u/CuriousBee38

First I would like you to know I have never been a relationship person. I am not married nor do I have kids. I am VERY OPEN when it comes to fooling around, its rare that my boobs don’t get played with by a random in the bar.

I took an Uber to my friends place as we were going to hit a few bottles of wine at her place and catch up while binge watching a show, parking is a nightmare at her place hence the uber.

I wasn’t all gussied up or anything, just a form fitting tank top and no bra (which is usual for me outside of work) and yes my cleavage was in full effect as always. My Uber driver was a woman (lets call her Jane) who was average looking but very sweet and a conversationalist. She kept looking at me in the rearview mirror when talking and I did not think anything of it. After our hour ride (tunnels/traffic) we pulled up to my girlfriends (just a friend) place.

Jane turned in her seat and said I was the highlight of her day and thanked me. I persisted that the pleasure was all mine. Then Jane got a little red and said “I am just glad I got you here safely because, well, um, lets just say u are very distracting”.
Being one that enjoys the awkward I looked her straight in the eyes and said “well I am not, thats just my boobs” Jane went red, reached up to her rear view mirror cam and turned it off. Then she asked if it would to forward to ask to see them. This EXCITED ME! I told her she could even take a picture as long as she sent it to me. I pulled down my top and her mouth gapped followed by some pics. I gave her my number and she text me the pics, my boobs were still out as we were saying goodbye and then she reached out (i say instinctively) to touch them, i pushed my chest out to let her, it made me instantly wet. I gave her a quick kiss, thanked her and got out.

The experience was on my mind throughout the holidays and i kept wondering how far it could have gone! Then I got a taste this past Saturday Night!

I took an Uber to meet the girls for a night out. When the Uber Driver pulled up I PRAYED it was Jane! I had a few pre-game shots in me and was a lil wet from thinking about my last uber experience. This driver was a guy in his early 30s (call him Paul).

When he rolled down the window to verify (he was cute) i instantly knew what I was going to do! I asked and jumped into the front seat after i loosened my blouse a little. We mostly spoke about football (poor guy was a giants fan), we talked a lil shit and he was laughing when he said it was nice to bs over football with a woman as his wife is not a real fan…i am not going to lie, the fact that he was married got me excited, so i “accidentally” let my blouse open a little, he definitely noticed because his glances became more frequent. I started asking him if he had any interesting Uber stories and he said not really as he had only been at it for 2 months. As we pulled up to my destination I asked him if he would do me a favor which would result in his first Uber Interesting Experience, he agreed, i told him to take my phone and film me for my social media, he seemed a lil disappointed but agreed, when the phone was filming i sat up, played with my hair and did the duck lip pose but then took out my boobs, he FROZE! I then put them away and thanked him but he held my phone. He asked if we could do another and I told him only if he participated. He filmed and I sat there with my back arched but blouse on, he just filmed till until i told him it was his move. He slowly pulled the blouse v back and was teasing my nipple, i was instawet and took out and played with the other one. I was so turned on with how awkward he seemed. I asked him if he was going to be able to Uber me when the night was over. He gave me his number and said he would give me a ride whenever i needed one but not to text him anything other than needing a ride!

Later that night (2am) I text saying I needed a ride with my location, i was shocked when he replied that he would be there in 20 mins. He pulled up to the hotel’s (bar we ended up at) Uber garage pickup spot, i wasted no time! He rolled down his window to playfully verify me, i just gave him my phone and opened my vest (my boobs were already out). He took some pics and i told him he was gonna need to take more. As soon as I got into the front seat i took my pants off and posed! He snapped away and played with my tits. As he was driving I started to finger myself and he could hear how wet it was was… He put my phone down to play with my boobs and i took his hand from my boob and told him to feel how wet i was…OMG feeling his fingers in me while he was driving made me even more wet. I took my phone and videoed him fingering me and the way he played with my clit!!!! I came all over his seat. I felt how hard he was in his jeans and went to unzip him but he said he couldn’t! So i licked his hand clean as he pulled up to my destination, I asked him how much and he laughed and just said he couldn’t charge me and I kissed him and told him that to look out for my next text ride request and he assured me that he would drive me whenever i needed it!

