Message-ID: <22435asstr$948701401@assm.asstr-mirror.org> X-Original-Message-ID: <20000124034308.99760.qmail@hotmail.com> From: "Merv Saylor" Subject: {ASSM} {assm} My Best Friend's Mother [5/5] {femdom and humiliation} Date: Mon, 24 Jan 2000 03:10:02 -0500 Path: assm.asstr-mirror.org!not-for-mail Approved: Newsgroups: alt.sex.stories.moderated,alt.sex.stories Followup-To: alt.sex.stories.d X-Archived-At: X-Moderator-Contact: ASSTR ASSM moderation X-Story-Submission: X-Moderator-ID: Vulpine, dennyw The final installment. ______________________________________________________ Get Your Private, Free Email at http://www.hotmail.com <1st attachment, "Best Friend's Mother.txt" begin> CHAPTER 5 The sessions continued on close to a weekly basis for the next month. There were certain rules that I was always required to follow. First of all I would be given the day and time for each session. Secondly I was to arrive on time and I have showered immediately prior to coming over to her house. She always showered before I arrived and insisted that I do the same. Almost all of the sessions were with Pam, although I did have one other with Toni on a weekend when Pam was not available. That session with Toni had been much like my other one with her, I would go down on her and ream her while she worked with my stamina by masturbating me until I got close to coming and then stopping. I had to admit I liked the sessions with Toni because in the end she would make me come with her hand. Toni was more into the pleasure of the session and seemed less concerned about control and I enjoyed the difference between the two ladies. I had learned a lot in my sessions with these ladies. I had been taught how to give them pleasure with my tongue. I had been taught how to bring them to climax slowly. I would try to prolong the pleasure for them as long as possible. Both ladies always had me start with their ass and after bathing and teasing their little hole I would move on to pleasuring their pussy and clit. I had become and expert at making them come. Pam seemed to prefer more direct contact and attention to her clit while Toni loved me to stick my tongue as far as I could get it inside of her when she began to come. Pam had taught me how to make a woman come with my hand. She had me watch her touch herself and then I practiced under her instruction. With a little practice I became accomplished at gently stroking and rubbing her clit until she could no longer hold back and would come with her thighs trapping my hand against her crotch. I never got over how hard she would come when I masturbated with my hand. The image of her face, eyes closed and almost not breathing was something that always amazed me. As I mentioned, Pam loved the control. She enjoyed embarrassing and humiliating me, depending on her mood. Sometimes I would be made to wear her panties while she chastised me, other times I would be made to put on thigh high stockings or pantyhose and model for her. One time she had me strip and get up on her kitchen table on my hands and knees while she "inspected" my entire body, poking and prodding all the time. I was used to sniffing and licking her panties while she watched with amusement, I would follow her commands without hesitation as I truly wanted to please her. Each session would end with her watching me masturbate. The end of the summer was here and I was due to leave for college the next weekend so I suspected when I arrived at Pam's house that this might be my last session with her. I rang the doorbell and was greeted by her wearing a new dress. As usual it was a loose fitting summer dress and ended a couple of inches above her knees. "Come on in," she said stepping back from the door. I brushed past her and notice a hint of the perfume that she was wearing. I stopped in the middle of the room and waited for further instructions. "Don't you leave for college next week"? I nodded my head, "next Saturday." "Well then, it looks like this might be our last session for awhile." I didn't want them to end but I was going away to college. "I'll be coming home on some weekends." I replied hopefully. She smiled knowingly and reached out and touched my cheek. "Well lets wait and see, who knows, maybe I'll come and visit you at college some weekend." I felt better, at least there was some hope that this whole thing would end entirely. "Well, there's one more thing that I would like to have you learn before you go off to college." "Sure, anything." I replied. "Good, lets go get in the car." We drove to a shopping mall a few miles away. As we drove there Pam explained to me that women loved to have men buy them lingerie and that it was important that I be able to go into a store and purchase some. I felt a knot of dread in my stomach but at the same time I was excited. I was just hoping that we would not run into anyone we knew. We arrived at the mall and she parked her car. She then handed me twenty dollars. "Here's some money, I would like you to go into the mall and buy some new panties for me. I want you to buy some from the Victoria's Secret store and I want you to buy some at one of the other stores. Buy as many pairs as you can and I want you to buy something sexy. Who knows, maybe I'll model them for you." I took the money and entered the mall and headed first to Victoria's Secret. Fortunately it was early and none of the stores were crowded. I entered the