12 comments/ 76928 views/ 27 favorites A Submissive at Heart Ch. 01 By: hotbottom1 I will preface this story with the following: The truth is often stranger than fiction, and while my tale, while in aggregate seems unlikely; everything that unfolds is absolute fact as best I can recall it. My tale begins where many kinky sex stories do; which is of course on the Internet. Being in my early thirties now, I was about 18 or 19 when I first discovered Internet porn. Like many straight young men I quickly became a fan of straight and lesbian stories and pictures (videos were still a rare commodity at this point). Over the years despite almost always having a girlfriend or friend with benefits I could never get enough porn and would often end a given night rubbing myself off on the computer. Like many intelligent and creative people I eventually became bored with the straight and narrow, in terms of my porn tastes, and started to get into more kinky and taboo subject areas. I became very aroused by the idea of submission, especially where the wife or girlfriend of a man would have other partners then return home and make him eat her sloppy seconds. I think part of this was that I'm 6'2 very muscular and attractive in a James bond kind of way. Being submissive was the opposite of everything I was and that really turned me on. I must of read hundreds or even thousands of stories on this subject matter and my fascination with this started to spill over into my real sex life. Enter Michelle, a very kinky girl I started dating at the age of 26. She was easily an 8 out of 10 on my very demanding scale. She was about 5'5 with D cup firm breasts and a very curvy ass, and yet only weighed about 120 pounds. She had one of those naturally perfect faces with large soft lips and wavy brown hair half way down her back. We meet at a bar in my hometown and within about 3 hours we were at my condo fucking each other's brains out. It was pretty mind blowing and we were immediately taken with each other. For the first few months we were not technically "dating" it was more of what people refer to as fuck buddies. When one of us was drunk or horny we would often end up at the others place for a long night of lovemaking. We both loved oral and Michelle especially loved to straddle my face and have me eating her smooth little pussy. Over this period we both had other lovers, I think her more than me. Given my Internet fetish I would often imagine I was eating her out after she had just been with another man. On night after a particular long love making session she was lying in my arms and we started to talk about making our arrangement more formal. We both quickly agreed that neither of us had been particularly successful with our pasted monogamous relationships and that it would be ok for us to "play" on the side still. I wanted to bring up my submissive creampie fantasies right then but chickened out on the idea. I had many firsts with Michelle including a threesome with two women; I loved watching her eat another girl's pussy just after I had come inside of it. She had no jealousy of me and I had none towards her. At the time we were both incredibly attractive successful people and the world was our oyster. Eventually we moved in together and for a brief period dropped all are side partners. I think one of the reasons why is that its very hard to have other discreet lovers when your living with someone. As was inevitable; this changed one fateful night; I can still remember the date oddly, November 15th 2008. She had been on a girl's night out and I had stayed at home reading Internet stories about eating creampies and similar debaucheries. At about 4am Michelle came home. I was in bed, however being a light sleeper I woke the minute she came through the door. Within a minute she slipped off her dress and crawled into bed, she was reeking of alcohol and seemed slightly dishevelled. She immediately started to kiss me and we started to rub each other, soon I was rock hard and my hand started to make its way to her pussy. For likely the first I can recall she stopped me. All of a sudden she seemed to sober up and said: "I just want to suck you off tonight baby" True to her word she went to work and 10 minutes later I blasted a solid load down her throat.; as was common I fell asleep quickly after. I awoke around 6am with a hard on. I pulled up behind her and cupped her breasts with my cock poking directly into her sexy panties. She quickly turned around and said in a voice that clearly indicated to me she had not been sleeping: "I need to talk to you babe" She proceeded to tell me how her and Stacy, her best friend at the time, got very drunk at the latest trendy hotspot and how she ended up dancing with this guy Mark. I'm not sure if it was just waking up but oddly at this point I still had no clue where she was going with this and I'm usually excellent and reading people. Her story continued, she told me how her and Mark, ended up necking and the next thing she new it was 2 in the morning and they were back at his place. The next part of her tale got me so hard it's probably the closest I've ever coming to cuming (no pun intended) without being touched. First she told me bluntly how they ended up making love on his futon mattress. I quickly interjected and said that we never agreed to be completely monogamous and I was not hurt. After a