3 comments/ 51320 views/ 6 favorites Teasing the Boss By: ali2teaseu When I was 20-years old, I started working as a paralegal in a small but well-known local law firm. The attorney I worked for, Doug, specialized in matrimonial law. I was immediately attracted to Doug. For starters, he was gorgeous. He was 38-year old, and his 6’0”, 170 lbs., very fit body towered over my petite 5’4”, 110 lbs. frame. His dark brown hair and beard flecked with gray beautifully accented his deep, dark eyes and warm smile, contrasting my blonde hair and green eyes. He was also an impeccable dresser who loved fine clothes. Doug also had a warm and funny personality, and always treated me professionally and respectfully, never trying to take advantage of me because of his position or my age. He often took his secretary and I to lunch and was ever the consummate gentleman with us both. After several months in the office, I began to learn more about Doug. I learned that he was separated from his wife and was in the process of divorcing her. I also learned he did not date very much, choosing to focus on his practice instead of “jumping back into the pan” as he put it. He was also funny, sweet and a brilliant man. And despite his occasional and secretive glance at my legs, he was never inappropriate. Indeed, I found his company to be so far superior to that of men my own age, who were only concerned with sports and getting into my panties. Over time, my attraction to Doug turned to lust and infatuation. I wanted him so badly, even if it was just for one night. As a certified tease since high school, I knew how to get a man’s attention. I knew Doug was a legman so my skirts became a little higher, as did my heels. And I always made sure to wear stocking instead of pantyhose for those moments when he might catch a glimpse of my stocking tops and garter straps. This went on for several weeks, with his attention to my legs becoming more noticeable. Plus, as our relationship warmed, so did he. He began to tell me more about himself and our conversations became ever more flirtatious. This all reached critical mass as he was preparing for a large trial. As his paralegal, we were putting in long hours preparing documents, indexing transcripts, and other trial prep work. One night, we were working very late in his office surrounded by Chinese food and stacks of papers. He asked for me some document and, in keeping with my ongoing teasing of this fine man, walked over to desk, bent at the waist with my ass facing him, and began sorting through some papers while trying to give the best view I could while bent over in my 4-inch heels. I heard him move behind me but did look to see what he was doing, so I was startled when I felt his hand caress my ass, then gently slide down to my stocking covered leg and then back up my ass under my skirt, taking his time enjoying the contrast between my stocking top and my bare thigh. “Alissa,” I heard him say, “I have enjoyed your little teasing games for quite some time. But now I’m very tired and very horny and I’m going to fuck your little pussy, understand?” I almost had an orgasm when he said that. I could only respond with a moan and by resting my arms on his desk to ready myself for his cock. I felt his fingers move my panties aside while his other hand caressed my now drenched pussy, massaging my clit with just the right speed and pressure. Then I felt the head of his cock push its way into me, easily sliding inside of my wet pussy. As soon as he was inside me I had a powerful orgasm. Then I felt him take my hips in hand as he began to fuck me, telling me how good my “hot little pussy” felt, how a “cocktease” like me needs a “good fuck now and then” and how lucky he was to have a “sexy little slut” like me for a paralegal. No man had ever talked to me like that before and it made me so fucking hot. The more he fucked me and talked dirty to me, the more turned on I got. So I began fingering my clit too. “That’s it you sexy little slut, play with your pussy for me. Cum all over my cock again.” And I did, just seconds before he filled me up with what felt like gallons of his own cum. Eventually we got our senses back, kissed and cuddled a bit, and finished our work. Then he took me back to his home for the night, and the night afterwards, and so on. But our office sex was always our favorite. I personally loved giving him blowjobs when he was on conference calls with judges. But the first time was the best because it was with me bent over my boss’ desk in stockings, heels with his cock buried in my pussy that I fell in love with my future husband 15 many years ago this week. Teasing The Boys "Hey, babe" My husband of four years was calling. "What's up?" I said. Hoping he was going to tell me he was taking me out to dinner. "How about so fun tonight? I've got to go to a meeting about Ted's baseball team and then I thought we might meet at O'Charley's for dinner and then do something nasty." "Nasty as in what?" I said with a grin on my face. I knew he wanted to go to a local adult shop to pick up some toys and a couple of movies. Our sex life had been one continuous party since we had gotten together and I, for one, hoped it never stopped. "Let's do the book store thing and -" he said but I stopped him in mid sentence. "You're a horny devil! I guess you want me to dress accordingly?" I already knew the answer. Tom loved for me to dress in short skirt, heels and a blouse than gave the maximum of exposure to my breasts. "Gawd, yes! I'll call you back when the meeting is over." Ted is Tom's son from a previous marriage, just turned eighteen and the apple of his eye. A good kid