My Secretary’s Job Had Unusual Expectations

When I was in my 20’s I got a job as a private secretary for a man who seemed like the perfect gentleman. His name was even, Mr. Wright. He was in his 50’s, silver hair, brown eyes, nice body with a nice rugged appearance about him.

Everything started off so well. I had only been working about 2 weeks when he told me I would be working late due to some legal issues he had to address immediately. I said, “No problem.” Actually, I needed the extra money. I was in dire straights financially. I needed this job, an it came along at the perfect time or I didn’t know how I was gonna pay my rent. So, the extra was a blessing, an I hoped there would be many more late nights.

So, we were the only two in the building when, he ask me to come into his office. I took my pencil and pad, went in and sat down, crossing my legs getting ready to take down whatever he wanted.
Now, I’m 5’3″, 110 lbs., blonde shoulder length hair, green eyes, curvy body and kinda busty. I wear a 32 D bra, I get those from my mother. She had huge boobs. Daddy used to call her Mother Jugs. I did like having them, I got a lot of attention from them. A few boys in school called me Dolly Parton. I dressed sexy. Not too provocatively, well maybe a little. Today, I had on a pencil skirt, just above the knee and a deep v-neck blouse. So, you could see the girls nicely.

I was waiting for Mr. Wright to start when he said, “Heather, can you come over here, please.” So, I got up, put my pad down and walked around his desk and stood beside him. He swivels his chair around to me and pulls me down on his lap. I’m shocked, to say the least. I didn’t know what to do. I said, “What is it Mr. Wright?” I’m sitting on his lap and can tell he has a big hard on. He said, “Heather, you’re a very sexy and beautiful woman.” I said, “Well, thank you, Mr. Wright but, I don’t … He stopped me then, he reaches over and cups my boobs with both hands pulling me against his chest. I start to push his hands away and he said, ” Heather, I know you said you really need this job, an I would hate to have to let you go just because things didn’t work out.” I said, “So, what exactly does that mean, Mr. Wright?”

He said, “Well, it means you need to be cooperative an allow me to do whatever I want to do without resistance.” This whole time he’s massaging my titties. Then, he starts unbuttoning my blouse. I’m sitting there watching his hands molest me and wondering what to do or say. While this is going on he unhooks my front close bra and my boobs fall into his hands.

He squeezing them and moaning then he said, “Heather, I can just imagine fucking your tits, they would engulf my dick so well.” “Has anybody titty fucked you before?” I didn’t know what to say so I said, “Yes.”

I could feel his dick, he kept pushing up against my butt with it. Now, at this point, as shocked as I was he was turning me on. I just didn’t want him to know it. He stands me up and sits me on the desk. He’s looking at my boobs and shaking his head. He said, “You really must know, those tits got you this job, Heather.” He sits in his chair in front of me and starts sucking on them. He reaches up under my skirt to touch my pussy. He said, “Spread your legs, Heather.” So, I did as far as I could with a pencil skirt on.

He’s rubbing me an sucking on my boobs. I’m enjoying all of it but, I’m still not sure how exactly behave.
Mr, Wright said, “Heather, there are a few rules here in my office.” “First, you’re never to wear panties to work.” “If you need go wear hose, wear crotchless ones.” “I prefer you wear shorter fuller skirts or dresses.” “No more pencil skirts, please.” “I love being able to see your breast.” “I’d even like it if your blouses were a little more revealing.” “If you need money to purchase these things, just take it out of the petty cash drawer.” “I insist I pay for them.” “We will be working late many nights, I hope it won’t be a problem.” I said, “No Mr. Wright, I need the money very much.”

He said, “Well, if it’s money you need, you’ll have the opportunity to make it here.” I said, “That’s wonderful, Mr. Wright because, I’m willing to work very hard for it.” He said, “Now, please go take off your panties for me.” I walked into his bathroom and removed my pantyhose.

