Stories I thought I’d take to the grave Part IV: My First Bisexual Threesome

When I was 19, I was going through a phase that was almost exclusively gay and dressing as a woman.

I was 19 and I had just started renting an apartment downtown. I was almost exclusively sleeping with men at this point with an occasional woman. There wasn’t a moment I wasn’t wearing some type of women’s clothing. Sometimes it was just a pair of panties, other times it was a full outfit.

It had been a few weeks since I had any kind of sex and I was getting a little lonely. There was a popular 24 hour sex shop just a few blocks down that had an even more popular strip club across the street. Even in the middle of the night it was pretty busy on that corner.

Around 9pm I had enough of feeling lonely and decided I would get dolled up and head over to the sex shop. I was hoping to meet someone either there or in the way and if I didn’t, I was just going to buy myself another dildo and bring it home and pleasure myself with it.

I spent a half hour or so putting makeup on, which I had become quite good at by now. I had grown my hair long and spent another 15 minutes doing my hair just right, which I wasn’t as good at. After shaving my legs, I put a pair of black stockings on, some black satin panties and a bra. I am just a tick over 300lbs and I have large B cup boobs and could even fit into a C cup bra with some room to stuff if I choose. I added a blue dress that I liked that came down to my knees. Some boots and a coat and I was ready to leave.

As I got halfway there, I ran into a guy I had slept with a few months prior. He seemed eager to hookup again that night but I didn’t like him so I continued on.

As soon as I entered the sex shop, I noticed an older couple standing in an aisle staring up at a TV that was playing porn. The man was squeezing the woman’s butt and she was running her fingers up the back of his neck and head.

I spent a good half hour wandering around the shop and even passed by the couple once or twice. They smiled at me and continued their minor groping of each other.

About 10 minutes later I felt a tap on my shoulder. It was the woman. She was very attractive, in her mid 40’s and dressed very well. When she shook my hand, I noticed an extremely expensive ring on her finger.

“Hello. My name is Denise. How are you tonight?” She introduced herself

“I’m fine. How are you?” I returned

“Did you happen to see the man I was with tonight?” She asked

“Yes I did.”

“That’s my husband, Bruce. This is going to sound crazy and maybe a little creepy, but my husband would like to fuck you tonight.” She boldly explained

I was quite taken back by her temerity, but also incredibly turned on by it as well.

“Really? You know I’m actually a man right?” I said nervously

“Yes. We’re aware of it and that’s why he wants to have sex with you.. so.. is that something you might be interested in?” She asked

“Wow. I’m a little bit shocked by all this but, yeah I think we can make this happen.” I said with a smile

“Fantastic!” She exclaimed

We drove to their apartment which was about 30 minutes from where I lived. Denise drove the car while Bruce and I sat together in the back seat. We talked a bit about what we were into. I told them I was bisexual and they responded well to that.

“Hmm, maybe you can join us Denise.” Bruce said with a grin

“I just might.” She replied

Bruce began to rub his hand on my thigh and run his fingers through my hair a bit. I was incredibly nervous. Bruce leaned in and gave me a kiss. He was also in his mid 40’s, had black hair that had some grey in it. He also had a mustache that for some reason I thought was sexy as fuck! It tickled my nose a bit as he kissed me.

After a few soft kisses, I turned myself towards him a bit and we began making out. His tongue in my mouth felt incredible. He had one hand sliding up my dress softly touching my inner thigh and another on my cheek as we passionately kissed in the back of their BMW. If I had a pussy I would’ve ruined their backseat. I was so unbelievably turned on now.

“So what kind of girl are you!” Bruce whispered in my ear as he nibbled on my neck and ear lobe

“I’m whatever you want me to be.” I whispered back

“Are you a slut that’ll do anything for me?” He asked pulling my hair aggressively

“Mhmm.” I replied

We got to their apartment shortly after and as I walked in I could tell they were rich. This was an expensive apartment for sure.

Bruce and I sat on the couch together and Denise went to the kitchen and brought back a bottle of wine. She sat on the other side of me and poured wine into glasses for all of us. Over the next 30 minutes, we finished off the entire bottle of wine. Bruce and I continued to kiss and grope each other. Periodically Denise would kiss me as well and then Bruce.

“Shall we take this to the bedroom?” Denise asked

We all stood up and Bruce took my hand and lead me to their bedroom. When we entered the room, Bruce turned around and wrapped his arms around me squeezing my ass and shoving his tongue back in my mouth. I could feel his erection pressed against my stomach as he was a few inches taller than me.

Denise walked in the room with another bottle of wine and sat down in a chair across from the bed.

“Don’t you want to join us, babe?” Bruce said to her

“You have yourself some fun first.” She replied

Bruce pulled his neck tie loose and quickly unbuttoned his shirt. He removed his jacket, shirt and tie all in one swift move. Bruce had an amazing body for a guy in his mid 40’s. Nice abs, bulging pecs and a sexy patch of chest hair covering them with a trail leading all the way down his stomach.

