0 comments/ 86940 views/ 9 favorites Milky Boy Ch. 01 By: Subone1 In the way of background, I am a 48 year old male. I'm in good shape for my age and have been married for 27 years to my college sweet heart. Like most couples at this stage of our lives, we have struggled with keeping our sex life interesting and active. Over the years we have explored my many fetishes, dappled in BDSM and most recently, enjoyed the excitement that comes with a slut wife/cuckold relationship. I have always been sexually submissive and enjoy submitting to a strong, beautiful woman. While I am still interested in all of these areas, it has been a continual struggle to keep my wife's interest on the front burner in any of these areas. So once again, I found myself seeking some new interest to generate sexual excitement in my life – unfortunately this one did not directly involve my wife. We live next door to an 18 year old girl (Lauren) who is a senior in high school. Lauren baby sat our children on several occasions when they were younger, but not anymore. We always paid Lauren well for watching our kids, so she was aware that we had some disposable income. Lauren is one of those girls who is "18 going on 25", she has always been very self-confident and mature for her age. She is also very beautiful and has a fun, if somewhat pushy at times, personality. Lauren's family is not as financially secure as we are, and she is always lamenting the fact that she needs money. Normally she is seeking cash to buy things for herself, Christmas presents, etc. Now that she is a senior however, her main focus has been saving money for college. She is a bright girl, but probably will not qualify for a scholarship at the prestigious school she her sights set on. Based on this knowledge of her needing cash, I hatched a plan. I felt it was a long-shot, but what the heck, right? I was horny and she needed money, sounded like a good match to me! We had her e-mail address from some joke e-mails she had sent us a while back. I set up a new/factious e-mail account and e-mailed her an anonymous "proposal" on how she could make some extra cash. Without using her name, or revealing mine, I told her in my first e-mail that I was a well-to-do middle age man looking for some sexual excitement. I went on to say that she could make some quick, easy cash if she was interested. The amount was up to her, and if interested, reply to this e-mail. I hit the "send" button and anxiously awaited her reply. I signed back on a few hours later and was pleasantly surprised to find a reply already from Lauren. She said she was "cautiously interested" but wanted to know more details. I could tell she thought I was some kook and she was concerned about her safety. She made a point however of confirming that she was in fact in need of some cash. I hit "reply" and wrote her the second e-mail of the evening. To calm her fears about safety, I told her I was married, had kids, lived in a nice neighborhood, etc. I then laid out my proposal on how she could make some money. I told her that for every time she jerked me off I would pay her $50 cash, for every time she wore nylons and high heels and let me jerk off while kissing her feet, I would pay her $75 in cash, and for every blow job she gave me, she would get $100 in cash on the spot. I stressed that there would be no sexual intercourse. I also told her that when, where and how often she "relieved" me was entirely up to her; she was in charge. She could opt for once a week or three times a day, depending on how much cash she needed. The only stipulation was that she had to make me cum in order to get paid. I told her if she was interested to write me back and we would arrange to take the next step, if not, we would drop the whole thing right here. I nervously hit the "send" button and hoped that she was still on line and more importantly, that she would be interested in my proposal. As luck would have it, she was still on line as I got her reply back in minutes! Instead of telling me to "fuck off" or "drop dead" as I was afraid she would, she merely asked more questions. I could tell she was interested, apparently the lure of the cash was stronger than I realized for her. She said she was "okay" with what I suggested, but wanted each level raised by $25. So she wanted $75 for a hand job, $100 for me to kiss her nylon clad feet, and $125 for a blow job. She wanted to know where I lived and asked my name – she signed the e-mail with her real name, Lauren. She added a post script to the e-mail by saying "I hope you have a lot of cream, because I plan on milking you at least daily!" Her quick and sexy reply excited me greatly. Now for the crucial disclosure, it was time to tell her who I was. I immediately wrote her back and told her it was me, her next door neighbor. I stressed that if she wanted to back out now that she knew who it was, we would drop the whole thing and never mention it. I told her my wife had no idea I was doing this and that we both needed to be very discrete. I jokingly signed the e-mail "The Milk Man". I also gave her my cell phone number if she wanted to talk instead of sending e-mails. I no sooner hit the "send" button when my cell phone rang next to me on the computer desk. I answered and Lauren in a very sultry voice said "Is this the Milk Man?" I answered yes and she continued "I think you need to talk a walk around the block Milk Man, and don't forget your $75!" She then terminated the connection. I hurriedly went downstairs and told my wife I was going out for a walk, that I needed a little fresh air. She barely looked up from her book and said "Fine, see you when you get back." I grabbed $75 from my wallet and headed out the front door for my "walk". As I passed Lauren's house I noticed her car was gone from the driveway. I rounded the street corner and saw her car parked at the curb a short way up the street. As I got closer the passenger door opened and I hopped in. "Hi Milky boy" she said, "got my money?" I told her that I did and with that she started the car and pulled away. She was very business like and was definitely taking charge of this situation. She drove us to a nearby strip shopping center a few minutes away and pulled behind the stores where no one would see us. After shutting the car off, she looked over at me, nodded to my crotch and said "Well, take it out Milk Man, let's see what you've got." I unzipped my jeans and pulled my cock out of my boxer shorts. I've never considered myself large in this department, but at least thought I was an average size. Apparently Lauren thought otherwise. "Is that as big as it gets?" she asked with a snicker. I told her it would grow a little more once she started stroking it and she replied sarcastically, "We'll see about that!" She reached in front of me and took some hand lotion out of the glove compartment. Squirting a little in her pretty hands and adding a glob on the head of my cock, she began to lube my shaft, rubbing it up and down. I very quickly got hard the rest of the way and in no time was close to cumming. Within a minute or so I shot my load high into the air. I had not cum in several days, so I had quite a nice load. God it felt good! My cum landed all over my pants and Lauren's hands were covered in it. "Well that didn't take long at all, did it Milky Boy? This is going to be easier than I thought!" she said with a smile. Then she simply said "Pay me. Put the money in my purse." I pulled the $75 out of my pocket and tucked it into