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Bruce Backpage SD USA

The best job I had in collage The best job I had in collage · Crossdressers · MY NEW SIDE JOb Being a Sissy Maid at a party to earn money. I work at a convenience store while going to college making minimum wage. Nobody understands how much I have to work to keep up with my bills. Christmas is coming up and I have been working all the hours I can so I can Have some extra cash for the holidays. Working all these hours my friends stop in from time to time so they can see me. One of our regular customers is a gay couple, one is definitely the man and the other is more feminine, often wearing more girly and pink clothes. In fact one time he came in wearing a tiny pair of hot pink shorts and when he got out of the car I caught a glimpse of everything. They are super nice people and always joking when they come in. One time at work my buddy Tim and I weres standing by the register and we were talking while the more feminine, which I later learned name is Terry, was checking out. I was telling him about how it seems no matter how many hours I work I just can't seem to save up enough to buy a car. He suggested I sell something or try to borrow the money. I know they won't lend me any money do to poor credit. Terry smiled and said good luck as he walked out. About an hour later I was by myself the store was real slow and I noticed Terry pulling in. I said forgot something? as he walked in. No but I may have a solution for your problem. Oh really, what's your idea? He looked around the store to make sure we were alone, now I was getting nervous about what he was going to say when he did that. From time to time Bruce and I have house parties with some friends and we hire young men to serve drinks to our guests. It's about 5 hours of work and it pays $500 for the night plus you may get tips. Wow I thought that would give me enough money to buy a car once I add it to what I have saved. I think he knew he had my interest. Here's the deal all the guest will be men and they most likely be hooking up with each other. You will not be expected to participate or doing anything unless you want too as he winks and laughs just kidding. Terry then says but you will be wearing a kind of revealing uniform. But the most important thing is privacy you can not tell anyone about who comes and nobody will say anything about you. He hands me his number and says I need to know in a couple of days. I was hanging out with my friend's the next day, they started talking about how little we see each other. I said I am working on something special and after Christmas I will cut back I promise. The next day I called Terry and we talked. He said the party is next Saturday, he gave me there address and said be there by 4 so we can get ready before the guess arrive. That was perfect my parents were going out of town for the weekend.He asked me for my measurements. I thought it was weird but the I remembered my uniform. For the next few days I started imagining what I got my self into all I could picture was me in tiny tight shorts serving drinks while men were having sex with each other. I started to get hard thinking abut it and began jerking off to the idea. It was finally Saturday night I got to Terry's house around 3:45 and he answered the door, good I like that your early. Terry looked like he had a little makeup on but it did not surprise me. He grabbed my hand welcomed me with a hug and asked me to set up some tables which I did. Terry grabs my hand and takes me to a bedroom, the room was all pink with a canopy bed just as he was about to open the closet to get my uniform the door bells rings. He says sit down that must be the other sissy and he runs out of the room. Sissy?? What sissy? other sissy? who is the sissy? Terry walks in holding hands with Steve a guy I knew from school. Holy crap what are you doing here? I said. He says I work here. My face was bright red he said don't worry nobody will know, you'll have fun and the tips are great, besides they like fresh sissies. What is this sissy stuff? Just then Terry opens the closet and pulls out these two short lace french maid uniforms. These are the uniforms?? Yes sweetie, I told you they were revealing. Um I am not sure about this. Just as I said that Steve lowering his jeans revealing the lace thong he was wearing and started to get dressed. Come on pal get ready the guest will be here soon. I took a deep breath and said remember it's one night and why your doing this. I get undressed I can feel Terry and Steve checking me out, Terry hands me these black lace thong panties and looks a my hard cock and says, see this is fun and besides with a cock like that you'll do OK tonight. I slip the panties on and I have to admit they felt so good I started to reach down to rub them and Steve say no no no don't do that you want to stay as hard as you can. We put on our maid outfits, they barely reached our bums and just reached the top of our panties. Terry gave Steve and me some high heels. You need learn to walk in heels honey. I said I already can remember last Holloween I dressed up as a girl and wore high heels all night. Terry then gave us a touch of make up he stood up and said OK sissies we have a few minutes wait in the