From Uber driving backseat slut to Seafare gang bang… what a great weekend [group]

Hi Y’all,

Sorry it’s been so long since I’ve written about any of my Uber driving adventures. Truth is I got into a pretty bad accident while between rides and my car was totaled. Some guy had a diabetic episode while driving down the freeway and literally took a left hand, 90 degree turn, across two lanes of interstate, at 70 mph, and crashed into my car. It was pretty awful and while I wasn’t seriously injured I did crack a rib from the airbag deploying and seat-belt pressing into me. Luckily the safety systems on my Honda worked and I’m so thankful for that. Because of all this I took some time off to recover.

Being a very broke mom I got back out this past week and started driving again with my new Honda. I’ll admit I wasn’t excited about driving all day again but did find some nice people to talk to about the accident and all were very supportive. Especially one guy who got very flirty and I ended up giving a hand-job and blowjob to in the back seat at his hotel parking lot. The thrill of that has me very excited to work again.

After I was finished licking off all the cum from his cock he proceeded to tell me that he was in town for Seafare. He went on to say that while he’d have to check with his buddies, he would love for me to join them as a hostess on a big boat his friend owned. He said they’d pay me well for serving drinks and other such services, winking at me. I told him to let me know as I could really use the cash and would love to spend the day on a yacht at Seafare, what could be better.

For those not familiar, Seafare is a summer water festival in Seattle that encompasses a Torchlight Parade of boats, hydroplane races, and the Blue Angels flying over Lake Washington. I’ve never been out on the water for the event but was hopeful I’d get the call back to join some rich guys on their boat. Sure enough I was texted Friday night and told they’d love to have me join them and where to meet them Saturday morning to start the fun.

I knew that it would be a group of four men and me, and that I was basically to be the hired slut and some fun entertainment for them. I was told I would help serve drinks and I should especially flirt and smile at the boats owner who was some big wig someplace. So I wore a very tiny bikini with tiny bottoms that just covered my full pussy lips and was only a G string in back. Over it I had on a little backless mini sundress. I also wore slip on sandals and lots of sunscreen that I worked all over my body.

I drove to the Leschi neighborhood of Seattle that was right on the banks of Lake Washington. I met my new friend Jim right where he had directed me. I was a little earlier than the others and it gave him time to not only show me around the fabulous boat and where all the drinks and ice and snacks were but to also back me up against a bulkhead and make out with me. He was very eager to continue his fun and he admitted he couldn’t wait for me to show up. His lips were sliding against mine and his tongue slipping into and out of my welcoming mouth. Jim is in his fifties, very well kept, muscular and apparently very virile. He had left me happy the night before from the opportunity to stroke and suck his bigger than average cock.

I smiled happily at him as he whispered to me that he would be seeing me again alone really soon. I honestly could hardly wait, as not only did I want to feel his cock inside of me, he was also a big tipper (being honest). We kissed again, I reached down to feel his hardening cock through his deck shorts. They were linen and not that thick so I could get a good feel of him, as he grew and throbbed in my hand. His hands wandered up to slip inside my dress to caress my thick swollen nipples over the top of my bikini. He smiled at me and then someone called out to the boat from the dock.

We stepped out into the sun on the boat deck to greet two other men, also in tee shirts, deck shorts and slip on shoes, as they stepped on board. They introduced themselves as Al and Greg. Al was the older one and also the owner of the boat. Al probably in his mid sixties and Greg was in his late thirties or early forties. Both were slender and tall, not as muscular as Jim but in good shape and smiling at me in very leering but welcoming ways. They were waiting on the last man, who finally arrived just a few minutes later.

He was also in his forties, tall, very well built and strong looking and he was black. His name was Milt and he had a huge smile for me. Reaching out his arms he gave me a huge hug and even kissed my cheek. In an English accent, he said he was so happy we could join them for the day. Once he was on board we cast off and set out across the lake.

The thing about Seafare and boats I learned is that everybody docks up against each other in rows. So what I thought was going to be a private adventure was actually fairly public as once docked you could easily see and move from boat to boat you were tied up to.