store and quickly went about selecting my purchase. I chose a thong that was on sale for $10.00. It was a deep rich purple and had a lace front. I was already imagining how her pubic hair would look pressed against the lace. I was also wondering in the back of my mind whether I would be wearing these later that day. Although it was a little embarrassing having the salesgirl ring up my purchase, I survived. I next went to the department store, conscious of the Victoria's Secret bag that I had in hand. I found the lingerie section on the second floor and proceeded to find the display rack of panties. As I was looking a middle aged lady asked if she could help me. I told her I was buying a present for my girlfriend and kept looking. She seemed amused by my discomfort and began asking questions about what style and color my girlfriend liked. As she did this she would hold up various pairs for me and tell me how much each pair cost. I found three pairs that were on sale for $9.99 and selected those. All were string bikini style and were sheer in both the front and back. One pair was a bright lime green, one pink (her favorite color) and the other pair was white. The saleslady folded each pair in tissue paper and put them in a bag for me. I thanked her for her help and left the store. I found Pam window shopping and told her that I had completed my shopping. We then left the mall and headed back to her house. When we arrived back at her house she told me to strip. I did as instructed and folded my clothes neatly put them on a nearby chair. My cock was rising with anticipation as she asked me to show her the panties that I had bought. As I pulled each pair out I would hold them up for her inspection and comments. She would make me tell what I found sexy about each pair before going on to the next one. She then told me to pick out a pair for her to put on. I selected the purple thong without hesitation. She then reached up under her skirt and pulled off the pair of panties that she had been wearing. She smiled and then proceeded to hang them on my now stiff cock. She then stepped into the new pair and pulled them up into place. Without saying another word she slowly raised her dress to her waist so that I could see them on her. Slowly turning I was captivated by the strip of cloth that disappeared between the cheeks of her ass. My cock was twitching with anticipation and I could feel the pre-cum beginning to leak out the tip. She then pulled the dress off over her head and removed her bra. She took the panties from my cock and stepped around behind me. She stood very close behind me and I could feel her breasts brush against my back. She held the panties up to my face as she whispered in my ear, "would you like to lick my panties?" I nodded and she turned them inside out and held the crotch to my mouth. I licked her juices from the cotton panel as she continued whispering in my ear about how she was going to let me lick her ass and then make her come with my tongue. My cock just got harder and harder with anticipation. Finally she told me to lay on the floor. I stretched out on my back and looked up at her as she pulled the new pair of panties down her legs and stepped out of them. She then straddled me with her feet just under my arms. Then instead of kneeling down she simply squatted over my face. The cheeks of her ass were spread further and tighter in this position and I had easy access to her little rosebud. I reached out with my tongue and went to work. I teased and circle her asshole and tried to push my tongue up inside the tight little ring. As I was doing this she would tease me by dragging the thong lightly over my cock. As stupid as it might sound I was really concentrating on doing the best job I could licking her ass. I knew this was something that she enjoyed and I was trying not to disappoint her. She let me continue longer than usual, perhaps because she knew I wouldn't be doing this again for awhile. After a few minutes her legs must have tired because she stood up and had me follow her to her bedroom. My gazed never left her ass as she walked in front of me. She then laid down on her back and spread her legs. I didn't need to be told what to do next. The lips of her pussy were slightly parted as I lowered myself down between her legs. I reached out with my tongue and drew it the entire length of her wet slit starting at the bottom and ending with her clit. Once again I licked, sucked and nibbled trying not to disappoint her. She reached down and held my head as she encouraged my efforts. It wasn't long before she came and as she did I found myself closing my eyes as I felt her contractions and swirled her juices around my mouth savoring the flavor. After she finished she got up and told me to lay on my back and put my arms over my head. I began to get nervous as she tied each one to the bedposts. I knew that she would never hurt me but not being able to move my arms made me uncomfortable. She told me to relax and reached for the phone. She spoke softly into the phone asking if someone could come over. I wasn't surprised to hear the front door open and shut and see Toni enter the bedroom. "So this is his last weekend before college?" She asked. Pam nodded and looked at me, "we're going to give you a treat but first I think you need to take care of Toni. I'll be back in a couple of minutes." With that she left the room and Toni