living room while I get ready. While standing in the living room Bruce walks in, my my these are some pretty sissies, let look at what we have here. He tells us to lift up our skirts, turn around and bend over. As we are bent over I hear Terry say Bruce stop that, Terry is standing there in a long lace pink dress pink lace panties and Bruce is stroking his cock to us. Bruce, Honey put it away it will get plenty of use soon. The door bells rings and Terry says go ahead welcome our guest while I go in the kitchen and start making drinks. Steve, now Stephanie and I open the door and let the men in. They are all greeting each other with hugs, kisses and touching each other. Stephanie and I go in the kitchen and get trays, we go out to the living room and start asking the men what they would like to drink. as we bring the drinks out the men are getting a little friskier with each other. Pretty soon a number of them are on their knees sucking cock and fucking each other. One gentleman is getting a blow job and he signals me over, he starts rubbing my bum and gently tugging on my thong, be a good sissy and get me a rum and coke. Yes sir. I go into the kitchen and get the drink from Terry. Terry says your doing a good job, he's getting a lot of compliments on me. I smile and leave to go back. I deliver the drink while he is still being blown, he reaches in my panties and puts a tip against my cock, pulls his hand out and rubs the front of my panties, I thought I was going to loose it. Walking away I hear excuse me sissy, before I could turn around he was right behind me. I could feel his bare cock rubbing against my thong and bum, he whispers in my ear as he reaches around rubbing the front of my panties. He asks for a drink and if I was doing anything later. As he is rubbing me I let out a sigh and leak out some per-cum on his finger, he lifts his finger and slides it in my mouth. I took it and licked his finger without a second thought. The guest leave and we clean up. We are going back to the bedroom to change back. Terry walk in and gives us our money. Holy crap I made almost $700 with tips. As I start to get undressed Terry points to my cock and says you going to be alright going home like that, do you want me to take care of it for you? Shocked I said I'll be alright. I look over at Steve and is changing but putting on a new thong, a school girl skirt, a lace bra and a top. What are you doing I asked. I have got to pay my rent somehow. Besides doing the parties, Steve was being a sissy whore. Oh my, are you serious? I'll make another $500 tonight. Terry says oh honey you can make some money, you know the man who asked you out? He said he would pay $1,000 to break you in. He could see my mind was wandering but it was not the part of my body I was thinking with. Before I knew it Terry was on his knees sucking my cock and Steve was rubbing my shoulders with his hard cock rubbing against my back. I came in seconds Terry got up and kissed me sapping my own cum in my mouth saying swallow it sweetie and I did. Steve I have to go you sluts I have some cock of my own I need to take care of. I get dressed up in something really slutty, Terry walks me to the door gives me that guy's name address and phone number and says, Let me know if you want to work another party sissy and giggles. I replied you can count on it and winked as I walked away. Bruce Male · United Kingdom. This is the member profile for Bruce builder bruce Male · United States of America. 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This is the member profile for 32stewie Hunting Hunting · Incest And Taboo · Hunting So, I had lived in this neighborhood for a few years now that backed up to a section of wooded land with about 300 acres. Being raised in the country I was raised hunting and fishing every chance I had, so I took this opportunity to get back to my roots and scout out the area. I was late August so I couldn’t actually bow hunt yet but I took some cameras and my climbing stand out and went scouting. I found a great looking area not too far in from my home that had a nice stand of oak trees filled with acorns and t big beech trees both with beech nuts, so I hooked my stand up to a nice elm tree beside the beech trees and climbed up about 25 feet. I had been there for about 40 minutes and was enjoying having all the birds and squirrels running around me but I had yet to see a deer when I hear something big crashing through the woods behind me. All the animals disappeared and for a second, I wished I had brought a weapon because what ever this was it was big and didn’t care about the noise it made. Well as soon as I had that thought out popped my next-door neighbors’ son, Bobby, walking up to the beech trees. My next emotion was shit – how am I going to be able to hunt with this kid running through the woods – so I thought I would scare him. Bobby started digging around the base of one of the beech trees that had a hollow trunk and pulled out an old backpack. Things were getting interesting so I decided to keep quiet and I watch Bobby pull out a large Ziplock bag from the backpack and toss the backpack on the ground and then sat on it. He opened the Ziplock and pulled out a couple of magazines, looked at the covers and put two of them on the ground next