Date with Destiny

By Ken Hooker

Published on Apr 10, 2020

Transgender

My Date with Destiny

As always dear readers, please contribute to Nifty to keep the site free!

Part 2.

Anthony and I started to seriously date after that with my dressing feminine right after I got home each night and staying as Kandi on weekends. Three months after we started to date, I transitioned at work to Kandi on a full-time basis and this created a few problems since I did wear some nice 'sexy office attire' and actually had guys start to flirt with me which made Anthony jealous. I made up a reoccurring Wednesday meeting between he and I so that when he came into my office that first time, somewhat pissy on why I had called a vague meeting, I just asked,

"Did you see what I was wearing this morning, Boo, before I put on this sexy tight dress? No? Well I have on thigh highs, a cheeky panty that matches the Bra you bought me for our 3-month anniversary of dating. I thought it would be appropriate to wear it at this meeting. Now can you close my door, lock it and come to my desk please?"

He did as I requested and as he stepped to the edge of my desk, I sighed, pulled him close by his belt and then undid it, pulled his magnificent black cock from his pants and started to fellate him at my desk.

"Shit, Kandi! What are you doing? We could get caught!"

I noted that he did not try to stop me, and I stopped sucking on his cockhead long enough to say,

"I don't care if we get caught. I care about my man thinking I would even think about any of these other guys when he has this wonderful thing to control me with."

I did not let him argue and just stuffed him back into my mouth until I was rewarded with his treasured semen. I made sure to kiss the head of his big black cock before putting it back into his pants. Licking my lips and smiling up at him I asked,

"I hoped you liked that baby? I plan on making you feed me a protein shake every Wednesday going forward. Now, what were you so angry about a few minutes ago, Boo?"

"You a crazy bitch! You know that, right? I think that may be why I love you...or maybe it is your amazing capacity for great, kinky and wild sex!"

"You Love me!? I Love you too Anthony. Don't forget that when all these guys are flirting, I. Love. You! Now get out of here you big dope, before you make me all weepy and I mess up my makeup!" I happily scolded him.

Anthony left with a grin on his face and I am sure the entire office knew what happened after he smirked and blew me a kiss as he exited and asked loudly,

"Door open or closed, darlin'?"

"Open, please Mr. Johnson. Thanks for the frank discussion and I look forward to another next week." I said trying to sound professional and not like a woman who had just blown her boyfriend at work.

Work seemed to go on as normal without any perceived gossip that week about our 'office meeting' so I started to relax and looked forward to our next Wednesday meeting. That Friday, I made sure to wear a short denim skirt that was super tight and only came to mid-thigh, pantyhose, red heels and a cute long-sleeved red silk top, with a red bra and cheeky panty. He was squirming all the way to work with my hand resting on his leg while he drove. I think I MAY have upset him a little bit when I lifted my hand and actually undid a button to show off some cleavage, complaining about how hot it was and that maybe we needed to make it a short day so he could take me out to dinner and a little dancing.

He almost growled about wanting to feed me now and dance instead of work due to my being a slutty assed tease! I acted shocked of course, but I think my smile belied my innocence!

As the day wore on, I made sure to bend over and present him with my ass or my exposed chest while passing his office and he just got more and more flustered until he called me and asked when I would be ready to leave....I looked at the clock, saw it was almost two and responded with,

"Well Mr. Johnson, I have some things I need to finish up on, but can leave at three if need be? You are, after all, my ride." I put in an emphasis on that last word and maybe a not to subtle giggle at the end. "Will that time be OK with you?"

"Yeah that will be fine. See you at the car then. Maybe we catch some food on the way home? Chinese?" he responded a little gruffly, but I could hear the resignation that he knew I was teasing just to make him hornier. Apparently, it was working quite well!

At three, I made my way to the car and could not help but to upskirt him in the short denim skirt. Anthony just shook his head and mumbled something about being a cock tease. I ignored it with good grace and reached over to open his door as usual. He drove us to the new Chinese place that had the cook at your table and while we were waiting, I excused myself to the powder room. Once there, I pulled out the little snips I carried, and cut out the crotch of my pantyhose after using the toilet. I quickly put a few drops of lube into my ass, pulled up my panties and hose, threw the crotch into the bottom of the garbage and headed back out putting an extra bit of swish into my walk on the way out so he would know what I had in mind in case he did not already know.