her purse. Lauren realized at this point that she didn't have anything to clean my cum up with, so she merely wiped her cum coated hands on my jeans. "Next time, as in tomorrow, bring a towel or some napkins for my hands. Better yet, get a supply of latex gloves and keep them with you – I may decide to use those so I don't have to touch your weenie" she chuckled. When she had finished wiping her hands on me, she started the car and headed back to our street. "Make sure you keep your cell phone with you and on all day, every day. Also check your e-mail several times a day, every day. I'll be contacting you either by cell or e-mail and let you know when and where your next milking will be" she directed me. She pulled over and let me out down the street from my house. "See you tomorrow Milky" she said as I got out of the car. Before I closed the door she asked "How many times do you think you can cum in a day?" I told her it depended on how tired/stressed out I was, but on average could cum at least three times a day. "Better get some sleep then, because I have a feeling we're gonna raise your average!" I smiled and confidently told her that I was ready for whatever she could handle. "We'll see," she smiled coyly, "we'll see." I walked back to my house with a satisfied smile on my face. I silently congratulated myself for setting this whole thing up and was already looking forward to my next "milking". Comments welcome. Milky Boy Ch. 02 The next day I got in the car to head for work and turned my cell phone on. I had a text message waiting for me from Lauren. The message was short and to the point: "Milking today at 9:00 A.M. Pick me up in front of school. Be on time. Don't forget the gloves and my money!" Oh shit, I thought, how do I get away from work at 9:00 A.M.? I mentally scanned my calendar, trying to remember if I had any meetings this morning. Satisfied that my calendar was free, my next challenge was to get to a drug store and buy a box of latex gloves. I also needed to hit the ATM so I could give Lauren her money; my morning was suddenly very busy! I left work around 8:30, telling my secretary that I had a dental appointment and that I'd be back afterwards. I picked up the gloves and got the cash and headed for Lauren's high school. It was Friday and there seemed to be more traffic than normal. When I pulled up in front of school it was a few minutes after nine. Lauren hopped into my car and said "You're late, next time it will cost you $10 for every minute you make me wait." I agreed and asked her where we were headed. "Just drive. Where are the gloves?" she asked. I pulled out the box of gloves and she opened them, pulled on a pair, bent over me as I drove and unzipped my slacks. "Did you bring any lotion?" she asked. I hadn't, and quickly made a mental note not to make that mistake again. "Forget the lotion, or any other supplies from here on out and it will cost you $15 for every item you forget, every time you forget it" she said curtly. She bent over and spit on my cock to lube it up a little. She started stroking my dick with her latex covered hands, I must admit, the latex felt pretty good. As she was stroking my dick I realized that I had not brought a towel or napkins. She quickly worked me up to an orgasm as I drove around aimlessly. When I came I almost lost control of the car! Lauren's jerk offs were heavenly, giving me some of the most intense orgasms I had ever experienced! As soon as I shot my load she said "Head back to school, I've got a class in a few minutes." Then she added "Didn't remember a towel, did you Milky Boy?" I shook my head no. As punishment, she peeled off the cum soaked latex gloves and dropped them in my lap, letting the cum leak all over my slacks. We had reached her school and before she got out of the car she stuck her hand out. I gave her $75. "See you tonight Milk Man" she said as she closed the door and walked away. I went back to my office, satisfied after my milking. As I walked back in, my secretary told me that "my daughter" had called and asked for my e-mail address at work. I thought that was a little odd, but let it go. The rest of the day was a pretty routine around the office and I was looking forward to a nice relaxing weekend. Little did I know, but Lauren had other plans for me. Shortly before going home, I got an e-mail from Lauren. She had obviously been the one who called my secretary for my e-mail address. Like the cell phone text message, this e-mail was short and sweet: "Milking tonight at 8:00 P.M. and 8:30 P.M. My house, come to the back door. You'll need $200, no gloves, bring a towel." My mind was racing – why two milkings so close together? Apparently this will not be a hand job, but an opportunity to jerk off at her feet – that prospect excited me greatly! On the way home I stopped at the ATM again, this was starting to get expensive, but I was enjoying myself immensely. I withdrew $500 from my account, thinking that it could be a long weekend at the hands (or feet) of Lauren! After dinner, I made some excuse to my wife to get out the house and headed next door to Lauren's. I was standing on her back porch at 7:59 and rapped on the door. Apparently her parents were gone for the night. Lauren answered the door and was wearing a very sexy dress, high black pumps and sheer black nylons. She was wearing more make up than she does during the day and it really looked hot. When she opened the door I said "You look nice tonight, going somewhere?" "Jen and I are double dating with our boyfriends. There's a dance at school and then we're going clubbing" she replied. "Who's Jen" I asked. "My best friend and your next Milk Maid. C'mon, follow me" she said. Lauren led me upstairs to her bedroom and introduced me to Jen; she was dressed very similar to Lauren – short tight skirt, high heels, and shiny tan nylons. Jen is a brunette (unlike Lauren who is blonde) and has a very hard body. After introducing me to Jen, Lauren sat down in her bedroom chair and crossed her sexy legs. "Jen goes first since she's company" she said. I sort of stood there with a dumb look on my face which Lauren picked up on immediately. "Go ahead, enjoy yourself while kissing her feet and high heels" she said to me. Jen was standing in front of the bathroom counter and mirror, still applying her make up for the evening. I laid down on the bathroom floor with my face next to her sexy high heels and her nylon clad feet. Luckily, I had remembered my towel and laid it under me. I took my cock out (Jen glanced down and snickered when she saw it) and positioned myself on the towel. I began kissing her ankles, spiked heel, the top of her foot, etc. The whole time I was doing this, Jen just ignored me and kept applying her make up as though I weren't even there. As I kissed and fondled her feet I rubbed my dick against the towel, humping the floor and towel in a constant motion. In a very short period of time the excitement of her nylons was more than I could handle – I shot my load into the towel with audible gasp and moan. When Lauren heard me grunt, she knew I was done. "Pay her Milky" she said bluntly. I pulled $100 from my pocket and placed it on the bathroom counter next to Jen. Jen turned to Lauren and said "My God, is that all there is to it? He's so quick, I'm gonna like this!" Lauren laughed and said "He's like our own little ATM machine, but he spits out money and cream!" She then turned to me and said "You've got 30 minutes to re-load. Go down to the kitchen and get Jen