The Start

For cuckoldresses and the men who serve them.
scorpions
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The Start

Unread post by scorpions » Mon Apr 15, 2024 11:40 am

This is Jake and Lily. We've been talking about the lifestyle but have never been close to experiencing any progress.

A month ago we went out with Lily's friend( Stephanie) to a nightclub. I'm not a dancer and I let her and her bestie to dance together. Lily got her share of attention as usual. A nicely dressed young man matched her steps and she allowed him to dance close to her and sway her body to match the rhythm of the music. She had her arms around his neck and Mr. Dancer read that as a green light and moved his hands on her hips to ass. Then she rejoined me in the booth and felt my cock. I had a hard-on, she led me out and we went straight home and had passionate sex. Seeds were planted :)

The next week while I was away on a business trip she went to check out the Stephanie community pool. The pool was packed mainly with college boys, she told me she felt a lot of eyes on her ass. One of these boys introduced himself when a pool ball they were playing in the ball almost hit her head. So the guy came to say sorry and then invited her to join them in the pool. She politely declined the offer, but the boy came 30 minutes later to invite her for some drinks later that night. She said she had plans but he was consistent. Then a large guy stepped up and announced he was with Lily, Initially she was like are you talking to me but then she confirmed, the only way to get rid of this boy.

He introduced himself to Lily, his name is Brian. He said he lives in one of the penthouses, on the 42nd floor. They had a short talk, he said he was working from home. Nothing else happened. Later that night Lily and Steph went on dinner together. They had a great time hopping from bar to bar.

The following week Lily decided to update her wardrobe with Steph encouragement. On Friday night Lily and Steph went together again, dinner and clubbing at the new bar with live bands. Lily dressed in her new clothes - corset-style high heels, a short leather skirt, and a crop top. Both went behind the stages to get selfies with the bands, I got several photos and really got hard dick just imaging what could happen. Well nothing happened.

After live music ended they went on the dance floor and just danced. It didn't take long before 2 men joined them - Charlie and Daniel. Daniel spun Lily away from the others and she began to let loose with him, and Brad moved his hands up and down her legs, grinding his cock in front of her skirt as his hands were groping her ass. He inched up his hands under her top and she did nothing to stop him. He kept holding her close but it was not until he put his hands under her skirt that she decided this went too far. She pushed him away, kissed him on the cheek, and went to find Steph.

They got Uber and went to another club that Steph knew the owner Dwayne, got drinks, and hit the dancefloor instantly. After several songs, Steph asked Lily to accompany her to the VIP room, the owner's suite. In the VIP Room Dwayne extended them handshake and introduced his friend Dion. The foursome sat on the couch. Guys were more than gentleman, and the waitress made sure drinks kept flowing. They took turn on joint, Lily hesitated for a moment but then gave it a try. Dwayne noticed the wedding ring, so Lily told me he didn't seem concerned about it but pulled her closer and started kissing her. landing hand under her top, fingering her nipples and then pushed her bra and top above her nipples. He used his another hand to pull out his dick and helped her to stroke it gently and pushed her head down towards his cock but she hesitated. The guy respected her and let them leave.

Last week she went again to the Steph's community pool. This time they got loose with the boys. One was the same that was super consistent on her. Foursome played several volleyball games. This time she found the guy quite likeable and confident. Girls spent all afternoon hanging with the 2 college boys. Steph left Lily alone, and let her know she doesn't need to hurry.

The weekend Lily told me she booked a cabin in the woods, and have big plans. She didn't mentioned anything else. Hour after we settled in I heard knock on the door. Some strange man, I was like who the fuck are you before Lily stepped and told me this is Dwayne, the bar owner she had fling with him in the VIP Room. She had all this planned. She pointed me to the swinging chair, and asked me to sit there. Dwayne pulled her tight, removed all her clothes except the bikini. I could see his fingers stroking her pussy lips. Lily moaned as Dwayne held her from behind and turned to me " do you wanna see what's your wife finish her job from 2 weeks ago". He pushed her to her knees. She maintained eye contact with me while unpacking the condom. Dwayne groaned when Lily guided his cock into her mouth. Dwayne fucked Lily's face as if it were a cunt, and slapped his cock into her mouth. I joined them and she gave my cock the same attention. Then stepped away while Lily kept giving head to Dwayne until she stood. I was initially hesitant about it , but Lily kept sucking Dwayne. After a while, Lily slipped off the bed, took a drink, and returned to the bed. With Dwayne we watched her as she stroked our cocks.

