Mistress

I guess I should start this out by saying right away that I don’t like pussy at all. I don’t even remember liking it that much as a young man (I’m 35 now, for what that’s worth). None the less, it’s because of a quite attractive young woman that you’re now about to read my account of some experiences I’ve shared with her.

The “relationship” began a couple years ago. I run my own business and had just fired an incompetent secretary that I had kept in my employ far too long simply because I felt sorry for her. Anyway after finally getting fed up enough with her ridiculous antics I sent her on her way and found myself in need of a good secretary once again.

After reviewing thirty or so applications and going through the extraordinarily tedious effort of interviewing several of them I was beginning to lose hope. Good help really was hard to find! Or at least I thought so up until that point. Anyway, just when I had tired of paying all my own bills and placing all my own inventory orders and all that business, in walks a raven haired woman of about 25 with just enough attitude to make her endearingly cute, and incredibly sexy… if you like that kind of thing, that is.

Well it didn’t take long to figure out this little lady was far and above everyone else I had interviewed, and after offering her a full two dollars an hour more than I had even considered offering anyone else she signed on.

I was pleasantly surprised as time went by at her competence, intelligence, and strong work ethic. What I didn’t count on was her apparent interest in me. At first I wrote it off as starry eyed puppy love, after all I do make good money with the business and all… but after a time I began to realize she really liked me. So rather than break her heart, I subtly let her know that I was only interested in other men, ok not so subtly…

The guy I was seeing at the time came over for lunch one day. One thing led to another and I decided to give him a blowjob during our break. He always was a bit noisy and realizing I could make my point to Meagan I left the door to my office cracked. John was sitting in a chair with his back to the door. I came up to him, dropped to my knees and simply stuck his cock in my mouth. He really had a nice cock. I took my time, and savored every motion. I loved the feel of the head of his cock rubbing the roof of my mouth. I loved the sensations my lips experienced as they passed along his shaft. Of course I really loved the way he moaned and held my head on his dick while I went to work on it. After several minutes he began to moan even louder and I heard a noise coming from Meagan’s office which adjoined mine. I didn’t bother to change a thing, actually hoping she would see what I was up to and relinquish her feelings for me.

Of course that was not to be the case. I glanced at the crack in the door and there she stood watching us, her eyes were wide open and held a surprised but pleasant look. I had just spared a quick glance toward the door so she didn’t notice that I had seen her. Frustrated I then decided to give her a really good show; I took his cock all the way down my throat. He moaned even louder as I began to repeatedly deep throat his succulent cock.

Without much adieu he began to shoot his wad. He had quite a bit of spunk to offer and though I swallowed most of it, I just couldn’t quite get it all. The excess ran down my chin, which John enjoyed quite a bit. He always said I was at my sexiest with cum on my face. I glanced up at the crack in the door to see Meagan still standing there no longer surprised but apparently even more turned on than before. She was touching herself through her short skirt. So my plan had backfired.

More time went by and our friendship grew, though I was careful not to let her “catch” me in the act again. It turned out she was single, and though any sane man would find her attractive and beg her to let him pay for anything she wanted, she never really dated much nor seemed to want to. She kept telling me she was saving herself for someone else…someone special. In the back of my mind I was afraid she meant me, but I usually just tried to encourage her to date more, hoping she would take the hint.

We continued like this for quite some before the big “event” finally took place that changed the nature of friendship forever. It happened one night after I had broken up with a guy I had been seeing for a few months. He turned out to be just another shithead, and Meagan had offered to help me drown my sorrows at her place. After a few hours and a few drinks the discussion turned to us.

“Matt…There’s something I really need to tell you…” She said

“Oh yeah? What’s that?” I asked, a little drunk, and a little out of it.

“I…I…oh never mind. Forget I even mentioned it. Would you like another beer?” She timidly demurred.

“No, what is it? You seem like you have something to say. Just say it” I replied casually, not realizing I was setting myself up for the moment.

