Have you or would you ever try a "live in FWB"? (Sharing my experience)

TheQuestion

Member
Nov 10, 2020
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PS: I don't mean to offend anyone. I am only asking since you guys give insightful answers.

What do I mean?

I don't mean a 'live in gf" where the woman and you are in a monogamous relationship. Rather when the woman is your FWB and stays at your house/apartment for a limited time. For instance, during a summer. Of course, she would have her room. Then you guys would do activities/hook up on the weekends as part of your "arrangement" but pretty much live independent lives. She would live rent-free and the only two rules would be the weekend activities and she can't bring guests to the house/apartment(You'll be surprised but there some places where no guests are allowed anyway.)

My own experience
I believe this has been the best relationship/arrangement, I have ever gotten into.
I was living in a big city on the East Coast in a two-bedroom apartment. My roommate had moved out and I was renting through a company. The company randomly assigns roommates so they assigned this woman who was doing a master's degree at the local university. After a few weeks, she told me that she had delved into Sugar dating. We came to the agreement that I could cover her rent(which was minimal, she was staying in a small room) and she would be my "FWB" over the weekends.

I want to specify the I wasn't a "creepy landlord" telling her, "hook up with me now"...etc. Rather, she more of my roommate/companion who I did fun activities with like eating sushi, watching movies, or going to the park. Bear in mind that some weeks, she was gone for a few days or one time, I brought another woman home and she was even there. Or when her university friends ask her who I was, she said, 'It's my roommate."

I believe the type of "arrangement" might not be for everyone. You would need to have sort of "maturity to pull it off. People who don't get attach easily might have a higher chance of success. I never what she was doing in her private life(likely seeing her old bf) nor did she ask me what I was doing, I was seeing another woman. The advance of this type of "arrangement' it was that it was 'sure thing" the good things would happen. For instance, I went with my friends to pick up women and we ended up empty-handed. However, instead, of going to my apartment alone, she was there and we ended up watching movies and hooking up.

I do think it can work both ways since she was stressed out about her studies. Overall, I had such a great time that I plan on doing this again.

What do you guys think?
 
A

Akila Besos

Almost fell for that type of situation when i was like 17

His requirement for living rent free was that i had sex with him whenever he wanted. As soon as he told me that i was like yah no thank you


I told him good luck with that roommate/housemate arrangement
 
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Jasmina

Well-known member
Jun 11, 2013
2,185
1,521
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Toronto
I don't think it is generally smart, finding people who wont develop attachment or get jealous is difficult at the best of times. Also, it seems like this would be targeting women in bad situations, such as homelessness, because I can tell you, I would not be giving up the house I love to go move in for a "Summer" just for sex and activities that I can get just fine as is. This doesn't really offer anything to the other person.

Also, you say she cant have anyone over and then say you had someone over while she was there, qué?!

I suppose if you could find a person willing, you'd have to set HARD boundaries on what is acceptable both ways, and respect them enough to stick to those boundaries. And still expect that it will probably 9 times out of 10 go sideways and end badly. - coming from someone who has been having open relationships for some years.
 

GGGDickson

Well-known member
Jan 15, 2004
1,346
576
113
Berlin, Germany
I can relate with my experience years ago before SB or SD was a thing. Crazy but we developed a 'understanding' between us for a number of years. I worked for the time.

Kimberly - The Arrangement
I am an older gentleman who has been overly lucky in my business adventures. I have a been able to stash a small fortune while living a very comfortable lifestyle, residing in an upscale neighborhood in Toronto. Remaining single with no children has enabled me the flexibility to travel for my work and devote the time to make my mark. Along with that, I have been blessed in having my manly needs attended to. There have been a few ladies along the way that have fulfilled some pretty wild desires. I must say, being well off financially is something that works in my favor. Women always love a man that can provide.

But of all the women in the world, none compare to Kimberly. She is truly the most erotic, sensuous and wonderful person that has ever been with.

In my personal life, I was becoming frustrated with the real world. After hiring a match maker and spending over $50,000 I was left with nothing. I had no steady companionship. I had no friendships and I had no prospects for the future. However, I had my businesses and I put everything into them. My businesses were doing well and I had more opportunities for the future so my personal life was put on hold. The best I could muster was a few high-end ladies that charged for the night. Good for an outlet, but always left a void. I was young and it was not big deal. Life was a blast as I had everything else, I needed or wanted. I wanted a girlfriend but I did not want to make a commitment. Escorts and hourly dates was the best I could hope for. Or so I thought.