I got the first turn, Lily was occupied with sucking Dwayne's cock. After 10 minutes I felt I was close I took a break. Lily lifted off her pussy to face Dwayne. I vacated the bed and took my place on the chair. Dwayne didn't waste anytime and slide his cock inside her. After 20 minutes of doggystyle fucking Dwayne pulled out and tossed Lily on her back and he pushed his cock back into her. This time calling her names, which it didn't seem to bother her so he asked her if she likes being calling names. Seeing her nod back he continued - nasty bitch your husband knows you're a slut now Lily no hiding it, letting stranger fuck you nobody but filthy whose does. She cum hard.

Dwayne gave her a break to recover, grabbed 2 waters and gave one to Lily. She gather her hair in one hand and began to lick his cock. She went on he knees giving me a perfect show of her well used pussy. I didn't need formal invitation I spread her pussy and lick her until she blew Dwayne. This lasted until she said fuck me. I fucked her from kneeling position and I was close. I made a sign to Dwayne and he stood up next to me, I pulled it out and we both started jerking over Lily's face. She wanted it on her face. She said it and we pumped our loads.

She had accepted invitation for dinner from the college boy who had hots for her until I'm away again. They have arranged to meet tomorrow 9pm.

Pecannut
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Re: The Start

Unread post by Pecannut » Mon Apr 15, 2024 11:48 am

Wow! So hot developments! Thank you so much for sharing your experience with us! Hope the date goes well too.

scorpions
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Re: The Start

Unread post by scorpions » Tue Apr 16, 2024 1:47 pm

She said she's sorry she had to force things with the cabin fuck session.

Some background to our story:

We've met 25 years ago. She's 55, I'm 65. We live in South Carolina. 2 grown daughters.I still travel a lot, I work for an IT Company as an Integration Engineer and I spend most of my time overseas, usually in South America working on-site. Even after so many years, she knows how to get my motor working :) Lily keeps herself in shape with frequent visits to the gym and I have bought every cardio home gym equipment at home. Last year she did her boobs, and choose implants that suit her the best. She didn't want to look like a bimbo. You can see the picture in the Hotties, you'd never suspect she got implants.

Truth to be told recent years my stamina decreased a lot. Well, I never been good for hours, but in recent years I could hardly make it to the first 10 minutes. Last year she bought a very large dildo and we have counted on it since then. I did not remember last time I was able to bring her to orgasm with just my penis. Also at my age is much more convenient to masturbate than having sex. She caught me several times masturbating or watching porn.

I have never been her only admirer, you know we guys are perverts - ogling, watching after juicy ass, and big boobs. It's been our fantasy for years. I never expected that would happen. Even though I could tell you she enjoyed my threesome scenarios and have orgasmed on those stories.

scorpions
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Re: The Start

Unread post by scorpions » Tue Apr 16, 2024 10:42 pm

I just got ahold of Lily half an hour ago and I had to have some time to recover :lol:

She met with the college boy in his place, for drinks and dinner. The boy she met at the pool. We had a video call while she was dressing like real MILF and she hung up on me when her Uber driver arrived. She brought him a bottle of white wine, the lights were low, and candles. It turned out the boy cooking great, he didn't let her clean the dishes, a real gentleman. When he came back from the kitchen he sat next to her and kissed her on the lips. She didn't waste any time but put her hand on his bulge, unzip him, and pulled out his cock. Maybe 7 or 8 inches, but very thick. He put a little pressure on her head. She said she gagged but the accustomed to his length. He pulled it off and started undressing Lily, pulled off her skirt and panties and pulled her onto the sofa and 3 fingers into her pussy in no time, then added 4th and with the other hand grabbed her by the throat. Lily had the fastest O she ever had before. The boy was talented.

He gave her time to recover then pinned her on all fours. The funny thing is when we met I stole her away from the frat boys :D Couple of pushes later he had all his length in Lily's pussy. She said she asked him to use her like all those frat boys back in college time. She told her then-boyfriend bang her all day long while his friends watched the show. Not just watching but waiting in line for her. At that point, I just hung up the phone and had to relax. I called her back in 5 minutes and then she continued the story she told me the boy wanted to bang her next time with his best friend and they would want to have Steph as well to join them. She said she rode him to finish him up, also controlling the speed as the guy would kill her fucking her doggystyle longer. He was close and she pushed him back, and she knelt before him, and began milking his cock. He delivered his load on her face.

MartasBoy
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Re: The Start

Unread post by MartasBoy » Wed Apr 17, 2024 3:27 am

scorpions wrote:
Tue Apr 16, 2024 1:47 pm


.....Truth to be told recent years my stamina decreased a lot. Well, I never been good for hours, but in recent years I could hardly make it to the first 10 minutes....
Viagra, or any of the ED/boner pills (Cialis or Levitra) will make you harder, and keep you harder even after you come.