We ate a great meal and the cook was quite entertaining and as he cleaned up and we were still nibbling and awaiting our ice cream, I put my hand right on his crotch and whispered in his ear,

"We need to go to the bathroom now. I want a protein shake instead of ice cream, Boo."

I did not wait for an answer, but stood, took his hand and led him inside the lady's rest room and locked the door. Squatting in front of him I pulled his massive black love rocket out and started to suck on it so that it was nice and wet with my spittle. Anthony had been patient with me for sure, but as I started to suck his black cock into my mouth, he took my head in his hands and forced it down my throat, balls deep, and grunted,

"Bought time I fucked this teasing bitch real good after her fuckin' teasing me with it all day."

I tickled his balls with my hands to coax his sperm to readiness and when he pulled out to force it back down, I put my hands on his shaft and was able to stop him from forcibly fucking my face and tell him,

"Fuck me, fuck me hard and fuck me now! I been horny for your big cock all day long, Boo. I need it and I need it now!"

Lifting my skirt, he could see I had cut open my pantyhose so he lifted me up into his arms, pushing me against the wall of the restroom and forced his cock into me balls deep on his initial thrust to my loud impassioned moan of pleasure. His strong arms wrapped around me so he could grip my ass to use as a lever in assistance of his maddened pounding of my ass pussy. I clung to his shoulders and wrapped my legs about his waist and softly cried out for him to 'fuck me' as his love missile drove into me repeatedly in hard short stabs until he stiffened and his rocket exploded into my bung hole making me cry out that I was coming. He softened and I was let down and both of us quickly cleaned up, straightened out our clothes and walked back out to the restaurant to sit down just as our ice cream arrived.

Saturday night, I dressed as slutty as I could manage in a shiny pink spandex haler top minidress, a light purple thong and some white fitted thigh high boots that only had a 3-inch heel, but still gave me that 'come fuck me' look I wanted. With no bra, my mastectomies had the nipples poking through slightly like a little puppy dog noses and I knew it would make Anthony crazy hot to fuck me later while we went out to the Dv8 club again and danced for several hours. Well a more accurate statement is that we had several hours of foreplay in public as we kissed, ground and dry humped our way to being politely asked to leave by the manager accompanied by one of his bouncers.

At home, Anthony took me straight to bed and, to put it modestly, fucked me till we both passed out in sexual exhaustion! I woke up the next morning to him pounding into me again from behind and when he finally climaxed, it did make me ooze out a dribble of whatever reaming come I left in my now tiny balls. Due to the hormones I had been consuming, even my once proud 5-inch penis was now only about 3-inches in length if it got hard at all and was easier every day to tuck and tape back hidden.

For about another month, we dated pretty hot and heavy with me getting more daring and he is keeping me stuffed with the one thing I wanted more and more each day.... his big black cock inside my mouth or ass. He was, however, starting to ignore my cleavage since it was from falsies and at our 4th month of dating, I took a Friday off and went in to the clinic and had nice round "C" cup implants done. I rested all weekend and was back to work on Monday with no one the wiser and now the shake of my breasts was from 'my breasts' and not my mastectomies! Once I had the stitches removed, and the swelling went down, along with the soreness, I could not wait to have him tit fuck me and when he spurted on my face and into my waiting mouth, I used whatever did not make it into my hungry mouth as an oil for my new breasts to make them all shiny and attractive for him. The hormones I had been on for the past 4 months as part of my transition, had definitely smoothed my skin, plumped my chest and rounded my ass, but the best part was that the sex, aerobics and general activities had toned me up nicely. I was down to about 125 pounds but had rounded out in a more feminine manner than my normal lithe, lean build. Now with my natural breasts, I made a sexy hot bitch who had no trouble hiding her small penis or as Anthony called it, "my sissy clit" in her clothes. Mid-June, Anthony surprised me and many others during our company picnic by proposing and using a giant two carat ring to seal the deal.

