For as long as I saw Bryan, he never once spoke to me in a term of affection, and he never asked for anything, he told me. For some reason, I just never refused him or had the personal strength to say no to him. At work, he would call me “Miss” or Lydia. But outside of work, it was slut or whore. He wasn’t that careful about using those terms outside the office in front of people either. I can recall more than a few strange looks from people who overheard him speaking like that.
Even as I started dating different guys, Bryan didn’t care but if he called he expected and told me when and where to meet. I always went, even if I had to cancel a date. He never told me about his personal dating life either but I heard from the office gossip he had a very attractive blonde girl at his side on more than one business occasion. I had no thoughts of replacing that girl. Bryan was close to twenty years my senior.
During our time together, he took me on many weekend trips to Las Vegas, Santa Cruz, Capitola, Carmel, Half Moon Bay, and San Diego. He was exposing me to a different side of life. One where money was no object.
One such weekend trip was to San Diego over Memorial Day weekend. He told me on Wednesday that Saturday at 7 am he would pick me up. It was a long weekend with Monday off for the holiday. Saturday morning I was ready as told. I dressed in short jean cutoff shorts and a white tank top for the drive. I added some heels to the outfit. I often wore heels with Bryan because he was so much taller than I was and he liked me in heels.
Bryan knocked on the door and immediately stood he in front of me and pointed to the ground. His first words to me were, “now, slut.” I knew what this meant so I dropped to my knees and took out his already erect penis. I went to work pleasing him. He decided he wanted to sit down on a chair and had me crawl to him. Off came my clothes and I got to business.
I love sucking a man. For me, I’d say it is my favorite sexual act. I learned young that guys enjoy blow jobs and I worked hard at being good at it. Through trial and error, I tried my best to get better. I had sucked a lot of guys off by this point. I learned the best blow job is given with enthusiasm, passion, and desire.
I was pleasing him like I learned he wanted it, no hands all mouth and deep into my throat. He told me to use my hands to rub myself and make myself orgasm. It wasn’t long after I felt him pump into my mouth that I followed with an orgasm myself. I rested between his legs making sure I got all the cum leaking out. I teased his sensitive cock head with my lips and smiled into his eyes. I opened my mouth waiting for him to tell me to swallow his cum as had become the standing order.
Bryan stood up, pulled up his slacks. I grabbed my shorts, my tank top and my bag then walked out the door as he told me to follow him. So completely nude, I followed this man out to his car. My apartment has parking spaces not twenty feet from the door but he chose to park in the far lane, even though there were available spaces directly in front of my door.
I knew he did that on purpose and had planned it to expose me to my neighbors. At the car, Bryan put my bag in the trunk tossed my clothes in the backseat and told me to show him his cum in my mouth. I hadn’t yet swallowed so I was happy to show him I listened to him. He smiled and told me to swallow and to get into the car.
His car was a BMW sports car that is very low profile. I’m still naked in the front passenger seat as he heads for the highway. There I am naked in his car at a stoplight on Thornton Ave, not far from my apartment and I’m spotted for the first time by a guy driving a pickup truck. The truck had pulled along my side of Bryan’s car at the traffic signal. I noticed that he had noticed me and I tried to cover my bare hairless vagina but Bryan saw me move to cover myself and firmly expressed his displeasure with my attempt at modesty.
I’m sure the guy heard him address me as the windows were open. Bryan reached across the seat and pushed my legs apart. So for what seemed like forever, the truck guy did not attempt to not get caught staring directly at me. I could feel his eyes taking me in. He even yelled to Bryan expressing his happiness and gave him the thumbs up. I just sat there with my hands at my sides totally open to his visual inspection.
The office girls called Bryan a skirt chaser. He was also known for his fuck-em and dump-em attitude towards women. I think the reason he kept me around for as long as he did, was that I never asked anything of him or intruded into his personal life. I didn’t make demands of his time or ask him to take me places. I wasn’t trying to be his girlfriend because I knew that wasn’t gonna happen.
It wasn’t like this established man in his forty’s was gonna allow this little flat chested twenty-four-year-old into his life longterm. I was his diversion, his toy. I was something he played with when he had time. I’m not sure why I allowed it to go on other than I wasn’t able to say no to him.