and me a wine cooler while that little pecker of yours recovers." I retrieved the wine coolers and brought them back up to the girls. Jen was done with her make up and they were sitting in Lauren's bedroom chatting. I wasn't sure how involved with this whole process Jen was going to be and I was getting nervous that this was about to cost me more money than I had planned. I handed Jen her wine cooler as she sat on Lauren's bed and turned to hand the other wine cooler to Lauren. I then made the mistake of mentioning how expensive this arrangement could get to Lauren. I was still standing in front of her after handing her the wine cooler and said "I'm getting a little concerned about how much money I've been handing out lately Lauren." Without saying a word she very slowly stood up right in front of me, inches from my face. In her high heels, she was nearly as tall as I am. She had her wine cooler in one hand and with the other hand, she grabbed my cock through my pants and began squeezing and twisting it. She was hurting me and she knew it. She was staring right into my eyes. "Listen here Milk Boy, this little weenie of yours is my ticket to college. It's gonna spit as much cash and cream as I need, got that?" she sneered. I nodded my head as she continued to twist my cock until it felt like it was gonna fall off. "And by the way, Jen is going to college too – also courtesy of your little pecker." She then turned to Jen and said affectionately "We're gonna be roommates, aren't we Baby?" Jen stood up and hugged Lauren from behind, nuzzling her neck and kissing her ear. "You know it Lover" Jen replied. I was beginning to understand what I gotten myself into and it made me nervous, to say the least. Lauren finally released her death grip on my cock and turned around to face Jen. They embraced and gave each other a deep, sexy, French kiss. The sight of these two beautiful young ladies making out right in front of me stirred my interest and my cock began to twitch again. They broke off the kiss and Lauren turned to me and said "Well, I think you have some unfinished business to attend to." She then sat down in her chair and crossed her silky legs. I grabbed my towel and assumed my position at her feet. Jen had moved backed to her perch on the edge of the bed to watch. I started kissing Lauren's foot that was crossed over her leg, hanging out there in front of me in mid-air. I was humping away on my towel and when I didn't cum in under a minute as I usually do, Lauren said "What's the matter Milky, don't tell me you're dry." Sensing I needed a little more encouragement, she slipped the heel of her shoe off her foot and let it dangle right there in front of me as I lay on the floor at her feet. At this point there was a flash in the room and I instinctively turned my head toward Jen. She was standing there with a digital camera taking pictures of me as I kissed Lauren's feet. "Just for insurance purposes Milky" she said. I couldn't worry about pictures now and turned my attention back to Lauren's sexy feet. I could now tongue her arch and heel since they were exposed by her dangling. This is all it took! I shot my load for the second time in about 30 minutes, grunting and gasping in ecstasy as the girls looked on. I heard Jen snapping away with her camera as I lay on the floor with my eyes closed. Lauren reached over and mockingly patted the top of my head, saying "That's a good little Milky Boy, we knew you could do it!" She and Jen giggled. Then she added the phrase I was rapidly growing accustom to hearing "Pay me." I sat up, pulled a $100 from my pocket and reached out to hand it to Lauren. Instead of taking it from my hand, she raised her leg and put her dangling shoe near my hand. I dropped the $100 bill in her pump. "Since Jen and I will be out late tonight, you can take tomorrow morning off. We'll make up for it after lunch however, so be ready. You can leave now." I gathered my towel, zipped my pants and headed for home. Comments welcome to the address on my profile. Milky Boy Ch. 03 Saturday morning I got up and immediately checked my e-mail and voice mail – nothing from Lauren! I took advantage of my free time and got a lot of stuff done around the house and also ran a few errands. After lunch I signed back on to the computer and found my next e-mail from Lauren. I noticed she was now copying Jen on the e-mails. Lauren said in her e-mail that she and Jen had decided last night to add a new "menu item" to the list of ways they could get money from their "ATM". They called it the "Blue Dick Special" and it cost $50. She added a little smiley face emoticon in the e-mail after she wrote that. She want on to explain that they would want a Blue Dick Special whenever they were too tired to give me a hand job, foot job or blow job. A Blue Dick Special amounted to me jerking myself off in front of them for their amusement. This privilege was to cost me $50 every time! The last sentence in the e-mail read "Jen and I are here in bed waiting for our Blue Dick Special. Be here by 12:45 (the back door is unlocked, Mom and Dad won't be home until later) or you will be fined $25." I looked at the clock, it was 12:40! Luckily my wife was playing tennis at the moment. I ran for the back door, got half way there and remembered my milking towel and had to turn around. I got over to Lauren's and let myself in the back door and scooted up the stairs to her bedroom. As I walked into her room, the clock on her nightstand clicked over to 12:45. Lauren and Jen were in the same bed, cuddling, apparently nude under the covers. "Right on time! Now that's what I call service!" Lauren said sarcastically. She continued as though she were placing an order in a restaurant "We'd like one Blue Dick Special please, heavy on the mayo!" I stood there catching my breath for a moment and Lauren motioned me to stand near the bed so they could get a good view. She handed me some hand lotion from the drawer in her nightstand and simply said "Commence." I unzipped my shorts and pulled my dick out. "No, no Milky" Jen said sweetly, "we want your shorts all the way down around your ankles." I shrugged, unbuckled my belt and pushed my shorts and underwear all the way to the floor. As soon as I looked up Jen had her camera and started snapping pictures again. I spread some of the hand lotion on my cock and began stroking, holding the towel in my other hand to catch my cum when the time came. I thought to myself "how did I get into this predicament? How does a 48 year old man get to the point of standing before two teenage lesbians, dick in hand, paying them for the privilege of jerking off?!" I looked around the room and saw their discarded clothes from their date the night before. I couldn't help staring at Jen's discarded pantyhose, carelessly tossed across the arm of the bedroom chair. Just something about a pair of worn pantyhose casually discarded that gets my blood moving! Lauren figured out what I was looking at and said to Jen "Oh Jen honey, I think the Milk Boy likes your pantyhose. Why don't you let him get a closer look?" Jen smiled and hopped out of bed, stark naked. I continued stroking my dick. Jen walked over, grabbed her pantyhose and walked over to me. She turned and winked at Lauren and then turned back to me. She reached up and pulled the panty part of her pantyhose over my head and face, pulling them down to my neck and shoulders. Her pantyhose were sheer-to-the-waist and you could clearly make out my face through the nylon panty. I