My Year as a Sugar Baby Pt. 2: The Party [MFF]

“Hi gorgeous. Party starts tonight at 8pm. Please arrive an hour early and buy a red dress with the money enclosed…”

I smiled as I read Damon’s letter that he slipped under my door. My mouth dropped open when I pulled $400 cash out of the envelope the letter came in.

I bought a red dress per Damon’s request. I also got a Brazilian wax and my nails done. I was sure to arrive on time at Damon’s house, where the party was being hosted. He commented on my beauty and gave me a tour of his home, something we didn’t get to the first night I was there.

“We can skip the bedroom since you’ve seen that” he joked playfully, smacking my plump ass and giving it a squeeze. I giggled and leaned into him, letting him give me a tender hug.

The bar I was hired to tend was outside on his deck. I started setting up my station after pouring Damon a drink. Before walking away to wrap up party preparations, he looked around, reached under my dress and found my bare pussy already getting damp. He ran his finger over my wetness, brought the glistening digit to his mouth and tasted my juices. I shuddered at how hot what he just did was and gazed at him as he walked away confidently.

I exhaled to clear my head and continued my work.

The party was a total of 18 guests, a mix of close coworkers and clients of Damon’s. He catered the event and I was having a ball socializing with everyone as they got increasingly drunk.

One gentleman had caught my eye when he walked in with his beautiful wife. They’d come to introduce themselves later as Carlos and Angelica. He drank Anejo tequila on the rocks with a lime and she had a Sauvignon Blanc.

Carlos was a giant bulldog of a man. At 6ft 3in, he looked to be normal height from afar next to his wife who also was tall, standing at 5ft 11, taller in her heels. They both towered over my 5ft 1in frame and I instantly became aware of their physical prowess. Carlos was an ex football player and was still built like one despite being in his mid 40s. Angelica was heavy into CrossFit and it showed. Her lady muscles were toned; rippling with her graceful movements, but still feminine. Like a lioness.

The night progressed and Carlos would make frequent stops by the bar, becoming increasingly flirtatious each time. I’d catch Damon from the corner of my eye, not looking a bit jealous as I hit it off with his friend.

Angelica would also make her own visits and drop gems like “I wish I had big tits like yours” and “Carlos would go crazy if I had DDDs”.

By 1 a.m. the party was dwindling and I estimated my tip jar to contain at least $600. I thanked Damon profusely during one of his whiskey refills and he said “I’m sure I can think of a way for you to return the favor later.” I shivered remembering how good he ate me out last time and blushed.

“Can I get one last tequila for the road, mi amor?” Carlos asked, his tie and collar undone beneath his suit jacket.

“You’re not driving are you?” I questioned.

“No ma’am, we have a driver.” He responded.

We took a shot together and I turned to continue cleaning up. Carlos thanked me and dropped $500 in my tip jar and walked away. When I turned around and noticed the money I almost cried.

I chased Carlos to the front of the house and gave him a hug, thanking him sincerely. “You don’t know what this means to me”.

“What does it mean to you?” He asked, gazing deep into my eyes.

I tried my best to get to his lips from my tippy toes but he was still too tall. He leaned down and kissed me deep, his tongue circling around mine. I pulled away and he opened the door to his limo, indicating I should get inside.

“What about Angelica?” I asked, worried.

“In here babe” came a voice from the limo.

I suddenly understood, and looked up at Carlos with lust in my eyes. He returned the look, and guided me into the car, following me before closing the door.

Angelica was sitting opposite of Carlos and I. Without saying a word she reached under her short dress and removed her underwear. She spread her legs wide showing off her thick mass of public hair. She had big, meaty pussy lips with just the slightest gape to her hole; but the real sight was her clit. It was the biggest I’d ever seen, about half the size of my pinky, but thicker. It drooped from under her hood and appeared to be pulsating as it grew more swollen to match her arousal.

Carlos grabbed my head before I could say anything and kissed me again. We made out in front of his wife for a few minutes before he reached under my skirt to find no underwear.

He pulled off of my lips and looked at his wife “what a perfect slut” he said to her as if I wasn’t there. He kept kissing me as if he was starving and I was a banquet prepared just for him. He fucked me with his thick, long fingers that each felt like small penises.

Carlos allowed me to catch my breath as he hurriedly took his pants and underwear off. I looked at his dick, gasped, and then looked at Angelica who was chuckling.

“I know right? I did the same thing when I first saw it” she mused.

Carlos was hung like a horse. He truly was built like a Centaur and I must have looked scared because he took my face in his giant hand and said “don’t worry, I’ll let you drive”.

His balls hung heavy and he was clean shaven in contrast to his wife. His cock was darker than the rest of his body, a dark chocolate brown with many prominent veins. It looked as if he had been lifting weights with his dick and pumped it up like his swollen biceps. He grabbed his giant cock and gave it a few strokes with his hand, making it start to swell like a snake that had just fed.

I leaned forward without being told and tried to fit his growing cock as far in my mouth as I could. There was no way I could deep throat him with his size and he seemed to enjoy watching me struggle with his dick. His wife leaned forward, roughly grabbed the hair on the back of my head and started pumping my head on Carlos’s dick as if it were a sex toy. My spit was running down his balls and all I could make out was my own gagging as I started to feel light headed from the lack of oxygen. Angelica forced my head down on Carlos cock one more before letting go, allowing me to pull off and breathe.