few moments of silence she went on: ''ok but I normally make guys where a condom... well tonight I was so drunk I let him take me bareback''. So many thoughts went threw my head at that moment. We had never really discussed protection with other partner, as odd as that seems, I knew she was on the pill but that was the extent of it. As I've said I was so turned on at that moment, it was like I was in a fantasy novel and me, as the protagonist, finally achieved his long sought after goal. Instead of speaking I started to kiss her and my hand inched down to her slippery cum filled pussy. Without even consciously thinking about it the next thing I knew her panties were off and I started to lick her swollen lips. The taste was oddly how I had always envisioned it in my online sessions. As a side note, its odd how our imaginations and dreams can often perfectly replicated an experience we have yet to fulfill. After several minutes of eating her, as if our minds were in perfect unison, I rolled over and she crawled up and straddled my face. There were no words being exchanged between us but the dirty truth of what was happening had us both turned on to the point of madness. Within seconds she had the most amazing orgasm of her life, as she would later tell me. Each one of her contractions pushed more semen into my mouth, which I happily swallowed. After her orgasm she quickly mounted my enraged cock and I came inside quicker than an 18-year-old boy losing his virginity. I was like a wild beast shooting more sperm into her than I thought even possible. I learned later this is actually a natural reaction in an attempt to compete with the other guy's sperm. In the end we fell into each other's arms, both of us being completely and utterly satisfied we drifted off to sleep until late in the afternoon. Little did I know then what this first journey into submission would lead too. A Submissive at Heart Ch. 02 If you have not read part one I encourage you to do so! This story is much better read from the beginning. So the next morning when I awoke, as best I can recall, I had very conflicted emotions about our kinky night before. To anyone reading this who has not lived out a kinky fantasy at some point you often feel a bit ashamed or jealous the first time. Michelle went to her moms early the next day before we had a chance to talk, it was defiantly a Saturday or Sunday because I lay in bed until about eleven. Even though I pleasured myself 3 times that morning I remember my range of emotions going from painfully horny to exceedingly jealous. While that may seem odd given our open relationship, it was the first time either of us had explicitly talked about another partner. When I finally got up I did what I always did when I was alone; which of course was look at and read porn. I remember several hot stories about guys eating creampies and like always I end up hard as a rock and rubbed my cock till I was Cumming on myself. Sorry to deviate but I imagine a lot of you will agree, streaming videos, high definition and even 40 inch monitors for your ocular pleasure (as I have currently), will never be as hot as a great story. It wasn't until about 7 p.m. that Michelle returned. I remember she was hornier than usual and within about 10 minutes, after a bit of polite chitchat, we were in bed fucking. After the events of the night before I was rock hard the entire time, we truly fucked each other's brains out. Unfortunately for me all the masturbating that day made it impossible for me to cum. After two orgasms for her and about 20 minutes I rolled off her feeling completely spent but still horny as hell. She cuddled up into my arms and we both lit smokes. After a rare 1 or 2 minute period of silence Michelle smiled a naughty smile and said: "So are you as turned on from last night as I am?" I think as a result of not having an orgasm and the honesty of the moment I confessed that I had wanted to eat another mans cum out of her for a long time; I went on and explained how I found the whole submissive thing incredibly taboo and kinky. She was rubbing herself by the time I finished my diatribe, she asked me if I would like "it" to happen again. I smiled at her and said, "more than anything babe". The next thing I knew we were fucking again. During our love making we continued our discussion although, in an attempt to recall this tale as accurately as possible, I have to admit I have little recollection of the actual conversation, what I can say with certainty is that it was one of the hottest sessions of my life. Over the next three months things fundamentally changed in my relationship with Michelle. I lost touch with my "stable", as I called it, of other woman and Michelle appeared to drop her other partners with the exception of Mark who she visited 3 or 4 times a week. At first there were often nights I would end up angry and jealous when she came home after a "date" with Mark, inevitably though I would get turned at some point after her return, eat her cum filled pussy and tell her how hot it all was. I have to admit over time the jealousy faded but not the eroticism. We eventually got into a routine where she would come home from a date, get me in the sack and then crawl up onto my face and tell me all about her time with Mark while I eagerly ate his cum from her pussy. For the first few months we would always have sex afterwards