I know I passed out but it could not have been to long. The covered patio was empty and I could hear the guys laughing and talking inside the house. Cheryl was still head resting on my shoulder. I looked up and saw Liz and Candace now sitting on a patio couch using a towel attempting to clean themselves. I looked at them and Liz must have know what I was thinking “Rosey is using the outdoor shower around the corner, its heated.“. I got up and woke Cheryl in the process. I walked over to behind the bar and got a redbull and bottle of water. After talking to Liz and Candace it would seem we were only out for maybe 30 minutes or so. I felt utterly sticky all over and a shower seemed perfect. Candace said that Tony wanted to give us a break but others were showing up in an hour or so. Liz got up and limped a little, she managed a smile as she passed me, when I turned to watch her, I saw Rosey was coming toward us from the opposite direction with a towel around her shoulders barely covering her boobs.

Rosey strutted her long legs up to me and gave me a little kiss and snatched my water bottle as she distracted me. Cheryl headed toward the shower to join Liz. I sat down next to Candace and the three of us bs’ed and laughed about whatever. After some time Liz and Cheryl came back holding hands. Liz’s big nipples were fully erect from the post shower cold. Both of them washed their hair looking hot practically naked with their wet hair. Candace got up and headed to the shower. There was a loud cheer coming from within the house. Liz put on a smile “The new guests must have arrived”. Rosey clapped her hands as if she was doing a cheer “Lets get dirty” and the three of them smiled at me and proceeded to head inside as I turned and went to the shower. A cheering uproar could be heard and I assumed it was for the girls.

The shower was half tile and have wood. The floor was tile with a tiled bench and back wall with a stained wood door that was open at the bottom and top. The wooden wall wrapped around the front of the shower to the concrete wall. Candace left the door open and seemed to be rinsing off. I handed her a towel from the nearby wicker shelf and proceeded to step into the shower that she left running for me. The hot water felt very refreshing! I grabbed the bottle of body wash and squeezed it all over myself. Candace was drying off when I asked her to hand me a wash cloth. As I was scrubbing my face I heard a voice and turned to the open shower door. Candace was talking to a tall new guy. New because I hadn’t seen him before and because he was dressed. Candace was saying something that I could not hear over the shower but then thrust her shoulders back as Jay began to massage and play with her C-cups. Candace began to undo his jeans and shimmy them down as she went to her knees. From the shower I cold see the guy’s hardening bulge from his boxer briefs. As the guy stepped out of his shoes and jeans he proceeded to take his top off. Candace stayed on her knees and began massaging his bulge until she finally freed it. As she pulled his briefs down a long curved snake of a cock jumped out. Candace began stroking it and licking his shaft. She wasn’t able to quite pull it down to put it in her mouth. Between the guys height, the length of the thing and the upward curve she was unsuccessful from her knees. I was watching her work his cock not even realizing I was soaping and teasing my nipple and he was staring right at me.