Gulfcpl
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Re: The Start

Unread post by Gulfcpl » Wed Apr 17, 2024 3:59 am

Great start Scorpions! She’s taking to this like a duck to water.

scorpions
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Re: The Start

Unread post by scorpions » Thu Apr 18, 2024 12:00 am

Time for report. Lily went to a new Italian restaurant in a 5-star hotel to have dinner, this time alone. She ended up in the lobby bar for a drink until waiting for her table, and a businessman around her age engaged in conversation with her. No stupid moves, they talked about music, this and that. He said he was on a business trip. She wasn't sure if he was just polite or trying to hit on her so she just followed the flow and they had a lengthy conversation. So pleasant that they decided to share her table once the hostess came to announce her table was ready.

They had great dinner time, dinner on him. He invited her to join him for an after-drink into his suite but she politely declined the offer. She said she didn't go, he's a stranger after all. But he left her his business card and wrote down his room number. He will be in town few more days. I don't believe she would go for him.

scorpions
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Re: The Start

Unread post by scorpions » Thu Apr 18, 2024 7:36 am

We talked this morning with Lily. I was still curious about her boyfriend in college and I wanted to know more. She told me they fucking like rabbits - three to four times a day. And he was very good. And they fucked everywhere - his car, library, stairwells. Especially in his room, in every position - doggy style, missionary, standing up.

Well she made things worse telling me she had been dreaming list night while asleep she's with two faceless men and they were using her as their plaything taking what they wanted right there and unloading on her face.

She told me she's considering going clubbing alone. I'm not crazy about the idea, but who am I to stop my wife of doing whatever she has in mind.

Still have hard-on.

goodtimes2
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Re: The Start

Unread post by goodtimes2 » Thu Apr 18, 2024 12:55 pm

She is sensational, just saw her pictures, so incredibly sexy who could resist? Not I!

scorpions
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Re: The Start

Unread post by scorpions » Fri Apr 19, 2024 7:01 am

Report from last night:

I just spoke with Lily so here you go. She stopped in a couple of bars but no men had approached her. But she didn't gave up and kept pop into bars that looked promising. As night was building up some men had approached her but all of them were assholes so she had to waive her wedding right to them.
Not ready for the end of the night she went to one of the most visited nightclubs in the town. It didn't take long before she had been cornered by several college guys at the dance floor. One of them invited her on the guys' table, they were celebrating a birthday. Guy was turning 23 and she got several drinks with them before she decided to leave. She pulled her phone to get an Uber but the guys told her they had a limo waiting outside and they'd be happy to drop her off. One of the guys, Mark held her tight and when they came into the car he told to driver to loop for a while and gave our home address. Mark sat next to her while the other 2 guys sat directly opposite. Against her better judgement, she accepted another glass of liquid,

They're having good time. At some point, Mark tried to remove her top and she didn't object it. Then marked made her kneel in front of the other 2 guys and she used both her hands to rub their crotches. She was about to get gangbanged. As she sucked them Mark moved behind her and pulled down her jeans and began licking her pussy and ass. One of the boys referred to Lily as a slut and suggested treating her as such. Mark pulled her away and pushed into the backseat. Sean, one of the other 2 boys took her from behind as Mark undressed and knelt with his cock in hand. Lily stroked him for a bit. He turned her and position himself for a blowjob. Finally, the 3rd guy sat next to Mark and Lily started to jerk him while sucking Mark. She alternated between both guys. 3rd guy demanded her to finish him off while Sean fucking her from behind. She took off his condom and let him cum on her face. Sean increased his thrusts until he was close so he removed his condom and he cum into Lily's mouth. She then moved closer to Mark and continued to suck him for a while. Then she climbed on top of him and she was giving the guy riding of his life. As she approached her orgasm she began to lose control. The other 2 guys just watching them. Mark ended up on her face.

As we spoke today she said she didn't see any real reason why she did that besides being drunk and horny. She said she went to looking to get laid and laid she got. That simple. Before we started she was shy in bed. The wife who baked cookies for the church and volunteered on any fundraising event. To make things "worse" for me this morning before I had to deal with work issues she told me the driver was angry they made his car mess. After she let him vent she said she'd pay for charges. After telling her it's 200 cleaning fee he asked her how she'd like to pay. So I was like what credit card I have to cover. She chuckled and said she didn't say anything just leaned over and unzipped his pants. He lasted hardly 5 minutes. She couldn't cause more of mess so she swallowed all of his load.

mundyman
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Re: The Start

Unread post by mundyman » Fri Apr 19, 2024 8:46 am

Where are you during this time?
And what city has this type of bar and club culture?

