire was too strong for me to ignore, so I opened my fingers and forced his hand open, and it opened, slid my fingers interlocking and he didn't resist and we secretly held hands all the way to 6th ave and 34th street. As we walked up the blocks to the train station I looked at our reflections in the windows that we passed and his reflection actually looked like a female. As we made it to 6th ave we noticed that the Station was closed, so instead of walking to 23rd street, we walked up to 42nd, still holding hands, interlocked, tight. We saw other people walking but the streets were bare bones because of the snow storm. As we made it to 40th and 6th ave, after good conversation walking I suddenly stopped. I pressed Dilly against the railing of Bryant park and looked at his shivering frail body. Dilly looked me in the eyes. I inched closer and closer. I reached for his draw strings and loosened them ever so slightly, mashed my face into his hood and tongued him down right there on the fence. Dilly accepted the French kiss and didn't once push me away. It was passionate and sincere. It was earned and was sensual. We stood there making out right there on 6th ave at 330am on a Sunday morning. His lips were soft and judging by his panting I knew it was well received.
We ended up walking thru the turnstyle and down the stairs unto the platform. I made sure Dilly kept his hood up covering his face. I whispered to him as the train was pulling into the station to keep his hood tight and stay close. We even joked about being Mugged just to have something to talk about. The (F) train usually runs Express in the early morning hours in Queens, and it was nice and warm. We sat in the back of the train car in the last 3 seats and I pressed him to squeeze into the corner. He literally looked just like a bitch and no one could tell. As he began to warm up his hand came out and back intertwined in mine. Very few riders were on the train, maybe 7 of us all spaced out in the train car and no one near us really. I whispered for him to invite me over and Dillon said nothing. I offered to go to my place and he didn't respond either. The (F) train enters 74th street Roosevelt and the conductor said that the train is going express. The train car nearly emptied out with only 4 of us remaining to the next stop Forest Hills. I turned to look at the other 2 riders that we shared the car with and one was sleeping and the other face was buried in his phone. I turned my back to the other passengers and faced Dilly. I pulled the draw strings all the way down, cupped his face and mashed my lips on his. Again it was well received and passionate. We tongue kissed, sucked each others lips and I made his hand grope my meat. We slob so hard that the kiss was sloppy.
As we entered the station of 67th street, still express I whispered to Dilly "what are we gonna do, because I want to fuck you tonight?". Dilly said nothing. As the train existed the station Dilly stood up and turned his back to me zipping up his coat. I panicked a bit because I did force myself unto him and I didn't stop. The (F) train pulled into 71st and Continental Forest Hills station. Dilly turned around to face me, face covered by the fur with only eyes showing. I sat there as the train was slowing down patiently waiting for an answer. As the brakes screeched to a halt Dilly stood in front of the double doors waiting for them to open. No goodbyes, or farewells and no I'll see you tomorrow. The doors opened and Dilly walks out. I was a bit heartbroken, not even gonna lie. I don't come out of my shell often and when I do, it's a damn good bet that some action is going to happen.
Maybe 5 seconds later Dilly reappears standing in the doorway waving me to come on! I hopped up immediately, dick damn near so hard it could poke an eye out. Dilly grabbed my hand and it was at that moment I saw the full feminine bounce I never saw before. Dilly was sashaying, switching his hips and bopping up the stairs still holding my hand. As we made it up thru the exit turn style and up the stairs to exit the station, I zipped up my coat and Dilly walked in front of me. I pinched whatever ass was there and Dilly giggled. The closer we got to the street the steps were covered in snow. This time Dilly placed his hand inside of my coat. We walked for nearly 7 blocks almost to Kew Gardens which would've been the next stop on the express. We entered now(her) lobby and now (she) found her keys and opened the lobby door and we entered. We stood there waiting for the elevator to come down. Dilly unzipped her coat and the elevator door opened. We entered and I pressed Dilly on the inside wall of the elevator and thrusted my tongue in her mouth. Again, passion wasn't the word. There were no words to describe our actions, they just were.