We hit the 880 south highway and of course, traffic was heavy and moving slowly on that Saturday morning. Stop and go for the first couple of miles due to an accident. Bryan rolled my window down again so anyone with an SUV or truck could see me. Many did.
I drove the entire way to San Diego naked, never once did he allow me to get dressed. Near the Grapevine area of Los Angeles, we stopped at an In-n-Out burger and went through the drive-thru. Well, at In-N-Out they sometimes have employees outside taking orders before you get to the window. This afternoon that was the case.
As we pulled up, Bryan ordered from the young guy probably a year or two younger than me. Bryan then looked at me and asked would I like anything. This is when the guy took notice that I was completely nude. He had a big smile on his face and asked if wanted anything. I ordered and tried to sink into my seat. This was only repeated moments later at the drive-up window.
We made it to San Diego and it was still light outside. We stayed at a hotel called Humphries Half Moon Inn near the water in San Diego. Lucky for me, after Bryan checked in for the room we could park not far from our room door. He had me get out and follow him to the room, still nude. He had some difficulty opening the door or pretended he did which allowed a couple returning to their room across from ours to see me standing behind him, naked. When they stepped into their room I heard the girl giggle as the door shut.
We wanted to go for a swim at the resort pool to refresh ourselves. The pool was right outside our patio door. We had a ground floor room right next to the pool. Since it was a sunny warm late afternoon the pool was crowded. I retrieved my swimsuit from my bag. Bryan liked it being a tiny two-piece bikini.
But he had other ideas. He handed me a bag from his suitcase with a new bikini inside. The brand was Wicked Weasel and those suits I discovered were like wearing next to nothing. They can make a normal bikini feel like a burka. The suit was a very skimpy two-piece white one. The white color against my olive skin stood out only making the lack of coverage more noticeable.
I put it on and it didn’t cover much. Not like I have much up top to cover but this was two tiny patches that covered my large nipples that poked right out through the thin material. The thong was pretty much just that, a string that went between my butt cheeks and a patch that barely covered my vagina lips. I thought of protesting but thought better of it. We walked out to the pool.
Bryan grabbed us some lounge chairs and told me to go get us some towels. I had to walk the entire length of the pool in front of all those eyes of men, women, and children of all ages. To the towel area and back again. I felt the laser beams of eyes watching me. Luckily I could hide behind my sunglasses. I’d be lying if I said I wasn’t turned on by being on full display for Bryan.
We relaxed for some time and then he said, “let’s go for a swim.” We did and frolicked in the water relaxing and enjoying ourselves. We gathered a lot of attention. Me being so much younger than Bryan and the fact I was almost completely nude. When I went to get out he had me now at the far end of the pool in the shallow end where the steps were.
This was the busy end of the pool with the most people gathered. He had me get out behind him and then I discovered that what little the fabric of my bikini did cover was totally see-through when wet. So I walked out and strolled to our lounge chairs and nothing was hidden from full disclosure.
Once again Bryan didn’t care in the slightest. When we sat down he asked how I liked the bikini. I was still flushed from embarrassment. I was sitting there in this bikini when Bryan called the pool girl over to order some drinks. I had a towel but didn’t think to use it to cover myself.
I knew what Bryan’s response would have been. He ordered his drink and asked me what I wanted, of course, this girl who was about my age was looking right at me. To her credit, it seemed to affect her less than me. Just maybe she was used to seeing nearly naked women poolside.
After hanging at the pool, Bryan took me to the room and he had sex with me. He liked me riding him to orgasm so I did and he filled my insides with warm fluid. He had me clean him with my mouth as had become the routine after sex. I enjoyed the mixed-sex juices. We took a shower and Bryan said we were going out to see a friend of his.
I asked him how to dress and Bryan pulled out a bag from his suitcase and said try this outfit. I tried it on and it was a super short plaid pleated skirt. This was the shortest skirt I have ever worn and I have worn a few. For my top, he wanted me in a tight-fitting muscle shirt. This skirt was mostly covering me when I was standing but in no way would cover any part of me while sitting. I was concerned that the slightest breeze would leave me exposed. I did as he said and grabbed my black heels to top it off.
I looked in the mirror and I could not believe he was gonna take me out in public dressed like that. The muscle shirt did nothing to conceal my nipples and had deep cutouts on the sides under each arm. The shirt was white, once again, making it apparent that I was wearing nothing under it against my skin. That was the least of my current concerns because when I went to grab my thong he vetoed that idea.
