All Comments on 'Shopping for a Dirty Old Man'

Can just imagine where this could lead. Mickeal takes the lead and leads desiree to a life and teasing & humiliation

Different. Good pace. Liked the characters, and the action.

Thanks Don

That was so hot. I always have this fantasy about seducing a hot much older man. I'm going to think about this one for a while!

At last something for the slightly older gentleman.Thank you for the new take on nipple nibbling.

Ahhh if only I could find a sexy lady like her that was into older men.... Nice story, just gives us older guys hope...

Awesome story!! Ditto on trying to find an older man to do this!! :)

I know that this may seem like a story, but trust me it's very true--in every detail( I wrote about this in another of your threads but this is the complete account about how I turned from boys to older men). You are so great to feature stories about older men, and the responses you get from older men are a compliment to you. Men read this story of mine and I hope you will understand that girls my age are excited to be with older men. I absolutely love stories about confident older men (grandfathers in their 70's and 80's) that are so endowed.

I am a 18 year old HS senior female in a private school in NYC that works in a very powerful law firm as part of an internship. The firm I work for specializes in commercial land development and real estate properties. Coming from high school to work and experiencing the change from the immature acting boys to these older men of power has made me begin to think about what it would be like to be with a much older man. Being so close to these older men with their take-no-prisoners personalities and their wealth and power really began to excite me, and seeing a lot of them leave for dinner with a much younger girl, not much older than myself added to my curiosity. About me. My name is Stacey. I stand 5'5" tall and weigh 108 pounds. I have long blond hair and my measurements are 34D-21-33. I have an innocent look because of my braces but always dress fashionably for work in short skirts that show my tapered legs, with sheer blouses that show my sheer, lace bras (white or black) and a jacket. I always wear thigh-high stockings and black or brown pumps to accent my legs and to add a sexy quality my outfits. I admit that I love the compliments and looks I get from the older men in the firm and have enjoyed going to dinner with a few of the men to very up-scale restaurants. Although I have a boyfriend in High School I admit to cheating on him and sleeping with two of the older men I had met that do business with the firm. Both men are wealthy land developers; one was 68 and the other 75. A month ago I had just turned 18 and was assisting one of the firm’s younger attorneys when I met the 75 year old land developer. When I was introduced to him I immediately thought to myself how handsome he was. I was also impressed with the way he conducted himself in the meeting and had an attraction to his personality and confidence. Like a lot of the older men in the firm or that do business with us, he was tall with a slender build and had wonderful white hair and chiseled facial features. They also all were extremely confident and I could tell that they had strong personalities. During the meeting I caught his eyes taking more than quick glances at me, in fact he looked at me from head to toe with complete indifference to the firm’s attorney who was there. When we made eye contact I could see the hunger in his eyes and would purposely re-crossed my legs and return his stare with a knowing smile. After the meeting two dozen roses were delivered to my desk with a card that said, “Cancel your plans with your boyfriend and let me spoil you rotten. Jack.” The second I read the card I began to get really excited at the thought of being out with Jack. The idea of him being almost 60 years older than me added to the excitement. In the meeting he learned that it was my 18th birthday and also that I was going out with my boyfriend to celebrate. Without any hesitation I called my boyfriend and told him I had to work late on a project that had a deadline and that I would go out with him on the weekend to celebrate my birthday. After hanging up I called Jack on his private cell phone thanking him for the beautiful roses than accepted his invitation. That night was amazing as he took me to an exclusive restaurant then in his private helicopter going above the city. In the helicopter we started kissing. I can’t begin to tell you how sexy I felt. I also felt so devilish to be kissing a man nearly 60 years older than me. When he reached in his pocket and took out a diamond necklace I nearly died. After putting it on me he told me I was so sexy and that he wanted me in his bed. I melted and told him that was exactly where I wanted to be. He had the pilot to land on his private helipad and once we got off the helicopter we walked hand in hand to his Penthouse apartment in the building he owned. That night was so incredible as he kissed me and fucked me all night. The way he skillfully used my body was unlike any sexual experience I ever had. I was also amazed at his size and the look of his cock. Compared to my boyfriend or other boys my age he was huge. He was ten inches long and very thick. The look of his cock with all the veins running through it gave it such a powerful appearance. To that point he was the biggest I ever had and I never came so hard as I did with him. I knew from that night on that there was an explosive quality with older men that I never had with my boyfriend or other guys my age. Two weeks later I met Ken,the 68 year old and was instantly drawn to him. He had a commanding presence and deep, penetrating eyes that I felt all over my body while I was in the meeting with him and three attorneys. During the meeting I felt so drawn to him and I could feel him thinkingthe same thing. Later that day I received a call from him and was happy to hear him say that he called to talk to me and that he didn’t want to be transferred to one of the attorny’s. When he said that I was all he could think about during the meeting I thanked him and told him I was thinking about him a lot too. He asked me to go with him to Miami that weekend, because he had an estate there and a large development project. I agreed and have to say that that experience was so exciting to me, as I accompanied him to a very upscale party where all of the guests were wealthy and exciting. Of course all of the older men had a young teenage girl on their arm, some even two and three. Ken was an amazing lover who made me cum constantly and I could not get enough of his nine inch manhood the entire weekend. When these men called they immediately told me to say that they wanted to take me to dinner and wanted to spoil me rotten I always took the opportunity. Although I had a boyfriend I just couldn’t resist the temptation when the invitations came from these powerful, handsome and confident older men. The way they each treated me was unlike any experience I ever had with my boyfriend and the up-scale restaurants were places I would never go with my boyfriend because he could never afford to get in to a place like these. The sexual experiences with each of these older men were also unlike anything I ever experienced with my boyfriend or other boys my age. Their confidence and knowing a girl’s body turned me on like crazy. I also have to admit the age difference of 50 years and more between us added to the excitement beyond words. The other thing I loved was that they were both much more endowed than my boyfriend or all of the other guys my age I had been with.