The door opens to the 7th floor. By this time my belt buckle was undone, coat open, dick still crazy hard and my hands wrapped around Dilly's skinny shapeless hips. As we entered her apartment, it was well kept. No dust, neat, organized. I reached around from behind and unbuttoned her pants and pulled them down violently to her ankles. Dilly wasn't wearing any underwear and when I was about to pull my rock out, Dilly opted to take a shower. I was hands on and kept tugging and pulling butt cheeks apart, but I had to humble myself because I was a guest.
Dilly disappears in the bathroom as I made myself at home standing in front of the window watching the snow pelt and scatter in the four winds of Queens, NY, all the while gripping my swollen BBC. I heard the shower turn on and the shower curtain open then close. I sat there on her couch and rubbed a nut out while I waited for this skinny white bitch to come out. Took maybe 4 minutes and I came everywhere. It was so much cum that I wiped it in my pants pocket. "What a relief" I thought but I still wanted that ass.
20 minutes turned into 40 minutes and I had to piss. I knocked on the door and Dilly answered and I explained that I had to use the bathroom and when Dilly opened the door to let me in, she was in full makeup, lingerie and a garter belt with stocking. I was impressed. I sat on the toilet to piss and Dilly was still making herself pretty.
"Let me run your bath water baby" Dillon replied as I was sitting on the throne watching my slippery bitch boy get pretty. "I'll wash your back if you want me!". She damn near forced my hand by turning on the tub water. "Call me Dilly. I like Dilly better. I'm Dillon at work. Off the clock I'm Dilly".
I sat there on the toilet watching this slinky fuck toy switch from Introvert Newspaper Sorter to a submissive lipstick Sissy Snow bunny in 40 minutes. Dilly and I stood there tongue kissing while the water filled the tub. Everything was soft and inviting. Dilly keeps eyeing the water level all while my tongue slid in and out of her soft lips. I stuck a finger in the tub and it was warm enough to slip in. Dilly sat on the toilet and unbuttoned my pants, then unzipped them and pulled them to my knees. I had sweat pants on because winters are brutal in NYC. Dilly palmed my ass while pulling my sweatpants off as I stood there watching her like a Hawk. She ignored my hard dick, but managed to cup it, as she looked up into my eyes, while her eyes widened in amazement. I Slipped my feet out with her guiding them everyway. Dilly stands up while running her skinny fingers up the side of my ribcage ever so delicately. Almost like a tender Mating dance. As I stood there completely naked and entered the tub, I watched Dilly pick up all of my clothes and fold them up like she worked in a garment store with precision. She meticulously brushed them with her hands free of lint and other impurities. I sat in the tub while she left the bathroom with my folded. All the while thinking of myself as a Roman Emperor and Dilly being my Eunich. For a swift moment I pictured me having a Wife and having a Paige and my Paige being more enticing than my Wife.
Dilly returns with a hand cloth and a bar of soap and handed it to me. As I grabbed it, she sat on the lip of the tub facing me. Every portion of him was her, as he disappeared and she appeared. I washed myself and Dilly helped me. She was tender enough to caress a kitten, but firm enough to clean the dirt and grime away from my pretty Brown skin. I stood up and Dilly soaped this luxurious Copper body, while my Black cock jutted out. She washed that too. She washed my balls and between my legs. We spoke few words to none at all as she knew her place. After 20 minutes of soaking and washing Dilly lets the water out of the tub. I emerge left foot right foot into a full body towel held by my White bitch. She covers my entire body in cotton. She then wraps the towel around my entire body and hugs me in the process. I stood there feeling her hands begin to wipe the beads of water off, while looking at her backside reflection in the mirror, I was floored. Her body was exactly the way I thought it would be.