I was on cloud nine for several months and then plummeted to ground zero in a panic of wedding plans and setup trying to get a caterer, music, location, bachelorette party, and most importantly, dress shopping! I was able to track down Janet so she could be my Maid of Honor and asked two other girls we knew, Rachel and Cindy, as bridesmaids. Rachel was medium height and wide hipped with long flowing red hair and Cindy was a tiny petite thing with short blonde hair. All three ladies would be perfect matches with Anthony's Best man and groomsmen.

Janet, Rachel, Cindy and I ended up going Wedding dress shopping that Saturday and I picked out 3 choices to try on. The first was a traditional style with a big sweeping bell skirt, the second one was a much more modern one that had a tighter fit, mermaid style that was simply covered in lace and pearls. The third style was more a mix of modern and sexy with a body conscious fit of a lace cover over a white minidress type shell that had a nude back.

The wedding dress I ended up getting was the 3rd one I tried on and it was like wearing a long elegant evening gown in all white lace and nude nylon. The under dress itself was white with a princess cut across the chest and was very body con, with the back plunging down to just above my rear and ending at mid-thigh. The lace cover would end up flaring out into a train. The cover was a ivory white lace, covering the whole thing except the very back. The sleeves were all the way to the wrist and ended up in points over the top of the hand. It had a high slit to about the mid-thigh in the middle front that matched up to the under part of the dress so that the tight fitting and flowing style allowed ease of walking instead of that hobbled walk the mermaid one seemed to have. Paired with my white 3-inch heeled pumps, this was perfect!

Then it was shopping for something old, new, borrowed and blue. Janet came to my rescue and gave me an old garter belt we had used when we dated. Rachel let me borrow her pearl earrings that wrapped up and around the ear as part of an 'ear cuff' design making a big pearl shaped "C" at the edge of my ear and also dropped down about 2 inches in a sexy dangle from the lobe. Cindy, the little minx, bought me a powder blue thong panty, back seamed white silk hose to cover the rest of the needs. After all that shopping, we were hungry and had to get some food and drinks.

We hit a pub downtown, eating and sipping a few margarita's when Cindy said they had a surprise for me since it was now about 6 PM, we had another stop to make. The girls ended up taking me to a ladies strip club and we partied hard, a really good looking, over the top, well-built Hispanic guy started to dance up close to me since the girls were feeding him cash, until he took me up on stage and started a slow grind as part of the 'bachelorette party' that had been arraigned. In a bit of embarrassed, drunken fun, when he placed his crotch in my face, I could not help but to lean into it and sucking kiss his bulge to a chorus of shouts, cheers and applause. Mike ended up taking me back stage for a 'lap dance' and I had to laugh at Janet, Rachel and Cindy following us back so they could watch me get embarrassed by his sexual advances. Sadly, I was just drunk enough to go along with it and ended up pulling his skimpy little speedo down and freeing his cock so I could suck it into my mouth while the girls all had a shocked gasp and then acted like we were at a fart party chanting "suck, Suck, SUCK!" until I felt him grab my head with his length buried balls deep and start to spurt his seed straight into my belly.

"Holy Shit Kandi, I can't believe you took all ten inches of his cock so easily!" crowed Rachel in surprise.

"Oh yeah, he was huge, at least half again as big as my Harold!" said Cindy.

With a smile while licking my lips and patting his deflating manhood I gloated,

"Oh, his is easy. Anthony is much bigger than his and lasts at least twice as long before shooting off!"

"Now we know why you're marrying him! I bet you walk bow legged after he fucks you!" Commented Rachel and Cindy together while Janet just smiled knowingly.

"Well I was not walking bowlegged this morning when you picked me up was I?" I said with a grin and followed up with, "But then again, after several months of sex at multiple times a week, I guess you can get used to even a massive cock pounding into you on a regular basis. Hhmmm ladies?"

"Don't brag bitch! We know he can't be that big. It would not be normal." quipped Cindy.

