Marussia__LuxuryMarussia__Luxury
MollyPasionMollyPasion
SelenaRussSelenaRuss
ArieleLeeArieleLee
HelenRouseHelenRouse
Sofia__MillerSofia__Miller
Yes_MaamYes_Maam
Swipe to see who's online now!

Jack the Complex Lover Ch. 02

Story Info
Young man finds many women.
3.3k words
4.52
26.2k
40

Part 2 of the 5 part series

Updated 06/09/2023
Created 08/22/2018
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here
Jack1107
Jack1107
3,542 Followers

They awoke at six. They had a fantastic session. Jill had three amazing vaginal orgasms in the space of thirty minutes. She adored being ass fucked. At eight-thirty they had another session. Jack was in total control. She couldn't get enough of his cock. He was pleased with himself as he hadn't cum and she had had multiple orgasms. Just after ten his phone beeped, he had a message from Kay which read, "Jack, Joan and I have had a long chat. Is it possible that we could meet in Gino's cafe at eleven for a coffee? I want to speak to you face to face. I missed you last night. Your Kay."

He replied, "See you then."

He then showered with Jill. He explained about Joan's depression. He told her that Kay wanted to speak with him face to face before she went back to University. Jill was happy and informed him a light breakfast would be ready at twelve as she wanted to go to the hotel at one. She also told him that she would wear something exciting. He said to her that he wouldn't be long, they kissed and then he left.

They both arrived at the same time. Kay was glowing, they ordered two coffees and sat at a quiet table. Kay said, "Let me go through this completely then ask any questions that you have. Last night was a great success. Joan had put a lot of effort into it. The Professor gave her a kiss and a hug at the end of the evening. When we got home, we had some wine and a lot of honest talk. Joan knows that I am your cum bag, slut and whore. She knows how long our sessions last. She hears it, and she gets aroused. She gives herself relief when she hears us."

"Joan likes you a lot. We had a lot to drink. We started to kiss and touch. We ended up in bed, and both of us climaxed. Joan gives excellent oral. We had another session this morning then we talked. She would like to share you with me. She would like to be your slut too. She would like to speak to you. Is it possible that you could meet her privately this week before I come home? She thinks that there is a chemistry. I don't know how your diary is but if you could do this, we would both appreciate it."

"We are both comfortable with this arrangement. Joan doesn't want to date someone. She wants the same type of sex that you are giving me. I was surprised how good Joan is in bed. She taught me a few things this morning and last night. Are you comfortable with this and is it okay if Joan messages you?"

He replied, "I've no problem with it. I am attracted physically to Joan, and I am sure that I can give you both all that you need sexually. I must be honest with you. Last night Jill, my mother, had a long chat. We too drank some wine. My circle of bed partners is getting larger. I had sex, like you, with my mother too last night. I don't know if Jill is bisexual, I will ask her if she is then I will keep you all satisfied. Please tell Joan that I have told you this. Then she can make her mind up if she wants to message me."

Kay leaned over and kissed him affectionately then said, "I will do that. I am sure that it's not a problem. Thanks for your honesty. I need to go as I want to spend time in the University library, it's quiet on a Sunday, and they stay open until six this evening. My finals are in two weeks time, and I need to do a lot of research. When Joan messages you, flirt with her, she enjoys that. Thank you for doing this for us."

He got back home, and Jill had a Cheese and Bacon omelette ready for them. Jill looked stunning. She was wearing a white top which showed her tits to perfection. Her skirt came to two inches above her knee. He told her why Kay wanted to speak with him. He explained everything. Jill was very attentive as he spoke. He finished by asking, "Darling, have you ever slept with another woman?"

She smiled then said, "I am bisexual, I have several friends from the church that I have sex with. I am so happy that you have been honest with me. I don't mind sharing you. My cunt and ass are tingling. I can't get your marvellous cock out of my head. Get to know Joan; she is a lovely kind woman. She gives a lot of non-prescription drugs to the church. I would be comfortable being in bed with her. Jack, we can have so much fun and excitement. Let's go for lunch, we will walk, as I would like some Champagne as I feel that my life has changed."

They arrived in the dining room of the hotel. It was bustling. They were shown to their table. Jack ordered the Champagne and two Roast Beef Medium Rare. The Champagne was wonderful. The look in Jill's eyes said it all. They were enjoying their Champagne. A very distinguished lady and an older man in a wheelchair came into the dining room. Jill stood up and greeted them. Jack also stood up. Jill said, "Sal, what a pleasure to see you. Is this your husband? This, is my son Jack, my pride and joy."