About a month ago there was a situation at the office where we could potentially loose a fifty dollar contract. The situation was so severe that it required the attention of the firm’s senior Mr. Jennings. Working at the firm I had heard numerous stories about Mr. Jennings that included being ruthless with a take-no-prisoners personality. I also heard that he liked the company of young women and spent most of his time in Europe and the Caribbean. I knew that he was approaching his nineties, 89 years old, but that he had the energy of ten twenty year old athletes. I have to admit I was very nervous when I was told by the firm’s junior partner that I would be assisting Mr. Jennings on this project. He day he arrived I was taken aback by his handsome features, and could not believe that he was 89 years old. In spite of his age, he looks a lot younger, decades younger in fact. He stands 6‘ tall and has a slender build with chiseled facial features and a full head of white hair. Once we were introduced the trepidation and nervousness quickly washed away as he took me to an upscale club for lunch. In his personal limousine I was absolutely charmed by him and felt extremely comfortable. I also really enjoyed the lingering glances he didn’t hesitate to give at my body. As we ate he asked me questions about school and my personal interests. I was so happy when he said I was very mature for my age and when he said I was very sexy I thanked him for the compliment and told him I could not believe that he was 89 years old. As we rode back to the office in his private limousine I was happy to see him look at my body hungerily. Working close to him started to really excite me as I would often catch him looking me over and in turn I began to fantasize about him and I in bed (and other places like his office, sexually). Each night he had his driver take me to my apartment. Being in his limo made me think about him even more, as I began to imagine us kissing and even fucking. I was so captivated by him. His power and confidence were so impressive to me. After three days he closed the deal and turned it into a ten billion dollar sale. Wanting to celebrate he took me out on the town. He made me feel really special when he said I was very helpful in assisting him on the lucrative project. Riding in his personal limousine and sipping champagne as we drove to his private club was so thrilling to me. As he toasted my helping him he also toasted to me being very sexy. After I told him that he was very handsome we began kissing. I could not begin to explain how sexy I felt to be kissing my 89 year old boss. It was a real sexy, naughty kiss that had our tongues flicking across each other’s. My body was instantly on fire and I was groaning as his tongue grazed across mine. Seeing him look in my eyes and hearing him say, “I want to fuck you Stacey,” made me groan and almost cum. After he said it he took my glass and put his arms around me and we kissed like lovers until we arrived at the club. During dinner we continued kissing playfully. I was so turned onto him. The fact the he was 71 years older than me had me so turned on. His confidence and the way he controlled the action also showed his vast life experience, especially with woman. He talked and I listened to him intently and he was very interested to learn about my interests as I was so impressed with his world travels and business accomplishments. I learned that he was a bachelor and never married and when I confessed to having a boyfriend he toasted me on my own confidence for knowing what I wanted, and that I wouldn’t let having a boyfriend interfere with my own personal happiness or pleasure. After the toast I whispered in his ear that I was so attracted to him and that I couldn’t wait to fuck him. As I said it I ran my hands up his pant leg and after going up his knee just a few inches I discovered a cock that was massive. Looking at me with a sly grin he said, “13 inches Stacey.” I could not believe what he said and what I was feeling. He was every bit huge, and I couldn’t wait to see, taste and especially to fuck it.

