Tom and Mary

It was also that year that I thought I made a huge mistake in being talked into investing $10,000 in a textile factory by one of my co-workers. I only did so after seeing the books and thinking it was a very sound decision. For many months it didn't seem like it. However, as loathe as I am to admit it, if not for the attack on Pearl Harbor, I could've ended up broke on that decision. Instead the factory was converted to producing munitions for the troops during the war. When I sold my stake on that investment 6 years later I got just over half a million from my partners after earning well in excess of a million from munitions sales. The government paid very well during the war. But, again, I get ahead of myself.

When the Japanese attacked Pearl Harbor I, like many men my age, rushed to sign up for service. Despite knowing I was in perfect health, the doctors said otherwise. Apparently something to do with my heart, something that no other doctor detected throughout my life. So I was given 4-F classification and had to sit out the war. After awhile, I quit the investment company and decided to help run the factory instead.

During the war years I didn't go out as Mary all that often. I felt "unmanly" enough as it was because I was turned down for service and I didn't want to be reminded of it. I eventually got over myself, but it took until the war was over for that to happen. Once it was, the factory slowly converted back to its original purpose, I then decided to celebrate a bit and go out as Mary. This is when I met Greg.

We met innocently enough at the lunch counter at Woolworth's. It was crowded for lunch, but he sat down on the stool next to me as its previous occupant had just got up to leave. We made eye contact and he smiled at me. I know I blushed bright red. He had the most gorgeous blue eyes I had ever seen. He was ruggedly handsome, with a cleft in his chin, blond hair cut quite short, and very broad shoulders. It wasn't until he stood up later that I saw that he was 6'3".

Anyway, we sat silently for a short period of time. He finally broke the silence and asked me if I could pass him the sugar. As I passed it to him, my hand shook slightly.

He finally said, "Am I making you nervous?"

I looked at him and he gave me a very broad smile.

I blushed again and said, "Oh. No. Not at all. I was... um... oh heck. Sorry. I don't know."

His laugh was like warn rain. It washed all over me.

He said, "Well, the last thing I want to do is make a very beautiful woman nervous. I'm Greg, by the way. Greg Price."

He held his hand out to shake mine and I took it. The moment I touched him it felt electric and I became aroused.

I guess I sat stunned as he said, "And you are...?"

"Oh! I am so sorry. I'm Mary Kendricks."

"It's very nice to meet you Miss Kendricks."

"Mary, please."

"All right, Mary. So do you come here often?"

I laughed at the obvious line, but he said it with such conviction I couldn't help but feel that it was sincere.

Smiling, I said, "Actually, I do, but it has been awhile. I haven't had much reason to, until now..."

God I was such a hussy.

He chuckled, "Well, that's very good to know."

And for the next hour or so we talked. And talked. And talked. Our lunches largely being ignored. Eventually we got up to leave the store and he asked me out to dinner for the evening. I didn't even pretend to be coy, I said yes immediately. He took down my address and said he'd pick me up at 6:00.

I thought to myself, "A man with a car. Impressive."

Once I got back home, I spent the next few hours fretting over what I was going to wear. I had never been so nervous and excited before. Ignoring Mary for the most part during the war seemed to amp up my need to be extremely feminine. And while it took many changes of clothing, I finally settled on jade green dress and pair of black heels.

When Greg showed up, I got the reaction I was hoping for as he stammered for a moment before complimenting me. I smiled flirtatiously at him and then slipped my hand in the crook of his arm as we walked to his car. He opened the door for me and I slid in very carefully, showing him a bit more leg than I normally would've, but I wanted to really wanted to tease him.

As we drove to the restaurant, we talked a bit and got to know one another a little better. Like many men, he served in the war, but he hardly saw any action as he worked for the news service. He was slightly bitter over it, but he let me know that it led to the current job he had as a sports reporter for a local paper. I then impressed him with my knowledge of baseball and football (as Tom I was an avid football fan).

When we reached the restaurant, it was his turn to impress me. He had taken me to one of the best Italian steakhouses in the city. I knew I would be eating well tonight!

Throughout dinner our conversation never seemed awkward nor did it stall. It flowed naturally. And we certainly took out time with dinner, finally exiting the place at nearly 10:00.