"Oh, he is quite normal for a black man girlfriend. I admit to being shocked at his size, and thinking I could not take it at first, but now, I can't seem to get enough of it."

Janet joined in and said in a smug manner,

"Well I do admit that I have seen Kandi take on a ten incher before, when we were younger and partied together, so she may be telling the truth. Also, ladies, we did just watch her masterfully suck that guys ten inch cock with ease, so I for one will give her the benefit of the doubt."

When we got home, I noted that Anthony was not home, but got a text that he was passed out hard At Joey's who was the Best man and that they also had been out drinking, so knew he had been partying with the guys doing the bachelor party thing I am sure.

Sunday morning, we woke up early, to my chagrin, due to a hangover from all the margs last night. We got dressed quickly in jeans and t-shirts and I was whisked away out to the salon for nails, hair and makeup. Since my hair was now only about shoulder length, we added long wavy extensions, so it appears I had hair down to mid-back, similar to my wig from when we first started dating. Light daytime makeup and perfume and we were back to the house to get ready for the wedding in our dresses. I put on the lingerie, the dress and a garter on the right leg for later. The ladies all dressed in their outfits and we waited for our cue to come down the aisle. We got our cue, walked down with the groomsmen, Best man and I escorted myself since my parents were not going to condone their son, dressed like a girl being married to a black man! Sometimes I just can't understand them, but they lose out on this occasion, and I was going to enjoy the day to the fullest!

The ceremony was quick and romantic, the reception was a party and when we tossed out the bouquet and garter friends caught them. But I did note that the garter had to be taken away from the Priest who stood to try for it! we ate, danced and snogged in excess until it was time to leave. The groomsmen and bridesmaids stayed to clean up while Janet and Joey came with to help us pack up the gifts, then pack for the honeymoon, which I was not told where it would be.

At home we quickly placed all the items aside, and I was told to pack for 'tropical' so sandals, white jeans, t-shirts, bikini, cover ups, lotion, and the normal as sundries....oh, and I snuck in a special little white teddy for tonight just in case!

At the airport, we checked in and I noted that the tickets were for Hawaii, so kind of lost my mind jumping up and down, squealing like a teenaged girl meeting her bestie after not seeing each other for days! I may have, may have mind you, made a slight spectacle of myself after 'squeeing' and jumping up and down and then throwing myself at Anthony saying to loudly,

"Oh, this will be the most heavenly honeymoon ever baby! Hawaii will be so exciting! Screeam!"

OK. So, I had never been to Hawaii...so sue me for getting a little excited on my wedding day, damn it!

The attendant just smiled and congratulated us and gave us a surprise upgrade to first class! We made our way through security, boarding and got in our seats. the towels, champagne, etc. was quiet the pampering experience and when we finally were airborne on what would prove a several hour flight, I was able to coax Anthony into the restroom so he could perform his husbandly duty on our wedding day and as a bonus join the mile-high club. We did get a knowing smile from the attendant who I had already gushed to about just being married when we came back to our seats.

After landing, we got our bags, rented a car and Anthony drove us to the hotel where I waited till he carried me over the threshold, before setting me down on the bed. Since it was late, we dropped off our stuff and headed back downstairs to get a quick bite to eat, a drink and then retire so we could get started on our Hawaii fun!

Food was tasty, Pina Coladas with real pineapple were amazing and went down way to easy. back at the room, I slipped into the rest room, changed into my white teddy and the pair of white wedge sandals I brought with and then acted like a Pina Colada and went down real easy on my husband....Oh I love saying that...MY Husband!

Anthony sported his big black cock for my consumption, and I obliged by licking on its length and spitting on the head to get extra lube onto it while stroking it with my small, long nailed, fingers. I loved the feel of his cock pushing past the back of my mouth and into my throat. The feel of his tight pubic hair tickling my nose, his big come filled balls smacking against my chin was always a huge turn on. Seeing myself in the mirror of the room, with his black cock disappearing into my slutty white mouth only made it more exciting. I stopped after several minutes of sucking on his schlong, popped the crotch of my teddy and mounted him so I could bounce up and down on his manhood like a good, or is that a bad girl should. He started to hump back, I started to get loud. When he finally came, I squealed out loud that I was coming and collapsed onto him and started kissing him as tears flowed down my cheeks. Anthony was a good sport and kissed me back, murmured sweet 'I love you's' while I felt his cock soften and slip out of me. I rolled of him and he spooned me, one hand cupping a breast until we both drifted off to a restful sleep.