“Well…look, I know you’re gay and everything…but I have to say…that I…” she trailed off unsure of herself “I…really love you” She hung her head apparently ashamed of herself. “It’s just that… You’re the only guy who’s really nice to me for the right reasons. Not to mention that you’re smart, funny, and very sexy… I just…Oh…Look I know you don’t like women, but this has been killing me for awhile. Do you think…I mean could you…ever…love me too?”
I sat stunned. Though I had known for awhile how she felt, it was another matter to hear her say she actually loved me. That was crazy. She couldn’t really love me could she? I was instantly sobered and questioning what the hell I was doing here. I hadn’t ever meant to hurt her and yet now it seemed like I was going to have to break her heart…the poor thing.

“Look Meagan, you have to understand IF I liked women at all You would be the number one person in my life but you know I’m gay. Hell I’ve only been with one woman before in my entire life and that was when I was 16 and trying not to be who I am. I slept with her a few times, but she just couldn’t give me what I need.
Look… I’m so sorry to put it this way but think I’d be the same with you. I don’t think I can ever give you what you need.”

She looked down and had that ashamed look on her face again. I hated seeing that. She looked like she might cry. But then she said something I really wasn’t prepared for.

“Matt look, I’ve given this a lot of thought, and I really want to be with you any way I can. I don’t care if you’re gay or want to sleep with men or whatever. I just want to be with you. I’ll do anything you want, anytime you want. I promise. Please. I love you so much.” She stammered quickly. It took me a minute to realize how serious she was, but when I looked in her pleading eyes I could see the sincerity in them.

“Meagan…I don’t think you have any idea what you’re asking for. Besides, there’s one thing you can’t change no matter what…you have in mind, and I don’t mean to be mean to you when I say this….but the fact is I just don’t like pussy at all. It’s kinda gross really. I don’t like to see it, I don’t like to touch it, I really don’t want to taste it, and the whole bleeding once a month thing is a HUGE turn-off.” I paused for effect.
“Look I’m sorry to be so blunt…but I think we need to be clear on that. I just don’t like pussy in any way.” I thought that would clear the matter up right then and there but boy was I in for a surprise.

“I don’t care about that. Look Matt I saw you blowing that guy friend of yours that day in the office. I know you saw me watching…and I realized then that you were gay, but I also realized that I didn’t care about that because I love you so much. I told you I wouldn’t care if you still wanted to have boyfriends. I woul
dn’t dream of trying to take…that part of your life from you. I just want to be wi
th you too, in whatever way you want…if you want…” she trailed off, seeming like she had something else to say but unsure of how far to go. For my part I just stammered nonsensically…It seemed we had entered a strange land where up was down, and I wasn’t sure how to respond. Did she really know what she was getting herself into? I was about to find out that she did.
“I see you’re having trouble with this. I knew you would. Let me explain. I’ve thought about…what you must do…with other men. I mean, how you have sex with them…as far as I can tell, there’s nothing they can do for you that I can’t…of course I have something extra too…but You wouldn’t EVER have to do anything like that. What I mean is I’d love to give you head, and if you need sex you could…well I wouldn’t mind if you…fucked me like a man fucks another man.” I’m not sure wether she saw or heard my jaw hit the ground first but I thought it was time to put this little girl’s fantasies to rest. She really thought she could please me. I needed to prove to her otherwise fast.

“Look Meagan. I’m gonna just be real blunt here. I love to suck cock and I love to get fucked in the ass, and of course I love to be with guys who take it from me. What you’re saying is that you’d have a relationship with me where you’d be with me sexually like a man would be. The thing is I really don’t believe that’s possible in any real way.” Without a blink, as if she’d been prepared for this she replied.