was stroking madly now and getting ready to cum. The girls were giggling. Jen retrieved her camera and took several shots of me standing there, dick in hand, her pantyhose over my head, getting ready to orgasm. "I think our order is about ready!" Lauren proclaimed. I deeply inhaled and could smell Jen's perfume on her pantyhose – that was the final straw! I exploded in orgasm and luckily caught my cum in the towel, preventing any from falling onto the carpet. The orgasm was so intense my knees actually buckled and I almost fell over. I finally knelt down and wiped myself off, the pantyhose still over my head. Truth be known, I didn't want to take them off! I think Lauren sensed this and said "Okay little boy, give Jen back her hose." I pulled the pantyhose off and laid them on the bed. "That will be $50 Milky, pay up." Lauren said. It then hit me that in my haste to get over here, I had run out of the house without my wallet! "Uhm, I'll have to go home and get it." I said meekly, "I forgot my wallet." "Now Milky, you know forgetting is not allowed" Lauren said in a mock stern tone. "This is gonna cost you an extra $50, now run home and get the money and be quick about it" she said. I stood up to pull my shorts back up and head home. "Not so fast" Lauren said. She reached over and grabbed Jen's pantyhose off the bed and tossed them at me. "Put these on and then put your shorts back on" she smiled. Jen was already reaching for her camera. "But what if my wife is home from tennis? She'll see me in these pantyhose" I protested. "Listen little boy," Lauren replied, "she's gonna find out about this little arrangement we have sooner or later anyway; I'm gonna make sure of that!" I kicked my shoes off, removed my shorts and underwear and pulled on Jen's sheer-to-the-waist pantyhose. The camera was clicking away. I put my clothes back on over her hose, but my legs were clearly incased in nylon if anyone bothered to look my way. Lauren (that bitch!) made me got out the front door when I left. "Hurry back Milky, and don't get a run in those nylons while you're gone!" Jen shouted as I walked down the stairs heading for the door. I luckily made it over to my house without running into any of the neighbors and was relieved to find my wife was not home yet. I grabbed my wallet and took out $100, just then the phone rang. "Now what?" I thought. Of course, it was Lauren. "Milky, go in your wife's dresser and bring me a pair of her sheer black panties. I know she has some, I saw them when I was babysitting one time" Lauren said. Feeling defeated at the hands of this demanding girl, I simply replied "Okay." I got back to Lauren's house and gave her and Jen each $50. "Thanks," Jen said, "we really enjoyed the Blue Dick Special today!" "Put your wife's panties on the nightstand and you can go, for now" Lauren said. "What about the pantyhose?" I said, looking down at my legs. "Why, they look lovely on you," Jen said "I want you to keep them." The girls giggled and kissed briefly. Lauren then turned to me and said "Goodbye. Make sure you use the front door!" Comments welcome. Milky Boy Ch. 04 I hurried home and reluctantly removed Jen's pantyhose before my wife came home. I loved the way they felt, but was scared to death of being seen in them by my wife or anyone else! I stashed them away for further enjoyment at another time. The rest of my Saturday was uneventful; the girls must have been busy doing other things and left me alone for a while. Before I went to bed Saturday night I checked my e-mail one last time and found an e-mail for Lauren. She told me that she and Jen had a long discussion about how critical my little pecker was to their college careers and they came to the conclusion that they needed to "protect their investment." They decided that they needed more control of my cock (as if!) so that only they could decide when, where and how often I was milked. Lauren cut and pasted a hyperlink into the e-mail that brought me to an online adult sex shop. The link specifically brought me to a male chastity device, called the CB-3000. I had heard of these things, but never actually seen one. I was somewhat intrigued by the idea of wearing one. Lauren told me to order one and have it sent express delivery so I would get it as soon as possible. Once I received it, I was to let her know right away. It came with two keys, she would control one and Jen would control the other. She finished the e-mail by saying "order the smallest size they have, we want to make sure it fits!" I clicked on the link and ordered the chastity device. "These things aren't cheap!" I thought as I completed the order. The express shipment option guaranteed delivery within two business days, so I should have it by Tuesday I figured. I headed off to bed for the night, dreaming of a Blue Dick Special! I didn't hear from Lauren or Jen all day Sunday, I was both relived and disappointed at the same time. My little pecker definitely needed a rest, but I enjoyed being milked by these two girls so much that I just needed more! Late in the day I finally got another e-mail, this time it was from Jen. She said that she and Lauren were "giving me the day off" and that I was not to jerk off today, or any day from now on, without their permission. As a not too subtle threat, she attached a picture of me with her pantyhose over my head, jerking off in Lauren's bedroom. "You never know where the attached picture may turn up if you don't follow the rules Milky Boy!" was her closing line in the e-mail. I went to work Monday morning ready to start the work week. About 10:00 A.M. my secretary brought me in a package that had been hand delivered by a courier. It was addressed to me and the return address simply said "L & J Milk Company". I read the return address and must have blushed when it dawned on me who it was from. "What's a milk company sending you?" my secretary asked. I shrugged and told her I had no idea. She just mumbled "Sort of weird" as she walked out of my office. When she left I opened the package and my wife's sheer black panties and a disposable camera fell onto my desk! There was a note in the package from Lauren and Jen which told me to go into the men's room and take off my "little boy underwear" and to put on my wife's panties. I was then instructed to take several pictures of me wearing the panties both in the men's room and in my office, at my desk, etc.! They told to make sure the panties were "clearly visible" in every photo. "Oh my God," I thought, "this is getting out of control." The note told me to take all 12 pictures on the camera and to keep my wife's panties on for the rest of the day – they would be in touch after school got out. After I collected my wits, I went to the men's room with the camera stashed in my pocket and went into one of the stalls. I changed into my wife's panties and took a couple of shots in the stall. It's not easy taking a picture of you at arm's length with one of these disposable cameras! I pulled my pants back up and threw my "little boy underwear" away in the trashcan, burying them under a layer of paper towels. I returned to my office, receiving a penetrating stare from my secretary. "She knows something is going on" I thought to myself. I waited until lunchtime when my secretary went out with the other ladies from the office to get a bite to eat. After she left, I closed my office door, lowered my pants and began snapping pictures. I took several of me standing in front of my desk, sitting at my desk, sitting