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My Life With Tess McGregor

Ch. 04 Carla Takes Advantage of Brad

Later that week, Tess asked me if I would take her to work. Her car was low on gas and she didn’t want to be late. Carla was in the office today.

“Hey, you can meet Carla.” Tess said as she scooped up her purse and grabbed my hand.

We headed out the door and drove to the store.

On the way over, Tess gave me the lowdown on Carla.

“You’ll meet Carla when we get there. She can be a little intense.”

“What do you mean?”

“Well, she fancies herself a Dominatrix and likes to make people feel lower than her. It’s just a game she likes to play. Just be careful.”

“Be careful?”

“Yeah, she will probably try to get you into a sexual situation, depending on her mood.”

“Really?”

“She’s fucked everyone who’s worked there, including me.”

“Holy Shit, Tess.”

“I know. She’s alright, but she can be a little overbearing at times.”

After we got to the store, Tess took me back to the office. The door was closed, so she quietly knocked. We heard a husky voice say, “Come in.” Sitting at the big desk was an Amazon of a woman with long, light brown hair. She was on the phone and didn’t look up as we entered the room. I could see that she had some big boobs, but I couldn’t see all of her as she sat with her elbows on her desk.

Tess motioned for me to sit down at her desk while she changed behind the panel in the corner. When she came out, she had put on a sexy tank, mini dress that had slits cut up on both sides. The side cuts made it possible to see all of her legs and some of her butt. If she moved just right, the front and back panels would fly around, exposing what was behind them. I don’t how she hid her package. She didn’t appear to be wearing panties. I’m sure I’d find out later how she accomplished this.

The door bell had gone off a few times while Tess was changing. She came out from behind the panel and told me she was needed up front, so she leaned down to kiss me and whispered that she’ll see me later tonight if I wanted to leave. She glanced over at Carla who was still on the phone and didn’t see Tess look over.

Tess gave me one more kiss and winked as she said, “I don’t think she’ll be here too much longer if you wanna hang out, though.”

I watched her walk out and thought that I would love it if she wore that mini dress for me sometime. She had slipped into her stilettos and put her hair up. She looked stunning and I couldn’t wait to fuck her.

Soon after, Carla hung up the phone and made some notes before turning her attention to me.

“So, you’re Brad?”

“That’s me.” I stood up and stuck out my hand. She kept her seat and looked at me through the tops of her eyes. She eventually took my hand.

“Well, you’re a gentleman too, I see?”

“I am, when beautiful women are concerned.” What? Why did I say that? Am I trying to kiss up to her just because she’s Tess’s boss? What an idiot.

She wasn’t particularly beautiful. She had a pleasant face. But, I don’t think she would win any beauty pageants. Then, she got up from her desk.

Carla was tall, and I mean she was probably taller than me. But, what really struck me was her giant tits. Holy Fuck, they were the biggest I’ve ever seen on a woman in person.

As she walked around her desk, I saw that she was wearing a coral colored cropped, knit sweater that buttoned down the front with only three buttons, and was hemmed in tight under her humungous rack. The nipples that were making large bumps under her top were the size of ripe grapes. She also wore beige, high-rise, baggy pleated slacks.

When she rounded the corner of her desk, she was facing me as she approached my chair. I almost gasped at the sight of a huge horse cock dangling inside her loose fitting pants. First of all, Tess hadn’t warned me that she was trans. Second, well, second… this woman was huge.

Carla didn’t bother to tuck her cock. I’m not sure if she even could, given the size of that monster.

I couldn’t keep my eyes off her tits. They were almost obscene. Their size and shape, with her huge nipples trying to tear through the knit fabric was a major distraction.

She stood in front of my chair and looked down on me.

“So, Bradley, you seem to be distracted by something. Are you looking at these?” She put her hands under her tits and hefted them as if to make their presence known to me. I saw her large nipples rub against the knit fabric within her sweater. The movement must have teased them given the texture of her sweater. I’m not sure if her nipples could have gotten any bigger, but I think they did.

Carla stepped closer and used her foot to turn my chair to face her and pushed it back up against Tess’s desk. The chair was one of those secretary style chairs with no arms.

While she was hefting her massive tits, she instructed me with, “Bradley, I want you to take out your cock while I rub my tits.”

“Excuse me?”

“That’s right, Bradley, take your cock out innovia escort and stroke it for me.”

I finally did, and it wasn’t long before I had a raging hard on.