Sal then introduced George, her husband, then said, "Jill, you have a very handsome son. Jack, it was a pleasure to meet you. I have a new WiFi baby monitoring system, I will check with the hotel's WiFi system, and if it works, then I can get out in the evening when George is asleep. Jill, I will give you a call."

They then went to their table. Sal arranged the seating, so she was facing their table with direct eye contact with Jack. Jill said, "Sal's a character, she is a doctor and has her clinic. George was the consultant in the first hospital she worked in. They have a daughter who is a couple of years older than you. George is eighteen years older than her. He has Alzheimers and dementia. She is lucky that she has a wonderful housekeeper who looks after him Monday to Friday from eight in the morning until six in the evening. He had a stroke six months ago. He can't walk any more."

"Kathy, the housekeeper is wonderful. They live in the villa three houses to the left of our house. I met Sal through the church. She is the one that told me about the role-playing site. She spends a lot of time on it. The housekeeper has a room in the villa, and she does all the housework and cooking. Her meals are wonderful. This is good for Sal as she doesn't socialise at all. She is wonderful in bed. If her WiFi works then she can come to us as she gets very noisy during sex. She built a gazebo in her garden which is centrally heated and has its shower room and toilet. There she can be noisy, and George can't hear her."

They finished their meal. Sal had been smiling at Jack and on two occasions blew him a kiss followed by a bigger smile. As they were leaving Sal came over and asked for his business card as she needed some work done with her Property Portfolio. His business card only had the office number and the office email address. Jack anticipated her next question and said, "As you are such a good friend of mum's then let me give you my mobile number then you can reach me at any time."

She replied, "I have been using an old lawyer who is an old friend of George. He is useless. He has dementia too and shouldn't be practising law. I have several properties which are rented out. I have so many problems with the contracts and the leases. I want to make a clean cut from his firm. Can you help me?"

He said, "Sal, no problem, I see this happening a lot with older lawyers, in most cases, it is accelerated by their excessive drinking. I am on WhatsApp so message me first then we can arrange a meeting. How many properties do you have?"

She smiled then replied, "I don't honestly know, they were my father's, I believe that it is over fifty. I employ a manager, and he has a painter, plumber and electrician working with him. It was him that made me aware of the problems that were occurring. I will be in touch with you soon. I am also on WhatsApp."

She shook hands with Jack and then kissed Jill on the cheek. As they were walking home, Jill said, " She has got the hots for you. She will be in touch soon. Flirt with her. Compliment her on her body especially her tits. Tell her that you initially thought George was her father. She could become part of the group that you are building around you. There are several women in the church that have older husbands and not getting anything at home. Sal is a perfect example. A good honest woman who has needs and desires that are not being satisfied at home."

Jill grilled a couple of steaks for their supper. They had an intensive session in the afternoon after lunch. Jill was getting better with every fuck. She loved it when he talked dirty to her. She orgasmed very easily. She loved to be ass fucked first. They showered then had their supper. Jack was on his smartphone checking his diary for the week. Every morning was busy and the afternoons quieter. He had a message from Joan, it read, "Thank you so much for wanting to meet me. Kay has been wonderful in helping me through this difficult time. It has depressed me, but with what Kay has told me I can see the light at the end of the tunnel."

"When is a good time for you for us to meet? I work flexi-hours, on Monday I will be home at three in the afternoon. How's that for you? If you give me suggestions, then I will be able to arrange something to suit you. I know that Kay is your cum bag and slut. I want to be the same. I am like Kay; I love it in every hole. Looking forward to your reply, love Joan."

He replied, "Hi Joan, I have looked at my diary and three tomorrow afternoon is perfect for me. I have another appointment at five-thirty, so we can have two and a half hours together. Please don't be nervous about this. I want us both to be relaxed and natural when we are together.

I am looking forward to seeing you tomorrow. Jack."

Two minutes later she replied, "Thank you, I am so looking forward to this. Three is wonderful. Use your key; I will be in the lounge waiting for you. Treat me like your slut. I will do anything that you want. Thanks again, until tomorrow your Joan."

Jill was kneeling in front of him sucking and licking his hard cock. She would then alternate by putting a ball into her mouth which she would suck and lick, then do the same with the other one. He had a message from Sal, it read, "Jack, I am so happy that we met today. That was a hard day with George. I don't think that he got any benefit from it. It was so much work getting him dressed and ready. He didn't speak one word to me during the meal. He only likes to sit in front of the television and watch absolute rubbish."