but after awhile she would simply get me to eat her and then roll off and pass out. Of course I was always rock after and would rub my cock until I came. Oddly her not fucking me after really added to the fantasy and made my eventual orgasm that much better. It was about the 3-month point of our new lifestyle when she started to bring Mark back to our place after a night out. The first few times they would fuck quietly and he would leave immediately after. About 4 months into our new lives we had our first threesome which basically entailed me getting sucked off by Michelle and Mark fucking her; of course it ended with me on my back eating her pussy and Marks cum. Oddly meeting Mark was not as awkward as I thought, he was a bigger guy and fairly muscular, we also had the same facial structure, hair and eye colour. Michelle definitely knew her type I would say. Anyways Mark and me became pretty good friends. It seemed he was as turned on fucking another guy's girl as I was eating his sperm from her. Ultimately though I think after you have spent enough time sharing a girl with another guy you reach a certain comfort zone, which is what happened with Mark and me. Eventually we would even go out together get hammered and when we stumbled home he would fuck Michelle and I would pass out in our spare bedroom. As time went on Mark would visit more and more and Michelle and me seemed to have sex less and less. It was about 5 or 6 months into our new "lifestyle" that Mark, Michelle and myself ended up getting extremely inebriated at our house. After two 750ml bottles of vodka we started to play truth or dare. About two or three turns in Michelle dared Mark and myself to strip. Never one to back down I tossed my cloths off and sat before them in my birthday suit; oddly it wasn't awkward at all. Mark shrugged a moment later and did the same, throwing his cloths over the couch. After about 20 minutes of our game the subject of anal sex came up. Mark admitted to me that he had never done it despite trying to coax Michelle into trying it on several occasions. I laughed and told him not to worry she had never let me fuck her there either. Michelle giggled then commented that it wasn't that she was opposed to the idea but she thought we were both too big for her, she went on and comment that her pussy got sorry enough from our cocks without bringing her ass into it. After a few more drinks and questions Mark ask Michelle what her biggest fantasy was. As I recall at this point she was already out of her mind drunk, after a thoughtful pause she got a smirk on her she said she would love to see two men have sex. This was defiantly news to me and left me stumbling for words. She followed up the question with a dare for me, I probably should of seen it coming, she looked up and down my naked body and then said I dare you to give Mark a blowjob. At this point Mark and myself both laughed uncomfortably this was followed by us both telling her that we weren't fags, and a few more macho type comments. About three drinks later Michelle had passed out on the couch. Mark and me moved to the kitchen and continued drinking what ever was left at that point (tequila if memory serves). We were both so drunk neither of us had the sense to put our cloths back on. As we continued to drink like fish we talked about sports, politics and of course sex. About an hour later I remember laughing at some joke Mark had made and my eye caught his cock, which to my surprise was rock hard. I noticed it was at least 2 inches longer then my own and about the same girth; I remember thinking no wonder Michelle liked it so much. Mark definitely noticed me checking out his package and said "Sorry man, I just get so dam horny when I'm drunk". I smiled and said, "no problem man, I'm the same way". There was an uncomfortably long pause after this, finally Mark look up and ask me "Michelle tells me you eat her out after I have sex with her, is that true". I explained how it might seem weird but the whole submissive thing really turned me on. I continued with how my fetish started on the Internet and naturally progressed. I realized when I had finished taking I had a hard on as well. We continued drinking for another hour until I remember the room starting to spin and telling Mark I had to crash. I quickly stumbled up stairs and lay down face first in Michelle and my bedroom. About 5 minutes latter I heard someone come into the bedroom and lay down beside me. I assumed Michelle had woken up and sought more comfortable sleeping arrangements but as I turned over to my shock it was Mark lying beside me. I looked at him questioningly and he said "Well ...er... since you've eaten my cum so often I figured maybe you'd be willing to take some directly from the tap tonight". I looked down and noticed he still had a raging hard on. I had never really had a notion that I would ever want to be with another man. For some reason though, likely a lot to do with my inebriated state and partially to do with my submissive tendencies, I crawled down the bed took and began to suck Mark beautiful cock. I remember despite eating his cum many times from Michelle's pussy his cock had an odd taste like nothing I had experienced before. After a couple minutes he pulled out of my mouth and rolled me on back. He proceeded to crawl up the bed and put his massive tool back into my mouth. After I