I remember the weekend it really started. March 15th. The weekend before St Patty's day; which should be national holiday. It was warm that year and spring had arrived. I had met a few people around me and they often watched over of my place as I traveled a lot. I pretty well stuck to myself but I did meet the neighbours from time to time. I was the token single guy that the married lady’s felt sorry for. I had my life and they had theirs and I was content to a large degree.

It was Tuesday night and few of the neighbours where escaping the hibernation of winter by gathering on the street. My taxi slowed down and stopped in front of my house with the assembly of neighbours. On the street. After two weeks being away, the last thing I wanted to do was get drawn into a conversation with chat team and hear all the local gossip.

I paid the driver and gathered my bags. I had to wave at the crowd before I turned. Guy, a neighbour across the street, and an active member of the local block party organizational team came running over asking if I needed help. He told me of the power outage that happened well I was away. He was a nice guy with three kids and a wife that looked like she shit sunshine. He asked me where I was coming back from. I told him I was down south. He called me a lucky son of a bitch. Although he did not know me if he knew my back ground he was not far from being wrong on that front.

He now asked me how I was and how the winter was? I told him good but he was not done. He told me that the block was putting on a summer block party and he wanted me to participate. I reminded me that I had not participated last year. Now I did give cash to his oldest boy to cut my grass and shovel me snow. You would think that was enough but apparently not. I was not interested in participating in organizing a block party or even participating but they are the neighbours and I should not be antisocial. I thought how can I get out of it?

Dan who was next to me joined us and the line of questioning started all over. Where had I been? What was going on? I think both being married they wanted to have my world. Yet deep down I kind of wished I had what they had. Funny we all want what we do not have. Well Dan started asked if we would have a spring party this weekend as it was St Patty’s day. Guy said his place was under construction and his kitchen was a mess. Dan said he would do it but his wife was expecting their second child. All eyes were on me. I had no construction and I had no wife never mind kids. Besides I needed to pee badly so I agreed to have the spring party at my place.

The guys were high fiving as I headed to the house to relieve myself. The fellows were already planning on who would bring what. I got in dropped my bags and made it to the bathroom to let loose. The thought went through my head. “What have I done?”

We agreed that a cookout and a few beers at my place with local neighbours was the solution. A nice spring day and I had the neighbours parading though my house. I took consolation that with this get together that my yearly neighbourhood commitment was fulfilled.

I was cooking some dogs and burgers on the grill talking to young man named Mike while his daughter Emma and son James played in the yard. Mike mentioned that he was at a loss and could not make the mortgage payments. I thought it strange he would share such things on our first meeting. Not sure of the why but he shared his deepest darkest fears. I listened but I was getting ready for him to hit me up for money. I had learned over the grill that he felt trapped with two kids and a girl friend Kimberly pushing him to work more. He informed me they already stopped paying some of the utility bills. I was thinking how in the hell can things go that far south in less than a year. Not much planning on their part moving to this place.

This became a turning point in my life - much to the better.

Later in the evening after others had left Mike and Kimberly were helping me clean up. Emma and James were sleeping in my bedroom. We put the last of the dishes away and moved to the living room yapping away. They finishing off the last of the beers in my fridge. Soon enough, they both shared their financial concerns. They were not sure how much longer they would be living there. They said how lucky I was to be able to afford such a life without any worry. I reminded them I had no family and they were the lucky ones.

I had everything but companionship. I told Mike how lucky he was to have beautiful girlfriend. She blushed a little. I told the both of them that they were so lucky to have each other and the kids. I wished I had what they had. Kimberly was a petite woman with a youthful appearance. She looked like a teenager, one of those ladies who never aged. She had small breasts, but they just screamed sexy. She was a cute as a button. Then I broke the ice. I said to Mike, if I could have just a moment of what he has, I would gladly pay to keep them where they are. Kimberly perked up and asked what that meant. I said if I could have one day a week with her, I would give whatever it takes to keep them as my neighbors and friends.

Mike looked at Kimberly as she asked what would that entail. I said if I could have her companionship for just 24 hours each week, I would pay their mortgage and all the utility bills. They both had just met me and I have no idea what caused me to say such a thing. But maybe they would leave now. However both also knew by the look of my place that I could afford it and that I would follow through. They both started asking questions. What exactly would happen in the 24 hours? I said I would want Kimberly to be my companion from noon on Saturday to noon on Sunday each week. What happens would be between the two of us. We would be a couple for that time. Then at noon on Sunday she goes back to Mike until the next week. No secrets from Mike. He would be entitled to know everything that happened if he asked. As long as I felt fulfilled in the companionship, I would pay the aforementioned bills.

They looked at each other with an inquisitive gaze. Each seemed to be asking the other for approval. I took the last swallow of my ice tea. I asked them to think it over and talk to me tomorrow. With that, I got up and left them alone.
 