Candace got up and lead the guy by the cock over to me. “This is Jay”. Jay looked me over then stepped into the shower behind me. He pressed his long shaft against my ass cheeks as he reached around to play with my soaped up boobs. Candace winked at me and then walked away. Jay had his hands all over me until he navigated to my clit and gently started playing with it. My pussy was still sore but his gentleness started turning me on. Jay continued teasing my nipple and fingering me until he turned me and sat me on the tiled bench. I started stroking his cock, it was thin and long, easily three lengths of my hands. He grabbed the body wash and poured some on my boobs. I scooped some off myself and began stroking his cock with it. Jay pressed his dick between my tits and I pressed them together as he began to titty fuck me. Jay kept whispering “Oh god that feels so good!” Jay backed away and asked me to turn around. I got up and put my left foot on the tiled benched and braced myself on the walls in the corner. Jay guided his cock head to my pussy and teased my sore lips until he slowly entered me. He kept going back and forth slowly going a little deeper each time. He whispered into my ear “Let me know if I am hurting you”. I grabbed his hand off my hip and placed it on my hanging boob and said loudly “fuck me already”. With that he pushed all the way in, I gasped as his curved dick hit me differently and deep. “yes baby fuck me”. Jay began thrusting harder. The deep pain felt so good as he picked up the pace. He kept fucking me and teasing my nipples. I began wagging and pushing my ass back against him. Jay was so deep and hitting me just right that I started cumming on his dick. He thrust up hard and kept it in deep as I moaned how good it felt. Jay pulled out and I turned around “Did you cum baby?” He shook his head as he raised my leg to rest my foot on the bench and turned my hips toward him. Bending his knees to lower himself to enter me again. As he fucked me his curved dick hit my spot perfectly. I leaned my shoulders back on the wall as he wrapped an arm around my waste and massaged my boob hard with his free hand. His cock tip scratched my inside perfectly and he knew it. I moaned “Oh baby you’re fucking me just right….don’t stop”. The way he was hitting the the spot perfectly, the shower still pouring on us and his hand roughly playing with my boob made the pleasure unbearably intense. I started yelling as I cam again in a multitude of spasms. I could not stop yelling “holy shit” over and over. Jay pulled out again, and started kissing me, as he moved to my neck I reached down for his dick which was still very hard “Baby did you cum?” He grunted no while he was now sucking my nipple. I gently pushed him back. Staring up at him I asked if he already fucked one of the others “No, Drew told me to get to you first and he was not wrong!” I laughed and grabbed the body wash. I drizzled some of the gel onto his long curved dick as he just watched me. As I soap lubed his still hard cock I smiled up at him “Drew knows what he is talking about! Now give me that cum!”. I turned my back to him, braced my shoulders and cheek against the wall and spread my ass cheeks “I want it!” I called back awkwardly with the side of my face pressed against the wall. Jay brought his tip to my pussy, inserted the tip then pulled it out and brought up to my asshole. He struggled to get the tip in at first then put a foot on the bench to angle himself better and popped his cock head in. I reached up on the wall and arched my back “Yes baby take that ass!” Jay grabbed my hips and pushed in hard. I grunted just as hard as he got deeper. I imagined his cock tip curving up into my spine! My god he was so deep, the curve of his cock felt amazing in my ass. Jay pushed harder and began pumping my ass. I collapsed against the wall as he thrust up, I was barely on my tippy toes as he pinned me against the wall. Jay wrapped a hand around between the wall and me and began finger flicking my click as he slammed my ass harder and upward. I could barely breath and I felt myself creaming on his fingers as he kept impaling my ass upwards. “I am going to cum!”, I moaned and panted “fuck my ass, give it to me”. He gave one last hard thrust, my feet came off the ground as I felt hot cum shoot up into my ass as I was pinned against the wall! He thrust again and again shooting more cum into me. My feet were back on the ground as he pulled out of me. We then washed each other off, I could feel his cum flowing out of my ass and splash on the floor.

Once we were somewhat dry we headed back to inside the house. Entering the pool table room I saw Rosey bent over one of the corner getting fucked while giving another a blowjob. Cheryl was at the other end sitting on a high pool table chair making out with a guy while two others took turns fucking her. When I got to the tv room with the huge sectional I realized that there were some new faces but the crowd had also thinned a little. Candace and Liz were getting worked hard! On the sofa chair ottoman Candace was on top riding one guy while getting fucked in the ass by another all while blowing a third guy. Liz was moaning loudly between moments of gagging. She was laying backwards on Tony as he was fucking her ass and manhandling her huge boobs while Guy was pounding her pussy hard. Two guys on the side were taking turns fucking her mouth. Liz’s chin and chest were drenched in thick sylvia and cum. While taking in the scene arms wrapped around me and began playing with my boobs. I turned and saw that it was Drew. I went to give him a hug hello but before I could say anything his tongue was in my mouth tasting of bourbon and cigar. As we were making out another hand went into my ass crack and began teasing my open asshole. I reached down and got a cock in each hand and began stroking them both. Drew and the other guy then took a nipple each and began to suck hard as I continues to stroke them. The random guy ended up laying down on the floor and I obliged by straddling him as I eased down on his cock. I half expected Drew to stick his cock in my mouth but he had other plans! He pushed me down on top of the random guy who started to tongue my mouth. I then felt Drew guide his cock between my ass cheeks and right into my ass. The two of them worked me back and forth as I moaned and grunted. The random guy grabbed my ass cheeks hard as he started to cum, I really dudn’t feel anything but could tell from his facial expression. Drew began to pull my hair as he pumped my ass harder until he cam.