adjusted to the new position he began to slide in and out of my willing mouth; every time he went deep I gagged a little. Mark kept telling me I was doing a good job and he would run his hand through my hair. For some reason this was an incredible turn on and made me go wild. After about 15 minutes as mark was stroking my face and sliding his cock into my mouth he said "baby this is great but I just cant cum". He slipped out of my mouth and lay down beside me. As I caught my breath he looked over at me and said, "My god that was amazing, it always takes me forever though". Next think I knew Mark directed me onto my side and pushed his body up against mine. For all intense and purposes we were basically spooning although I was on the inside which was always the girls place in my experience. Mark began to rub my ass with his hand and I could feel his hard cock pressed brazenly against me. Without thinking I lifted my top leg, next thing I knew his hands were spreading my ass checks open and I could feel his penis begin to push up directly against my hole. At first the friction was crazy and I felt like his cock was tearing me apart, slowly it began to slid in inch by inch. After what seemed like forever I felt Mark's balls resting directly on my ass crack and I knew his manhood was completely inside of me. He began to slowly pull out and then push back in, as if some primal instinct I began to moan as he took me like a woman. My moans seemed to really turn Mark on because he started to pick up the pace. After a few minutes he gently moved me onto my back and pushed my legs up onto his shoulders, as he looked into my eyes he re-entered my willing ass. All at once I felt humiliated, dirty and as turned on as I had ever been in my life. Mark started to really give it to me and I resumed my girly moans. He told me my ass was as hot as Michelle pussy, I responded by wrapping my legs around his back and letting out a huge moan. After several minutes of solid fucking he began to rub his hands through my hair and grunt. Before I realized what was happening I felt him explode inside my ass and fill me with his seed. He rolled off me and despite still being rock hard I drifted off to sleep almost immediately. Little did I know where this night was going to lead.... A Submissive at Heart Ch. 03 To maximize your enjoyment of this sorted tale please read chapters 1 and 2 first. The events depicted herein pick up directly from the conclusion of chapter 2. I also wanted to thank folks for all the positive comments thus far; I hope you enjoy the third segment. My eyes shot open and in that same instant the events of the night before came crashing back to me. I could tell from the light illuminating from the shades that it was mid morning. I spun around in the sheets to see my girlfriend lying there, for a moment I thought maybe the whole episode from the night before had been a dream. However as my senses came back to me I could feel Marks cum still oozing out of my ass. I thought about going to take a shower but I knew the running water would wake Michelle up; I instead elected to drift back to sleep. When I woke several hours later I remember feeling a sense of shame and guild as I attempted to clean Mike's sperm from my ass. After thoroughly rinsing I headed downstairs and it became evident to me Michelle was out. My head was still throbbing from the night before and I decided my best course of action was to go back to sleep even though it was already 3 pm by this point. As I lay there playing the events from the night before in my mind I realized I was getting hard. I followed standard protocol and started to rub my cock. In an unusual twist though I also proceeded to stick two fingers up my very raw asshole. After I finished masturbating I drifted back into a well-deserved sleep. Around 8pm that night I woke to Michelle's voice, "rise and shine sleepy head". I realized she was in bed with me so I shifted around to face her. "Hey baby, what have you been up too?" I said. "Well if you must know babe since I didn't get any loving last night and you were a dead to the world when I got up I went to Mark's place for a few hours" she said with a smirk on her face. "Did you have fun?" I asked She look at me for a moment as if considering something then with a huge smile blurted out, "he told me all about last night hon" Completely on raw instinct I immediately said, "Nothing happened" "Sweetie" she said in an overly sensitive tone "I have never been so turned on in my entire life, my straight boyfriend taking it up the ass for my lover, honestly I think it just might be the hottest thing I've ever imagined". At this point I realized I had no option but to be totally honest with Michelle. I told her the entire sorted tale while she began to rub her clit. When I told her that Mark's cum was still leaking out of me she let out a loud moan and the next thing I knew my cock was slipping inside her well-used pussy. As usual our loving making was amazing. Later that night we ordered some take-out, while we ate we discussed the events of the previous 24 hours. Michelle wanted to know if I would be open to being with a man again. I told her that even though I really have no attraction to men being submissive and getting taken like a woman was an incredible turn. Unfortunately when Michelle broached the subject with Mark a few days later he decided