“Bradley…” She called me “Bradley” again. Nobody’s ever called me that. She said it in almost a demeaning way. To put me off and set me back on my heels. “…you can’t seem to stop staring at my breasts.”

“Would you like to see them?”

“Well, I…”

“Stand up… let me show you.” I stood up right in front of her and watched as Carla grabbed the hem just under her tits and pulled up. The sweater was tight, so when she lifted, her big boobs were pulled up too, until she lifted far enough that her tits bounced out of the sweater. She left the sweater on, bunched up over the tops of her tits.

They were an awesome sight. As large as Honeydew melons but shaped like Dagmar Torpedos. The detonators pointed slightly up and were a dark pink color.

I wanted to touch them, but decided I should wait until I was invited.

Carla noticed the memorized look I had on my face as I stared at her colossal tits, and asked, “Would you like to touch them, Bradley?”

“I sure would.”

I licked my lips as my hands felt the glorious, firm air bags that were right in front of my face. They were a ton of fun to handle. The nipples were like nothing I had ever seen before. Dark pink and hard.

“Mmmm, Bradley, that feels so good… Really bite down on my nipples. Twist them hard with your fingers.”

After a few minutes of sucking and mashing her tits, Carla said, “Bradley, I want you to take off my slacks.”

“Seriously?”

“It’s ok, Bradley.” Carla interrupted. “Unfasten my slacks and take them off.”

I let go of Carla’s tits and reached down for her zipper. I had a difficult time seeing her zipper because I was standing so close, her tits were blocking my view. She used her hands to sway her tits in my face, my lips again grazing her hard nipples. I felt around and finally got my hands on her zipper and pulled it down.

“Go ahead, Bradley… remove them and toss them on my chair.”

I pulled them down and watched as her massive cock sprang up when I had her slacks low enough for it to see daylight. It bounced up against my face as I leaned over, and it bobbed around in front of her while she lifted her legs so I could remove her slacks..

I stood back up and watched Carla as she began to stroke her cock, making it bump against my belly. I wanted to grab that monster and really check it out. I looked down and watched her large hands stroke the proud beast.

“Sit back down now, Bradley.” She said as she completely removed her cropped sweater and tossed it on her desk. Except for a pair of sexy high heels, Carla was now completely naked.

I sat back in the chair and looked up at this Amazon Goddess stroking her cock with two hands. Her down-stretched arms were pressing her tits together as they bobbed up and down with the movement of her busy hands.

‘What a sight,’ I thought. ‘The most exaggerated female body I’d ever seen, like one of those cartoon hentai babes with huge tits and cocks, and she was right before my very eyes. The sight had my cock raging with hardness.’

Carla stepped up closer to me and straddled my legs. She scooted up to rest on my lap, her heavy balls shoving my erect cock up against my belly.

She grabbed her tits and leaned forward to put a nipple in my mouth. I licked the firm nipple and let it enter my mouth. It was the largest nipple I have ever tasted. The size of a fucking grape.

Carla leaned back and my mouth made a ‘POP’ sound as her nipple pulled away from my lips. She looked at me while I was staring at her hard muscular cock, right at eye level, pointing straight up from her groin.

“Touch my cock, Bradley… use both hands.”

I grabbed her cock with both hands and felt it’s massive girth. It was very hard and the head was well defined by the pronounced corona surrounding the glans. I ran my hands up and down the shaft, surprised at the size of the huge vein running along her cock. As I took in all the breathtaking parts of this genital wonderment, I thought to myself, ‘Even as large a woman as Carla is, it’s a medical wonder that she doesn’t pass out from the amount of blood that surges to her giant fuckstick when it gets hard.’

I carefully felt around the spongy head and rubbed the frenulum just below the crown of her cock with my thumbs.

I leaned forward to lick where my thumbs were, and this pleased Carla.

“Oh, Bradley, that’s nice… keep that up.”

I licked and licked around and underneath the head. I even let the head pop in past my lips.

After a few minutes, Carla said to me, “Here, watch this… Push my cock towards me and watch it disappear into my cleavage.”

Using both of my hands, I pushed it forward until it did indeed disappear between her two massive globes. She rocked her pelvis up and down, causing her cock to fuck her own ipsala escort tits. I could see the head pop out the top of her cleavage. All this was happening right before my very eyes. I kept thinking that I was in a cartoon with this bulbous female sitting on my lap.

I leaned in to lick her nipples while she fucked her tits. I moved between both nipples and pushed her tits together to cause more friction of the huge piston pumping up and down.