Once back to my apartment building, he walked me up to my apartment. We lingered a bit outside of my door with some idle chitchat. He then leaned down and kissed me. Not a sexual kiss, just a nice soft kiss.

As he pulled away, I looked deep into his eyes. I knew immediately what I wanted. I wrapped my arms around his neck, stood up on my tippy-toes and pulled him back down for a much more passionate kiss. We stood there and kissed for a good solid minute before I broke it, breathless.

I turn, unlocked my door, opened it, and said, "Please come in."

He didn't say a word as his smile said everything.

Once inside, I had barely gotten my coat off and we were on each other with a far different hunger than what we had earlier for dinner.

He pulled me close to him and we kissed deeply once more, our tongues meeting. With his body pressed against mine, I could tell he was getting extremely aroused and ready. Without breaking the kiss, I pushed off his jacket and let it fall to the floor. I felt his hands running up and down my body and then he reached down and squeezed my ass. I let out a soft moan and whispered, "more."

We broke the kiss and he started to remove his tie, but I stopped him.

I said, "Please, let me."

He stopped and I reached up to undo the knot and pulled the tie off. It joined the jacket on the floor. I then began to slowly unbutton his shirt. Once undone, he took it off and flung it in the direction of the jacket. He followed that by taking off the t-shirt and he stood there completely shirtless. I admired his build and his hairy chest. I ran my fingers through it and I think he might have purred as I did so.

I reluctantly stopped and turned my back to him and said, "I need a little help with the zipper, would you mind?"

He didn't hesitate in the least, but he certainly made the unzipping of my dress feel incredibly erotic by slowly pulling it down. I allowed it to fall off of my body and I stood there in nothing but my bra, panties, garter and stockings, and heels. Before I could turn back around, he wrapped his arms around me and began to kiss my neck. The man certainly knew exactly how to arouse a woman.

I finally turned back around and I started fumbling with his belt. Trust me, it's a lot easier when it's your own belt! I finally undid it, unbuttoned his slacks, and then pulled down the zipper, but before he let his pants fall, he slipped out of his shoes and then stepped out of his pants. There was a very obvious tent in his boxers. A large tent.

It was when I saw that tent that I somewhat panicked. Until then, I had never come close seeing another man naked. As Mary, I was still a virgin. He must've seen the look in my eyes as he stepped back.

He said, "Mary, we can stop if this is moving too fast. I desperately want you, but I want you to want to do this."

"No, I do want this. It's just that... um... well, you're my first."

"I'm what..?

I nodded softly, suddenly embarrassed.

He didn't say a word. He stepped forward and just pulled me in for a hug.

"Mary, we can stop."

I pulled back and shook my head vehemently.

"Greg, no! I want this. I really, really want this! I need... you to... to..."

He smiled and nodded softly. He picked me up, carried me to the bedroom and then placed me on my bed softly. Before he could do anything else, I put my hand up to stop him. I took off my heels. Slowly undid my stockings and rolled them down very seductively. I then reached behind me and undid my bra. As my breasts fell out I heard him gasp slightly. My nipples looked huge because I so turned on. I looked up at him with a very big grin and had him step forward. He took a step or two towards me, but not close enough, so I slipped my fingers into the band of his boxers and pulled him very close to me. I slid down his boxers to reveal his large manhood.

Now as Tom I'm not small. I'm about 8 inches, thickly veined, with large balls. But Greg looked to be a bit bigger because he had a large mushroom head. I had no idea if he would even fit, but I was going find out! Without a word I kissed the tip of his penis and he moaned. I had no idea what I was doing, but I knew what I liked as a man, so I just did what I knew I liked.

It didn't take long and I had my lips wrapped around his penis. Greg, still being the gentleman, let me do the work and didn't push things, but I could tell he was wanting to. It was then that I found out that as Mary that my body was built for ultimate pleasure for a man. Even as large as he was, I was able to take nearly all of him into my mouth. I knew I could easily deep throat him as I didn't appear to have a gag reflex. At some point I felt his hands on my head, softly urging me to move a bit faster. I pulled off of his dick and looked at him with a very big smile. I knew what he wanted and I wanted to give it to him.

I said, "Don't hold back now, lover."