he wanted to keep things just between them. A couple of days later we bought a strap on dildo and over the next few months the strap on was in me as much as I was in Michelle. She loved to take me missionary and tell me things like what a good slut I was going to be for a real man, this would drive me crazy. Finally after one fateful day Michelle called me at work and told me she had amazing news best discussed when I got home. That night I got home a bit late and Michelle was watching TV on the couch. I sat beside her and kissed her hello. She held me close and we started a passionate make-out session. Being the consummate horny bastard I am I started to remove her spandex pants; to my surprise she gently stopped me, "hon this is one of the things I need to talk to you about". She paused and her expression became somewhat serious, "last night when I was at Marks he ask me if I would consider being with him exclusively." All of a sudden I felt a lump in my throat the size of a baseball, fighting back my emotions I asked, "you want to break up with me?" Michelle immediately wrapped herself around me, "no sweetie not at all, in fact I told Mark I love you and would never leave you." This set my mind as ease and Michelle could sense the tension flow out of my body. She continued "Mark is getting transferred to his head office in London in 3 months, I guess what he wants is the next 3 months to be exclusively him and me." Feeling unsure of myself again I asked, "So what did you say?" "Well I told him I couldn't do it unless, she paused, unless I new you were getting attention from someone too. Once we solved that issue I told him I was all his for the next 3 months". At this point my mind was spinning, I recall that I opened my mouth to speak but Michelle continued before I could get a word in, "Honey, do you remember meeting Gerald one of Marks work friends at Tyrst several months ago"? Without pausing she went on, "Well you may not remember him but he remembers you. He is gay and apparently has been telling Mark for months he has a crush on you. Mark called him last night and he has agreed to umm... keep you company or the next few months." I couldn't believe what I was hearing, "Michelle you can't be serious, I told you I was turned on with Mark and I like when you use the strap on but I'm not gay and I certainly have no interest in anything outside of maybe being used like a woman once in a while." Michelle interjected, "Honey that's the best part I spoke with Gerald and he is strictly a top in fact it turns him on to treat his partners like women." She grinned, "Did I mention Gerald is 6'4 and black". We continued to talk and she told me both Mike and Gerald had their leases expiring at the end of the month and she had taken the liberty of arranging for them to move in with us for the next 3 months. Mark was going to move into the master bedroom with Michelle and I would be in the spare bedroom with Gerald. While the idea of being a "woman" for another man turned me on I was worried this was going to far. In the end though I nervously and somewhat reluctantly agreed to Michelle's plan. The next few days Michelle and I moved my cloths and other personal items into the spare bedroom. On Thursday night we moved the last of my things. Michelle and I made dinner together and afterwards she asked me if I was nervous. I told her how the fantasy versus the reality was causing some conflict but I was ready to give it a shot. The next day at work I was nervous, I was so nervous my stomach felt like it was in a constant state of vertigo. When 4 o'clock rolled around I headed home. Michelle was still at work so I did all my last minute preparations for Gerald; I shaved the little hair I had on my ass and gave myself a thorough enema. An hour later Michelle came home, she gave me a deep kiss and told me how proud she was of me. Seconds later we heard the rumbling of a moving van pull into our driveway. "Lets go introduce you to your new lover" she said. To be continued A Submissive at Heart Ch. 04 Introduction First off I wanted to comment that I am sorry for the long delay between chapter 3 and 4. Life has been busy and while it was important for me to conclude this story I have not had a lot of time as of late. I will say this will be the second last chapter in my crazy adventure that I call my life. I will endeavour to write the 5th and final instalment as soon as a can. Thank you for the positive feed back Prologue to chapter 4 It is crazy to think where my life has taken me vs. where I would likely be and what my mind set would be if it wasn't for internet porn. I can say in all honest that even today I am a straight man, not that I have any problem with gay men but if it wasn't for my evolving taste into more naughty and kinky porn I do not think I would have ever ended up with the lifestyle I have today. The new normal Picking up where we left off.... Michelle and I headed outside to see the boys. To be completely honest as much as it turned me on, at least in my fantasies to be treated like a sissy faggot, I was feeling very apprehensive about the current situation. In retrospect I can say fantasies and reality are not always congruent; at least not in the moment they are consummated. Mark and Gerald calmly approached us from the truck they had rented. Mark immediately greeted Michelle with a long passionate