We left and when I sat in his car it was now obvious that while sitting this skirt covered nothing, not my butt or my vagina. I was wondering where we were going where I could be out like this.
We went to the Gaslight District in downtown San Diego to a bar. It was now dark outside still warm with the streets crowded on this holiday weekend. Bryan used a valet service to park the car and when the guy opened my door for me he saw me and a huge smile came to his face. He offered his hand to help me out and I know he saw everything I had to offer.
There was a group of mostly guys standing outside the bar smoking and a people on the sidewalk passing by. I was quite the spectacle because it got pretty quiet and everywhere I looked people were looking at me. I saw some of the guys smoking, point to have their friends have a look.
Bryan walked right into the bar but the doorman stopped me asking to see my identification. I had a small clutch purse that held my ID and I showed it to him. He seemed to take a very long time looking at it and at me. Some of the smoker crowd were now standing behind me waiting to get back in. I heard many comments about their viewing pleasure.
I was allowed entry and I had to find Bryan in the crowded establishment. I found him at the bar talking with his friend Joe. They were friends since college. I was introduced to Joe and Bryan told Joe this was the girl he was talking about. Joe congratulated me for taking good care of his friend, as he smiled at Bryan. Joe had been seated so he stood to allow me to sit on the barstool. I tried to refuse in order to remain standing but Bryan told me to sit.
I jumped up on the stool between the two men. There was no covering myself, the skirt was just too short. Since they were standing behind me, I had to sit with my back towards the bar but this left me in full view of everyone not directly at the bar or those walking by. Bryan would ever so slyly grab my knee to pull them apart a few inches each time I tried to close my legs. My nipples were on full display, they always betray me. Joe couldn’t keep his eyes off my skirt or my nipples.
We had a few drinks then left to walk down the street to eat. I couldn’t believe Bryan was taking me to a restaurant like this, a bar was one thing, but not a restaurant. Some of the smokers were sad to see me go expressing their displeasure aloud. I just smiled at them politely.
When we got to the restaurant Bryan declined an inside booth and requested to sit on the patio which was outside. I knew why. We had our seat and Bryan sat me along the sidewalk where there was a fence to enclose the patio area. Lucky for me, it was dark outside so it offered me some cover. As it got cooler outside my nipples were out at full attention.
Joe went to the men’s room and Bryan leaned into me and firmly told me he wanted my knees to remain open the width of his outstretched fingers. He pointed from thumb to little finger which was probably eight inches. I did as instructed and opened my knees for him. He looked at my legs and indicated he was pleased. Sitting like that caused the little material of the skirt I had covering my sex to stretch to cover a wider distance so it pulled up even more.
I was effectively sitting next to Bryan where anyone looking down at me could see my labia exposed. It wasn’t so dark that someone looking to see couldn’t get a good look and this seemed to please Bryan. When Joe came back to the table he approached from behind us, he bent over behind Bryan leaned in to tell him something then stopped mid-sentence. Joe looked at me seeing my exposed sex and smiled, I blushed and held onto Bryan’s arm leaning into him.
Bryan and Joe sat and talked about old times and I listened to their stories. The waiter, busboy and waiter service was exceptional. I can not recall getting so much attention at a restaurant before. When the night was over, Joe walked with us back to the valet service. It seemed like a long time for the car to return all the while I was standing on the crowded sidewalk exposed.
When the car pulled up two of the valet guys were pushing each other to be the one who opened my door. By now I had a few drinks and was feeling pretty good. So I delivered a show to the guys who stood there with there mouths open. I took my time getting into the seat and spread wide as I lowered myself into the car pulling my legs in one at a time slowly. I know by their expression they enjoyed having a look.
We went back to our room and Bryan was excited. We had sex, he used all of me. Finishing in my butt. Just like he so liked to do. He spoke of Joe and said he had a day planned for the next day that he thought I would like.
The next morning we grabbed a bite to eat in the resort restaurant. I wore a sundress and that was the most clothing I had to wear the entire weekend. After breakfast, we went back to the room and Bryan told me to put on the bikini he bought me.
I thought we might be going to the pool but soon after he led me out the door. We walked down the street me in my nearly nothing swimsuit to a boat dock nearby. There was Joe in a very nice boat or I guess yacht is a better description.