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GGGDickson

Well-known member
Jan 15, 2004
1,346
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Berlin, Germany
My Experience Carried On
The next day, Mike came over. We talked about what was said the night before. He seemed agreeable. He said Kimberly felt the same way. They had spent the rest of the night talking about it after they left and put the kids to bed. They very much wanted to stay in the neighborhood and they both like being next door to me. I spelled out some rules. I learned long ago in my business dealings that laying out the conditions for both parties at the start is a solid path to success. I said I need companionship and someone to hold. That if Kimberly could belong to me once a week as close as she belongs to Mike, the deal was good. The condition was that she must like it for it to work. I am not one who forces something on a woman. If she did not want my companionship or did not enjoy being with me, I would not want it. She truly had to want this. And so, must he. If he felt uncomfortable or was uneasy about it then we would not proceed.

A couple of days later, Mike and Kimberly came over to my place. They said they both were wanting this. I said that emotional events like this can take unexpected turns. As things progress we need to be open and honest. But also remember this is a business transaction and we must keep focused on what benefits each of us need and what it is we must do to earn them. It was Thursday. We would start on Saturday.

I poured a fine brandy for Kimberly while Mike had a single malt scotch, and we agreed with my lemonade. We made a toasted for the future.

On Saturday morning I went over to their house around 9 am. I sat with Mike and reviewed their overdue bills. Damn. He was right. He stopped paying all the utilities months ago. I wrote checks for the electric, water, gas. I paid the cable and upgraded them to the top package. I paid the mortgage 10 days early. I made a spreadsheet for myself to note when each was due next. I asked Mike to put them in my mailbox when he gets the invoices. I asked that he change the billing address to me. I just took over his mortgage. Not a big deal once the back log was cleaned up.

While we wrapped this up, Kimberly was talking to Emma and James. She told her son and daughter that mommy was going to be spending some special time with me on the weekends. She explained how I was a good friend looking out for them and she would be looking out for me. She gave Emma and James a big hug and kiss goodbye. She got her overnight bag and kissed Mike as we walked out the door. It was 12:30.

Back at my place. It did seem a little strange and new. This afternoon was different. Kimberly put her bag down and gave me the biggest hug. She said she could never thank me enough for what I was doing to take care of her family. I stood there and held her for a long while. It was so nice to be holding her. Feeling her embrace and smelling her hair I felt I got the better of the deal.

Soon enough, I took her up to my room. My bedroom was rather large. You had to pass through a sitting room before entering the master bedroom. We set her stuff up and she unpacked her toiletries in the master bath.

Back downstairs I made her a light lunch as we nervously chatted. There was a feeling of unease as both of us wondered what the next 22 hours would hold. But as always, I had a plan to work from; ready to adapt if the situation changes. Always have an end game, develop the plan, be flexible with the plan. After lunch we curled up on the couch and watched a movie. A great way to spend a rainy afternoon. It was nice just to be holding her. After the movie, we got ready for dinner. I took her to a very nice restaurant on the water, Queens quay. The rain cleared and after dinner, we sat outside and had a few cocktails. What a beautiful woman. All dressed up, smiling with the moonlight in her hair. After a long evening out, we went back to my place.

I was exhausted, and she looked pretty tired herself. We went up to my bedroom. I held her and gave her a kiss goodnight. Our lips touched. Our mouths opened our tongues touched. Wow. What a feeling. I broke it off and said goodnight. We have a long road ahead together. No need to rush anything tonight. I went into the sitting room and closed the doors to the bedroom.

We slept late and around 8 am I was up making breakfast. Kimberly came down in her night gown looking all cute and bed heady. Her nipples were sexy, poking through under the light material. I gave her a kiss on the cheek and poured her coffee. Over oatmeal we shared more stories of our lives. Through last nights dinner conversation and this morning, we learned more of each other than most people know of me. After breakfast she took a shower as I cleaned up. She watched the news while I took a shower. When I went into the master bath, I saw that she had left her panties on the bathroom vanity. Right there for me. I smelled her fresh scent. Mildly moist in just the right spot. They were hot. I rubbed the fabric against my hardness. I blew my load right on top of her wet patch.

After my shower, it was almost noon. I came downstairs and gave her a hug. I said I put the rest of her things in her bag. She smiled, thanked me and we kissed. It was so nice holding her. She asked me to lick her lips. Then she got her bag and left. I looked out the window and she looked back at me. As Kimberly got to her door, Mike, James and Emma greeted her. She hugged Emma and James. Then she gave Mike a passionate wet kiss. Devious lady. I could work with this.