kiss. Awkwardly I introduced myself to Gerald; we shook hands and while we made small talk he looked me up and down, the way I had done to so many women in the past. The next hour or so was a blur for me. Michelle and I helped the guys move their stuff into our respective rooms. It was strange and erotic helping Gerald move his personal belonging into the spare bedroom, the bedroom that we would be sharing, where he, this stranger, would most likely be making love to me night after night. Once we finished the boys move in the 4 of us sat down in our living room. The guys had brought a few 12 packs of imported beer and a 26 ounce bottle of grey goose vodka as a house warming of sorts. I think we were all eager to indulge in the drinks by this point in the process. Michelle and Mark sat on one couch and Gerald and I sat on the other. While the tension was palpable the alcohol quickly loosened us up. Over the next several hours the 4 of us chatted about everything from celebrity gossip to quantum physics. Finally at around midnight and deep into the booze Michelle and Mark began to make out passionately while Gerald and I did our best to continue chatting. This continued for about 10 minutes or so until Michelle finally took Mark by the hand and they headed off towards our master bedroom. Michelle paused and looked back before they went up the stairs and with a smirk on her face wished the two of us sweet dreams. Not to be deterred, Gerald and I continued to chat and drink anxiously. The alcohol was really hitting me by about 1 am and I found myself moving closer and closer to Gerald. Without missing a beat his right hand began to trace up and down my inner thighs as we continued to talk. Our conversation gradually evolved into my relationship with Michelle and the current state of affairs. I explained to Gerald that while it most likely all seems crazy I am straight and the fantasy of having a "real man" take me like a woman turns me on like nothing else. Gerald then explained to me that while he too was straight he has always loved the idea of dominating another man sexually. He confessed that while he had only fucked 1 man in the past he had always wanted to do it again and take it to the next level. By this point I was as hard as an oak tree. In the most submissive manner I could muster I began to kiss Gerald and rub my hand along his crotch. He eagerly responded to my advances by rubbing my willing buttock and soon we were removing each other's cloths. After Gerald removed my boxers and his own I decided it was time to lead him to the bedroom. We kissed the entire way and when we arrived I lay on my back as Gerald quickly crawled up on top of me as we continued to kiss passionately. His hands fondled my ass and my hands found his thick penis. It was scary and incredibly hot when I rationalized that this large black cock I was stimulating would most likely soon be deep inside me. After several minutes of making out I crawled down and began to give Gerald a slow and sensual blow job. He quickly spun my body around in a manner that made me think we were going to 69. In that moment I was rock hard and even though the idea of being sexual pleased by a male did not form part of my fantasies I didn't care; I wanted him on my cock. Gerald surprised me however, instead of planting his lips on my cock his mouth went straight for my asshole. This was a new experience for me and I can say to the uninitiated, having a tongue inside your ass is incredibly pleasurable and erotic. We continued like this what seemed like an eternity, me pleasuring my man and him softening my "pussy" for the love making to come. After several minutes of our oral stimulation Gerald rolled me onto my back and positioned himself between my legs. As if it were the most natural thing in the world he slid his manhood into my well lubed asshole and began to kiss me. Falling into my role, the role I was fixated on in all my fantasies, I began to moan as he made love to me in the missionary position. Gerald's thrusts began more urgent, soon I felt his beautiful cock erupt deep inside me. I screamed and for the second time in my life a man had made me into his woman. A Submissive at Heart Ch. 05 Final Chapter I awoke the next morning to the feeling of Gerald gently grinding against me. His arm was wrapped around my chest and his body was intertwined with my own. As a straight man, to have this large black man spooning me in such an intimate manner made me feel more than a little awkward. As my consciousness became more salient I thought of all the times I was in the exact same position with Michelle or other girls. Of course the difference now was that I was now the "girl. The irony of my current predicament made me chuckle out loud. Gerald's head moved close to mine and his whispered: "Good morning honey, what's so funny?" I remember becoming instantly aroused thinking that he called me honey. I turned my face towards him and told him how familiar our current position was but that, in the past, I was always "him" so to speak. Quickly and without warning he started kissing me as he continued to grind against my ass. Although my initial inclination was to move away I did not and soon we were making out. After 30 seconds or so I could fell his manhood get markedly harder and he slowly removed his mouth from mine. At this point he whispered in my ear that I should