In the limo back to his Penthouse I called my roommates and told them that I was staying at the office that night and then called my boyfriend to tell him the same thing. As I talked to my boyfriend my boss’s hands were all over my stocking covered legs, tracing patterns at the top of my lace stocking and on to my flesh. I was going insane from his experienced touch. Although I wanted to rush my boyfriend off the phone I knew I couldn’t and had to listen to him go on and on about the basketball game at school and how he was high scorer. As he talked my boss was kissing my neck while he spread my legs and ran his finger up and down my thong covered pussy. Suddenly I felt his skilled fingers push my thong to the side as he slipped two fingers into my burning sex. Rolling my eyes back inside my head and throwing my head back as I bit my lower lip I nearly exploded, but was distracted because my boyfriend was talking. Kissing my neck as he expertly fingered fucked me as he ran his thumb over my sensitive clit. Knowing I was about to explode I managed to get my boyfriend off the phone telling me I had to get back to my boss. After I hung up I pushed off my pumps and exploded all over his masterful fingers. After I came we kissed until we arrived at his Penthouse. In his private elevator we kissed like lovers as we rode up to the 60th floor of his Penthouse. When the door opened to his luxury home he was squatting behind me with my mini dress up over my ass while he ate my pussy and asshole from behind. As his mouth moved from my ass to my pussy he would tell me how sexy I was and how wonderful I tasted. Once again this is how different he and older men were. They were very vocal in telling a girl what they liked. Hearing him say how sexy I was and how delicious I tasted was such a hot turn on to me. As he stabbed his tongue from my ass to my pussy I exploded all over his mouth. I came so hard it was as if a dam had broken apart. When he stood he instantly started kissing me. The taste of my sex on his mouth had me boiling with hot lust. When he stripped his cloths I was amazed at his body and groaned at the sight of him. Although his skin had an older, almost elastic quality to it, his body was still very firm, and in amazing shape. Seeing his massive cock hang down so far made him look like a god to me. After complimenting him on his amazing physique and telling him he was enormous I Instinctually squatted on my pumps and took hold of his staggering cock. The weight of it had me in disbelief. I went wild as I starred at the biggest cock I had ever seen as it hung between his legs like a huge pole inches from my face. The angry maze of wild web-like veins that wrapped around it gave it a frightening appearance. For the next hour I squatted there making love to it and worshiping it with my hands and mouth. From time to time I would look up at him and grin slyly and tell him how huge he was. As I stroked him with both hands I felt more power than I had ever felt in a cock before. He was easily ten times the size of my boyfriend or any guy my age. The other two older men I slept with were really big, but nowhere as big as my boss. Just stroking his massive shaft had me wetter than I’ve ever been in my life. Seeing him watch my every stroke as he told me how sexy I was made me so hot. It was when he expanded in my hands that I felt the total power of his huge cock and went wild as I thought about how it would feel inside me when he was getting ready to cum. When he exploded, cum flew everywhere as I experienced the biggest load of hot cum that I ever seen. Before he finished I brought his huge cockhead to my mouth and drank his powerful load down my throat. I felt so naughty drinking my older bosses cum and actually came myself from the pure excitement of it. After his orgasm he stripped me to my thigh high stockings and pumps.

After admiring my body and telling me how sexy I was he led me to the wonderful view overlooking the city. Being nude with just my thigh high stockings and pumps on made me feel so sexy and as we walked to the other room the sound of my high heels clicking on the wood floor filled the air with sounds that made my body tingle. Looking down and seeing his massive cock bounce proudly and angrily from knee to knee as it huge suspended like a giant log made my nipples ache. Seeing the reflection in the large window of the two of us made me groan. The age difference between us and how I was dressed made the scene look so surreal. I never felt more turned on or sexier in my life. In front of the window we kissed and for almost an hour. During our intimate kiss he kissed my 34D breasts and sucked and bit each of my nipples until I came in a flood. As he kissed my breasts I was pumping his massive shaft up and down along my left side in long, slow strokes as I felt his cock come alive again. I could not get over how skilled he was at making me cum, and had a very good idea that he had a lot of experience with women, especially with teenage girls. After an hour of kissing he told me he had to fuck me. By now I was going crazy for him. This was something both of the older men did. They each took their time to fuck me. They all knew it was going to happen, but none of them were in a rush. This is why they lasted all night. With my boyfriend and other guys my age sex was over in like ten minutes max! These older lovers took their time, and built up the craving in a teenage girl to fuck.