That's all he needed to hear. I opened my mouth wide and he slid on in and began to slowly fuck my mouth. I instinctively just knew what he needed and let him do it. I reached up and grabbed his firm ass with both hands to just hold on to something and his speed increased. He wasn't being rough, but he was giving my mouth a good hard fuck. It didn't take long until I felt his ass begin to tense up and I knew what was about to happen. He let out a loud grunt and he filled my mouth with his seed. It felt like he had a gallon of cum built up, but I was able to swallow most of it. My first blow job and I nearly took it all down.

I felt him weaken a bit and he stumbled as he collapsed/sat on the bed next to me. I smiled as I kept trying to swallow his entire load, even though a little bit dribbled out and ran down my chin. I so wanted to kiss him, but I knew it wouldn't be in good manners right after I had taken his cum. I excused myself and went to rinse out my mouth.

When I got back to the bedroom, he was laying down on his side, propped up on his left arm. I could tell he was not done with me left. As I walked to the bed, I paused only long enough to remove my panties, and joined him on the bed. He drew me and kissed me deeply, his hand reaching down between my legs. I spread them and I felt him slip in a finger, then two, then three. He quickly brought me to orgasm, not just once, but twice. I was so ready for him then. He sat up slightly in bed, getting between my legs, and I could see he was very ready to deflower me.

As I looked at him, I said, "Greg, take me please. I need to feel everything you have to give me."

"Oh I will, honey."

And with that he slowly slid into me.

I gritted my teeth a bit as he pierced my hymen, but the pain was very brief. His pace then slowly increased and I could feel my pussy squeeze his dick as he fucked me. With each thrust he went in deeper. I swore he was pounding into my womb, but I wanted more. At some point I realized I kept saying, "fuck me, fuck me harder," and he did. The man was just flat out slamming into me as hard as he could. I have no idea how long we fucked, all I knew is the longer we fucked, the more I was cumming. Not just cumming, but squirting as well. Eventually I felt him tense up and he filled me up. It was the most wonderful feeling in the world.

He rolled off me and laid there next to me breathing hard. I could feel him cum escaping my pussy and I reached down to feel it. As I brushed my clit, I shuddered and came again. I was still extremely aroused. And I don't know what possessed me to do this, but I lifted up my hand to my mouth to taste our mixed juices and I audibly moaned when I did. I absolutely loved it.

I looked over at Greg and, despite the workout he just had, he was looking back at me, smiling. I leaned down and kissed him softly on the cheek. Not wanting any of this to end, I reached down to fondled his softening penis. It was still very slick from our fucking. I had no idea if he had another round in him or not, but he wasn't protesting at all in what I was doing, so I kept stroking him. After a few minutes I could tell he just might be able to go again, so I increased my stroking slightly.

It didn't take long before he was ready for round 3. I didn't even ask if he wanted to go, I just sat up, lifted up my leg over him and straddled him. I guided his very hard dick right in and sat down. As full as I was earlier, this was far different. If I had any doubts that he could pound his way into my womb, they were gone at that point. I sat there just for a moment or two, slowly grinding into him, but he wasn't having any of that. He suddenly reached around and grabbed my ass. He lifted his hips up off the bed a bit and lifted me up with his hands.

The fucking I had received earlier was nothing compared to what I was about to receive now. He let me know that he was going to pound me into submission and I had no problems with that at all. The more he drove into me, the more I screamed. I didn't care if my neighbors heard me or not at this point. I didn't care what they thought of me. But then I realized, they probably thought it was me as Tom screwing some floozy. And then I really let loose.

"Fuck me!! Oh GAWD!!!! Yes yes yes YES! Don't stop!!"

He smacked my ass a few times and I yelped and came. He then lifted me off of him, resituated me doggy style and slammed right back into me. I came so hard I saw stars. He was an animal at this point and I wanted him to be that way. I wanted to be his slut, his wanton whore. All that mattered was his pleasure. I kept yelling out unladylike things and it drove him wild. I felt his thumb push up against my anus and it slid right in. With his other hand, he kept smacking my ass, I'm sure it was beet red at this point. AND. I. WANTED. MORE!