Once tied into the other boats I decided to get the guys some more drinks. They were all down to their swim trunks and I had given up the sundress to walk around in only the tiny top and g string bottoms of my bikini. I immediately got some looks from the other boaters, especially the wives on the other boats who right away knew what I was on the rich guys boat for. That said my hosts were all giving me very admiring looks and making pointed but complimentary comments about my body and how they loved my big ass showing off for them. Obviously Jim had told them about me and they had made it a point to kid with Jim in front of me what it was like to have those big full lips around his cock. OMG they didn’t waste any time. I honestly blushed and I realized that the alcohol was giving them courage that they might not normally have.

As I handed Al, the owner, a scotch neat, he took the liberty of sliding one hand up the inside of my thigh. I knew not to offend him so I let him touch me, all the way from my knee to where my leg met my pussy. He let his hand linger against the cloth covered mound for just a couple seconds and even wiggled his finger against my pussy before letting it drop away. He smiled at me and I smiled with a wink back. I really wanted to keep Al happy. I also felt the almost instantaneous warmth of excitement rush through my body to warm my pussy. I was a bit surprised that I had gotten turned on by the show of bravado by this likely incredibly rich and powerful man, but as I saw the lustful looks and grins on the faces of the men, I got an almost irresistible urge to tease them a little.

I stayed next to Al, and put a soft hand on his hot bare shoulder, already reddening from the sun burning him. I slid my hand over his skin and let my hip drift up against his arm, my skin touching his as I heard him catch his breath. Jim was smiling at me and had an almost pleading look in his eyes to show the guys a little fun while they were out on the water. I nodded at Jim and then said, “Gee, guys, its really hot out here isn’t it? Would anybody like to head into the cabin and dance a little? I think you’ll like my dance.”

I noticed Milt almost had the look of a wolf or some wild animal on his face. I guessed he would love to get hold of my white ass. The guys all agreed and we went inside the cabin for a bit of privacy. It was big enough for all the guys to make themselves comfortable in big leather chairs and sofas. I slowly reached back to untie the string that held my top around me and lifted the top off of my tits and let them admire my big swollen nipples ready for their attention. The guys all made noises of approval as I danced around topless.

As I approached Greg, he was the brave one and he reached up to fondle my tits and fully erect nipples. I let him have his fun, smiling and teasing him as he played. “Like those?” I asked and he nodded. He leaned forward and I leaned down to allow him to kiss the nipple on my right breast. He suckled at it like a baby. I held his head in my arms letting him have his fun. I felt my bikini bottoms getting really wet as I stood there watching the other three guys watching Greg with me.

When he finally let go, I moved over to Al and offered him the other tit. He immediately began the same sucking and tonguing of it. I giggled and held his head as I looked at Jim. He nodded at me, and shrugged as I slid my hand down the front of Al’s chest all the way to his trunks. He shivered even in the heat as I turned him on. Jim was smiling nervously, liking what I was doing to entertain his boss (I guessed), and at the same time, probably wondering how far it might go and how far I would let it go. I let my fingertips slide just under the waistband of Al’s trunks. I could see his cock growing and starting to twitch under his swim trunks. I figured he had already gotten partly aroused when he was sucking my my nipple. He appeared to be fully excited now and I could feel the fabric stretching against my fingers as his dick flexed.

I stepped between his spread knees and turned to face away from him, the soft, rounded mommy cheeks of my butt right in his face. Al leaned forward to kiss the smooth surfaces of each cheek before I leaned down to put a hand on each of his knees then bent my knees to do a quick grind on Al’s crotch with my big full ass and pussy. Through the thin cloth of my tiny G string and his swim trunks I could feel his hard on against me. I felt the excitement in my body reach the next level. I stood and reached for Al’s hand.