Taking me from behind he leaned me forward and began fucking me from behind as my hands pushed off the glass door. As he worked his massive dick into me his hands were running up and down my stockings and over my back as if to calm me because of his massive size. When I looked back and saw how far it was away from my pussy I nearly died. As he fucked each new inch into me he continued to tell me how sexy I was and how much he loved my body and how incredible my pussy felt wrapped around his cock. I came so many times over his massive cock that I lost count. During my numerous explosions he came inside me twice without ever losing his massive hard on. As he fucked into me we kissed with a passion of sex starved lovers. When he turned my head to the side I knew he wanted to kiss and I was desperate to kiss him too.

As he fucked into me our tongues were flicking wildly across each other’s in a way that sent sparks deep into my scorching sex. I never rolled my eyes back into my head or groaned so much or tossed my head back as much as did that night. His massive cock and the way he fucked had me going insane as I came in rolling waves that seemed to be connected. We were in an incredible rhythm and as he fucked his massive cock into me I looked back and would smile with a sly grin to let him know I loved the way he was fucking me. At times I would look back just to see his 13 inch cock slicing in and out of me as his enormous shaft pried me wider apart then I’ve ever been in my life.

When he fucked me hard the clicking of my high heels on the wood floor as my pussy wrapped around his massive dick filled the air with the sounds of the naughtiest sex. Seeing our reflection in the large glass door showed the absolute naughty sight it was. Seeing his older nude body behind me with his massive cock going in and out of me was so thrilling and so erotic. The 71 year old age difference between us made the sex even hotter. As we fucked I was so turned on to his huge cock that I would pull it out of me at different times and squat on my pumps and lick him all over as I cleaned my dripping sex off from his enormous shaft. When he was fucking me I began to get more and more uninhibited especially when I saw him look in the glass at my body and hear him say how sexy I was. I began to look back and tell him how much I loved his huge cock and the way he fucked me. When I asked him how much he loved my pussy and I heard his deep moans I looked back and grinned saying slyly, ”Oh baby I know you love this 18 year old pussy.” I never spook like that before but fucking him and his huge cock brought out a side in me no man ever had.

My 89 year old boss fucked me all night and well into the afternoon. He had me in so many positions, each one driving me insane. During breaks we would kiss and get into amazing 69 positions where he ate my ass and pussy while I licked all over his towering cock that filled the view in front of my face.

After sleeping I found him in the shower where we kissed like lovers and fucked for two more hours. I just could not get over his stamina and strength, as he lifted me and held me in his arms while he fucked way up inside me. His strength and boundless energy to fuck and the power behind each of his orgasms were mind-blowing to me. After the shower he dried me off as we kissed. I stepped back into my pumps and went into his study where his personal chef had made an amazing lunch. After lunch he lifted me on to his desk and fucked into me wildly, slamming his monster 13 inch cock into me as our tongues flew out and whisked across each other’s. I came over and over until I felt his massive cock swell inside me. Knowing he was going to cum I told him that I wanted to see his load. He honored my request by pulling out his cock and shooting all over me with so much cum that it covered my stomach and even hit my breasts and my face.

From there we went directly to the hot tub where we kissed and played with each other. Bending me over the edge of the tub he ate me from behind and as I was cumming he slid his massive 13 inch monster back inside me which caused me to have a volcanic orgasm. We spent the rest of the day in bed playing with each other, kissing and fucking. The next day I broke up with my boyfriend and moved in to the Penthouse. When I told my parents where I moved and who I moved in with they were not at all happy, but I am 18 and the way he treats me, and especially the way he fucks me more than make up for how anyone feels about us. Trust me I am not alone in being a teenager who loves older men. There isn’t a girl at school who hasn’t said they’d trade places with me in a second if they had the chance. Remember 80 is the new 50!

Who would love to meet the young lady that left the long and delightfully erotic comment in praise of older men.

I wish she had left a name. I'd love to have an opportunity to correspond with her.

I she's reading this I'm Bill at emwll9@aol.com.

A harmless, horny old man with young ideas.

though would love DOM licking and eating more pussies!!! haha

very hot story, loved the slow teasing until the final explosive finale. wonderful.

Another great tale of young vs old. I really like all of your stories. If I ever found a young lady I would treat her like a princess like she deserves

I'm 32 married,l cheated my husband ,with a 60 yrs old guy,his name ellis, first l can't believe it he better than my husband,he have slender body well build body,l can't resset anytime he want to fucked me he fucked me about an hour,in any position,the best is he ate my pussy until l have orgasm,the cock fully erect about 10 inches so thick , first time he fucked me l felt little pain and after some rasse in my pussy but it's gave me full satisfaction,we have seeing each other for 2 months now.