The next Saturday at noon, Kimberly came over. She set out her stuff in the bedroom and came back down. I asked her how Mike felt about this. She said he was unusually turned on. She got home last weekend and unpacked and Mike asked her if we 'did it". She said no but it was a fantastic weekend. She told him we kissed. And about leaving her panties for me. While unpacking she noticed the cum on her panties. She said she got all giddy about that. She was rubbing the wetness when Mike noticed. She handed him the cum soaked undies. She said he put them to his nose and smiled. He started rubbing himself. Then he wrapped the panties around his cock. Spanking the monkey a few times, he blew a load on top of mine. All I could say was, "sweet".

She got up and gave me another passionate kiss. Then she looked in my eyes and asked if we would be making love this weekend. I told her, "Soon, but not this weekend". (Plan: Wait until she asks - and politely turn her down twice. The end game works when they are begging, and you have the upper hand).

But I did have a very special weekend planned. She is such a lovely woman, she deserves to have some nice things. This afternoon we would be going shopping. We went to the Eaton center. I took her to the stores she likes. Kimberly picked out several casual outfits with matching shoes. She got a couple evening dresses. Shoes to match each outfit. She picked out some very nice earnings and necklaces. We made several trips back to the car.

The last stop at Eaton’s was the lingerie department. I said this is a purchase for me. She had fun picking out different items and I was showing some things to her. My heart and my imagination were running as she held up different outfits. Finally, we filled a few bags and headed to the car.

On the way home we stopped at Casa Loma for dinner. The talk started with her saying how happy her and Mike have been over the past week. No more financial issues. It was tearing them apart for months and now it seemed like it was over. Even Emma and James noticed a glowing change in the atmosphere. Kimberly wanted to pay me back in any way she can. I told her that the companionship was worth ever penny. Her and Mike saved me as much or more than I saved them. (Plan: Be overly generous in the beginning. Tell them they are being even more generous). Beside she was saving me money on escorts.

When we got back to the house, it took a few minutes to unload the car. She brought the loot up to my bedroom. She said she wanted to try everything on again and give me a fashion show. I could do nothing but agree. I told her I would retrieve a bottle of wine, two glasses and will be waiting in the sitting room.

I was back in my sitting room, resting in my leather recliner when she came out. She first came out in one of the evening dresses with the earrings, neckless and handbag. Damn. She looked like a hot lady ready for a night on the town. She came over to me and we toasted the wine. After showing me a few poses, Kimberly went back in the bedroom to change. She kept coming out showing off all her new clothes. After the last outfit, she said there was one last set to show. I refilled our glasses and said bring it on.

She started with the least revealing nightgown. Then she came out in just a matching pantie and top. Good lord almighty! What a well-crafted body. My heart still pounds when I think of this first time I saw Kimberly's body. She is truly one beautiful and erotic woman. Looking at her you would never tell she was in her 30’s. To this day I don't know why I did not get up and bang her right there. She turned back to me and bent over. Oh, fuck me. What an ass. She stood straight up and went back to change. After a few sets, she said time for the last one.

The last set was a pair of crotch less panties and a bra that had holes for the nipples. Sweet baby Jesus. Oh, my lord my heart nearly stopped. My first view of her well trimmed bush and those sweet nipples. All the money I shelled out over the past couple weeks was worth every penny of what I was looking at now. She did her few poses and turned around. Again, she bent over. I had the best view of her lady bits and an almost clear view of her rosebud; well framed by the panties. I almost blew a load right then. Seriously. I was so turned on by the build up that I almost came.

Kimberly turned around and walked over to me. I stood up, not hiding my boner. We hugged, and she pressed her body against me. We kissed. I was in heaven. She whispered in my ear that she wants me to take her. I pulled back and looked into her eyes. I told her I wanted to, but tonight was not the night. We got some things to make herself feel good and special today. We will have time later. Kimberly said she would be right back and disappeared into the bedroom. She came back out with the panties she was wearing all day. She said to have fun with them. We kissed again and said goodnight.

I put the panties on the table and went to sleep. I wanted to wait until the morning, so I could give her a fresh treat for her to go home with.

The next morning, I got up early and ran an hour on my treadmill. A day always goes better when you wake up to a good workout. I put on coffee for her and went in to wake up Kimberly. Her sleepiness was just so sensuous as she rolled over in bed to smiled at me. I kissed her on the forehead and said coffee is ready and soon the French toast would be calling her name. She slept in the nude. As she got up I turned to walk out the door. As much as I wanted to soak up a good view of her nude body, I had to be the one in control. I had to let her know I will look at her when I want to.