Drew helped me up and I could feel the cum running down my leg. Before I knew what to do next another guy pushed me by the small of my back until he i was bent over the back of the couch and proceeded to fuck me. Liz was rolling off of Tony and started couch crawling toward me when she saw me. Her face was cum covered and her mouth dripping. She crawled right over to me as I was getting pounded over the back of the couch. Once she got close enough she started kissing me and rolled a cum wad into my mouth. It was so unexpected and such a turn on! I grabbed the back of her neck and feverishly tongues her mouth. Not knowing why I started to slap her hanging tits with my other hand. Liz then squealed into my mouth, I opened my eyes and saw Jay had gotten on the couch and mounted her from behind. I pulled Liz back by her hair to watch her face, I whispered “Baby he is a good fuck” she opened her eyelids but her eyes were rolled back as she began yelling “yes yes yes”. Watching her excited me. I felt the guy pounding me pull put and cum on my ass. I kept watching Liz’s ecstasy face when another cock slid into my pussy. I was mesmerized by Liz’s face and swinging tits as Jay slowly worked her. Jay pulled one of her arms back followed by the other to get her erect on her knees with her arms locked behind her. Liz knee shuffled closer toward me, I happily took hold of one of her cum glistened boobs and sucked feverishly! God her tits and moans excited me. I felt myself getting wet but maybe it was the guy fucking me cumming! As soon as the guy pulled out of me another cock slid up and down my ass crack. The new guy found my asshole and entered easily pushing me hard against the couch backing which pushed my face deep into Liz’s boob. I looked up at Liz as Jay still methodically fucked her as her tits bounced wildly. Arms free she braced herself on each side of my shoulders and we began to kiss. As our tongues were playing a cock slide between them then entered my mouth. Liz reached up and began to stroke the cock in my mouth, she then took it out and began sucking it. Sharing a blowjob with Liz while we were both getting fucked excited me more. The guy standing on the couch mouth fucking us pushed our mouths closer together from the back of our heads. We pursed our lips as he slid his cock back and forth between them. Liz jerked forward a little hard as Jay moaned he was cumming! Liz moaned “Don’t stop oh god don’t stop”. Her head began bobbing back and forth as Jay resumed fucking her, by her moaning I knew she was close. The other guy squeezed my head tighter as he angled his cock between our lips, in and out of our upper lips and mouth until he exploded. He shot ropes of cum, some went up our nostrils, face and dripped on the couch! Liz suddenly spasmed and collapsed sideways into the couch squirming. Instinctively I took the cock into my mouth as he unloaded more before pulling out. Still getting fucked from behind I looked down at Liz as cum dipped from my face onto her boobs. She had a euphoric smile on her face. Another guy grabbed her legs and let them fall off the couch. As her legs were being raised she weakly tried to back away “Please no more, I cann-“ but the new cock slide right in. She stared up at me as her boobs swayed with the pumping she was receiving. I stared down at her as hands yanked my shoulders and my guy was balls deep in my ass cumming. Once my guy pulled out I waited for the next but one did not come. I stood up and a flood of cum streamed out of my holes.

I looked around and every one looked spent. Liz and the guy fucking her was the only action happening. God only knew what time it was. Rosey and Cheryl were sitting on the couch looking spent, Candace was on the sofa chair drenched in cum looking like she was passed out. Guys were slowly meandering looking for their clothes. A towel was placed on my shoulder, I turned to see Tony standing there with a bottle of water for me. I drank it eagerly. “I never thought you would tire” I teased. He smiled back at me and took my hand and lead me to the circular entry way and up the stairs. We ended up in his master bedroom and more importantly the shower. We showered and he washed my hair. Nothing sexual happened but it was very sensual. After we were clean and dried off we got into his bed. Tony told me Oscar (the driver) would bot be around for another 3 hours. We bs’ed a little and he told me I had an amazing crew. I sat up in the bed and told him we weren’t call girls and how the joke started and escalated with Drew. Tony laughed and joked about wanting his retainer fee back. He then looked at me seriously and asked if he could still freeuse me when I was available. I laid back down in the bed and told him teasingly “my rate was going up”. Soon after I passed out.

I was completely oblivious to what time I went to sleep or what time it was when I woke. Sunlight was spilling through the curtain slits and brightening the inside of my eyelids. I was recalling where I was after dreaming of nothing but scenes from the party. I opened my eyes when I heard Tony “I told Oscar to wait till you and the girls were up and ready”. Tony was towering over me on the side of the bed, his elephant cock was semi hard. I looked up at the night stand clock and it was almost 1130 am. Tony waggled his hips a little to swing his trunk. I smiled and whispered “good morning” then reached for his cock and teasingly began licking the tip. I was so sore and depleted but the vivid fuck scenes that passed for dreams made me a little horny. Tony’s cock stiffened quickly as he stood there watching me on my side sucking what I could of hos cock. He pulled off my blanket and gently played with my tits. After a minute or so he climbed over me on the bed and spooned up against me. I was laughing at my self because I instinctively arched my back to push my ass against him while saying “Baby I can’t I am really so-“ but Tony shushed me, lifted my top leg and began rubbing his wet cock head against my swollen pussy lips. After a few strokes he entered me slowly. I bit my lower lip in pain as he squirmed back and forth. Even after everything that fucked me a couple hours back it still felt like he was stretching me insides. Tony kept pumping me slowly and stopping every once and again deep inside of me. “Fuck babe I love being inside of you!” He whispered as he groped my tits and picked up the pace. I felt myself getting wet as he slowly fucked me. He kept pumping me for a while never changing the pace, it turned me on and made me wet but i did not feel an orgasm coming. He squeezed my tit harder and pushed deeper and stopped. I attempted to contract on his dick and he whispered “yes god yes!” And then cam inside of me. After a few more strokes he pulled out.