in the chair in front of my desk, etc. When I was done, I still had two exposures remaining. I wasn't sure where else to take the last remaining pictures, so I stashed the camera and decided to think about it. After lunch my day got very busy, seems like I was jumping from one meeting to another. I had momentarily forgotten about my wife's panties and the camera. It was now 4:30 and I was in my last meeting of the day, which had been going on since 2:00. The meeting was down the hall from my office in a small conference room. My secretary came in and handed me a telephone message, it read "Ms. Lauren from the L & J Milk Company is holding on line #1, she says she really needs to talk to you now. She said something about you being overdue?" I excused myself from the meeting and followed my secretary out of the conference room. "You can take it my desk," she said "it's closer." Without thinking, I took Lauren's phone call while standing at my secretary's desk – what a mistake that was! Lauren was not pleased that I had been unreachable for the last several hours. She asked me if I had read her e-mail directing me to pick her and Jen up after school at 3:30. "No, I haven't had a chance to read that yet" I responded, "I've been busy all afternoon." "I don't care about your work schedule Milky" she said curtly. "You are way overdue for a milking, it's been over 48 hours. Leave work now and come to Jen's house, her parents are both working late tonight. Be here in 20 minutes or you'll be fined! Got it Milky?" she said bluntly. "Okay," I said meekly. "Don't forget the camera, make sure you have latex gloves, your milk towel and plenty of cash" Lauren haughtily said. Before I could respond, she hung up. I hung up the receiver, knowing my secretary was listening to my end of the conversation. "Well that sure seemed like a one-sided conversation" she said, "Is she a client of yours?" I looked at her and smiled and said, "Yea, either that, or the other way around." She looked at me quizzically as I walked toward my office to gather my stuff and leave. I stashed the camera in my briefcase, grabbed my suit coat and headed for the door. My secretary just gave me a coy smile as I walked by, heading for the exit. On the way to my car I remembered that I still needed to use up two more shots on the disposable camera. Looking at my watch I knew I didn't have much time to spare and still get to Jen's before the 20-minute deadline expired. I had parked in the parking garage today and decided this was as good a place as any to take the last two shots. I got to my car and tossed my suit coat in the back seat and grabbed the camera out of my briefcase. Nervously looking around, I stepped between my car and the one parked next to it. I quickly dropped my pants to my ankles, exposing my sheer panties. Two quick clicks of the camera and I was done! Over the weekend I had the foresight to pack what I now referred to as my "milking kit". It was a small canvas tote bag that contained a box of latex gloves, hand lotion, several hand towels and even some rubbers. I also had some emergency cash in there just in case Lauren and Jen got very demanding and I was short on bucks. I kept the bag close to me at all times, such as in my car or sometimes even crammed into my briefcase. At the moment, it was stuffed into my briefcase along with the disposable camera. As I drove to Jen's house it dawned on me that this whole ordeal had only started a few days ago, already it seemed liked weeks! It was only November and the girls won't graduate until next May and then head off to college late next summer. "It's going to be a very long nine months or so," I thought to myself, "and an expensive one!" I pulled up to Jen's place and looked at my watch, four minutes to spare! I grabbed my briefcase and headed up to the door. Before I could even knock, the door opened and Jen let me in. She was wearing a tight red tank top; black linen shorts and high black backless sandals. She wasn't wearing nylons, but her legs and feet looked great nonetheless. The tank top was a stretchy lycra material that strained against her braless chest, the outline of her nipples very obvious to even a casual observer. "Hello Milky, long time no see!" she said sweetly. She reached and took my briefcase from me and set it next to the couch in the living room. Lauren walked in, dressed remarkably like Jen. "Was this a lesbian thing, dressing alike?" I wondered to myself. Lauren had on the identical top, shorts and high heels as Jen; the only difference was her top was royal blue, her linen shorts were white and her backless high heels were royal blue to match her top. Lauren quickly took control, as she usually does. "Okay Milk Boy, let's get busy, we've got to make up for some lost time" she said. She sat down on the couch and patted the seat next to her. "Take off your pants and sit here next to me" she continued. I did as she directed as Jen moved behind the couch. "Cute panties" Lauren said with a chuckle as I removed my pants. Jen stood behind the couch and as I sat down, reached over and tied a black, silky blind fold over my eyes. I wasn't sure what it was, but it felt like one of her slips. I had laid my pants and panties on the couch next to us. "Where are my gloves Milky?" Lauren asked. I then told the girls about my "milking kit" and that it was currently in my briefcase. "There might be hope for you yet Milky" Jen chided. I heard my briefcase snap open and Jen pulled out my milking kit and the disposable camera. "Looks like you used all the pictures as you were supposed to, good boy" Jen said, "I'll take care of getting these developed." Jen handed some latex gloves and the hand lotion to Lauren. "We won't need his milking towel this time" Lauren said "you can leave that in his little kit." I was curious about that statement, but let it slide as I was more focused on my impending milking. I heard the snap of latex as Lauren pulled on a pair of the gloves. "Okay Milk Boy," Lauren said, "get down on your hands and knees in front of me, on all fours." I moved from the couch and did as she directed, still wearing the silky blindfold. I was now kneeling in front of her like a dog, my cock pointing straight down to the floor. I heard Jen and her camera start clicking away. Unbeknown to me, Lauren had placed my wife's sheer black panties on the floor, directly underneath my cock. The next sensation I felt was Lauren's latex covered hands, smeared with lotion, stroking my cock. She was yanking it straight down toward the floor; hand over hand, time and again. "He really looks like he's being milked!" Jen squealed with laughter. "Just like pulling on a cow's udder" Lauren replied. Lauren was still sitting on the edge of the couch, reaching under me to stroke my dick. The feeling was awesome and the humiliation was oh so sweet. As Lauren stroked away, Jen clicked away. "They can take 100 pictures," I thought to myself, "just jerk me off!" "Oh my God, that feels good!" I moaned out loud. Just then I shot my load, it seemed like it when on forever! Since I hadn't cum in a couple of days, my load was larger than usual. I sensed Jen moving in for some close up shots, but didn't know why. Little did I realize at the moment, but Lauren had my dick pointed right at my wife's panties the entire time. My cum soaked her panties thoroughly as they lay beneath me on the floor. "That'll do just fine" Lauren chuckled. "Jen honey, go get us a Ziploc bag." I was still on my knees in front of