She came down in one of her new nightgowns. Perky nips and sweet hips. We had a nice breakfast. After we were done, she was doing the dishes. I brought up the fact that she now had a lot of her clothes upstairs still in bags. I said I would clear one side of my walk-in closet for her things. I would go out later this afternoon to buy a dresser for her. I told her the clothes she got were for my pleasure. I wanted to see her well dressed. They would stay here.

After taking a shower, she had fun unpacking her things into the closet. I emptied some of my older stuff into bags for goodwill and consolidated what was left. It is strange and almost a waste to donate $1000 suits to goodwill, but an expensive suit that does not fit just right is worse than a good fitting cheap one. Kimberly moved in and switched her stuff around several times, trying to find out what worked best.

I disappeared into the bathroom for my shower. Before I got in, I took the panties she gave me last night and added a special present. After my shower, I got dressed for the day.

It was almost noon. Kimberly got her bags packed. I let her know I added the panties to her bag. She gave me another passionate kiss and left me for her husband and daughter.

That afternoon I went for a long walk. It was a nice early spring day. A transition of the seasons and a transition in my life.
 
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chodge

Well-known member
Feb 20, 2004
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This is tough to accomplish If a women is renting out a shared room usually they will first look to room with other females some will room with males and shut themselves in the room all the time. I have found renting short term to ladies travelling from over seas a good option as they are looking for an experience but not much travel going on right now . I had 2 austrailian roomates who were great but it was hard to cross the boundary into relationships Once that is crossed then they want rent to be free. So if rent is $500 for a shared room I could just charge her and use the $500 to see women outside For some reason women associate Sex with $$ haha
 
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Tony2000

Active member
May 9, 2008
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My Experience Carried On
The next day, Mike came over. We talked about what was said the night before. He seemed agreeable. He said Kimberly felt the same way. They had spent the rest of the night talking about it after they left and put the kids to bed. They very much wanted to stay in the neighborhood and they both like being next door to me. I spelled out some rules. I learned long ago in my business dealings that laying out the conditions for both parties at the start is a solid path to success. I said I need companionship and someone to hold. That if Kimberly could belong to me once a week as close as she belongs to Mike, the deal was good. The condition was that she must like it for it to work. I am not one who forces something on a woman. If she did not want my companionship or did not enjoy being with me, I would not want it. She truly had to want this. And so, must he. If he felt uncomfortable or was uneasy about it then we would not proceed.

A couple of days later, Mike and Kimberly came over to my place. They said they both were wanting this. I said that emotional events like this can take unexpected turns. As things progress we need to be open and honest. But also remember this is a business transaction and we must keep focused on what benefits each of us need and what it is we must do to earn them. It was Thursday. We would start on Saturday.

I poured a fine brandy for Kimberly while Mike had a single malt scotch, and we agreed with my lemonade. We made a toasted for the future.

On Saturday morning I went over to their house around 9 am. I sat with Mike and reviewed their overdue bills. Damn. He was right. He stopped paying all the utilities months ago. I wrote checks for the electric, water, gas. I paid the cable and upgraded them to the top package. I paid the mortgage 10 days early. I made a spreadsheet for myself to note when each was due next. I asked Mike to put them in my mailbox when he gets the invoices. I asked that he change the billing address to me. I just took over his mortgage. Not a big deal once the back log was cleaned up.

While we wrapped this up, Kimberly was talking to Emma and James. She told her son and daughter that mommy was going to be spending some special time with me on the weekends. She explained how I was a good friend looking out for them and she would be looking out for me. She gave Emma and James a big hug and kiss goodbye. She got her overnight bag and kissed Mike as we walked out the door. It was 12:30.

Back at my place. It did seem a little strange and new. This afternoon was different. Kimberly put her bag down and gave me the biggest hug. She said she could never thank me enough for what I was doing to take care of her family. I stood there and held her for a long while. It was so nice to be holding her. Feeling her embrace and smelling her hair I felt I got the better of the deal.

Soon enough, I took her up to my room. My bedroom was rather large. You had to pass through a sitting room before entering the master bedroom. We set her stuff up and she unpacked her toiletries in the master bath.

Back downstairs I made her a light lunch as we nervously chatted. There was a feeling of unease as both of us wondered what the next 22 hours would hold. But as always, I had a plan to work from; ready to adapt if the situation changes. Always have an end game, develop the plan, be flexible with the plan. After lunch we curled up on the couch and watched a movie. A great way to spend a rainy afternoon. It was nice just to be holding her. After the movie, we got ready for dinner. I took her to a very nice restaurant on the water, Queens quay. The rain cleared and after dinner, we sat outside and had a few cocktails. What a beautiful woman. All dressed up, smiling with the moonlight in her hair. After a long evening out, we went back to my place.

