Pleasing My Client Who has a BBC

Corey went to high school with me back in the day when I was a boy before I started transitioning. My name is Hannah, and I'm 29 years old. I stand at 5'7 and have been transitioning for 3 years now. My hips were wider, and my butt grew bigger along my with my breast. My body filled out nicely to look very feminine.

I had long blonde hair that reached past my shoulders. My lips were full and plush. Corey made sure to mention that several times while flirting with me. He doesn't know I'm trans, but I couldn't tell him yet. It's probably because I was enjoying the attention from him. Usually, I'm not attracted to men and prefer not to be hit on.

Yet Corey has always had this vibe that makes people be around him. He easily towered over me at 6'4, and was still in shape. He had more tattoos on him, and his style was more that of a thug. Some reason I was talking with him and a sudden rush of pleasure ran through me. "How about you give me your number and we can chill at my place, sometime."

I giggled for some reason, and it was out of nowhere. I was blushing, and my heart was racing. "Sorry. You're a client here, and I'm not really out to date." He smiles and gives a look that lets me know he was into me.

"Dating? Well you can call it that if you want. I just want to see what you look like all dressed up." My mouth was dry, and I feel excitement run all through me.

He goes on to saying "Don't worry about me being a client. Actually, let's say that you got to go. You've got to keep your clients happy, right?" His smile is actually melting me inside, and I look up at him like how a woman should in this situation. I was unintentionally nibbling my lower lip in arousement.

"I do need your business, and I guess a night out wouldn't hurt. This way, I can secure your account to us here and only with us."

He starts biting his lower lip like me and grabs my phone. He puts in his personal number, and the contact name was "chill buddy." He leaves, and I quickly race to the bathroom to cool myself down. "I need this account," I thought to myself. Along with "just have fun and get this account for the firm." Corey was the manager of a famous rapper and ran the studio too. I work at an advertising firm that would plan out tours and merchandise.

This account is worth millions, and I can use this to accelerate my career. My firm knows I'm trans and accepted me openly, so I need to do my best to help my firm. Later that night, I texted Corey and set up this Friday for a business dinner. He actually suggested going to a club that hosted his clients, so I can meet them too. Even better, I thought and texted him, "Good! Can't wait to do business with you!"

I looked up this club and saw the usual night life activities. So I told my friend at the firm and she said "girl if you get this account... no you will get this account. If he's that into you, all you have to do is flirt and feed his ego. Maybe blow him in the bathroom... I'm just joking." She seen I was concerned and placed her hand on my shoulder.

"Clare, I might lose the account if he finds out I'm trans or if I don't put out. I'm super nervous right now."

Clare was my bestie at the firm the last few years. She always has my back, and I trust her opinion. "Also, we went to high school together. So everything is crazy and I really don't know what to do." She hugs for comfort and whispers in my ear

"Honestly, just have fun and let him know you're only interested in business, not pleasure with him. If you lose the account, well fuck it! Always more out there!"

Friday afternoon, and I had 3 hours before I met Corey at the club. I go through my closet trying to find the right outfit for tonight. Something that looks sexy but professional as well. I see the perfect dress and pair of black pumps to go with it. The dress was a red cocktail dress that was short, but not too short. It had mesh long sleeves with the insert above my breast mesh as well. The hem of the dress was mesh, too.

I put my hair up and get my makeup right before I leave. Last minute, I decided to put on some black pantyhose. I look great and had to admire my looks in the mirror for a bit. At the club, Corey was wearing his usual style. Jeans that were baggy and a tight black t-shirt. I think I overdressed and was considering going back home to change. I decided to go with it and meet Corey. "Damn girl, I knew you had a banging body behind that desk. Come here and give me a little twirl."

He grabs my hand without waiting on me to answer him. He lifts my hand above me, and I do a little turn to show off my look. We then go to the club, and he takes me to the VIP lounge. We sit down and talk business for a bit. "Can I say that you signing up with us can secure future venues that other firms can't get.. " Before I can finish, he interrupts me

"ok, before I agree to anything else. Show me some dance moves out there."