stripped out of the jeans she was wearing and quickly pulled down her panties. She then straddled my face and I once again started with her tiny little asshole before she directed me to her pussy. She came once very quickly but I could tell she wanted more as she stayed on my face. I made her come a second time despite the awkwardness of having my arms tied to the bedposts. I still didn't understand why my arms were tied as Pam rejoined us. In her hand she was carrying black silk scarf. She blindfolded me with the cloth as she spoke. "You have learned your lessons well. I believe you now know how to give pleasure to a woman with your mouth, your tongue and hands. I also believe you are more respectful of women and the power they hold." I didn't say anything as I listened to her speak. "There is one other way that you can give pleasure to a woman," she paused briefly, "and that is with your cock." I had to remember to breathe as I listened to her, was it really going to come true? Was I going to get to fuck her? I felt a hand massaging my balls and my cock as she continued. "The problem is that Toni and I would like to give you a reward but we want to make sure that you don't have anything that you can hold over us. I'm married and even though Toni isn't, it would still be extremely embarrassing for her if something like that every came out." "I won't tell anyone." I promised. I couldn't see either of them as I looked into the blackness of the scarf. "Please, I haven't told anyone about our sessions so far." "Our sessions are different." Pam said. "What we are now talking about is you actually fucking a woman old enough to be your mother. That is the reason we are tying your arms and blindfolding you. One of us is going to fuck you, but you won't be able to see who. That way you'll never know which one of us it was. Now I want you to lay there and enjoy this. I'm going to put headphones over your ears so you won't be able to hear anything either. Are these conditions acceptable?" "Yes." I was surprised that my voice was squeaking. I felt the headphones go over my ears with soft music playing in them. I then felt the bed move and someone straddle me. A hand grasped my cock as I felt the weight of one of them began to come down on me. I felt the tip of my cock brush soft pubic hair and warm wetness as it was guided to the entrance. There was a brief moment of hesitation before I thrust up to meet whoever it was lowering themselves down on my rigid cock. I can't describe the feeling of having my cock inside of a woman for the first time. It was warm and wet and gave me a strange feeling of security. I wanted to reach out and touch her but they had anticipated that and had no doubt tied my hands for that very reason. I tried to figure out which lady it was as she moved up and down and around on my cock but I couldn't tell. She would lean forward and I could tell she was grinding her clit against my pelvis. I could feel a hand massaging my balls and I was pretty sure whoever wasn't fucking me was doing that. I began to meet her movements with thrusts of my own. I got a little carried away once and my cock popped out. It was quickly put back in place and I continued enjoying the warm slippery sensation as I slid in and out of her. It seemed that she was getting wetter and wetter as we went. Despite the training by Toni I could only last about three or four minutes before I felt the come welling up inside my balls. Whoever it was knew I was close and quickened her efforts. A hand gently cupped and kneaded my balls as I exploded into her. It seemed like I came forever as I fell back exhausted. I felt the woman get off of me and I noticed the air felt cool on cock. The headphones were removed and I could her Pam speaking, "as soon as we're dressed we'll take off your blindfold. I could hear the rustle of their clothing as they dressed and I could feel the wetness on my cock. After a moment I felt hands on my head as Toni removed the blindfold. I blinked as my eyes adjusted to the light in the room. I glanced down at my cock as Pam untied my arms, it was laying limp on my stomach but was glistening with juices of one of these beautiful women. "You may get dressed now," Pam said as my arms were free. They watched with a smile as I went into the living and put on my clothes. "I hope you have a good time at college," Toni said. "We'll still see you around when you come home," Pam added, "and like I said, maybe someday we'll come see you at school." I left the house that day no longer a virgin. As much as I thought about it I was never sure which lady had took my cherry. I was disappointed the summer was over but I felt in my heart that the sessions I had come to love were not over entirely. As I drove away I reached down inside my pants and felt my cock slick with their juices. I held that finger to my nose savoring the aroma as I drove home that day. NOTE- This was the last installment of a story I had written over a period of years. The subject of being dominated, humiliated and taught my an older woman has fascinated me. This was my first story and I would appreciate any comments, criticisms or suggestions. I would also appreciate receiving stories of a similar theme. Thank you <1st attachment end> ----- ASSM Moderation System Notice------ Notice: This post has been modified from its original format. 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