I was exhausted, and she looked pretty tired herself. We went up to my bedroom. I held her and gave her a kiss goodnight. Our lips touched. Our mouths opened our tongues touched. Wow. What a feeling. I broke it off and said goodnight. We have a long road ahead together. No need to rush anything tonight. I went into the sitting room and closed the doors to the bedroom.

We slept late and around 8 am I was up making breakfast. Kimberly came down in her night gown looking all cute and bed heady. Her nipples were sexy, poking through under the light material. I gave her a kiss on the cheek and poured her coffee. Over oatmeal we shared more stories of our lives. Through last nights dinner conversation and this morning, we learned more of each other than most people know of me. After breakfast she took a shower as I cleaned up. She watched the news while I took a shower. When I went into the master bath, I saw that she had left her panties on the bathroom vanity. Right there for me. I smelled her fresh scent. Mildly moist in just the right spot. They were hot. I rubbed the fabric against my hardness. I blew my load right on top of her wet patch.

After my shower, it was almost noon. I came downstairs and gave her a hug. I said I put the rest of her things in her bag. She smiled, thanked me and we kissed. It was so nice holding her. She asked me to lick her lips. Then she got her bag and left. I looked out the window and she looked back at me. As Kimberly got to her door, Mike, James and Emma greeted her. She hugged Emma and James. Then she gave Mike a passionate wet kiss. Devious lady. I could work with this.

The next Saturday at noon, Kimberly came over. She set out her stuff in the bedroom and came back down. I asked her how Mike felt about this. She said he was unusually turned on. She got home last weekend and unpacked and Mike asked her if we 'did it". She said no but it was a fantastic weekend. She told him we kissed. And about leaving her panties for me. While unpacking she noticed the cum on her panties. She said she got all giddy about that. She was rubbing the wetness when Mike noticed. She handed him the cum soaked undies. She said he put them to his nose and smiled. He started rubbing himself. Then he wrapped the panties around his cock. Spanking the monkey a few times, he blew a load on top of mine. All I could say was, "sweet".

She got up and gave me another passionate kiss. Then she looked in my eyes and asked if we would be making love this weekend. I told her, "Soon, but not this weekend". (Plan: Wait until she asks - and politely turn her down twice. The end game works when they are begging, and you have the upper hand).

But I did have a very special weekend planned. She is such a lovely woman, she deserves to have some nice things. This afternoon we would be going shopping. We went to the Eaton center. I took her to the stores she likes. Kimberly picked out several casual outfits with matching shoes. She got a couple evening dresses. Shoes to match each outfit. She picked out some very nice earnings and necklaces. We made several trips back to the car.

The last stop at Eaton’s was the lingerie department. I said this is a purchase for me. She had fun picking out different items and I was showing some things to her. My heart and my imagination were running as she held up different outfits. Finally, we filled a few bags and headed to the car.

On the way home we stopped at Casa Loma for dinner. The talk started with her saying how happy her and Mike have been over the past week. No more financial issues. It was tearing them apart for months and now it seemed like it was over. Even Emma and James noticed a glowing change in the atmosphere. Kimberly wanted to pay me back in any way she can. I told her that the companionship was worth ever penny. Her and Mike saved me as much or more than I saved them. (Plan: Be overly generous in the beginning. Tell them they are being even more generous). Beside she was saving me money on escorts.

When we got back to the house, it took a few minutes to unload the car. She brought the loot up to my bedroom. She said she wanted to try everything on again and give me a fashion show. I could do nothing but agree. I told her I would retrieve a bottle of wine, two glasses and will be waiting in the sitting room.

I was back in my sitting room, resting in my leather recliner when she came out. She first came out in one of the evening dresses with the earrings, neckless and handbag. Damn. She looked like a hot lady ready for a night on the town. She came over to me and we toasted the wine. After showing me a few poses, Kimberly went back in the bedroom to change. She kept coming out showing off all her new clothes. After the last outfit, she said there was one last set to show. I refilled our glasses and said bring it on.

She started with the least revealing nightgown. Then she came out in just a matching pantie and top. Good lord almighty! What a well-crafted body. My heart still pounds when I think of this first time I saw Kimberly's body. She is truly one beautiful and erotic woman. Looking at her you would never tell she was in her 30’s. To this day I don't know why I did not get up and bang her right there. She turned back to me and bent over. Oh, fuck me. What an ass. She stood straight up and went back to change. After a few sets, she said time for the last one.