We leave the bathroom and into her bedroom. The bedroom had long haired carpet and was warm enough to lose the towel. As I was about to lay on the bed, Dilly stopped me mid stride and said, "I want to lotion your body!" I stood there while Dilly grabs a bottle of lotion, squirts generous amounts in her hand, rubs her two hands together and softly starts at my neck and works her way down my Black body. She takes her time making sure not to miss a spot. I so wanted her to hurry up and get to my dick, but she was ritualistic. By the time she made it to my BBC, it was her lips that massaged saliva all over my dick. Licking, sucking, gentle tugs and pulls, her lips were prime and what a reward I thought. She'd pull away from my gentle blowjob just to fill her hands with even more lotion and finish my thighs, ass and lower legs still with my dick in her throat, still sucking. At this point my dick is glistening. Then she stands to her feet, slips into the bed, shuts the lamp light off and finger gestures me to come in. I ease in like an Assassin. Her legs were completely shaved and slick, as she had lotion them herself. I was tired and so was she, but nothing would or could stop me from poking that white ass, and she was onboard. We kissed some more and then she revealed something to me as we briefly stopped smooching. I followed her lanky arm in the dark as she fumbled around for the lamp switch, click, "Look!" as she pulled the covers and blankets from her simple pale body, "Look at my dick!" she gasped, "what the fuck is this?" she exclaimed. I had to adjust my eyes from dark to light and when I looked at her junk, it reminded me of a whistle. "I am useless to a Woman. I tried. I really did. But most women embarrass me. They laugh and make jokes. And it bothered me. So I convinced my ex girl to buy a strap on and fuck me because I am not a Man and I cannot satisfy her or any woman". Dilly's eyes filled with tears.

I lean over to turn the lamp off and look at the digital clock on the dresser, "5:53am". I snuggle in with my new Bitch. I pull her body close to mine. I feel her tears on my naked chest. I feel her fingers swirl my chest hair. She nestled her nose into my neck. We laid there with the Snow as our television and watched the sky brighten but still cloudy and still snowy. She dozes off first. My dick slowly droops and withers. We share our sleeping embrace and I thought to myself, "could I keep a secret? Could she keep this secret?" Dilly is snoring at this point and I am fighting sleep. My little white bitch is comfortable with me. Let me not bother her fine ass. So I finally give in and fall asleep with her body neatly curled into mine.


3:39pm I wake up. The bed is empty, Dilly is gone. I lay there regretting not fucking her and I wonder where is she at. I close my eyes and my nose tells me the truth, "someone's cooking?". I slowly creep out of bed. I sit on the edge of the bed and look out of the window. Still snowing I see. I stand to my feet and the streets were completely covered. I reach for my sweatpants and socks and my sweater and put them on. The smells from the kitchen are even more pronounced as I follow the scent. Dilly is still Dilly, but a cross between Dilly and Dillon. And I am aroused again. Standing in the kitchen is Dillon, in a long button down shirt, high socks and fumbling on her phone. I slowly creep behind her but she knew I was there and snaps around. That's when Dilly materializes. The kiss that I put on her lips was welcomed. We stood there with her pressed against the island counter lip locked. I grabbed that ass squeezing it with all of my strength and Dilly let me. There's my Black dick again, rising to the occasion. "I got a call from the Job and they offered anyone to come in but it's optional?", as my tongue licks her neck. I unbuttoned 3 buttons on her shirt and there were no breasts to suck, but if there were I sucked them off of her chest because I was trying. Dilly weighed about 118lbs as I scooped her up like I'm carrying her over the threshold and into the bedroom. Still violently kissing, she laid on her back as I placed her skinny body down. My sweatpants were around my ankles. She raised her skinny legs and put her heels on my shoulders and without a care in the world, I found the hole and was about to stuff this 8 inch dick up that butthole bare, "No, I got condoms. Here!" she pointed at the dresser drawer. I pulled it open and blindly stuck my hand, still kissing those soft lips, in until I found what felt like a condom. I ripped the wrapper and slid that on. ""I've never been with a Man before, especially a Black Man. Go gentle because I am technically still a virgin. My savage nature overwhelmed my gentle intentions. I rolled the condom down my cock and met her at her back door. She was nervous. I felt her apprehension. Her head tilted to the side and her eyes closed. I grabbed her small ankles and hoisted her ass high. I wanted to make sure that I had a straight bullseye up that Pussy ass. Dilly called it her ass pussy, but I corrected her , "It's called Pussy ass" and she chuckled. While my hands gripped her ankles I spit in her butt. She moaned a little as I lined up that hole ready for my pipe to penetrate. "I have lube, I have lube!" as she pointed to the drawer again. I let one of legs off of the hook while holding the other one. She panted, eyes still closed. I fumbled around in the drawer again and felt a lube packet. Instead of putting it directly on my dick, I placed my knee at the small of her back, ripped the lube pack open and applied it. I watched it slowly ooze inside of her Pussy ass. She quivered and even said, "it's cool" in her best feminine voice. My dick grew an extra inch. I slid my dick in ever so slowly and that's when she opened her eyes, "go slow. go slow!" "easy, easy. Please!" Dilly's body shook, her hands pushed my stomach. My mind wanted to agree but my body said fuck that.