In the morning, I woke to his hardness pressing against me and he took me again that morning, before we showered, fucked in the shower, ate a healthy breakfast, put on swimsuits...well he put on board shorts and I slipped into a white bikini I had picked up that had a high waisted look that left about half my butt cheeks exposed and still helped to cover my shrunken clitty when taped back. The top was simply tiny and showed a generous amount of 'boobalage' so I could taunt Anthony with them. At the beach, we lotioned up, played in the water, caught some sun, lotioned up again to insure we did not get 'Hoale rot' or sunburned and snacked and well you get the picture. At lunch time, we went back upstairs, ate lunch at the restaurant, made love, napped, and headed to the beach for a little late afternoon sun and fun in the water. It was so romantic to be in the water, arm in arm while the sun set and then kissing and going back to the room to make love one more time before going down to the restaurant again and eating, drinking more pineapple and rum drinks, before heading back to our room for further bought' s of romping like wild, noisy bunnies.

Each day kind of became a blur of sun, sex, sightseeing, eating, sex, beach time, dinner, sex, sleep, rinse and repeat. Anthony got a tattoo with a heart, our names and anniversary date on his left arm. I got the same one on my lower back and then had my belly button pierced since I saw so many sexy ladies sporting the belly bling that I had to have it too!

I came back from our honeymoon, tanned, well fucked and aglow so that I now did have that hippy, well fucked walk for days, but the smile it put on my face was so worth it. Well that and watching all the jealous faces of the other ladies when we came back to work, and I looked like a goddess one of them told me. She also said she hated me looking so happily married but would get over that part!

Three months later, it was our anniversary of our first date. I took the day off and prepared the house by tossing flowers everywhere, candles all over, soft music playing in the back ground and a pizza for dinner while we watched a rented copy of 'Victor Victoria'. Just to make it even more fun, I wore that same sexy little red mini skirt with a white silk blouse I had on when we first met. Under that was my white VS T-Shirt bra with a white thong panty, flesh tone fishnets and some red 5-inch heeled pumps. I greeted him at the door when he came home from work and kissed him soundly and passionately with plenty of tongue. Handing him a glass of wine, I led him to the couch where I had pizza waiting for him. I saw the look of confusion in his eyes and reminded him this was our one-year anniversary of dating and I wanted to make it special for him. His eyes got big as he realized what day it was and what had caused all these changes from a year ago and started to stutter out an apology. I stopped it with another kiss and then leaned down and started to undo his pants.

I slid of his lap into a squat and pulled free his big black cock and gasped as it popped free and I had it smack me in the face. I loved the taste of this big sex monster and it was amazing how girly it made me feel to suck on it. I needed the taste of his seed to make the night complete and that is when I felt his hand on the back of my head, pushing my hair aside as he said,

"Yeah, suck my cock baby. You suck cock like a porn star you are so good at it!"