stop thinking of myself as a man and start thinking of myself more as a sissy, and his lover. With that highly erotic though I felt his large cock slip into my well used ass. Thankfully a lot of his cum from the night before was still inside me and acted as a natural lubricant as he entered me. After 5 or so minutes I felt him shoot another warm load of sperm in me. Still exhausted I fell asleep with him still deeply embedded inside me. When I awoke several hours later I was alone in my new bedroom. Eventually me and my very tender ass stumbled out of bed and headed downstairs. My girlfriend was cleaning up in the kitchen but the boys appeared to be out. As I approached she turned around and with a small smirk and asked how my night had been. I told her my story and she seemed to get off on every second of it. She thought it was beyond hot that both of us were filled with our respective boyfriends cum. I tried to give her a little kiss good morning and she stopped me, "honey I think it is better if we don't even kiss now. I want you to think of Gerald as your boyfriend and lover not just sexually but intimately as well". I than said, "but I am not gay Michelle". She followed up with, "I know sweetie but it makes me so wet that you are willing to do this for me. I also think you if you are watching or reading porn for the foreseeable future you should stick to gay material. I want you to put 100% into this fantasy lifestyle". Michelle went on to tell me that Gerald and her had a talk and he was hoping I could be more "feminine" for the next several months while we were together. I ask her what that entailed and after a small giggle she said I could start by removing all my body hair. She took me by the hand to the shower and handed me a pink razor. Before I got in the shower Michelle giggled and said, "Sweetie, make sure to leave Gerald a landing strip". As if on autopilot I stepped into the shower as a man on a mission. 20 minutes later I emerged from the bathroom as smooth as the day I was born (with the exception of a small strip of hair from my waist to my extremely unutilized cock). Michelle was standing just outside the bathroom and watched me emerge with my new body. She said, "baby that is hot, your bare ass looks so sexy; Gerald is going to love it! Now put some cloths on its time to go shopping". As you can imagine I had an idea of what was coming next. Michelle took me to the local mall by our place and let me by the hand inside. We walked by several lingerie shops and I held my breath at ever one fearing she would direct us inside. Finally we walk into Nordstrom's at the end of the mall and she led me to the intimate appeal section. My heart must have been racing a million miles an hour; that said nothing could of prepared me for what happened next. A female employee approached us and asked if she could help us find something. Before I could speak my girlfriend took the young woman aside and they talked in low whispers that I could not make out. After a minute or two the woman turned and approached me. With a wide smile she told me that my girlfriend wanted her to help me find some new undergarments for Gerald. I was so embarrassed I almost died right there on the spot. The sales girl seemed empathetic to my incredibly embarrassing situation and explained that she thought I was an amazing boyfriend to be willing to do all of this for my girlfriend. After another 30 seconds of awkwardly looking at the floor she introduced herself as Stacey. She went on to explain that lingerie and sexy knickers was really more about turning "the man on", or in my case my man on. She then wanted to know what Gerald liked. In a hushed voice I told her I had no idea. She thought that in order to turn him on as much as possible I should try to be as feminine as possible. She wanted me to embrace feminine colours and symbols. Stacey picked out several pairs of pink stockings for me and a bunch of pink lacy underwear, some with hearts on them. We then moved to the bra section and she was able to find a couple of large A cup bras for me to try on. I went to the change room to try on the new undergarments and found myself growing hard as I tried them on. Weirdly I felt more concerned with how Gerald would perceive my new look than anything else... Honestly speaking, that really scared me at the time. After I bought all of the non-rejects Michelle took me by the hand and lead me to a local makeup store in the same mall. We wandered around for a bit but eventually she picked out several items for me after closely examine my skin complexion. After my new face paint was bought and paid for we headed to a spa kiddy corner to the mall. I was nervous as hell when Michelle spoke to the receptionist. I found out very quickly I was there to have my nails painted and my asshole bleached. Based on my previous experience in the intimate appeal section" I decided to just let the women and men working there think I was gay. I didn't see any point in complicating matters. Finally when we were done and got home the boys were still not back. Michelle helped with my makeup for the first time. I then changed into a pair of my brand new stockings and lingerie. Once I had changed she gave me a crooked smile and said, "Baby I know you're not gay but I love that you are willing to be a sissy faggot for me. I have a feeling Gerald will love the new you!"