We jumped on this massive vessel. There were several people already on board, some were under the deck and some upfront. I didn’t see them at first, only Joe who assisted me on board. As soon as the boat pulled away Bryan reach out for me and pulled off my top. I thought, ‘okay, no big deal,’ but he then sat down and untied my bottoms as well and there I was nude again.
Bryan took me up front where I noticed there were other people on board. A total of four other women and five men. I was by far the youngest. The other girls were still in shorts and tops and I was being pulled along by Bryan, being introduced. Everyone was clothed but me.
The girls I would say they were all in their mid to late thirties and the guys in their early to mid-forties. I was the baby of the group and looked the part with my naked shaved pussy and flat chest. I was only uncomfortable for a short time as everyone was very nice, even the girls were surprisingly nice to me.
Bryan took me on a tour of the yacht. Gosh, it was beautiful. Under deck, it had two bedrooms a kitchen, and a nice full bathroom. It even had a large screen TV and nice furniture in the common area. I think it was bigger than my apartment.
Bryan took me into one of the bedrooms. Bryan said this was Joe’s room, that Joe was divorcing his wife and living on the boat at the dock. Bryan started playing with me getting me even more excited than I already was. He told me how good I looked and how he could tell all the guys wanted to fuck me. He stole me I’ve been such a good girl for him.
He told me that Mark was the guy on the bridge, I think that is the term for it, where he operated the boat. Bryan said since Mark wasn’t able to party with the rest of us there would be no drinking for him. Bryan said he wanted me to be extra nice to Mark and when he took me up to the bridge he wanted to suck Mark him off for being the sober operator.
This was something new and I had to decide fast if I was gonna do it or pass. I knew if I said no to Bryan I probably wouldn’t see him again after this trip. He wasn’t the type guy you said no to. Lots of thoughts were going through my head, this was new territory for me. I knew Bryan has been calling me his slut and whore since the first time we went out together but it had always only been him.
Bryan didn’t really wait for me to answer. He stood up grabbed my arm above the wrist and started walking out the room towards the bridge. Whenever he grabbed my arm like that I felt like a child but I also learned over time that when he did so I wasn’t gonna resist him. We got up to the bridge and Joe and Mark were in that area that had lots of hi-tech equipment, buttons and such everywhere.
Bryan pulled me to Mark who had the biggest smile on his face as this naked girl was standing before him. Bryan said to Mark, “Lydia has something she wants to do for you.” Mark looked at me smiling ear to ear.
I just dropped to my knees and unzipped his shorts. He wasn’t wearing any underwear and out popped his erect penis. Joe took over operating the boat and Mark maneuvered to a seat on the outside wall. I followed crawling and continued blowing him. I heard all three of them making comments about me while I was busy as I pleased Mark.
Bryan left the area and soon some of the other people came up to see what was going on. My guess was Bryan told them to go have a look. Most everyone came in for a peak while I was working on Mark. I just stayed on task, Mark made me earn it. After a while, I could sense he was getting ready to cum and I was right, he blasted my mouth with his taste.
I love the moment a man cums in my mouth, feeling a man’s cock pulse is just so exciting for me. I reached down and rubbed my excited clit and came with Mark’s cum still filling my mouth. Mark about passed out, he really enjoyed it. It felt good to make him so happy and to feel so good. I finally figured out he wasn’t going to tell me to swallow like Bryan always has so I just did it and then showed him I had.
Joe said, “when is my turn?”
I responded, “You’ll have to ask Bryan.” I got up and left to find Bryan on the front of the boat with everyone else. They all applauded when I stepped out there. My lips were all puffy swollen.
The girls were all in their bikinis now, enjoying the sun deck with the men. I was still the only one naked in the group. All the group got a lot more handsy with me now that the alcohol had been served. One girl had me sit between her legs and was playing with me in front of everyone. I had my back against her chest and she is rubbing my pussy and she loved pinching my nipples. I was enjoying her caresses. She rubbed my clit and I was sent over the edge. She dipped her fingers inside me and had me lick them clean. Everyone watched intently.
During the afternoon, men and women felt free to play with me and Bryan didn’t say anything so neither did I. It was just groping and feeling but it felt great to be the center of everyone’s attention. I was pretty much passed about from person to person, men, and women. I licked my cum from most of everyone’s fingers.