I came back my blouse hanging open. I had removed my bra. He pushed up my skirt. He sat me back on his desk and spread my legs. He got back in his chair. He started sucking my tits and rubbing my pussy, sticking his fingers in me. He said, “I’m glad you have a hairless pussy, I like it.” He’s fingering me very hard and it’s exciting me a lot. He stands up an unzips his pants. He pulls his dick out, he doesn’t have and underwater on. His dick is big and hard. He holds it in his hand and strokes it a few times.

He says, “I hope your pussy can take all of it because, I like to fuck hard, Heather.” I just looked at him. He pulled my body closer to the edge of the desk and he put his dick at my opening. I was excited then, he shoved his dick in hard and fast. It made me cum. I wasn’t expecting that but, loved it. He put both hands on my butt and fucked me hard, ramming his dick in me as far as he could. I was able to take all of it. He was probably a little over 8″ and it filled my pussy very well.

He was pounding me and made me cum more. I hadn’t had sex in awhile so, this was very nice for me.
He said, “Heather, you fucking anybody at this time?” I said, “No.” He said, “Well, I’m not either, my wife has no interest anymore.” “That’s why I hired you.” “Your to do anything I want sexually, okay?” I said, “Yes, Mr. Wright, anything you want.” He said, “Are you on the pill?” I said, “Yes.” He said, “Good, I’m gonna cum, Heather, ughhhh.” I feel him squirting his load in me.” He’s sliding his dick back and forth. He said,
“Thank you, Heather, I needed that pussy more than you know.” He sucked my titties before he pulled his dick out. I was very satisfied.

Mr, Wright said, “I hope you can get to some of those details I spoke of earlier, I think that will be all, Heather, I’ll see you tomorrow.” He kinda dismissed me so, I got ready to leave. I decided I’d better go do a little shopping before tomorrow.

I went to Victoria Secret. I bought several tops, all very low cut. A few dresses with the characteristics Mr. Wright wanted, deep neckline and short. I got a few pairs of crotchless pantyhose. I was thinking about my day and I must say, I was excited for tomorrow.

The next day when Mr. Wright saw me he called me to his office. He said, “Heather, I must say you look absolutely amazing, I love your outfit.” I said, “Thank you Mr. Wright. He told me to make sure I took the money out of petty cash. I said, thank you, I will. He said, ” We’ll be working late tonight.” I said, “I understand.” So, all day I was thinking about, what will happen in his office after hours.
I enjoyed his dick a lot. I just didn’t know what else he would expect from me.

As the day ended, Mr. Wright called me into his office. I was instructed, when I enter I must always lock the door.” When he told me that I wondered if there was a chance his wife might pop by. Maybe that was the reason for fucking with clothes on. I must be careful just in case.

He was at his desk and said, “Come here, Heather.” I walked over and he patted the desk for me to sit on. The dress I had on was very low cut with a loose neckline. The bottom of it was flared out. I sat down and he reached up and pulled my top to the apart, like you would open double doors. There were my breasts totally exposed for him with no bra. He reached under my dress, as I spread my legs, and touched my naked pussy, displayed nicely through my crotchless pantyhose.

He said, “Heather, you have done a perfect job of accommodating my special requests.” I smiled and said, “I’m happy to please you, Mr. Wright.” He’s sliding three fingers in my pussy and hand fucking me. I love when he hand fucks me, he does it so hard, it almost makes me cum immediately.

He starts sucking on my titty then said, “Heather, I think I’d like for you to suck my dick for me.” He keeps fingering me and rubbing my clit with his thumb, he made me cum. I shiver a little and he takes his hand away. He leans back in his chair and spreads his legs. I get off the desk and on my knees. My titties are still hanging out for him to play with.