As my pussy was being abused, my mind was aswirl with passion and lust. I could then tell he was close to cumming again and I pushed him off of me, turning around quickly, and taking his hard dick into my mouth. I wanted to taste him again. This time he grabbed my hair and gave my throat a good pounding. I slobbered and gagged a bit until I got used to it. And then he let loose. Not as much as before, but a powerful jet of cum hit the back of my throat and this time I didn't lose a drop. When he finished, he pulled out and we both collapsed in complete exhaustion on the bed.

The next thing I remember is sunlight hitting my eyes. It was morning. I reached over to the other side of the bed and he was gone. I sat up quickly, suddenly wide awake. I looked down and I was still Mary, I sighed with relief. Then my bedroom door opened and there was Greg in just his boxers, holding a cup of coffee for each of us.

He said, "Hello, honey, sleep well?"

I giggled, "Oh yes! I had a wonderful evening last night, very tiring one, too."

He sat down on the side of the bed and handed me my cup and said, "Yeah, me, too. I gotta tell you, you really surprised me, Mary. I'm not that kinda guy, but you brought it out in me. I hope you're doing ok today."

I leaned over and gave him a peck on the cheek and said, "I am wonderful. And I loved last night. I'm not that kind of girl, but last night just seemed so perfect. Once we started, I... I don't know.... I just seemed to know by instinct what you wanted."

"Yeah, and that was your first time? My God, Mary, you're... you're so incredible."

I looked deep into his eyes and saw the lust. I knew what I needed to do then. I placed my cup on the side table, slid off the bed, got on my knees and pulled his boxers to the side. He was already getting hard.

I looked up at him and said, "Greg, use me. Do not hold back. I know you don't want to hurt me, and you won't. I trust you."

And with that I took him in my mouth. It didn't take long before he grabbed my hair once again and took control. And by now I knew I could take him completely. He pushed his massive dick into my mouth all the way and my throat contracted around it. I knew he didn't want to cum that way, I could sense it for some reason. After a few minutes, I got up off the floor and back on to the bed in doggy position.

I looked back and said, "I know what you really want, so do it."

He grinned and reached behind to finger my pussy a bit and then slid in with his cock. A few good deep strokes and he was very wet. He then pulled out and repositioned himself and pushed his penis up against my anus. I pushed back to let him know to not hold back. As he tried to work in slowly, I was having none of that. I finally pushed back hard and he went in balls deep and I screamed out in pleasure.

"Just fuck me, Greg!!! DO IT!!"

He grabbed my hips and did exactly what I craved. He was merciless in his pounding and I loved every fucking minute of it. Even after three rounds the night before, he was ready and it didn't take long until he came deep inside me. I squeezed his dick and milked him.

When he pulled out, I heard the little pop and I could feel the cum leaking out.

"My God, woman, you're going to be the death of me, but what a way to go."

I laughed and rolled over, "Yes, drained of all your fluid."

We laid in bed for another hour before he said he needed to go. He freshened up in my bathroom, collected his rumpled clothing off the floor, and got dressed. I put on my robe, Tom's robe to be exact. Kissed him and we made plans for a future date. I ended up dating Greg for about a year until he got a job offer from a New York newspaper. He wanted me to go, but I couldn't. I knew I needed to remain in Chicago as I had unfinished business. I think I may have spent more hours as Mary during that time as I ever have since. I was Mary almost 24/7 for weeks on end. Every man I've had since as Mary was compared to Greg, some of them surpassed him, but not many.

It wasn't too soon after Greg left for his job that I sold my stake in the factory. Now that I had "more money than God", I took to finally exacting my revenge. My only hope is the asshole didn't perish during the war. So I hired a couple of high priced detectives to search for him. It took almost 3 months, but he was found. Surprisingly, he was still nearby and not too far from my old house. It seems his daddy had set up him up with some innocuous business that I didn't give a shit about, but after doing a bit of research I saw he needed a good accountant. Perfect. I had a way in.

I packed up my belongings, gave up my apartment, and moved back home. Walking back into my childhood home was surreal. The last time I was here I was 19 and now I was a month shy of my 34^th birthday. The neighbors had cared for the house and lawn for me. I offered to pay them, but they refused. They felt they "owed it to my parents" as they knew I would return some day. After I settled in, I contacted the asshole to see if he was still looking to hire an accountant and, thankfully, he was. A short time later he hired me. He had no fucking clue who I was, he had completely forgotten the names of the people he killed.