scorpions
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Re: The Start

Unread post by scorpions » Fri Apr 19, 2024 11:56 am

mundyman wrote:
Fri Apr 19, 2024 8:46 am
Where are you during this time?
And what city has this type of bar and club culture?
I’m in South America on project assignment. I’ll be stuck here for at least month. Probably I can fly back in week for the weekend then coming back.
We live in Myrtle Beach SC

mundyman
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Re: The Start

Unread post by mundyman » Fri Apr 19, 2024 12:47 pm

scorpions wrote:
Fri Apr 19, 2024 11:56 am
mundyman wrote:
Fri Apr 19, 2024 8:46 am
Where are you during this time?
And what city has this type of bar and club culture?
I’m in South America on project assignment. I’ll be stuck here for at least month. Probably I can fly back in week for the weekend then coming back.
We live in Myrtle Beach SC
Dirty Myrtle!!!

scorpions
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Re: The Start

Unread post by scorpions » Sat Apr 20, 2024 2:42 am

Last night my daughter Brianna called me at midnight. She asked about her mother's recent behavior. I pretended not to understand. She pressed further, asking about her mother's social media posts and appearance. She mentioned that Lily looks fit, dresses provocatively, and posts pictures with other men. I defended Lily's right to look good and dismissed Brianna's concerns. Brianna apologized for her remarks and acknowledged that my job keeps me away. She expressed worry about her mother being in a city filled with sexy people. I reassured her that I would be with her mom again soon. The conversation ended with Brianna looking forward to seeing us soon.

musclebullnyc
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Re: The Start

Unread post by musclebullnyc » Sat Apr 20, 2024 7:52 am

Great slutty start. Any news from Lily today except the pictures you posted in the Hotties

scorpions
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Re: The Start

Unread post by scorpions » Sat Apr 20, 2024 8:04 am

musclebullnyc wrote:
Sat Apr 20, 2024 7:52 am
Great slutty start. Any news from Lily today except the pictures you posted in the Hotties
Well, we just spoke. She told one of the guys in the office, Etan hit on her on Friday. He complimented her, she finds him likable despite his nerdiness.
She already declined several men at the office who wanted to take her out. Their conversation shifted to the new movies, and Lily said she wanted to go and watch Ghostbusters and Etan claimed that he had same idea. As she left the break room, she hinted they can watch the movie together. She said Etan remained there stunned. Later they agreed to go tonight.

scorpions
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Re: The Start

Unread post by scorpions » Sun Apr 21, 2024 3:13 pm

scorpions wrote:
Sat Apr 20, 2024 8:04 am
musclebullnyc wrote:
Sat Apr 20, 2024 7:52 am
Great slutty start. Any news from Lily today except the pictures you posted in the Hotties
Well, we just spoke. She told one of the guys in the office, Etan hit on her on Friday. He complimented her, she finds him likable despite his nerdiness.
She already declined several men at the office who wanted to take her out. Their conversation shifted to the new movies, and Lily said she wanted to go and watch Ghostbusters and Etan claimed that he had same idea. As she left the break room, she hinted they can watch the movie together. She said Etan remained there stunned. Later they agreed to go tonight.
Lily went with Etan on a movie night date. They bonded well over the drinks, discussing work and office gossip, laughed, and chatted. As the night went on the enjoyed each other company and the movie itself. By the end of the movie they held their hands. After they left the theater they went to seedy strip club. Lily paid the cover charge and down next to the runway. She called Etan to join her, who felt uncomfortable in the club setting. As the dancers performed Etan held Lily gently and they watched together. LIly begain grinding against Etan to the beat of the music. The both laughed when Etan made a remark they're violating company bylaws. That made her laugh and she jokingly said she might want to be violated. As the night went on Etan confidence grew and when Lily finished her drink she pulled him close and asked him to take her home. She brought him at home and kissed him when they entered the living room. She lit a candle and grabbed some drinks from the fridge. She complimented LIly comparing her to the dancers they had just watched . She pondered what would her stripper name would be, setting on Vivian. They laughed and Lily turned on the music and she danced seductively for Etan and she offered him a private dance and he eagerly agreed. He pulled out some money and tucked a bill into Lily's jeans. She blew him a kiss and she undid her jeans and collected the bills Etan was throwing at her. Then he placed 50 dollar bill in her panties as she danced and allowed Etan to touch her.

Lily took a break from dancing and returned with a condom but Etan asked about the implications of their actions but Lily assured him their affair would remain secret as she removed her wedding ring. She deepthroated him using her newly trained skills and Etan became more forceful dictating the tempo hard. Shortly Etan approached no turning point, and cum into Lily's mouth. Lily wiped her mouth and led him to the bedroom. He had her on 69.

After she cum from fingering and licking she told me she saw our wedding picture which triggered a question in her if she became cuckoldress already. She told me she had a thought to stop it at that moment she saw our picture but she just couldn't leave the guy with blue balls. She pulled out his cock and positioned herself on the bed with her backside facing Etan. He slowly entered her and she assured him that her experience with him was far better than anything she had before feeding his ego. She urged Etan to slow down and enjoy the ride.

Finally he cum on her face.

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