The last set was a pair of crotch less panties and a bra that had holes for the nipples. Sweet baby Jesus. Oh, my lord my heart nearly stopped. My first view of her well trimmed bush and those sweet nipples. All the money I shelled out over the past couple weeks was worth every penny of what I was looking at now. She did her few poses and turned around. Again, she bent over. I had the best view of her lady bits and an almost clear view of her rosebud; well framed by the panties. I almost blew a load right then. Seriously. I was so turned on by the build up that I almost came.

Kimberly turned around and walked over to me. I stood up, not hiding my boner. We hugged, and she pressed her body against me. We kissed. I was in heaven. She whispered in my ear that she wants me to take her. I pulled back and looked into her eyes. I told her I wanted to, but tonight was not the night. We got some things to make herself feel good and special today. We will have time later. Kimberly said she would be right back and disappeared into the bedroom. She came back out with the panties she was wearing all day. She said to have fun with them. We kissed again and said goodnight.

I put the panties on the table and went to sleep. I wanted to wait until the morning, so I could give her a fresh treat for her to go home with.

The next morning, I got up early and ran an hour on my treadmill. A day always goes better when you wake up to a good workout. I put on coffee for her and went in to wake up Kimberly. Her sleepiness was just so sensuous as she rolled over in bed to smiled at me. I kissed her on the forehead and said coffee is ready and soon the French toast would be calling her name. She slept in the nude. As she got up I turned to walk out the door. As much as I wanted to soak up a good view of her nude body, I had to be the one in control. I had to let her know I will look at her when I want to.

She came down in one of her new nightgowns. Perky nips and sweet hips. We had a nice breakfast. After we were done, she was doing the dishes. I brought up the fact that she now had a lot of her clothes upstairs still in bags. I said I would clear one side of my walk-in closet for her things. I would go out later this afternoon to buy a dresser for her. I told her the clothes she got were for my pleasure. I wanted to see her well dressed. They would stay here.

After taking a shower, she had fun unpacking her things into the closet. I emptied some of my older stuff into bags for goodwill and consolidated what was left. It is strange and almost a waste to donate $1000 suits to goodwill, but an expensive suit that does not fit just right is worse than a good fitting cheap one. Kimberly moved in and switched her stuff around several times, trying to find out what worked best.

I disappeared into the bathroom for my shower. Before I got in, I took the panties she gave me last night and added a special present. After my shower, I got dressed for the day.

It was almost noon. Kimberly got her bags packed. I let her know I added the panties to her bag. She gave me another passionate kiss and left me for her husband and daughter.

That afternoon I went for a long walk. It was a nice early spring day. A transition of the seasons and a transition in my life.

Interesting story! I am curious - how and why did it end?
 

Jenesis

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Ya rent free for unlimited unconditional sex is just not for me and really shouldn’t be for any other girl.

Sex for money or monetary things should be labelled out clearly.

rent free for sex 8 times. Which is twice a week. If not the guy could expect sex 3 times a day. Then my life is to sit there and basically wait for the next hard-on. And as stated, this would basically be used on marginalized women.

Sorry but that is not a life. I get that is not what you are saying but 1) we are taking your word for it and 2) not all guys are like you.

FWB means you hook up when it is mutually convenient for both parties and both parties are in the mood for sex. That is not what this “arrangement” is. FWB is also not a monetary exchange of any type.

She was your escort on weekends. Basically is what it sounds like.
 
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Akila Besos

Ya rent free for unlimited unconditional sex is just not for me and really shouldn’t be for any other girl.

Sex for money or monetary things should be labelled out clearly.

rent free for sex 8 times. Which is twice a week. If not the guy could expect sex 3 times a day. Then my life is to sit there and basically wait for the next hard-on. And as stated, this would basically be used on marginalized women.

Sorry but that is not a life. I get that is not what you are saying but 1) we are taking your word for it and 2) not all guys are like you.

FWB means you hook up when it is mutually convenient for both parties and both parties are in the mood for sex. That is not what this “arrangement” is. FWB is also not a monetary exchange of any type.

She was your escort on weekends. Basically is what it sounds like.
Honestly I think FWB housemates situation is almost always doomed from the start
 

kherg007

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Had a undergrad woman I knew during my postgraduate school move into same apartment complex, but having graduated she had a real job in town. I only had 3 months left on my lease though. Her building was like 30-35m across a parking lot. She was a short buxom blue eyed blonde (blondes not exactly my type, but dd cup and attractive w some va va va voom in her - in fact her bod looked alot like a short version of yours jenesis!). Happened to see her one day in the lot and surprised she seemed so happy to see me. We had a good one hour chat standing in the parking lot. She invites me over to her place for dinner. When i arrive, she's wearing a loose low cut top with big arm holes and fully braless and wow the side boob, the cleavage, the bouncing, rolling boob action, ....it was irresistible lol. Thus after dinner nature took its course, and in our post coital moments she admitted the top she chose was on purpose, she always had a thing for me when she was an undergrad, and that she didn't care if I was dating anyone else I could pop over whenever I wanted to engage in similar festivities. IT. WAS. AWESOME! A truly great 3 months lol. Of course I was too young and naive but i should have seen if she had any bi in her as she was a great oral enthusiast and warm sexually and would hit it off with ladies quite well. Oh well. But fond memories indeed of my first FWB!