Lauren, catching my breath from that awesome milking. When Jen came back, she pulled off my blindfold and said I could get up and get dressed now. As I was getting up, Lauren held up the Ziploc bag with my wife's cum soaked panties inside. "When you get home tonight Milky, you're first chore is to put these messy panties back in your wife's drawer where they came from" Lauren directed. She then handed me a new disposable camera and said "Of course we want to capture that image for later, so after you place them in her drawer, take a picture of them. Make sure your milky cum is visible in the photo and take them out of the bag when you put them in the drawer." "By the way," she continued, "pay up." I reached into my pants pocket and pulled out my wallet, handing her $75. I finished getting dressed and took the Ziploc bag from Lauren, placing it and the new camera in my briefcase. As I put the items in my briefcase I noticed that one of the girls had put a bumper sticker on the outside of my briefcase with the popular advertising slogan "got milk?" They both noticed me looking at it and laughed. "We just want to make sure you stand out in a crowd" Jen said. Not being quite sure what that meant, I gathered my things and left. As I reached for the door, Lauren said "Check your e-mail later tonight Milky. Tomorrow promises to be a big day! Nighty night!" Comments welcome. Milky Boy Ch. 05 I drove home still in a warm afterglow from that excellent milking. I realized that there was something very appealing to my submissive side about being milked like that on my hands on knees. It brought a smile to my face as I pulled into my driveway. I walked into the house with my briefcase turned toward me so my wife didn't see the "got milk?" bumper sticker. I gave her a quick peck on the cheek in the kitchen and headed for the bedroom to change clothes and complete the chore that Lauren had assigned me. "You smell vaguely like perfume," my wife said. "Must be that new girl at work," I replied "she seems to wear too much and she was in my office today." It was the best I could think of on the spot and hoped it fooled her. I made a mental note to ask Lauren and Jen to ease up on the perfume. Before I could get out of the kitchen my wife said "Not sure why this just popped into my head, but that nice girl, Lauren, from next door called a short while ago." "Oh, what did she want?" I asked, my mind racing through the possible reasons why she would call our house! "She and her friend, Jen, are trying to raise money for college next year. They have started a little business doing light house keeping and asked if I could use their help on a part-time basis" my wife replied. "What did you tell her?" I asked. "Well, she's such a sweet young thing, so polite and all, I just couldn't say no. Besides, you wouldn't believe how mature she sounds on the phone now, very business-like and sure of herself" my wife continued. "I know all about that!" I was thinking to myself. "So, I hired her and her friend Jen to come over once a week and do the floors, dusting and laundry primarily. They start this Saturday. They call their business the L & J Milk Company, isn't that odd?" she asked. Before I could answer her, my wife continued "Lauren also made a point of saying hello to you." "That's nice" I said, "I'm sure they'll be a big help to you around here." Once in the bedroom I quickly changed out of my work clothes. I waited until my wife went into the bathroom and then took her cummed on panties from my briefcase and placed them in her second drawer, exactly where I had got them. The cum was only partially dry and the smell was quite strong. I had absolutely no idea how I was going to explain this when she found them, but I knew I had to follow Lauren's orders. My only hope was that she wouldn't notice for a while and my cum would dry and look like some stain from the laundry or something. She kept her sexy/weekend panties in her second drawer, and her every day cotton panties in the top drawer, so she didn't use this drawer every day. Before I closed the drawer I grabbed the disposable camera and took a picture of them lying in the drawer as Lauren had instructed. I got an e-mail later that night from Lauren as she promised. She told me that she had checked the FEDEX tracking number I had given her on line and that my chastity device should be delivered by 11:00 A.M. the next day. She told me to leave work for the day at lunch time and go home and pick up the package. She and Jen would also be leaving school at noon. Since her parents don't get home from work until 5:30 P.M., we would all meet at her house at 12:30. She told me to bring my "milking kit", cash, the FEDEX package (unopened) and the disposable camera. She also told me to shave my entire crotch/groin area completely smooth and to keep it that way from this point forward. She finished this e-mail by coyly telling me that she and Jen were now cleaning houses as a "side business", but that my house was the only one they planned on cleaning! I wandered off to bed, wondering what tomorrow would bring. At work the next day I told my secretary I was taking vacation all afternoon. She looked up from her desk long enough to notice the bumper sticker on my briefcase. "What's with the sticker?" she asked smiling. I simply told her that one of my kids stuck in on there, so I just left it. I left the office around 11:15 and headed home, hoping that FEDEX was prompt as usual. As I pulled into the driveway, sure enough, sitting on the front step was my little box. Tuesday is grocery day for my wife, so I knew she would be gone most of the afternoon. Just to be safe however, I told her I was taking the afternoon off to get some things done around the house. I grabbed the box, hurried into the house and hopped into the shower. Shaving your crotch is something that shouldn't be rushed – speaking from experience! I took my time as I shaved my balls, cock and abdomen. I really liked how it looked as I checked it out in the mirror while drying off. The phone rang as I finished drying myself. It was Jen, she said she wanted her pantyhose back and that I should wear them over to Lauren's house. She told me not to wear underwear or socks, just wear a t-shirt, pull on some gym shorts over the pantyhose and put on my topsiders. "Don't be late Milky, we have a busy afternoon planned!" she said. I hung up, dug her pantyhose out of my drawer where I had stashed them and slipped into them. Just the sight of my shaved cock through the sheer nylon was enough to give me a raging hard on! My gym shorts did nothing to hide it either! I grabbed my things and headed next door, anxious for my next milking! As I walked through Lauren's back door, the girls took my milking kit, the camera and the FEDEX package from me. "Take off your clothes, but leave the pantyhose on" Lauren said. As I stripped off my shorts and shirt, Jen remarked "My, my, shaving becomes you Milky! Your little dickie looks so cute in that sheer nylon!" I noticed a white sheet tacked up along one wall in the kitchen eating area. The kitchen table had been slid to the other side, leaving a wide open area of bare, white tile floor. "Jen, get us some scissors, would you Baby?" Lauren asked. Lauren then told me to go stand with my back to the white sheet that was tacked up on the wall. When Jen brought the scissors back Lauren took them and walked over to me. She stood right in front of me, staring into my eyes; she rubbed my cock through the nylon pantyhose. "I