to him and opened the third and started reading. I couldn’t tell what the magazines were but I knew from the obvious hiding and subterfuge they were something he probably shouldn’t have. Bobby laid the magazine her was looking at down and got up on his knees and pulled his pants and underwear down, then sat back down and picked up the magazine. At this point I was frozen with excitement, even though I couldn’t actually see him jacking off because he was facing me and the magazine was in his lap, I could tell what he was doing and I almost popped my zipper with an instant hard on. Then about 3 minutes later he tossed the magazine down and cupped his left hand in front of his cock and emptied his balls into his hand. I thought that this was the hottest thing I had ever witnessed, combining 3 of my taboo fantasies -voyeurism, age difference, and cumshots all in one scene, until he took it over the top by bringing his hand up to his mouth and licking all of his seed off. I almost fell out of the tree and was consciously not breathing hard so he wouldn’t notice me. Bobby then stood up, pulled his pants back up and gathered all of the magazines and secured them back in the backpack inside the hollow tree, and started back toward his home. I sat there for about 15 minutes contemplating what I had just witnessed – and honestly if I should jerk off up here in my tree stand – until I decided I needed to get down and see what he was jerking off to. I climbed down and went over to his secret stashing place and pulled the backpack out to get to the magazines. If I thought I had experienced the most amazing occurrence in my life at that point I was wrong. The magazines were not traditional Playboy types but rather they were extremely explicit and were named: Blowjob Buddies, Uncle Teach Me, and Cum for Daddy. At this point is where I decided I had to jerk off before I came in my pants. I blew a load in less time than it took Bobby and then my mind started racing on how I could see more and possibly interact with his masturbatory sessions. I took the 2 game cameras I had brought to scout for deer and repurposed them to focus on the bottom of the beech tree where Bobby was sitting and then went home with grand schemes bouncing in my head. I wasn’t able to get back out to the cameras for about 8 days, but had thought about the scene I had witnessed on a daily basis while rubbing my cock. I bought 2 new sim cards for the cameras and told my wife I was headed back to the woods for a minute and swapped them out. I wasn’t able to plug them up to my computer until the next morning after my wife had gone to work and I was excited to see that the first card was full with 140 video clips! I started watching the 15 second clips and immediately noticed that Bobby’s routine was the same and that he would come to the tree almost every day between 3:45 and 4:30. The clips weren’t the best quality but the angle was better for me to watch him jack off and it looked like each time he would cum in his hand and then lick it clean. I would jerk off twice that morning watching him clean his hand and imagining it was me doing that for him. I had to find a way to make this happen! I was obsessed with the thought of Bobby jerking off and eating his cum, so I hatched a crazy plan for me to confront him. I went to the woods early that day, around 3:00 and pulled out his backpack, sat down against the beech tree and opened all of the magazines on my lap. I was casually flipping through the one titled Cum for Daddy when I heard the sounds of Bobby coming through the woods. My heart was about the beat out of my chest as he approached, but it was too late for me to chicken out now and I had to follow through and appear to be calm for this to happen. As Bobby came around the side of the tree I said “Hello Bobby. What are you doing out in the woods today?” Bobby froze in place and turned beet red as he looked down and saw his hidden stash in my lap. He stammered a few words that I couldn’t understand then said he was just out exploring. I pulled my phone out and asked him to come over here and look at something – I had downloaded a couple of the video clips of him jacking off. He hesitantly shuffled over and I closed the magazine on my lap and told him to sit down next to me and watch a video I had. He sat down and I hit play, then Bobby began to cry. I put my arm around him and laid the phone down and told him that he wasn’t in trouble and I was sorry if he though I was going to expose what he had been doing here, I wasn’t, I just wanted him to know that I knew. He wiped his nose and quite crying but was still very upset and embarrassed. I told him how I had discovered his secret and how much I had enjoyed the show, and that I jacked off after he left thinking about it. That confession made Bobby look up at me with a bewilderment in his eyes that almost made me laugh. I explained to him that all guys jerk off, and do it a lot, and I found it very exciting to have watched him do it. Then I asked him about the magazines since I had never even seen any like that and he told me he took them from his dad’s closet. I had known Tim for 5 years now and had never sensed that he would be into any of this – but good to know for later! So, I just casually starting talking