"He has had his supper and sedative so hopefully will sleep until morning. I was thinking that maybe you should have a word with Peter, the manager, of the property company. He has all the papers and knows all the properties. The firm that I use is Graham and Morgan, Mr Graham is the partner that acts for me. If you have any suggestions, then please let me know. I must say that Jill was glowing today. I loved her outfit; it was the most risqué outfit that I have ever seen her in. She looked stunning. I will ask her where she got it as I should change how I dress. I look forward to hearing from you, Sal."

He replied as Jill was rubbing her clit as she squatted over him, he wrote, "Sal, so happy to meet you today. I thought that you looked stunning. Initially, I thought that George was your father then I realised who he was. The best way to proceed is if you ask Peter to contact the office, please don't give him my smartphone number as that's only for you. I am aware of Graham and Morgan; they have a lot of problems stemming from the incompetence of Mr Graham. Once I speak with Peter, I will have a better understanding of what's been going on. Don't worry about a thing; I will look after your interests and be your man of business."

"George must be a lot of work. He appeared to be a little jaundiced to me. I thought that you looked gorgeous today, but I am a little biased as I love big breasted women with hourglass bodies and sexy smiles. Did the WiFi system work in the hotel's dining room? If it did, then it would work from here as Jill is thinking of inviting you for a meal one evening. Keep me updated on what's happening. Kind regards, Jack."

Jill was now riding his cock which was in her ass. She was on her own as his fingers were writing to Sal. She replied, "You are a darling, I will get Peter to call your office tomorrow morning. As soon as you know the best way to move forward then let me know. You are right about his Jaundiced look. That's just appeared in the last couple of days. I am now a little worried about his prostate. I will arrange for him to be taken to his old hospital to be checked out. The Consultant Urologist is a friend of his. I would rather have him receiving independent medical advice."

"The WiFi works perfectly. That's a clever idea. I would love to visit you for a meal. I am so restricted with fucking George; I must plan going out to the last detail. So you like big breasted women, how do you feel about GG cup as that's my cup size. I love risqué lingerie. I love my tits, to me, they are the best part of my body. Though I have been told that I have a gorgeous pussy. I have attached some pictures, I am wearing a masquerade mask in them, but they will give you a good idea of how my tits look. If you want to see my cunt, you just need to ask. I am getting to like you. I find you very attractive. Look forward to hearing from you. Love Sal."

Jill had just had her first vaginal orgasm and was still pounding her ass with his hard cock. He replied, "Wow, those are beauties, I would love to titty fuck with them. Are your nipples sensitive? I have attached some of my Prince, and I hope that you like. I would love to see your pussy but spread your cunt lips open so that I can see your clit. I think that we should meet soon. Love Jack."

He sensed that Jill was on the edge of her second vaginal orgasm as she kept pounding his cock. Sal's reply read, "That's the biggest cock that I have seen in my life. I want that beauty. I haven't been with a man for years. In reality, I have been with several women. I have had online sex with a lot of men and women. As you will see I have a huge clit. I love it when it's tongued and sucked. I finish at twelve on Wednesdays and Fridays. Can you get time off on these afternoons? I have a gazebo in my garden. I have a king size bed in it and a bathroom. We can go there, and we won't be disturbed. I think that we can have a lot of fun. Love Sal."

Jill had cum again. She raised herself up the slipped his cock into her very wet pussy. She started to ride him now. She was gripping his cock at the base and the crown of his cock. He was rubbing her clit. Her massive tits were wobbling everywhere. She was concentrated in only what she was doing. She was looking at Jack's eyes all the time, she said, "Do you like how mummy is fucking you? Does mummy give you a good ride? Mummy wants all your spunk in her hot cunt. Come on baby, cum for me, I want to feel your spunk squirting inside of me."

She kept this going for the next twenty minutes then they both orgasmed within seconds of each other. She gripped his cock tightly holding him inside her. She leaned forward and kissed him affectionately and tenderly. She said, "The more that I fuck you, the more I want you. It turned me on that you were messaging Joan and Sal as you were ass fucking me. Did Sal send you any pictures?"

He told her she had and that she wanted to see him on Wednesday or Friday afternoon. Jill said, "If you can manage that then you should do it. She will take you to her gazebo. Those afternoons are precious to Sal; it's the only time she has to herself in the week. She likes you a lot. When will you see Joan?"