hope your little thing here has enjoyed it's last taste of freedom. It belongs to Jen and me now" she smiled at me sadistically. She then told me to spread my legs apart and she reached out and grabbed the cotton crotch panel of the pantyhose. She proceeded to cut the panel out and then reached into the pantyhose and pulled my cock and balls out of the hose. The tightness of the nylon made my cock and balls protrude and stick out further than they normally do – I liked the look! Lauren stroked my cock a few times just to tease me, Jen started taking her pictures. "Okay Jen, we need the chastity device and some cold water. We need to shrink his cock back down to its normal size for his fitting" Lauren said. Jen fetched the FEDEX box and also a glass of ice water. As Lauren opened the box Jen placed a towel under my cock on the floor. "Put your hands behind your back Milky" she purred, "this might be a bit cold!" She then poured the ice water over my hard on and in short order; it shrunk back to a flaccid state. Lauren walked up and fitted the chastity device over my cock as Jen took several photos. Just like that, I had given up control of my manhood to two teenage lesbians. As Lauren locked the device in place, Jen squealed "It looks wonderful!" Lauren turned to Jen and said "Here's your key sweetie, I'll hang on to the other one." I noticed they were both wearing a gold ankle chain. In an obviously planned movement, they both put their chastity device keys on their ankle bracelet like it was a charm. When they were done placing their keys on their ankle bracelets, the girls stood and hugged, kissing briefly, giggling over their successful capture of my manhood. I stood there watching them in Jen's sheer-to-the-waist pantyhose, hands behind my back and my shrunken cock locked away in its new home. "Alright Jen, next we need some bright pink lipstick, got any?" Lauren asked. Jen brought the lipstick and Lauren proceeded to write in large letters on my chest "MILK MAN". Then she moved to my forehead and wrote "MILKY BOY". Finally, again using the bright pink lipstick, she went to my lower stomach, just above the waistband to the pantyhose and wrote "ATM", with an arrow pointing down toward my cock. She stepped back to admire her handy work, "There, that should do nicely" Lauren said. "Go ahead and take some more pictures Jen!" she said excitedly. I felt like I was in a police line up, they even had me turn sideways for a profile shot! After taking several photos, Lauren removed the chastity device, pulled on same latex gloves and began stroking my cock. I got hard in no time. "Hurry up and cum Milky, Jen and I need to go to the mall soon" Lauren said in a bored tone. To bring me to a quick orgasm she started to taunt and tease me. "We might pick out some new high heels; want to come along so you can watch? We're also gonna buy some new nylons, I KNOW you like nylons Milky!" she continued. That was all it took, I sprayed my load into her latex covered hands and moaned with delight; another great milking! As soon as I came, Lauren peeled off the cum coated gloves and laid them across the top of my cock. "Clean this mess up Milky while Jen and I get ready for the mall. When you're done, leave my money on the table and go home, we'll be in touch. Ta Ta!" she said as she walked away and headed for the stairs. Jen had already gone upstairs to change for the mall. Lauren stopped suddenly and came back, "Almost forgot!" she said as she snapped the chastity device back into place, securing the key back on her ankle bracelet as she finished. "Can't have our little dickie running around un-tethered, now can we?" I cleaned everything up, pulled the table back into place and got dressed. I was surprised how little the chastity device showed through my gym shorts, "It should not be noticeable at all in my regular clothes" I thought to myself. Just before I left, Jen came back into the kitchen and handed me a bottle of pills. "From now on, as soon as we contact you for your next milking, take one of these" she said. "What is it?" I asked her. "Let's just say it will make your little wee wee a big wee wee in a hurry" she chuckled. "Viagra," I thought to myself, "this won't feel too good at all with a chastity device in place!" As I reached for the doorknob, Jen added "You may want to wash your forehead when you get home Milky. Your wife may wonder what you've been up to, we can't have her ruining our little arrangement we have here, can we?" I hurried home, anxious to get cleaned up and out of Jen's pantyhose before my wife got home from the grocery store. Milky Boy Ch. 06 They left me alone the rest of that day and also that night. I drove to work the next day (Wednesday) with the chastity device in place, happy that my wife hadn't noticed it yet. Of course, the way our sex life had been going lately, she may not notice it for a while! When I walked in, my secretary was already at her desk. "Good morning, got milk?" she said sarcastically in reference to my briefcase bumper sticker. "Very funny" I replied. "I'll bring your daily calendar in shortly, just finishing a few things up" she added. A short while later, my secretary (her name is Jill by the way, she's a 35 year old, divorced mother of 2 young kids, nice looking, smart) brought in my calendar for the day. "You've got your staff meeting at 8:00 this morning, and then you're free until your meeting with the L & J Milk Company at 1:00 this afternoon. Those are the only two meetings you have all day" she said. "L & J Milk Company?" I asked in shock, "How did they get on my calendar?" "That same young lady that called you the other day, Lauren, called and set up the meeting. She said her company has something do with financial matters and that you would know what she was talking about" Jill told me; "She sounds awfully nice, very professional." "Did she say anything else?" I asked her. "Just that she wanted a small conference room with a projector and internet access, which I've arranged for" Jill replied. "Okay, I'll leave it on the schedule, thanks Jill" I said as she walked back to her desk. "Lauren also said to remind you to take your pill about 11:00" Jill added as she shrugged her shoulders. Shaking my head at Lauren's boldness, I went about work for the rest of the morning, wondering what she was brewing up this time. I took my Viagra on schedule at 11:00. Shortly before 1:00 Jill came into my office, "Lauren and Jen from L & J Milk Company are waiting for you in the small conference room." "Okay, I'm on my way" I said. I headed down to the conference room and walked in to find Jen hooking up her laptop to our projector. "Hi Milky! Nice place you've got here" Lauren said, "Is our little friend safely locked away?" she added. I inadvertently glanced down at my crotch and nodded "Yes, not going anywhere without the keys" I replied. As I said that I looked down at her feet, checking to see if she had the ankle bracelet on, which she did. "It's a little uncomfortable at the moment, thanks to that pill I was told to take at 11:00" I said. She and Jen had a nice little chuckle at that statement. "I've got a feeling you're gonna be even more uncomfortable in a few minutes!" Jen added. I noticed both Jen and Lauren were dressed like professional business women. They had on tailored suits and skirts, pantyhose and high heel pumps. Lauren even carried a small leather brief case, while Jen carried her lap top. "Maybe that's why they went to the mall?" I silently