I unzip his pants and pull out his big hard dick. I noticed he shaves his dick and balls. That’s nice. I start sucking as he moans he puts his hands on my head and pushes it down to push his dick deeper. I’m enjoying sucking him. I suck on his balls and that made him dribble out a little cum on the top of his dick. He tells me, “Heather, I love the way you suck me and my balls.” He’s squeezing my tits harder and harder, squeezing my nipples. I’m wincing but, don’t want to complain so, I just let him.
He said, “Suck me harder, Heather.” I start sucking and pulling on his dick, sucking hard. He’s loving it. He’s pushing my head down putting his dick in my throat instead of my mouth. It’s making me gag but I keep it deep.

He starts fucking my mouth like a pussy rocking his hips back and forth fast. Then, he said, “I’m gonna cum in your mouth, Heather.” “I’m gonna shoot my load deep down your throat and I’d prefer you swallow and suck as I cum.” His dick was getting harder and he started cumming. I was sucking as he cum. I held it all in my mouth while continuing to apply the sucking pressure. He’s moaning and groaning as he cums. I swallow and clean his dick off. He pulled me up and kissed me. He said, “You’re wonderful.”
“Now, I’d like you to bend over the desk for me. So, I did that. He pushed up my dress and pulled down my panty hose. He was rubbing and squeezing my ass cheeks.

I felt him stick something in my pussy. It was huge. It was a dildo. A big one. Then he said, ” I like to watch a big dick going in an out of a beautiful pussy. He said, “Does this feel nice?” I said, “Not as nice as your dick.” He pushed it in deeper an I jumped. He ask, “Did that hurt?” I said, “A little.” He said, Well, that was probably 10″ honey. I thought, no wonder. He pulls out the dildo and turns me around.

He said, “You need to get me hard again.” I said, “How would you like me to do that?” He said, “It’s up to you, it’s your job.” So, I pulled my pantyhose back up over my butt and straddled his legs with my legs. I’m facing him when I lift his semi hard dick up and point it at my pussy. He’s holding my titties with both hands and pushing his face in between them. Then, he starts sucking and biting my nipple. I feel his dick rising.

I told him, “I think I have got your dick hard again Mr. Wright now, what would you like me to do with it?”
He said, “I’d like for you to lay on the desk so, I can watch my dick go in an out of your pussy.”
I got on the desk and he stuck his dick in my pussy and just as before, he rammed it in and it made me gasp.
He put my legs up on his shoulders an was watching as he rammed his dick in me. I loved it when he did it that way because, he hit my clit. I was cumming and he said, “Oh, you like it rough too huh, Heather?” I said, “I think I do, Mr. Wright, since I’m cumming on your dick.” He fucked me hard and cum in me.
He dismissed me an I went home.

The staying late, was a few times a week. I never knew when until, he told me. He would lust after me every day. If I was in his office, I was supposed to come stand by him if I had something to ask or deliver to him. When I did he was able to touch, rub or finger my pussy. He liked that. Sometimes, I would see his dick was laying outside his unzipped pants. Sometimes he would hold his dick up at the base and that was my cue to suck him. I would lean over and give him a blow job. He would massage my tits while I did. I didn’t usually have to stay late if I had sucked him late afternoon.

I enjoyed it when he fucked me. He got to where, he liked for me to talk to him when he fucked me. So, I started doing that and it would get him all worked up. He would get so hard an excited. He started calling me names while he fucked me. One of his favorite was slut. He liked it when I told him to fuck me faster, or harder. He got on this kick of talking about a big dick fucking me.

It was Friday, I always had to stay over on Friday’s. He said, “I gotta fuck you to get through the weekend.”
He called me into his office an I locked the door. He had his dick in his hand stroking it when I went around his desk. He reached under my skirt and grabbed my pussy. Sticking three fingers in me and hand fucking me standing up was great and I loved it because he would ram his fingers in me. He said, “Let me tell you what I’d like to see, Heather.” He said, “I’d like to see a guy with a 10″ dick fuck your little pussy.” “I’d like to hear you say, “Oh, it hurts, stop, please, it hurts so bad, stop fucking me.” He said, “I’d like for him to force you to take it, to the point he has to tie you down so, he can fuck you anyway he wants to.” Then, I’d like to see his friend come in and they would double team fuck you.” “Would you like something like that, Heather?” I said, “I don’t know Mr. Wright.” He was rubbing my clit an I cum on his hand.