He told her tomorrow at three, but he would be home at six. He also said to her that he had checked his diary, and he could see Sal on Wednesday at two, but he hadn't told her yet. Jill said, "Message her now, she will be over the moon. You will be there at two, stay with her until six then come home and mummy will feed you before you fuck her. Don't shower after you fuck her. I love the taste of both of your juices. Sal has very sweet cum. You must be dominant with her. Make her your slut. Ass fuck her like you do me, and you will own her. It's better you see Sal and Joan on your own first. Then they will feel more comfortable when we do threesomes and foursomes."

"I didn't like the way George looked today. He had a jaundiced look about him. I was thinking about messaging Sal to say that I didn't think that he looked good."

Jack said, "I said the same thing to her. I think that she is arranging for him to go to the hospital to have a checkup. I didn't think that he looked good at all."

Jill went and got some wine for both of them. Jack sent a message to Sal, it read, "Darling, I can be with you at two on Wednesday afternoon. I can have four hours with you as I have another meeting at six-thirty. We can do a lot in four hours. Tell Peter to contact me tomorrow morning. Jill was saying that she didn't think that George looked good at all. Best to get him checked out. Keep in touch, Jack."

They finished their wine then went to bed. They were asleep ten minutes later.

Jack1107
Jack1107
3,542 Followers
Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
2 Comments
AnonymousAnonymousover 5 years ago
So steaming hot

Oh what a lucky fucker Jack is, fucking and sucking all these gorgeous cunts with big tits. More and more and soo please. Cunt lapping sex maniac Lanc’s.

sorin61sorin61over 5 years ago
Sleep...

...seems to be one major issue for you. I'm guessing you are not getting enough, right? Most of your stories end with people going to bed and being asleep ten minutes later :D

Share this Story

story rosa-blanca.ru

Similar Stories

Big Fat Cock: A Hot Mommy Seduced Nerd discovers the power his big, fat cock has over women.in Incest/Taboo
Surprised! Ch. 01 Mom and Aunt's secret is discovered.in Incest/Taboo
One Teen, One Mom, Three Aunts and a Cousin Guy discovers family female sex secret at Christmas wedding.in Incest/Taboo
My Mom and Sisters are my Nurses Jake's mother and sisters help him after a horrible incident.in Incest/Taboo
Fucking Mom, Sister and Neighbor Ch. 01 Max spies on Mom.in Incest/Taboo
More Stories


Twas the night before literoticdமகனுக்கு புண்டைகாட்டsorority orgy pussy felt storyslut mommie ch.4knot kirsten literotica/s/turning-contest-a-girl-guides-sis/comment/8381967"hypnosis sex stories"Lierotica silver tree cronical bk 8freeuse literotica blackreachbumpy-ride-mom-and-son-incest storiesreluctant au pair sex storylitteroticaLisa Breast milk problem, Literoicalirotica"loving wives stories""hucow literotica"lesbian carvella erotic stories"black milfs"literoctia gropped at table"free erotic stories"wicked hormones rtr9209"exhibitionist stories"www.literotica.com / my mom were eye closed, her head moving on pillow and and caught bed sheet tightly"transformation literotica"fuck my mom outside our house... incest confession stroryhow i met your mother literoEhefrau wurde zur Auslanderhure literotica./you stand behind me and i feel your cock.i moan and thurst on you. /erotic couplings"mother and son incest stories"SEXYCHYRA VIDEO COMcontrol groping harem literomera dost meri biwi ki chudai ko choosta hain pornliterotica.interracialliteroticA Mother’s Seduction taboo stories"literotica creampie"literotica mom sweatlirotica master rubs my clit literotica incest sister blue panties"literoti a"mother cares taboo sexstoriesliteroticabeastialitystoriesPussy eating nonconcent lushstoriessusan and her son pt.2 audio porn"taboo sex stories""cuckold creampie"directoire knickers stories"transformation literotica"www.storiesonline.netasstr take it you stupid dumb slutlitroticasexstoriesjonmartin22 bitingREINVENTING EMMA,A LESBIAN STORY PAGE 3literptica non con reluctamce doctorliteritica,curious guy sucks 1st dick"impregnation erotica""literotica daughter"stalker literotica audioeroticaliteraticaThe beach house (erotic coupling)daddy degardes and force fucks daughter literituca"literotica chat"Erotic lesbian babysitter stories literoticaLiterotic obessessed with peggy ch 2"anal orgy"literotica avatar of fhe golden nymph" shouldn't be staring " taboo "i.literotica"literotica mom son textliterotica.com - mature: senior woman love her first suck and swallow"literotica tentacle"Litirotica story of brother's revenge on sister and her friendsSon put a microchip in his mother literticayou grope your cock between my ass.i feel it so hot in my ass/erotic couplings/literotica.com