to Bobby about the magazine I had been looking at and picked it back up so we could both see it. Not wanting to make Bobby any more embossed or self-conscience of what was happening I started flipping through the magazine and commenting on what I liked. There was a full-page picture of an older man on his knees with the younger boys cock all the way in his mouth and a load of cum all over the older mans face. I stopped at this pic and said I really liked this one, it made my cock hard. Bobby nodded his head but didn’t say a word so I continued flipping pages until I got to the end and picked up the next magazine, Blowjob Buddies. This publication had all teen boys sucking and cumming on each other and was very hot. I got to a page where one guy was sitting on the side of a bed and the other was on his knees licking the head of his enormous cock. We hadn’t said a word to each other since my last comment on how my cock was getting hard so I looked at Bobby and asked him if he liked this picture. He nodded again and mumbled yes so, I asked him which guy in the picture would he rather be - the one licking the cock or the one getting licked? He turned red again – I thought we were past that but obviously not – and didn’t answer. So, I flipped the page and asked him another question: “Bobby have you ever had a blowjob?” He shook his head no still staring at the open magazine. I then asked him which of these magazines was his favorite? He just pointed to the one we were currently looking at so I continued flipping pages. We got to a page that had one guy licking up a cumshot off the others stomach and I told Bobby that I thought that was so hot. He instantly nodded his head yes so, I asked him – already knowing the answer – if he ever tasted his own cum and if he liked it. This time he nodded and spoke: “Yes, I really like the way it tastes”. I agreed with him and told him I liked the taste too. We flipped a few more pages and we got to a picture of cum dripping down from a cock onto the guys tongue and Bobby says: “That guy must like the taste too”. Good – Bobby was relaxing some. I laughed and said absolutely that it looked good to me too. I flipped a couple more pages and decided it was time to go for broke so I lair the magazine down and looked at Bobby. “Bobby, I know you came out here today to look at these and jerk off, but since I am here too, would you like a blowjob instead? I would really like to suck your dick and taste your cum.” Bashful Bobby showed back up and he just looked down and didn’t say a word, so I waited just a minute and reached over and placed my hand on his rock hard cock and told him that even if her wasn’t sure, his cock was, and I started rubbing him through his pants. Since he didn’t try to move my had or object, I told him to stand up, and he did. I pulled his pants and underwear down to his knees and his hard cock was eye level to me. The object of many a good jerk off sessions was inches from my mouth! I just stared for a minute taking in his cock and balls. His cock was about 6 inches long and not very thick, and there was just a wisp of fine hair on him, and his balls looked completely hairless. I grabbed his balls and gently pulled downward so his cock wasn’t pointing straight up then gently licked the head of his cock. Bobby whimpered and that made me even more excited, so I swirled my tongue around his head and then wrapped my lips completely on his cock. I was so caught up in the fact I was actually living out a fantasy I didn’t notice the signs of Bobby about to cum and about the third time I swallowed his cock completely I felt Bobby jerk, grunt, and shoot 3 spurts of sweet, sweet, cum in my mouth. I don’t think I had ever tasted anything as good and didn’t want to stop trying to suck the last little bit out of his balls, but Bobby was too sensitive and pulled away. He just stood there for a minute with a silly grin on his face, so I asked him if he enjoyed that as much as I did? He smiled and nodded his head yes. I told Bobby that as long as we could keep this a secret between us, I would like to do that every day we could and if he wanted it too, we could meet here again whenever time allowed. Bobby and I did meet there again, and on the 5th time I had his cock in my mouth I knew his routine and stamina level pretty well, so right before he shot his load into my eager mouth, I stopped and looked up at him and asked him if he wanted to suck me too? I usually would jerk off while sucking him and would try to time my orgasm with his, but Bobby was a fast cummer and I wasn’t, and since Bobby hadn’t answered me yet I stood up and pulled out my hard cock, and put my hand on Bobby’s shoulders gently urging him to kneel down. Bobby did as I wanted and got on his knees and took hold of my cock and stared in amazement, slowly rubbing it and feeling my full balls as my precum flowed onto his hand and arm. Bobby was amazed with my precum because he didn’t produce much if any at all, so I explained it to him and told him to taste, it was sweet. He did and the next thing I knew he had his lips wrapped around my cock and sucking like he was starving. I coached a little about teeth and tightness of his hand, but Bobby was a natural and before I knew it I was approaching the point of no return. I