thought. The girls sat down at the small conference table. Jen was on one side working the lap top and Lauren took charge, sitting at the head of the table. "Have a seat" Lauren said, pointing to the chair to her right. "Well, let's start the meeting" Lauren said in an official tone. Turning to me she said "L & J Milk Company is rolling out their new website today and we wanted you to be the first, but certainly not the last, to see it. It's called MilkMan.com." That was Jen's cue to click on the home page of their new website. I stared at the website image being projected on the conference room projection screen in shock! The home page picture was the one of me taken yesterday in Lauren's kitchen! There I was, in sheer-to-the-waist pantyhose, shaved cock and balls, chastity device and lipstick graffiti on my chest, stomach and forehead! I was getting sick to my stomach. I sat there speechless, my mouth hanging open. Lauren continued, "We're glad that you like it Milky. Jen, show him the other pictures." Jen clicked her way through every single photo the girls had taken of me over the last several days. Even the pictures I had taken of myself around the office were included. Last but not least, was a picture of me with my briefcase and the bumper sticker saying "got milk?" I sat there dumbfounded, feeling like I had lost total control of my life to these two demanding girls. "Our new website is designed to help us expand our little business," Lauren went on to say, emphasizing the word "little"; an obvious reference to my cock size. Not exactly sure what she meant, I looked back at the screen where Jen had moved away from the pictures and onto some text. The verbiage on the website referred to me as an "ATM" and said I was available for "withdrawals" 24/7. It went on to explain the current "menu options" I had in place with Lauren and Jen: $50 for a Blue Dick Special, $75 for a hand job, $100 for feet kissing, and $125 for a blow job. The "ATM" fee was a 50% commission payable to Lauren and Jen. Apparently anyone wanting to take advantage of my services and earn some cash could schedule a milking session with me through Lauren or Jen. They would then make arrangements to get the chastity device key from one of them, leaving their driver's license or credit card as collateral. The individual would then meet up with me for performance of the selected "menu item" and get paid. When the individual returned the key to Lauren or Jen, gave them 50% of the payment, that person would then get their credit card or driver's license back. "Isn't it a wonderful idea Milky?" Jen asked in her sweetest voice. "One stipulation is that your first milking of every day is reserved for Jen or me" Lauren chimed in, "You could say we like our milk fresh!" I still had not said a word; the feeling of defeat was immense. "Of course, we'll be careful who we give this web address to. We don't want to kill the golden goose after all!" Lauren said. I looked at them with a startled look on my face and said "So basically you are pimping me out to your friends, is that it?" "That's pretty much it, for now anyway" Lauren said coldly. "By the way, what's your wife's e-mail address?" I guess I should have kept my big mouth shut. These girls had me nailed and they knew it. I reluctantly gave Lauren my wife's e-mail address. "Thanks," she said, "We won't use it unless we have to. But I'm sure she'd be very interested in our website!" Jen had navigated back to the home page with the picture of me in her pantyhose and the lipstick writing all over me. Just then Jill knocked on the conference room door and walked in without waiting for an answer. "Just wondering if you wanted some coffee" she said before noticing the image of me on the screen. Jen deliberately did not minimize the image on her laptop. As Jill turned and looked at the website projection she gasped "Oh, my God!" She stood there with her hand over her mouth for a minute, taking in the image of her boss. After the initial shock subsided, Jill looked at me with a wicked smile. Lauren didn't miss a beat; "I think we may our first client" she smiled slyly. "I think we should give Jill a live demonstration. Jen honey, would you do the honors this time?" Lauren asked. Then she turned to Jill and said "Would you please lock the conference room door?" After the door was locked, Jen walked over to my side of the conference table and told me to stand up and take my pants off. While I was doing this, she positioned a chair for Jill so she had a bird's eye view of the action. "Where's your milking kit Milk Boy?" Jen asked. I had left it in my briefcase in my office and since I already had my pants off, Jen went and retrieved it. Re-locking the door when she came back in, she pulled a chair away from the table for her and placed it opposite of the chair where Jill was sitting. "Kneel down on all fours in front of my chair" Jen said to me. My hard on was in full bloom as I submitted to these three beautiful women. Jen opened the milking kit and pulled on the obligatory latex gloves. Jill was watching every step in fascination. Before Jen lubed me up with the hand lotion, she said to Jill "Kick off one your pumps and place it directly under his little appendage here." Jill placed one of her high heel pumps directly under my cock and Jen lubed me up and began stroking. Lauren took charge of the camera this time, capturing more photos for their damn website I'm sure. As Jen stroked me, she explained everything to Jill. "What we're doing here is giving him a hand job milking, which he'll pay us $75 for the privilege of receiving. I'm going to milk him right into your high heel, then later after he re-loads and you've walked around in these shoes, you can have him kiss that foot while he cums again. He'll pay you $100 for that little bit of enjoyment!" she chuckled. I started groaning, feeling my orgasm rapidly approaching. "It won't be long now" Jen said to Jill, "whenever he starts moaning that means we're only seconds away from eruption!" A couple more strokes from Jen's slender hands and I was spewing cum into my secretary's high heel pump like there was no tomorrow! I looked over at Jill as she sat there in the chair, legs crossed, her shoeless, nylon clad foot hanging in mid air. Jen peeled off the gloves, dropped them insultingly on my head and proclaimed to Jill "That's all there is to it!" "Not quite" Lauren added, "pay up Milky." I stood and walked over to my pants on the other side of the table, my hard on poking out in front of me at the three women giggled. I paid Jen her $75. "Now be a good Milky Boy and put Jill's shoe back on for her" Jen said. I picked up Jill's shoe and knelt in front of her, slipping her pretty foot back into her cummy shoe. "Yuck, it's wet and warm on my foot!" Jill laughed. "He'll clean it off in about 45 minutes, don't worry" Lauren said. Lauren said the meeting was over and told me to get dressed. She said now that the website was operational; they expected the calls to start rolling in. "So far we've only sent the website address to a few our close friends, but I'm sure the word will get around fast enough!" Jen added. They decided to leave my chastity device off for right now since I had just been milked and also since Jill would be milking me again in about 45 minutes. "After he spews his little puddle Jill, lock this back in place right away" Lauren said, handing her my chastity device. Lauren and Jen left telling me they'd be in touch very soon! Comments welcome.