As quickly as he removed his clothing, he reached under my dress and lifted it over my head and threw it on the floor next to his clothes. He leaned in and began squeezing and kissing my cleavage, and neck again before unhooking my bra. When he started nibbling sucking on my nipples I almost lost it. I absolutely love my nipples being sucked and played with!

I took a step back and sat on the edge of the bed. I began undoing his belt and his pants. As I yanked them to the floor, a huge dick popped up. His cock was a thick 9” ofcourse it was! He was clearly a rich alpha male.

I grabbed the base of his cock, looked up at him, then back down as I opened my mouth. I licked his tip a few times before sliding his giant member in my mouth. Bruce let out a groan as if he’d been waiting months for this. His cock tasted and smelled amazing! As my head bobbed back and forth on his cock he ran his fingers through my hair. I reached around and squeezed his toned ass cheeks with one hand and cupped his balls with the other.

“You gonna fuck her fat ass or not?” Denise yelled out from across the room

“Get up!” Bruce said as he stood me up and then guided me to the side of the bed.

I got on all fours and presented my eager ass to him. Bruce squirted some lubricant on his cock that was sitting on a table next to the bed. Then he rubbed the excess on my asshole. As he pressed his rock hard dick against my hole I remember taking a deep breath and thinking to myself…

“I’m finally going to be fucked my a real man!”

He pushed the head of his cock inside me. I let out a load moan. It felt insanely good! He slid himself a little deeper. He had one hand grabbing my hip and the other pressing my lower back.

“What are you waiting for? Fuck her fat ass!” Denise said now standing next to Bruce.

Bruce didn’t hold back at that point. He shoved his manhood as deep inside me as he could and began aggressively fucking me. It hurt at first but almost as quickly as the pain started, it went away and now absolute sexual euphoria went through my body.

“You like getting fucked you fat bitch?” Denise yelled in my ear while pulling my hair.

“MHMMMM!” I moaned

“Tell him! Tell him how much you love his cock inside you!” She demanded still pulling my hair

“I love it Daddy! I love your cock inside me Daddy!” I cried out

“I’m going to explode!” Bruce groaned

“You gonna take his seed you fat whore?” Denise asked

“YES! YES! GIVE IT TO ME! I WANT YOUR SEED DADDY!” I screamed

Bruce’s thrusted became almost unbearable as he plunged his massive cock in and out of my hole!

Then he squeezed my hips harder than anyone has ever done before and thrusted his cock deep inside me. I could feel his cock pulsing as it spurt shot after shot of hot cum deep inside my ass.

“Take it! Take his seed!” Denise shouted

Bruce smacked my ass leaving a red mark as he pulled his cock out of me. I instantly felt his cum dripping from my hole and down my leg. Denise smacked my ass in the same spot Bruce did. Then she swiped up the cum trickling down my leg and shoved her cum covered fingers in my mouth.

“You like that?! You like his seed in your mouth?! Does it taste good you fucking whore?!” Denise asked forcefully

“Mhmm. It tastes so good!” I confessed

“Wait right there you dirty whore.” Denise ordered

She left the room and as I collapsed on the bed I noticed Bruce was gone as well. I laid on their bed with cum still dripping from my ass. I laid there quiet and out of breath for 5 minutes. I was exhausted and I was trying to catch my breath when I heard her voice in the distance.

“Hey whore! Get your fat ass in here now!” She yelled

I slowly got up and walked down the hallway to their bathroom. As I opened the bathroom door I could tell the shower was running.

“Get in here and close the door!” Bruce said

Both of them were standing there completely naked. I had seen Bruce’s body but now seeing Denise naked, I was shocked. She was a knockout! She was thin, had very toned abs and perky little A cup tits.

They had a massive shower that was big enough for 4 people. I had never seen such a thing and haven’t since. Bruce got in and Denise followed.

“C’mon, we’re not done with you, whore.” Denise said

I removed my stockings and got in the shower with them. The three of us fit perfectly in there.

“On your knees, whore!” Denise demanded shoving my head down.

I did as she asked realizing that my sexual escapade was indeed not over! Denise was gently stroking Bruce’s cock.

“Eat my pussy!” She demanded

I did as she asked. She had a small patch of pubic hair above her clit that really turned me on. As I began to lick her wet pussy, she grabbed the back of my head and forcefully shoved my face in her snatch.

“Now suck his cock!” She demanded

Again I did as she asked. I swallowed as much of his cock as I could, even gagging a bit. Not once did I even think about whether or not he had washed it after being in my ass.

After going back and forth between Bruce’s dick and Denise’s pussy for 5 minutes or so, they both took a half step back. I looked up at them for a second. Suddenly I felt a warm stream splashing me in the face. Bruce was pissing all over me. Before I could react, Denise spread her pussy lips and started pissing on me as well. It was the first time I had been pissed on and I fucking was loving it.

I opened my mouth and let their piss splash off my tongue. Even holding Bruce’s cock as it slowly sprayed me….

Part 2 of this story will come soon….

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