Once my dick was all the way in I must've took maybe 8 or 9 slow strokes and the Alpha appeared and I sped up. She begged me to go slow, and I did whenever she said it. But as the passion kept flowing, my aggressive nature showed up ready to pop that cherry. Dilly started sliding up the bed and me and this dick chased that pussy ass. There's nowhere to run. Dilly gasped and after so many tries of her palms asking me to slow down, Dilly just gave in, as I chased her head to the wall. There's nowhere to run. Dilly screamed and I kept pushing this dick up that ass. Even her Man voice tried to come out but it didn't stop me. Every time she attempted to suggest that I go slow, I pushed my mouth on her lips and threw my tongue down her throat. I was horny and I kind of regret that to this day, but in the heat of passion, I didn't give a fuck. Dilly squirmed and wiggled. Her body to frail and weak to stop me. I dug that ass out, purposely. I fucked her beyond her safe word. She moaned as I snatched my Big Black Cock out of her Pussy ass, flipping her into whatever contorted position I wanted her in. She was in pain. She damn near begged me, but I didn't care. I was determined to slay that fine white pussy and nothing could stop me. It went from "hey, lets have passionate sex" to "Oh my God, what have I gotten myself into. Please take it out!". And I kept going. Dilly whimpered and pleaded and it all fell on deaf ears. Dilly was compromised and could no longer plead. Her lips accepted every kiss and her body accepted every stroke. Dillon entered the sex and told me he had enough. And it was at that point that I was about to cum. I sped up and Dilly vanished. Yes Dilly was still dressed like a Female, but Dillon wasn't having fun any more. Faster, faster, I piped that Pussy ass, and Dillon moaned like a Man getting fucked would. As I kept speeding up I kept digging deeper and deeper. Dillon's muscles began to work and it went from "giving me that hole" to "Get out of it". Dilly returned briefly and said "are you about to cum?", as I forced this dick deep in that butt. Pushing, digging, deeper, deeper. Dilly sung on every single Octave: Soprano, Falsetto, Alto, Bass and Baritone as I pounded that Pussy ass with no signs of stopping until I came. Dilly finally grabbed my head, at the jaws with both hands cupping my face, she said "yes fucking take it. Beat it up baby. Yes, yes. Yes!!!" and at that moment I came. I thrusted this dick inside of her so deeply that Dillon vanished and Dilly screamed and so did I. I made sure to push it all of the way in.
We laid there for what felt like a few minutes with my dick still snug in that ass. Dilly's body was all twisted up in the corner of the wall, head board and sheets. I slowly slide my dick out. The condom full of sperm. Dilly's ass was swollen and raw. After pulling my dick out I grabbed her to pull her into me and she slightly refused. I mustered what little strength I had left and forced her to hug me and she did.
We exchanged not a single word and I made her hug me back.
This wasn't the last time I forced my little White f*gg*t bitch to submit.

I have other stories of Dilly and I.
Published by BBCProfessor
15 days ago
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