I gasped and I glared at Angelica “you fucking bitch, I hissed” Carlos grabbed me forcibly and I became aware that I was no match for either of these two physical specimens. I was equally scared and turned on.

Carlos threw me over his lap, pulled my dress up to expose my ass and started roughly spanking me. Angelica lowered her head and bit my ass cheek, leaving an imprint. I felt like a small animal being eaten alive.

I struggled to lift myself off of Carlos’s lap, knowing I could only do so because he allowed me to. Straddling his lap, I grabbed his dick and aimed it at my hole. I lowered myself onto his cock, feeling the head stretch my tight hole like never before. I paused for a second and breathed deep. As much as I wanted to just bounce on him, I knew it’d hurt too much if I did.

I leaned forward and whispered into Carlos’s ear. A grin overcame his face, “Angel, on your knees, come here” he commanded.

Angelica did as she was told until her face was inches from where my pussy and her husband’s cock were converging.

“Lick her ass” Carlos ordered.

I pushed down on the big dick penetrating my little cunt further and felt it slowly sink into me; pushing my vaginal walls outwards to accommodate itself inside me. “Aaahh fuuuck” I moaned, determined to take all of Carlos in, but legitimately struggling.

As I got half of him in me, I felt Angelica’s face bury itself in my ass. “YES! Eat me bitch”

Angelica pulled away, she must have looked questioningly at Carlos because he told her sternly “do it, now”. She returned to rimming me as I finally rested all the way on Carlos balls, his big thick cock fully buried inside me. I moved my hips in a circular motion, feeling his girth deep in my stomach, and his wife’s tongue deep in my ass.

I slowly lifted myself up, sliding my pussy up Carlos’s shaft. I squealed as I started to really bounce on his dick. He grabbed my ass and spread me wide and Angelica pushed her tongue as far into my puckered hole as she could.

“Enough” I told her.

She returned to her seat and watched me continue to fuck her husband. I hovered over Carlos and he thrusted his hips up, pounding into me. He slapped my ass and told me to spin around. I was about to hop off but he held me down, I did a 180 degree turn with him buried deep in me.

I was facing Angelica as I went back to fucking her man. I stared at her, watching her begin to finger herself, lightly pinching her big clit every so often. I leaned forward, putting my hands on the floor and really working Carlos big cock. He placed both hands on my lower back and used them to bounce me harder onto his thick monster.

My pussy was making obscene squishing noises. I felt fully broken in, getting deeply fucked by the biggest cock I’d ever had up until that point. I rubbed my clit furiously and started building my orgasm. I announced I was about to cum when Carlos pushed me to the floor of the limo.

Climbing between my legs, he fucked me missionary. He’d withdraw his cock to the tip and then push all the way to the hilt in one hard thrust. He sat up, still fucking me and rubbing my clit with his thumb. I was about to cum and became aware of Angelica moving. She shifted her body so that her lower half was hanging off the seat, her ass and pussy hovering over my face. Her giant clit looked more swollen than ever as she proceeded to rub it, making animalistic grunting noises. He cunt juices were building like dew drops on her dark bush.

Her husband was fucking my brains out and made me cum hard on his cock while it continued it’s assault on my little Mexican cunt.

Angelica screamed “I’m cumming”. I looked up just in time to see a flood of liquid gush from her pussy, splashing on my face just below my nose, running into my mouth. At first I thought she peed on me until I realized she was a squirter. She gushed two more times as she continued to slap her clit, soaking my face in her juices.

Carlos pushed into me deep, pinning my knees to my chest as he started to cum. He dick swelled up in me, erupting so much hot, thick liquid that it ran out of me. All of us needed to catch our breath.

“Whos the bitch now?” Angelica laughed as she lit a cigarette.

I exited the vehicle adjusting my dress. My hair and face were a mess with my own spit from the messy blowjob and Angelica’s squirting orgasm.

My pussy felt like a truck had just driven though it and I wobble walked up to Damon’s house.

He was standing in the doorway and I looked up at him ashamed. I started to sob thinking he was going to be upset because I clearly looked like I’d been fucked, hard and rough at that.

“I see you met Carlos and Angelica” he said.

I looked down as Damon lifted my chin up to kiss me. I was going to tell him not to, that I was covered in cum, but something told me he didn’t care.

He lead me to his bathroom where he drew me a bath. Damon slipped my dress off, and sat me on the edge of the tub, spreading my legs as if to inspect me.

“Wow he really did a number on you” he sighed.

My pussy felt tender. He kissed me softly right above my gaping, leaking hole.

“Don’t babe, he came in me” I whimpered.

He placed his open mouth on my pussy hole and gave it a lick. I gasped, turned on by how filthy the act felt. He lightly sucked and I heard an audible plopping noise as he got a big mouthful of Carlos’s load. Damon continued to clean me with his mouth and managed to make me cum again just by licking my clit.

He wiped his mouth and left me to take my bath. I soaked and felt some relief on my aching, raw pussy. I washed myself and ended up staying the night with Damon just cuddling.

He still hadn’t fucked me or gotten so much as a BJ from me. He just held me close, kissed me all over, and lulled me to sleep whispering sweet things in my ear.

Source: reddit.com/r/gonewildstories/comments/yvjt9e/my_year_as_a_sugar_baby_pt_2_the_party_mff