Then, Carla lifted up off my lap slightly causing her cock to flop down to a horizontal position right in front of my face. The head of her cock was staring right at my lips. I looked up at Carla and she smiled at me with a wicked look on her face.

“Bradley, would you like to suck my cock?”

“Uhhh, I don’t think I can. That thing won’t fit in my mouth.”

“Oh, come on, Bradley, sure it will. You want to suck my cock, don’t you?”

I couldn’t believe it, but her cock was still growing larger, right in front of my face as she was teasing me.

“Well, just take the head in for now… Ok, Bradley?”

She moved forward just enough to put the head of her cock at my lips. I wet my lips and opened my mouth to let the head snake in. The large spongy head felt good just inside my lips.

Carla groaned as I let my tongue uncoil under her cock.

Then she said, “Ok, Bradley, let’s see if more of my cock will fit inside your lovely mouth.”

“No, it ooo ig.” was all I could say with her cock in my mouth.

“Oh, I think we can make it work.” She started to push forward

“O, ee on’t…”

Suddenly, she grabbed the back of my head and again pushed the head of her cock past my lips. Carla wasn’t satisfied with just the head of her cock in my mouth. She wanted more and used her grip on my head to force more of her cock inside.

“That’s good, Bradley… you’re doing fine. Be a doll and open wide for Carla.”

I didn’t want to, but it seemed that I didn’t have a choice, so I opened my jaw as wide as I possibly could.

“Oh, Bradley… you’re a good boy for Aunt Carla… Yeah, that’s better. Come on, open further.”

I was at full capacity. I couldn’t open any further and I could only grunt in response.

“Mmmmghmm.” Was all I could say.

“I know, I know, it feels good doesn’t it, Bradley?…Be a doll and tickle my balls.”

When I reached my hand up to tickle her balls, I bumped into my cock. It was a mere fraction of an inch from her asshole. While I tickled the huge balls at the base of her monstrous cock, I raised my hips and felt my cock touch her anus. With one hand on her balls, I used the other hand to rub the head of my swollen cock against her puckered hole.

‘OH! Bradley, you’re a multitasker now aren’t you? Oooh, that feels good.”

This turned out to be a bad idea as it only encouraged Carla to drive more of her cock into my mouth.

“Mmmm, that’s good, my boy. Aunt Carla feels good down your tender throat.”

“Now, be a doll and touch my tits… Grab them and punch my nipples.”

Through the ringing in my ears, I heard her telling me to touch her tits. I dropped my cock and reached up to put my hands on her massive mammaries. I could feel her firm flesh tremble under the touch of my hands, and when my fingers reached her nipples, I pinched and pulled them.

Carla, groaned with pleasure as she rocked her hips back and forth, driving her huge cock deeper into my already hyper-extended jaw. I could hardly take a breath in between strokes.

I didn’t think it possible, but Carla pushed more of her cock down my throat. It made me gag just a little, but not enough to stop the proceedings. I was thinking that it might be best to end this as soon as possible, so I did my best to drag my tongue up under her cock. That always seemed to work on Tess.

My tongue trick worked here too. Carla fiercely jammed her cock down my throat and I pinched her nipples harder and twisted them without mercy.

She gave no warning that she was about to cum, and I was taken by surprise when I felt her hot cum blasting down my throat. She kept her hips rocking to and fro. When she blasted a second load, her cock was almost out of my mouth, I clamped down on it with my lips. Carla groaned at my lip-lock and jammed her cock back in.

This time, a large amount of her cum had built up inside my mouth, and when she plunged forward, I gagged, and the force of her invasion pushed her cum out through my nose. Both of my nostrils looked like a soda fountain dispensing heavy cream.

Carla looked down at my predicament and I had to push back against her tits so that I could breathe. She pulled back so the head of her cock was resting on my tongue as I tried desperately to get air into my lungs. Her last load jettisoned past my lips and over my tongue. I spat and gulped for air. I coughed and gulped again for more air.

Carla stood up and walked away to clean her spent cock.

I bent over in my chair and continued coughing, letting Carla’s cum iskenderun escort fall to the floor. I wiped my face and stood up. When I did, Carla was right there in font of me. She put her face close to mine and grabbed my hard cock.

“Next time, maybe I’ll suck your cock. You have a nice one, Bradley.”

“Now, I need to make some calls, if you don’t mind.”