but one with genes straight from his father. I have caught him several times trying to catch me nude and probably if he wasn't his son, well, I knew that was too taboo. I didn't have time for a shower so I went searching for the right outfit that would make me look less like a teacher and more like a, well, you can guess what a wanton woman might wear to an adult store. The looks in O'Charley's would only get the both of us hot for what was going to happen later. I found a short jean skirt, a white semi sheer blouse that would be left unbuttoned to various levels of exposure for the setting and my red four inch sandals. My tan from spring break in Florida I had maintained in tanning salons so I knew I would look hot. Teaching in a neighboring community allowed me have a life at home that I couldn't allow if I taught in the same city. Thank goodness for that! After getting dressed I touched up my makeup with a little more eye shadow and fixed me a glass of wine. Waiting, I decided to look at some of the more risque sites on the computer. I love doing so and it brings out the nasty in me. I didn't realize the time that went by and was startled to hear the doors on a vehicle slam in our drive way. I turned off the computer and looked out to see Tom, Ted and two other young men walking up to the front door. Shit! Our computer room is in a spare bed room on the opposite end of the house from our master bedroom. There was no way I could get to the bed room in time to change without passing the four of them on the way. I heard Tom saying "Hey we're home". "Back here in the computer room", I said. Hoping the tension in my voice wasn't a give away. Tom walked into the room and smiled. "Damn, you look hot!" "I thought you were going to call" I said. "Didn't have time and my cell's batteries are dead". He reached out and slipped his hand under my skirt to find me panty less. And wet. "Seems like you're ready to have some fun" Tom said with a smile. "Yeah, but what about the kids? I need to go change before they see me. Why did you bring them here?" "Terri is one the way to pick them up. Don't worry." Then with a glint in his eye, he added, "maybe they'd like to see what a hot step mom Tom has". "You've got to be kidding!" I'm not going to go out there dressed like this. What if they tell their parents and the next thing you know I'm the slut of the amateur baseball league!" "Get real. They've seen a lot more. It might be hot to let them see Ted's got a hottie at his dad's house. I'm going to get them some Cokes and go out on the patio. I'm sure you can think of something. Or if you want just sneak into the bed room and change. It's up to you". I heard him open the frig and then tell the boys to join him on the patio. I looked out the window of the computer room and could see the four of them sitting in chairs. They all were maturing nicely and I guess most of them had girlfriends by now.Tom was telling them some story and I heard all of them laugh. Why not! I thought. It would be new territory but it was harmless enough. They've been to the beach and seen a lot more I'm sure. It would turn on Tom and I wanted him randy for the rest of the evening. I checked myself in the guest bathroom and smiled. My breasts, braless, were outlined in the white blouse and my nipples hard. The skirt split the distance between my knees and pussy almost evenly. Well, may an inch or two shorter than that. I certainly had dressed to attract attention but this was the crowd I had been targeting. I went to the kitchen and refilled my wine glass. I looked at the patio door and saw them. With a sip of the wine for courage I walked onto the patio. "Guys, this is my wife. Sue, this is Ronnie and Phil". "Hi, guys,. How as the meeting?" I said with a smile. They weren't looking at my face though. Both of the young men and my step son were eye locked onto my breasts. I was buttoned to the level the insides of my breasts were visible and showing an abundance of cleavage. I glanced a Tom. He winked and smiled. "Would you boys like a sandwich or anything?" I asked. "No thanks" came from all three. I don't think their minds were on food at that time. "Isn't it wonderful out her in the evening" I said to no one in particular. I moved to the lounge chair and sat down on the edge. Legs together. That didn't stop them from looking at my closed knees and hoping. I leaned over and placed the wine glass on the concrete, giving them a glance down my open blouse. Looking up I saw them watching. I slipped off one of my heels and rubbed my arch. Still allowing them a view. Not more than 10 feet away I was allowing these young men a look at breasts they wouldn't forget for a while. To make sure they remembered me I slightly, well, OK, opened my legs to expose my bare pussy to the boys. After a period of time to make sure they weren't dreaming I stood. I walked over to a near by flower bed. I leaned over to snap off a dead bloom. I knew my skirt had slid up, Probably enough to allow them to see my butt cheeks. I turned and walked back to the patio. I glanced at Tom. His smile was very telling. He definitely was approving of my behavior. We all heard a car pull into the drive way. Tom's ex had arrived. The spell was broken. Not wanting Terri to get a chance to past judgement on me I walked into the house and into our bedroom as the doorbell rang. A few minutes later Tom came in. We laughed and he said I tore them up with the show on the patio. I could see his cock was hard. "Did I do too much?" I asked. "Not in their thinking. When I said something about a cookout next weekend, they were all for it". I smiled. No, too young. Or are they?