We all went swimming, and ate a wonderful meal prepared by one of the guys who loved cooking. It was like 10 PM when we returned to the dock. We were all saying our goodbyes when Bryan told me he wanted me to stay with Joe on the boat. He was going out for a few drinks with some of the group that didn’t want to call it a night yet. Bryan said, “I want you to take care of Joe, he is upset about his divorce and you can make him forget it for a few hours.”
Again I really didn’t have a say, Bryan had my bikini and the room key. He turned and walked away leaving me on the boat with his friend.
Joe had something he had to do to the yacht to secure it properly. There were other boats and people around, many still pulling in for the night. I was just standing there again trying to figure out what Bryan had planned for me. Once he finished Joe came to me and said: “Bryan said you are mine for the next few hours, Bryan said you are his whore.” I looked stunned.
Joe accused me of teasing him at the bar and restaurant the night before. He grabbed my wrist and pulled me inside into his room. He tossed me onto the bed and said: “Bryan said you have the best ass.” Next thing he flips me over and starts pushing his cock against my butthole. no lube, no spit nothing. I tried to crawl away but he was having none of it. He told me I had teased everyone all day.
I finally convinced him to let me suck him some first, so he stopped and pulled my head towards his cock. Within seconds he was going for it again. Joe said, “Seeing that naked ass all I day I had to have it!” With a continued effort he entered and went to pounding my sore butt hard. “You’re Bryan’s best whore yet.” He pounded my butt for a long time, going as deep as he could. I was grabbing the sheets in my hands and just enjoying absorbing his pounding.
Finally, he came inside me and collapsed on top of me. Slowly his shrinking cock started to escape. He rolled onto his side and passed out. I thought it is a good time to go clean myself but he had other ideas. He grabbed my hair as I was getting up, pulled me back down and said, “Do for me what you do for Bryan. He has told me everything slut.” I cleaned his cock with my mouth. I then told him I need to go to the bathroom, he allowed it and when I came back he was sleeping.
I watched the TV in the common area until Bryan returned after one in the morning. He checked on his friend and motioned for me to follow him. He pulled my bikini out of his pocket and tosses it to me. I scrambled to put it on as he starts walking off the boat back towards our room.
The next morning we hit the road back to the Bay Area. Bryan checked us out of the hotel and came back to the room. I was in my sundress and he looked at me like I was stupid. I knew right away to take it off. We walked out to the car and there were quite a few people in the parking area. I tried to hurry but Bryan didn’t unlock my door until he wanted to. I’m sure I was spotted.
We hit the highway again. On the way, Bryan said we have to make a stop. He needed to stop and see his daughter at Pepperdine University. To this point, I didn’t even know he had a daughter, let alone one old enough to be in college. Once we got close, he called her and arranged a place to see her. They agreed on a restaurant off-campus.
Once we got there he told me to grab my sundress from the backseat. I put it on and went into the restaurant walking a few feet behind Bryan. He was greeted by this gorgeous girl with long blonde hair. Once she realized I was with him, her face didn’t hide her disappointment. I wasn’t sure if she was upset with me or the fact he brought me along.
She was twenty years old and we actually hit it off well. Bryan told her I was a friend of Joe’s that needed a ride to the Bay Area. I could tell she didn’t believe that story and had probably witnessed her dad with many girls.
She really didn’t believe his story at all. He had not thought it out well. After our meal, he took us to a boutique and spent considerable money buying his daughter and me nice things. Funny, all the things he bought me were very sexy outfits. His daughters were much more conservative.
He told me once we were back in the car and on the highway the story of his daughter. When he was young just out of college he got his then-girlfriend pregnant. They got married but that didn’t last and so he and the ex shared raising her. Then he realized I was still in my sundress and told me to take it off. Of course, I did.
When I returned to work the next week I received an envelope from Bryan with instructions to have Laser hair removal done of my entire bikini area. He paid for the entire series of visits to the clinic. He gave me instructions to go each Wednesday after work for 8 weeks to have it done.
Again this did not seem like a request but an order. He just scheduled it and I had no say. He made the decision like I was his property. I found the power exchange to be very exciting. I have been very happy with never shaving again.
That was just one story of my time with Bryan. We had many and I may write a few more. When I think of all the things I did for that man I still wonder how it all came about.