I didn't answer at first, and he gets up to grab my arm to follow him. We get out there, and I start dancing with him. The dancing was casual at first until he eventually got closer. His hands land on my hips as he comes very close. I felt his body up against mine. My back was against his chest. We started slowing down, and his crotch was now against my ass. His face rested on my shoulder, and I felt his breathing on my neck. It was exciting me, and I started grinding against him.

He starts slowly kissing my neck, and I let out a soft moan. "I think you know how to persuade me. Let's go back up to the VIP lounge." We headed back up to the lounge, and we started drinking a little more. He was next to me on the booth, and his hand was on my shoulder. He was slowly kissing my neck again, and I felt his other hand now on my knee.

"We should stop now. We got to finish some paperwork and go over... over... client..."

He stopped me with a kiss on my lips, and I accepted it gladly. I turn towards him, and I rest my hands on his face as we continue to kiss. His hand on my knee began going under my dress and heading upwards to my thigh. I was scared he would go towards my crotch. I pull back from his lips to say

"really we should stop. I don't want to complicate this with you. We should keep this separate from our business."

He answers back. "You're right. Let's keep this simple, you and I both to want this deal to go forward. We both also want to hook up, so let's choose to do business later and just head to my place." He goes back to kissing my neck and groping my my thigh again with me resisting very little. His hand starts squeezing my ass now and he tries to pull me closer to him. I was so close to say "fuck it" and let him find out I'm trans. I was so turned on, and my mind is only focused on pleasure.

Then I remember I can get out of it and please him at the same time. So I break away from him and get on my knees in front of him. He spreads his legs open, and I start opening his pants. I pull his jeans to his ankles with his boxers to reveal his huge erected dick. It was pulsating with excitement and blood. I didn't even check to see if anyone else was in the lounge. I massage it with my hand, and I look up to him. He was looking down at me with a look of arousement and eagerness. I move closer to his dick and lick the head slowly. I lick all around the head while my hand continues to massage his shaft.

He leans his head back, and I start sucking the head. I made sure lots of my spit drooled out onto his cock. My mouth started following my hand on his dick. I bobbed down with my hand leading the way and back up with my mouth now leading. I continue doing this while gradually increasing my speed. His cock easily fills my mouth because it was so thick and long.

Every so often, his cock would gag me and I made sure not to stop. "Fuck! You give fire ass head. Suck this dick! Suck it!" He let's out, I got to admit it was hot. Technically he was my first black cock I ever sucked. I always go with white or Latino men when it comes to sex or dating. Right now though, I want him to cum so bad and I wanted to try his huge dick in my ass. The taste of precum reaches my tongue and I know he was closer to cumming. Then taste was tart and I usually don't like the taste of cum, but I couldn't care right now.

"SHIT, I'M ABOUT TO BUST!" He stands up quickly and starts stroking his cock, while aiming at my face. I open my mouth and stick out my tongue as he holds my head with his free hand. He squats a little bit and shoots his load on my face. It landed on my tongue and cheeks. The second blast lands on my forehead leading down towards my mouth leaving a trail of cum. The last huge shot landed again on my cheek and forehead.

Drops of cum fly all over with him stroking his cock fast. When he finally finished and was empty, he quickly grabbed a napkin to hand to me. To my surprise his cum wasn't super tart or stale tasting. It had a sweet taste with a hint of something familiar tasting. I spit it out, though, and wipe the rest off my face. "OK, you definitely take care of your clients and leave them satisfied."

He gets dressed and goes over to the paperwork. He signs it and says, "Now business is done, let's finish this date the right way." As tempting as it was, I declined and told him,

"Let's set it up for another time. This was a tease for now." He smiles and takes a sip of his drink.

"Alright, next time we hang at my place and put on some music..." I put a finger on his lips and walked away.

2 days later I was at the office and Corey was texting me as he did lately. I reminded him that I need him to come by to sign one last thing and we did schedule a date for that Wednesday. So I figured he'll come by Wednesday and pick me up, 2 birds 1 stone kind of thing. Well it was late and the rest of the firm went home. I finished some things before leaving, when I heard a knock on my door.

