All Chapters of My Way With Old Ladies: Chapter 1 - Chapter 10

10 Chapters

My Way With Old Ladies Chapter 1

Chapter 1"I'm coming," Mandy screamed as she felt my tongue and lips caress and manipulate her clit. Her wrinkly, wizened hands were holding my head in between her legs, and she was using my face for her pleasure. She loved it that when I ate her out, I played with her slightly sagging B cup breasts and tweaked her nipples.When she came down from her high, she pulled my head up so I could look her in the eye, and she guided my cock inside her now soaking wet cunt. She made the endearing noise she always made when I entered her, a contented "Ahh," and her hands rested on my bum cheeks as I sank all the way in.Mandy is 48 years of age and the managing director of her own online women's clothing company. She is married to John who hasn't been able to get it up for a few years now and so she comes to me to get her rocks off.My name is Stuart and I am 24 years old, and Mandy is my sugar mummy. 6 months earlier she had set me up in flat in Riverside Court which has great views of the ci

Last Updated : 2025-09-29

My Way With Old Ladies Chapter 2

Chapter 2At 9:50 I got a phone call from reception informing me that Mrs Armstrong-Smythe had arrived, I walked to reception and saw her sitting in one of the chairs. "Good morning Mrs Armstrong-Smythe, would you like to follow me?" I asked.As she stood up I took the opportunity to take a good look at her, she is 44 years old, 5 ft 10 inches tall in heels and very slim, and her hair was dark brown and as usual was immaculate along with the makeup. She was wearing a brown skirt suit with a gold silk blouse underneath. She did in fact look quite stunning and I certainly would have no trouble getting it up for her, she only had small breasts but she was very attractive and knew it, she carried herself in a manner which was confident but she did have a manner about her which said "Don't fuck with me."I walked with her and we chatted about nothing in particular until we got to Mandy's office, I knocked on the door and showed Fiona in, the twp ladies greeting each other and I got coffee'

Last Updated : 2025-09-29

My Way With Old Ladies Chapter 3

Chapter 3I started to kiss her neck and moved down her body and sucked a long erect nipple into my mouth, she moaned in pleasure and gently stroked the back of my neck as I bathed in nipple with my tongue, I moved to the other one and did the same and moved a hand between us and started to rub her mound, her legs went wider and she pushed me down, I guessed she wanted me to eat her so who am I to disappoint a lady.I kissed down her body and over her flat stomach, one thing I had noticed was how soft and perfect her skin was and as I reached her mound I pulled her knickers off, this meant I had to break contact for a second but as soon as they were on the floor I dived back in and started to eat her out.She moaned and gently held my head in place as I worked my magic on her clit and lower lips my tongue and lips, for a lady that had been to the best schools she knew some choice language as she felt the first of her orgasms that day start to build. I kept licking and sucking her clit

Last Updated : 2025-09-29

My Way With Old Ladies Chapter 4

Chapter 4Mandy was very grateful and showed me just how grateful that Friday when she asked me to come to her house that evening as her husband would be away all weekend, I read the email and knocked on her door and she asked me to close the door behind me. She was sitting at her desk and was today wearing a blue silk t shirt and light grey skirt, hanging up on the coat hook was a dark blue blazer with gold buttons."Are you sure about this? You always said never in your house," I asked."I want you in my bed tonight, I want you to hold me because as you know my husband doesn't touch me anymore and I want to feel loved in my own home.""Ok, I'll be there at 7," I then walked over to her and took her hand. She stood up and looked at me with a confused look on her face and I kissed her on the lips. She squeezed my hand and kissed me back."You had better go before I do something I regret," she said gently stroking my arm.I left at 3 as I had a dentists appointment and was home by 4, I

Last Updated : 2025-09-29

My Way With Old Ladies chapter 5

Chapter 5After 2 minutes she whispered hoarsely in time to my thrusts, "This .... Is ....so ....erotic .........seeing ........you're ..........big .......hard ........cock ........ Go ........ Inside ..........me."I then sped up as I felt the tingle in the end of my knob, she recognised the signs and leaned forward removed my cock from her and told me to get on my back.She leapt on top of me and took me deep inside her and started to grind herself against me. "Caress my boobs and come in me," she commanded.Never one to knowingly let a lady down I mauled her tits as she moved her hips rhythmically on top of me until she felt my cock head expand and then explode inside her. "Yes, Yes, Yes," She bellowed as she joined me in that moment of shared sexual bliss. As she came down from her high she collapsed on top of me and I wrapped my arms around her and we shared a long deep meaningful kiss.After a few minutes we detached and crawled under her duvet where she lay with her head on my