“Al,” I said, “you need to help me in the galley.” With that, I led him to the lower cabin of the big boat, which was in fact the galley, and also had a double size bunk on the other wall. It was there that I pushed Al into a sitting position and I quickly stripped out of my G string. Totally naked and eager, I lowered myself to my knees between his legs and began tugging at the sides of the waistband of his trunks. Al raised his hips and let me pull his trunks down.

I noticed out of the corner of my eye that I had an audience, as all three of the other men had followed us to the door of the galley. They were watching as I bared the man’s cock and balls and leaned forward. Al’s cock was rock hard erect, sticking up from his crotch, above the hairiness of his balls. His cock was a little shorter than normal but nothing extreme and was also just a little above average in width. I let the hardness slide into my open mouth, using my tongue to tickle the underside of it as it entered my mouth. I closed my lips around it and began to suck, sliding my head up and down as my mouth worked on him. Al threw his head back and groaned as I worked on him, using his hands to fondle all of me he could touch.

I slid off his cock, and licked lower to use my tongue to caress his swollen balls. I pulled one and then the other into my mouth as he lay back. I licked even lower between the sweaty cheeks of his lower ass to tickle him before starting back up to lick all the way to the tip of his throbbing cock. I engulfed his cock again, and worked on it some more, before I stood and knelled next to him. I grabbed the shaft of his hardness and guided the tip to the slicked wet swollen lips of my pussy. I let it slide up and down the slit, slightly between the full meaty lips as I began to lower my weight onto him. I felt it push into me, and then start slowly sliding into the canal of my cunt, filling me the way I craved most. I felt my weight settle onto his hips, and his cock bottom out in my pussy.

I smiled down at Al, letting my nipples dangle against his lips, then began to work my hips up and down his shaft, sliding it in and out of my soaking pussy. He reached up to pull me down onto him, so he could use his tongue inside my mouth. It was immediately so intimate and bonding. I kissed him back as he began to gently thrust his hips up into me as we kissed deeply. He was straining against my body as he thrust into me. In a few minutes he indicated he wanted to change positions. I rolled off and took a position on my knees with my head down on the mattress as Al moved behind me to position his cock head at my slit and then pushed forcefully into me again. His cock slid all the way into me and he began fucking in and out of me as I leaned back into him, meeting his strokes as he made them, feeling all the tingles and sensations that went with our amazing fucking. We were dripping sweat as he pounded into me.

He was pounding with a force that I hadn’t expected from him. He went faster and faster before then pulling out of me and moving me to lie on my back on the bunk. He moved to settle between my legs and reentered my hot open pussy. He again was kissing me deeply as he began to stroke again. His whole body went tense as I felt the swelling response of orgasm swept through him. He buried his face into the crook of my neck and thrust harder and faster, then began to tremble and shake as his throbbing cock began to spurt big loads of sticky, hot, white cum into my now climaxing pussy. It felt like his whole lower body was exploding into me as he emptied his full balls deep inside my pussy.

This fucking had pushed me over the edge, my orgasm washing over me, my thighs trembling and my whole body quaking and bucking as I came. I held him tightly to me as we kissed again. It was incredible and I felt immediately bonded to this powerful man. As I began to recover, I could hear the cheers and clapping coming from the other three guys who had watched in excitement and lust. How odd, was this a regular thing for them to watch their boss fuck sluts lol? No matter I loved it!

They were looking at the scene like kids in a candy store for the first time. I looked down at my sweaty body and the cum oozing out of my cunt. I saw Al sitting on the edge of the bunk, his now shriveled cock all wet and glistening with my juices and his. I looked back at the guys, and said with a smile, “Who’s next?”

….

Phew I need to take a break from writing. I honestly have been masturbating the whole time remembering and writing this and need to truly get off and get back to work driving today. Back to school expenses ugh. I’ll try to write more tonight if anybody is interested. Trust me you’ll want to hear what Milt did to me. Hope you enjoyed this half as much as I did. What a cum covered day!

Kisses, jen

Source: reddit.com/r/gonewildstories/comments/cm0lsh/from_uber_driving_backseat_slut_to_seafare_gang