“It is possible. In fact it’s more than possible. I know you don’t like pussy. You’d never have to so much as see mine and I’d be more than happy to please you any way you want. I could buy a strap on and wear it all the time. If you wanted I could even start dressing like a man. I could tape my boobs down with masking tape and wear men’s cloths. I even tried it once, just to see if I could pull it off and I was fairly convincing at it.”
“I swear Matt I know what I’m asking you. I don’t care what it takes. I’ll do it if it means I can be with you. Of course I know you’ll want real cock sometimes, I saw how much you like blowing guys, so of course I wouldn’t ever complain about you…satisfying those urges. Please Matt don’t make me beg you. I just…you’re all I think about every night, I just want you and I’m willing to be with you any way I can be…any way you might want…”

She was pretty damn convincing. I shook my head as I looked into her eyes. She was dead serious. Now I’ve admitted several times I’m gay but jesus I’m not insane. This was a very beautiful woman literally begging me to let her suck my cock and fuck her ass and promising never to ask for anything else. Only a madman wouldn’t give her the benefit of the doubt at this point. I took a deep breath and blew it out slowly, letting her know I was strongly considering her offer. After a few moments I decided to lay down some ground rules.
“Ok Meagan, let’s say I’m considering this. There would have to be some rules that we followed to the letter. If they were ever broken or fudged even a little it would change the entire arrangement completely and we would have to stop. If we stopped I wouldn’t have the least bit of remorse or afterthought about asking you leave…” she interrupted before I could finish

“I understand. I’m okay with that Matt…”

“Now just wait till you hear them before you say that. #1 Is like I said earlier. I don’t like pussy. I don’t want to see it, touch it or really know about it. If you ever so much as suggest I give it some attention we’ll have to call this off. #2 You don’t have to dress like a guy if you don’t want to, but another reason I like men is that I don’t have to deal with all the bitchy bullshit women try to throw at ya, I don’t want to hear anything like that from you. #3 If you’re really sure about this, and I can’t figure out for the life of me why you are, but IF you’re really serious you’ll have to do what I say, when I say. If I want a blow job you’ll have to do it. If I want some ass you’ll have to bend over and drop your skirt right there. #4 When I want to be with a guy I’m just gonna do it. I won’t owe you any reason or explanation. Further you won’t get in the way of any relationship I have with a guy, nor will you ever tell them what it is we really do together. And finally #5 if you agree to these terms we start right now, tonight and you WILL give your word to always abide by these rules. If you don’t like any of part of these we forget all about this and write it off as a night’s drunk talk, and never mention it again.” I finished, thinking surely this pretty, intelligent woman would finally be scared off and would drop this craziness. I should have known better. She never even blinked.

“I accept your terms and I give my word to abide by them at all times when we are together.” She looked me right in the eye “What do want me to do?”
I took another deep breath, feeling the blood flowing to cock and simply said:

“Well, why don’t you get on your knees and suck my cock”

She immediately did as I requested. She kneeled down in front of me and unzipped my pants. She reached for my hardening cock and moaned as she put it to her lips. She slowly began to lick the head. It was my turn to moan as she took the head in her mouth and expertly gave it a healthy tongue bath. My cock was instantly rock hard. At a generous 7″ she had something to play with that she could handle, and handle she did. She moaned again and began to really get into it.
She cupped my balls and shoved my dick all the way down her throat. I had to admit she was as good as any man, you’d almost think she knew what it felt like to get her “dick” sucked! It didn’t take me long with her shoving my cock down her throat to reach a climax. I grabbed the back of her head had forcefully fucked her mouth. She didn’t resist in the slightest letting me bury my shaft past her tonsils. I shot a healthy load past her waiting gums and straight down her throat. She never stopped the action she had started and forced her to milk my dick like a pro cock sucker. Even after I was spent she kept sucking and moaning. I finally had to push her off it to get her to stop. She smiled up at me and tried to steal another couple licks from my leaking member.