Last Updated : 2025-09-29

My Way With Old Ladies Chapter 6

Chapter 6We walked out to her car just as Jennifer opened her front door. "Oh Hi Stuart," she said, "Stay the night did we?"I flashed my biggest smile and said "Yes, that is what happens when you have a real task master as a boss, good job Mandy has a couple of spare rooms so I didn't have to go home after working on a contract with her until the early hours."She looked at me and smiled and said "Are you still mine for tomorrow night?""Of course, all night if you think you can handle me."She blushed and went back inside as Mandy opened the car and we got in. "I don't think you are going to have a lot of trouble getting her on her back," she said."Not sure," I said. "She likes to flirt but screwing me is a whole different ball game,"The day went quickly and Mandy was all business, I left at 6 and fell asleep early after eating dinner, the past 2 nights with Mandy has tired me out.I arrived at work just before 8 in the morning and Mandy has beaten me in, she called me into her o

Last Updated : 2025-09-29

My Way With Old Ladies Chapter 7

Chapter 7The zip ended just above her bum and I peeled the dress of one shoulder, and then the other. She had a thin lacy black bra on which didn't offer much protection when I reached around her started to maul her breast with my hands. She turned her head and kissed me hard on the lips, the dress which was now bunched around her waist fell down when I moved away and she stepped put of it, she had a matching pair of black briefs on, I removed my jacket and tie and then she turned around and undid the buttons on my shirt kissing each part of chest that became exposed and removed my shirt when all the buttons were undone. She then undid my trousers and pulled them down leaving us both standing there in our underwear, I moved forward and removed her bra and kissed her passionately on the lips and for the first time caressed her naked breasts, they were a D cup at least and quite firm, she responded by forcing her tongue into my mouth and then we fell onto the bed.I ended up between he

Last Updated : 2025-10-29

My Way With Old Ladies Chapter 8

We talked for a while about family and explained how I was adopted as my birth mother gave me up as soon as I was born and how my adoptive parents were very honest and open with me about it. She talked about her husband and how he liked being married to a mayor but liked shagging 18 year old hookers more so she felt no guilt about what we had just done. I was the first extra marital liaison she had ever had and hoped that I would be able to visit her from time to time.I thought for a minute and just said "In that case, you had better climb on top of little Stuart and show me him how much Jennifer likes him."Her eyes went wide and then she smiled and kissed me hard on the lips before pushing on to my back and straddling me."You asked for this," she said as she lined up my cock with her hole and sank down on top of me in one movement, she grunted and then fucked me, it was the only way I could describe, prim and proper Jennifer Taylor with her high necked shirts and low hemmed skirts

Last Updated : 2025-10-29

My Way With Old Ladies Chapter 9

As I walked out of the driveway I saw Jennifer leaving her house, she was wearing a cream blouse that had a high neck, a brown skirt that went to just below her knees and a pair of flat slip on shoes.I waved at her and she waved back and smiled when I blew her a kiss from the car.I spent the next few days at my parents avoiding the questions of why I had to suddenly leave my job when I thought I had better turn my mobile back on, there was 22 messages from Mandy asking me to call her.I rang her back and she answered on the first ring.The first words out of her mouth were "I'm so sorry, I have been doing a lot of thinking and I have realised that I have been unfair to you.""No shit," I answered."I have used you and want to make it up to you; can we meet for a chat this evening at the office?""I'll be there at 6 ish.""See you then, please come with an open frame of mind, there is something I want to run by you." Mandy offered.I arrived at 10 past 6 and the office was deserted,

Last Updated : 2025-10-30

My Way With Old Ladies Chapter 10

We stopped kissing and as she pulled away from me her dress fell to the floor and she stepped out of it, it was at this point I noticed she was wearing white knickers, the first time I had ever known her wear mismatched underwear.She moved forward and kissed me as she undid my trouser zip and button and placed her hand directly onto my bulge, "Lay on the bed," she asked so like a good boy I did as I was told.She stood in front of me and pulled my trousers and boxers off along with my socks; she then knelt between my legs and proceeded to give me the most thorough blow job I had ever received in my life. She took me to the edge very quickly and then stopped sucking and just left the very end of my cock in her mouth until she decided it was time and then promptly deep throated me, she gagged as I couldn't hold it any more and blew my load down her throat, she moved back slightly so my cock was in her mouth and she swallowed every single bit of come that came from my cock and then triu

Last Updated : 2025-10-30

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