He had me lay down on the desk with my head hanging off the end of the desk. He stood up and put his dick in my mouth. He held on to my tits and started fucking my mouth. He would push it way down my throat and hold it. I would be okay for a couple of minutes but then, I would gag and gasp for air. Then, he pulled his dick out and put it between my tits. He squeezed them together and fucked my tits with his dick. He said, “Oh Heather, these are beautiful tits for fucking.” He fucked me like that until he got ready to cum. Then, he stuck his dick in my mouth and cum. He played with my titties until I cleaned him off.

I got off the desk and he said, “I’ll see you Monday, Heather.” I left and went home. I felt funny how he would dismiss me. Kinda made me feel like a whore. My paycheck was my payment. Oh well, whatever.

I had one dress that had a u-shaped neckline. The u-shape went down almost to my waist. He loved that dress. When I wore it he called me into office all day long. He wanted me to pull the opening to the sides so my breasts were totally exposed. When I wore that dress I couldn’t wear a bra. Another reason he loved it.

A couple weeks later he summoned me to his office at the end of the day. I was kneeling on the floor sucking his dick per his request. He had my titties out of my blouse and he was massage them. All of a sudden the door opened. It was his wife. She had a key. She slammed the door and said, “Well, what have we here?”
I got up, my tits were hanging out and he turned around in his chair. I’m sure his dick was hanging out of his zipper. I started to leave and she said, “Don’t move.” He said, “This is not her fault, Mary, it’s yours.” “You quit having sex with me knowing I was wanting to fuck.”

I really wanted to leave. He said, “Mary, you knew how important our sex life was to me, and you said it was important to you too.” I’m not gonna do with out so, either you give it to me or I’ll get it somewhere else.” She said, “Was she giving you a blow job?” He said, “Yes.” She said, “Did you cum?” He said, ” No.”
She looked at me and said, “Honey, I don’t blame you, he’s right, I just quit fucking him.” I was never good at blow jobs because, I didn’t really like it but, I don’t want my marriage to end either. So, maybe you could show me how to suck my husbands dick so I can please him?”

I was shocked and did not want to suck his dick with his wife there. He said, “Heather, would you please do this for me and my wife?” I paused and she said, “Please, Heather?”
So, I said, “Yes, I’ll do it.” Talk about feeling awkward. I went back and got on my knees. His dick started getting hard an I put it in my mouth and started going up and down sucking and licking it. He held my head and I pulled his balls up and sucked them. When I did that I was stroking his dick. I put it back in my mouth and was sucking him fast up and down taking a lot of his dick down my throat.

His wife was watching intently. I tried to forget she was there. He was getting ready to cum and he said, “I’m gonna cum in your mouth, ugh huh ah. I held my mouth on him as he cum and swallowed when he was done cumming. Then, I cleaned his dick off licking his balls too. I stood up and Mary said, ” Damn, that made me horny, Joe.” He laughed and said, “I can take care of that if you like, let’s go home.”
He said, “Heather, I’ll see you Monday.” Mary said, “Thank you honey, night.” I said, “Good night.”

Mr. Wright told me Monday that they fucked all weekend. I was so happy for him. He still had me dress the same and wear no panties. He still fucked me once in awhile. He still would have me suck his dick but not like before. Mary was giving him a lot at home. She didn’t want me fired. She told him he could even have sex with me as long as he didn’t fuck anyone else. She said I kinda saved their marriage. I thought it all a bit odd but, I needed this job and I loved his dick.
I worked there for almost ten years. During that time I got married but, still did what I always did at work. I never told my husband.

Secretary Heather

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