I took that as an order to clear out. I zipped up and straightened myself before I walked through the door and found Tess just outside. She’d heard it all and was concerned that I was ok. I headed for the restroom to clean up. Tess followed and asked, “Are you ok?… I could hear you coughing in there. I can only imagine what she did to you. Good Lord, Brad, you’ve got cum all over your face and your shirt. Here, let me help.”

“Thanks. Wow, she’s kind of a brute, isn’t she?”

“She can be. I hope she didn’t hurt you?”

“No. I’ll be alright if I can get my jawbone back into place… I need to clean up.”

“Let me see if we have anything.” Tess said, noticing my cock was making a large tent in my pants.

She came back with an old T-shirt. “This is all we’ve got, sorry.”

Just then, the office door opened and Carla poked her head out, “Bradley, could you come back in for a moment?”

“Bradley?” Tess said.

I just rolled my eyes and shrugged my shoulders as I walked back to the office to see what Carla wanted.

“Close the door please, Bradley.”

When I turned and looked at Carla, she was still completely naked and motioning with her long finger to come near where she was standing.

“Bradley, we’re not done after all. I want you to fuck me. Right now.”

I stood still for a moment and looked at her bulbous body. My cock was still hard inside my pants. I wouldn’t mind fucking her so much, but I was kind of pissed at her for taking advantage of her power over my politeness. She was fucking intimidating. It was a huge turn-on and I must admit, her dominance was intoxicating. Still, she’s on my shit-list for being so fucking inconsiderate.

Carla laid down on her back on top of her desk. Her arms reached down to the back of her knees and pulled her legs back, exposing her large, puckered hole to my eyes. Her tits stood up high, pronounced by the force of her arms at either side. Her nipples still large and hard.

I rubbed the hard cock in my pants and thought, ‘What the hell.’

“There’s a bottle of lube on the desk. Be a Doll and squirt some on my ass and your cock.

‘I know how it works, dumbass!’ I thought to myself.

I also thought that this might be my chance to get back at her. I would use all the force I could muster to plough into her ass. I didn’t know just how much discomfort I would be able to apply, given her size, but It gave me solace to imagine her groaning in pain at the rough fuck I was about to administer.

After I lubed up pretty well and stroked my cock to full hardness, I upended the bottle to powerfully squirt a ton of lube onto her ass.

“Bradley, that’s too much!”

Again, I didn’t say anything, but I thought, ‘You’re going to need it, Bitch!’

I leaned in and rubbed the head of my cock against her hole. She squirmed and told me to stick it in.

I didn’t listen, I wanted to feel my cock on her ass before I took the plunge. I noticed that her cock had gotten hard again and she was stroking it with both hands.

I pushed her legs back and aimed my fuckstick at her hole. I leaned up a bit to put my rod at the right angle, and pushed in. I didn’t hesitate to fully bury my cock in her ass.

“Holy shit, Bradley. Be careful.”

‘Nothing doing, sister.’ I thought as I began a hard and powerful thrust into her ass.

“Oh, Bradley. Fuck me!”

Oh, no. She’s into it. My plan was going to fail. I hadn’t turned up the juice to ten, just yet, though. So, I leaned on her legs, pushing them back against her chest and really thrust my cock hard into her ass.

Suddenly, Carla squeezed her sphincter around my cock and I thought she might sever my cock from my body, it felt so strong.

“Bradley, you need to slow down.”

Goddammit, this fucking Boss Lady was really going to piss me off.

Then, I thought the only consolation I had, as insignificant as it might seem, was to pull out, work up a mouthful of saliva and spit it into her gaping hole as an insult to her callous temperament. I know, it sounds paltry, and it may not work, but it’s the only thing I could think of. And, it would give me pleasure knowing I let fly a big glob of spit inside this sluts’ ass.

So, that’s what I did. When I suddenly pulled my cock out of her ass, I saw the large gaping hole that my cock left behind. I had the wad of saliva ready and waiting in my mouth…

“Oh, Bradley you naughty boy. Look at my gaping hole. Does it turn you on?… Be a doll and spit on it!”

‘Are you fucking kidding me?… Buzz kill… She WANTS me to spit in her fucking dirt hole.’

Fuck that, I spat out the huge glob of saliva on the floor and said, “Oops, I missed.”

Then, I jammed my cock back into her ass and thrashed her for all I was worth.

I did my best to ignore her cries of pleasure while I went after my own orgasm.

To improve my leverage, I grabbed hold of her firehose and used it to pull and push her onto my ram-rod.

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