was telling Bobby how good he was and how wonderful it felt, and then I asked him if he was ready to taste my cum. With his mouth full of my cock he hummed a “um huh” which I too as a yes and let loose a huge blast from my cock. Even though he was expecting that it still surprised Bobby to the point he pulled off and gaged a little, while my next shot found its way across his chin. He regained his mission composure and put my cock back in his mouth and I didn’t think I would ever quit cumming it felt so good and so taboo. When I pulled out of his mouth Bobby looked up at me and wiped his finger across his chin to gather the string of cum stuck there and stuck his finger in his mouth cleaning it completely. If I hadn’t just cum, the sight of him doing that would have made me shoot a load in itself. I got back in my knees in front of him and wiped a little cum off of his ear and stuck my finger in his mouth and told him to stand up so I could finish him. He stood up and the minute I took hold of his cock the first shot of cum flew out of his cock and hit me square in the chest. I quickly dropped my head down the coax the rest out of him into my mouth and savored the flavor. This began a new era of both of us getting sucked off many times over the next 2 months, until winter set in. Not being able to conjure up a good reason to go into the woods anymore Bobby was stuck at home and I was missing our outdoor ritual, but I didn’t know a safe way to meet up anywhere else until one weekend my wife went out of town to visit her parents. I have a utility garage attached to the basement that leads into my man cave that is in the back of the house and not very visible to the neighbors, so I patiently waited on my back deck on afternoon until Bobby got home from school and called him over to the fence to talk. I had in the past paid Bobby to do odd jobs around my home, raking leaves, picking up sticks, etc... so my plan was for him to come over Saturday and pretend to pull weeds in my back beds while in reality we would go inside to my man cave and catch up on lost time. Bobby thought that he could tell his parents he was going to pull weeds and be gone for about an hour without raising any suspicions, and I asked him not to jack off that day rt the day before because I wanted a big load to make up for waiting so long. Bobby just smiled and said I should do the same! Saturday morning rolls around and I have the place to myself and it is all I can do to keep from jerking off in anticipation, but instead I ready the room for our meeting. I hooked my computer to the TV and found a clip with 40 minutes of endless cumshots and facials and queued it up for Bobby’s arrival. I opened the garage door and waited impatiently until Bobby stuck his head around the corner with a big smile on his face. I told him to come on in and shut the door and led him into my man cave. He saw the TV with the frozen screen of a cock with cum shooting out the end and he plopped down in the recliner right in front of it staring intently at the screen. I hit play and Bobby’s eyes got huge. He said there was a filter on his computer at home and he had never seen a movie before, just the magazines he found in his dad’s close so I told him to sit back and enjoy for a minute and brought him a soda. I handed him the soda and got down between his legs and pulled his pants down until his cock sprung up. It had been weeks since I had seen or tasted his beautiful cock and I couldn’t wait another minute as I licked him from the base to the tip and swallowed his cock whole. Bobby had built up a little more tolerance than the first time I sucked him and the last time in the woods he lasted almost 10 glorious minutes of me teasing and sucking him, but this time the combination of the movie, not jerking off, and not having a warm mouth on his cock for weeks was just too much and he came almost immediately. The sweet cum filled my mouth as I milked his cock for the last drop and I savored the fresh clean flavor as I rolled his cum around in my mouth. I stood up and pulled my cock out and Bobby slid to the edge of the chair and started sucking on my balls. He had become fascinated lately with my balls since they were much larger than his, and I had no complaints as I love to have my balls worshiped. I was enjoying the sensation very much and was pouring precum out of my hard cock all over his hand and Bobby used that as lube and slowly started sliding his hand up and down my slick cock while my balls were in his mouth. The visual and stimulation were too much for me and I shot a load all over the top of his head and onto the recliner without him ever stopping the tongue bath on my sack. Feeling all of the tension leaving and still tasting his cum in my mouth was a great combination as I pulled up my pants and gave him $10 for “pulling the weeds” and told him we would figure out a way to do this again real soon. I let Bobby out the back garage and came back to my room and started watching the video again while still savoring the memory of Bobby’s cock exploding in my mouth and slowly rubbing my once again hardening cock, when Bobby’s dad, Tim, poked his head in the open door and said “Bruce…we should talk”. To be continued…. 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