As the head of his cock touched my lips, I could smell his male musk and taste his salty, sweet precome. Unthinkingly, I licked his cockhead and my lips gained a bridge of precome and spittle from his cock to my mouth joining them in sexual intimacy. This was what I lived for as his girly little slut wife, the flavor of his hot, throbbing, cock on my lips and in my mouth. I heard him groan when I pushed my mouth down over his cockhead, sealing it with my lips, sucking on it and twirling my tongue around it, across the frenum, dribbling spittle down its length so that I would use my small hands to pull it down the long shaft while wanking it until I could take more and more of the length into my mouth. I finally stuffed it down my throat so I could feel his balls pressed against my chin with my nose against his pelvis, his hand came away from the back of my head and I heard him groan in pleasure at my taking his ball deep. When I pulled back to the top of his cock, I kept just the head in my tightly sealed mouth while I looked up at him to make eye contact as I slid back down his length, once again taking his big black cock entirely down my throat. I was able to hold it there for several seconds before again backing off and then licking his length, his balls, using my lips and tongue and hands to tease his cock or balls before popping it back into my mouth and savoring his musky sweet secretions. I started to make sucking, slurping noises as I bounced up and down on the glorious manhood I was worshiping with my mouth. Now that his crotch was covered in spittle, I had no problem taking him balls deep again and again in a slow and deliberate sucking of his cock until I felt him start to tense up. I opened my mouth, tongue extended to receive my treasured prize. The first blast shot across my face, making me blink and then I was able to better guide the remaining spurts into my hungry mouth. When he stopped spurting, I lifted my head so he could see his jism in my mouth, swallowed and then immediately pushed his cock back into my mouth, sucking hard, using plenty of tongue against his frenum to get the salty Dulce de leche tasting jism he had left inside his balls. He stayed hard and when I was done cleaning his cock, I looked at him and said,

"I want this big thick cock inside me just like that first time we made love Boo."

Standing and removing my panties so I could straddle him and ease down onto his cock, sliding it past my sphincter and into my hot boy pussy made us both groan out in desire.

I started to grind and bounce against his cock trying to hit that spot. Arms wrapped about his neck as we started to kiss, I lifted myself again and dropped down with a smacking sound eliciting another groan. We both sat for a moment, just kissing and letting me enjoy his massive cock inside my boy pussy. Then I started to grind and rock my hips forward and back again in a circular motion. Anthony's hands rested on my hips as I ground against his cock and moaned about loving his big black cock inside me. After a short time of that I started to bounce up and down harder and harder crying out in little moans and yelps of passion. His hands came up and started to caress and tweak my nipples, squeeze my breasts or drop down to spank my bucking as cheeks. I arched my back and ground against him, while his hands explored my breasts making me closer to orgasm as he got rougher and rougher with them. I loved it when he tugged on my nipples. Anthony started to suck and nip on my neck, making me shiver in ecstasy. Then on one of my forceful drops onto his cock, he stopped me, wrapped his strong arms about me and turned us over on the couch so that he was on top and I was on the bottom with my legs wrapped about his hips insuring I was impaled on his big cock while he took control of the action. I ground against his cock and arched by back to drive more of my ass forward and used my heels to drive him even deeper inside me with a sudden satisfied shout that I was coming, I felt my body quiver against his as he started to pump in and out of me in long slow deliberate strokes. I started to become even more vocally loud which was becoming the normal during our sex play. I thought I sounded like some hard-core porn queen getting banged like there was no tomorrow and I know he got off on my dirty mouth begging him to seed me. I was yelling, groaning, crying out and gasping in turns as his hard cock pistoned in and out. He stabbed his love stick into me harder and harder so I could hear that slapping sound of his pelvis against my ass. My mind went into a sexual fog of lust as I heard him grunting and pounding into me. I used my hands to pull my ass cheeks even further apart so he could slip in just that much deeper. Finally, after a long grunting groan, he tensed, drove his cock into me and spurted his orgasm inside me. It pulsed against my prostrate and made my whole body convulse in time with his spasming ejaculations and clamp down onto his cock as I also spurted onto my belly in a large messy spunking unlike anything I had done in a long while. It was accompanied by my loud wail that I was coming. He stayed pushed up inside me until his softening cock slid out with a plopping sound and I felt cool air swirl against my gapped anus as he sat back and then lay down on his back next to me.

"Best first date I ever had darlin'. You are still one wild sexual rollercoaster that I love to ride!" he told me in a post orgasmic happiness.

"Oh, yeah Boo. That date had us destined to be a couple and we did not even know it. I am so happy being your wife, I would not trade it for anything now!"


Rate this story

Liked this story?

Nifty is entirely volunteer-run and relies on people like you to keep the site running. Please support the Nifty Archive and keep this content available to all!

Donate to The Nifty Archive
Nifty

© 1992, 2024 Nifty Archive. All rights reserved

The Archive

About NiftyLinks❤️Donate