I lay my head back on her couch and delighted in the afterglow. I closed my eyes for a minute and simply tried to grasp what had just happened. After a few minutes I realized she hadn’t moved.
“What are you doing?” I asked

“You haven’t told me to do anything else.” She said confidently. I smiled at her, amazed at her dedication.

“Well get up here and turn on the TV or something.” I replied quickly. She did so.

We watched a couple movies and before long I realized I still wanted to test her fully before the night got away from us. So I turned to her and looked her in the eye.
“I want to fuck your ass right now.” Without comment she got off the couch and removed her skirt and panties. She got down on all fours and pressed her soft, round ass against my groin. For good measure she purred encouragement.

“Please Matt. Please fuck my ass. I need it bad. Fuck me like a man!” For good measure she reached back with one hand and spread her ass cheeks for me, an invitation that I simply couldn’t resist.

I pulled out my rapidly hardening cock and ran it along her crack. She whimpered in anticipation of my onslaught. I realized I should show her no mercy. Despite her expertise at cock sucking, taking it in the ass was a while nother matter entirely, and I needed to make sure she could really handle it.
I slowly began to insert my cock in her tight asshole. I reached up to her shoulder and grabbed hold. Using her own body as leverage I ruthlessly shoved my dick inside her soon-to-be gaping asshole. She turned around to watch me as best she could. I could tell she hadn’t done this very often, as her tig
htness didn’t relent easily. Her face was scrunched up and I could tell
from my own experiences this was hurting, but to her credit she never asked me to stop or tried to resist.

I finally buried myself in her ass still firmly grasping her by the shoulder. Then I began giving her what could only be called a brutal ass fucking. She screamed as I rammed my cock in her ass as fast and hard as I could. She screamed because it hurt but also because she was getting what she wanted. As my rhythm evened out she began to move with me. I had to admit she was very good at this too. I had thought for sure that no woman could really handle anal sex the way men really like it… that is to say without holding anything back. In Meagan’s case I was totally wrong. Not only did she keep up but she began to get really verbal. Her voice became deep and guttural as I pounded her butt for all I was worth.

“Ohhh…Matt that’s it. Fuck my Ass! Fuck me like a Man baby! Show me who’s boss! Oh… baby, Fuck my ass Matt fuck meeeee….!

With this kind of encouragement it was hard to resist splitting her two with my hard thrusts. She screamed again as I upped the tempo and yanked on her long black hair. Her head whipped back and forth as I put it to her, giving her no quarter at all. I was determined to test her fully before this arrangement got too involved.
She met everything I could give her and came back for more. Satisfied that she was well worn I focused on getting myself off. Amid her screams and pleas for yet more fucking I felt a stirring deep in my balls. I used both hands now and forcefully grabbed her by both shoulders. I put everything I had into those last few thrusts as I loosed a volley of cum that would make anyone envious. I buried my cock in her bowel so deep I thought I might never recover. She screamed loudly this time, louder than I’d heard her scream yet, but I ignored this, knowing she was loving every minute of it. I filled her now not-so-tight ass with my seed and proudly reamed her mightily doing it!
As I spent the last thick rope of cum in her ass I began to finally slow my rhythm. She gasped a few times as I slowed, and finally fell to the floor. I hadn’t realized it but apparently she had cum a few times herself. I hadn’t realized women could do that but it didn’t matter to me one way or another. Finally she collapsed on the floor spent. Cum ran out of her pretty little ass as she lay on the floor motionless. She had indeed taken it like a man. She had done so well that I moved from the couch and lay on the floor beside her. I put an arm around her and kissed her cheek.

“This could be the beginning of bea-uti-ful relationship!” I said savoring the afterglow.
She just smiled, paralyzed from the serious fucking I had administered.

“ummm…hummmm…” she quietly replied.

Indeed, after some time I let her move in with me. We live together to this day, but the nature of our relationship has never changed. She has never challenged the rules (well not seriously) and I have never gone without sex one way or another. In fact I’m even considering marrying her just for appearances sake, though my male lovers may not like that as well.