My clothes were still downstairs but Tony gave me a T-Shirt that might as well been a short dress on me. We headed downstairs. In the Big TV room I was surprised to see Rosey on het back with her legs wrapped around Jay moaning and tonguing him aggressively as he fucked her. Drew and Candace were at the bar bs’ing over coffee. I walked over to them and whimpered at Candace who laughed, got up hugged me and went behind the bar to poor me a cup of coffee. Drew stood up to give me a peck good morning on the cheek. “Oh now you say hello” I teased and he replied “I got nothing left!” Candace told me that Cheryl and Liz disappeared into one of the other rooms with a guy and hadn’t woken yet. The three of us were talking which was comical with Rosey panting “ooooh baby yes yes yes oh my god” until she started squealing. We all watched as Rosey pushed Jay off of her and violently started to stroke and suck his curved dick until he came in her mouth. Rosey then fell back into the couch slowly rubbing her body and savoring how she felt.

After some time Liz and Cheryl awoke, the girls all grabbed showers and dressed back in their clothes. I stayed in Tony’s shirt. Tony showed us the kitchen where he had bagels and pastries. Oscar was sitting at the table reading his phone and said he was ready when we were.

As Oscar drove us in the limo back to Cheryl’s place we all talked about what happened. Despite being used and depleted everyone seemed to have embraced their slutness. We were most interested about Liz and Candace’s experience given it was their first time. They both admitted the gummies helped. Liz and Candace both reminisced that they thought they could ease into it by watching us but Tony called them out. Candace had said that she thought Tom’s dick was huge from when she first met me but Tony’s put her into a trance. Liz laughed that after getting bent over and impaled by Tony to start the evening every other dick paled in comparison for the exception of…Liz, Rosey and I simultaneously blurted out “curved dick”, it was hilarious as the three of us talked about how he was a great fuck. Cheryl and Candace felt like they missed out until Rosey smirked and said “I have his number so we can arrange something!” to which Liz and I both voiced that we better be invited!

As we were getting closer to Cheryl’s place she asked quietly “Are we going to tip Oscar again?” We all stared at each other and although we were drained we all had a devilish smile. We had gotten to the point were nothing mattered even how far we took things! Oscar pulled into the parking lot, parked and got out to open the back door. When Oscar opened the door he was greeted by Liz with her beautiful tits out. Oscar started with a “Ms. Liz thats okay honestly-“ but Liz already worked his cock out of his zipper and began stroking and sucking. After he was good and lubed she scooted back into the limo and told him to come in. He shut the door behind him and saw the rest of us kneeling on the limo bench seats asses up and waiting. Oscar started to say how he couldn’t until Cheryl yelled “Oscar come fuck us!” He crouch walked over to Candace’ waggings and hesitantly began to fuck her. Candace began fake moaning and howling his name over and over. Cheryl then began whimpering “Oscar fuck me please” he went over to her and began to fuck her. After a few pumps Rosey flipped in her seat next to me and spread my ass cheeks “Over here Oscar”. He came up behind me and Rosey began sucking his dick over my ass and then guided him gently inside of me. As Oscar was fucking me I faked a moan or two. Oscar cried restrainedly that he was going to cum, Rosey pulled his cock out of me and sucked him dry as he groaned. As he fell back into a seat we exited the limo saying bye over our shoulders.

We hung out at Cheryl’s most of the day. We all thoroughly showered and laid about her place. I retrieved the box from the night before and handed out the named envelopes. I waited till I got home to open mine. There was ten thousand cash in mine and a letter.

“A little extra for you. I am anticipating another great night and hope there are more to come. Full disclosure Tim told me you are not a real call girl. It makes it so much hotter for me to treat you like an absolute fuck toy, watch you be fucked and to take you again all while you continue to play the role!! Tim told me you don’t do relationships but I am hoping in the New Year we can have more fun nights
Tony”
I smiled and then took another shower and crashed in bed, Best New Year Ever!