Before I could answer, in comes Corey with a box and a huge smile on his face. "Hey! I thought you were coming by Wednesday". I said in a surprised tone. I get up from my desk and walk to him to give him a hug. After a brief hug, I stepped back to only have Corey kiss me. He was close to my body and he starts squeezing my ass. I didn't try to break away and instead indulge into my excitement. We backed up while making out until my ass hits the desk. Corey leans me back onto the desk with him joining me. His hands quickly went up my skirt to my ass and with both of his hands starts squeezing my ass.

"Hey, not here! Someone might catch us..." He interrupts me with a kiss. So at this moment I didn't care anymore and started opening his pants. He takes his shirt off and pulls his pants down to his ankles. I lift up my skirt and pull my panties to the side. I turn my back to him and lean over the desk with my ass ready for him. I'm glad that I decided to wear thigh-high nude stockings and a garter belt.

These stockings also had black seams that ran up and down the back of the legs. He opens the box and pulls out a condom. He quickly slips it on, and I open my ass wide for him. "Fuck my ass! I want your big dick in my ass!" He listens and pushes his huge cock against my asshole. He pushed against my asshole a few times before he managed to push in my asshole.

He holds my hips tight and starts thrusting his cock in me hard. My desk was creaking as he pounds my body into it and the sound of wet clapping followed. "OH FUCK! FUCK ME HARDER! GIVE IT TO ME HARD! OH FUCK!" I moaned out loudly. The pain of his huge cock stretching me was fused with pleasure of him hitting my prostate.

He was holding my shoulder and hips as he thrusts harder. "FUCK! LET ME RIDE YOUR DICK!" He pulls out and races to my chair. He sits in it and lowers down his body for me. I pulled off my skirt and left my panties on. I walk to him and spit on his dick to lube it up more. I join him on the chair and straddle him with his dick rubbing against my ass cheeks. My legs dangle off the chair with my feet barely touching the floor.

Took me a few tries before I managed to slide his dick in my asshole. I allow my asshole to swallow up his cock like it was starving. As I lower down on his cock, my feet with the heels on, are finally able to stand. I slowly bounce up and down on his dick. He grabs my ass while I continue bouncing on his dick. My eyes were rolling backwards in my head as I bounce faster and harder.

"YEAH BITCH! RIDE THIS DICK! TAKE THIS DICK! TAKE IT!" He roars out at me. I switched from bouncing to gyrating my hips while his whole dick is in me. I gyrate in one way and then I reverse it the other way. He starts thrusting his cock in me while I gyrate my hips. I lift my legs up to my ass and he grabs the heel part of my pumps, using them as handles as he and I continue fucking.

I place my hands on his shoulders as I start rolling my hips back and forth on his dick. He let's go of my heels and my legs went back to the floor. I was riding him harder and faster. He squeezes my ass and stops thrusting his hips. I ride him while looking at the ceiling, until I heard my door open. Of course I continue riding him without stopping. If I was going to get caught, might as well enjoy myself.

I look to see who was at my door and see it was Clare. She was staring at me with her mouth wide open. Then her surprised expression changes to a aroused look. She starts backing up out the door and gives me a wink. Then mouths the words "you go girl!" She leaves and I go back to enjoying this huge cock in my ass. Few minutes later he blurts out "FUCK I'M CUMMING!"

He does a little jerk and let's out a loud grunt. I stop and stand there feeling his cock go flaccid in my ass. I crawl off him and see his condom was full of cum. He lays there in the chair for a bit before asking "I don't suck dick. I can maybe jack you off". I look at him confused and he continues on "I knew you was trans that night you sucked my dick. I looked you up to make sure you wasn't married or shit. Don't worry though, I still want to fuck."

I smile and answer him "it doesn't really work like that anymore. I get off through the sex itself, if that makes sense." He gets up and walks to me, then gives a hot kiss followed by a little smack on my ass.

"Good. See this ass Wednesday night." I kiss him once more before I say to him

"all night and that morning too. Maybe all morning as well." He smiles and nods in agreement.

So I guess to have an ongoing relationship with Corey wasn't expected, but can't complain. Definitely can't complain!