Second FWB was a grad school colleague, 37 year old ebony lady separated from hubby w a 10 year old kid.shed ring after 8pm when kid went down to wonder what i was doing, and she too would meet her needs quietly w me lol.

Sorry I'm bragging only because I'm over the hill now thus haven't tested the 45-50+ year old crowd as the younger professional ladies have filled that niche, but those 80s were fun.
 
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kherg007

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Honestly I think FWB housemates situation is almost always doomed from the start
Agreed. The more you intertwine your lives and add expectations, the more opportunity for conflict.
 
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GGGDickson

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Interesting story! I am curious - how and why did it end?
Well Tony,

Kimberly went on for eight and a half years from 1987 to 96 paid by the month with me keeping the two house holds when I was in my late 20's

Then in the end her common law came back and he told her it was me or him. I travelled a lot and saw a lot of providers. He was a save bet I was a wild card. She had the two children with him so he won and I lost out. If you would like to read a few more of my adventures with her I had a couple although I lost the videos and record of our adventures. I took her to Vancouver, Hawaii, and I took her and her kids on a Disney Caribbean cruise. I helped her graduate from a community college, and I paid for her car. I nursed her through two breaks up with her ex-boyfriend. I thought her family liked me as I had a financial future. I got her ex a job within one of my businesses. I even paid for a hooker for him once. I fucked Kimberly and her friend and I even did her older sister and her and her sister. I paid them both so I never asked for any free services.

Although I lost most of my adventures with her I did find a few like a couple Christmas adventures including the trip as well as a couple with her and a couple providers. If you care to read them send me a PM.

I lost track of her and I never heard what happen to her or the kids. She hated me because she felt I turned her into a prostitute. I often wonder what happen to her. I only did something similar with a escort from Vancouver, Lana in 2006 to 2011 where I had her and her two boys move into a house I bought for her in Montreal. Once again the ex showed up and it was a shit show. Big mistake. However the experience was crazy exciting. I realized I had a thing for single moms.
 

chodge

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Agreed. The more you intertwine your lives and add expectations, the more opportunity for conflict.
If you are providing sex in exchange for rent free living you are essentially paysing for sex except in this case the person lives with you and does not leave or you do not leave Even if I someone was stying at my place as just a friend it would be nice for them to be at least cordial and polite for staying rent free (not talking sex now)
 

Claudia Love

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Once you move in with someone everything changes you form into a relationship whether you want to or not. FWB only works if you live in separate places.
 
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Akila Besos

Agreed. The more you intertwine your lives and add expectations, the more opportunity for conflict.
I just hate how some people who ask for that are praying on those in a vulnerable state ya know

Sure that arrangement can work for some but what happens when the girl says no once or a few times

Shit like this makes me curious

What about you?
 
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Akila Besos

Akila for a young woman you know a few things about life. Never worked for me. Although it was fun while it lasted just very costly. Cheaper when you pay by the hour. At least that is my experience.
I sadly know things i shouldnt because of my messed up teenage years

But atleast i now understand the way things can be soo messed up and unequal in those situations for certain individuals
 
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kherg007

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I just hate how some people who ask for that are praying on those in a vulnerable state ya know

Sure that arrangement can work for some but what happens when the girl says no once or a few times

Shit like this makes me curious

What about you?
Aligning needs is what often makes the world go 'round (e.g my boner-her rent lol; although I never did that style lol). But needs are not fixed, so once they change, the misalignment becomes problematic. I think we are often overly optimistic. Think about the beginning of any relationship you've ever had - they all ended but your current one(s).

I think one needs to go in with perspective - many blokes feel entitled. I never did. I appreciated my lady FWB's but understood it, and felt it a bonus. This way I enjoyed it thoroughly whilst i could, knowing that plug could be pulled at any moment. I think if you feel entitled or have too much self esteem then it becomes messy.

I also feel honesty helps. I had a few FWBs in the various parts of the world I was travelling, but never led them to think we were dating, or something more serious. And of course never pushed these ladies about what relationships they had outside of me. Thus I'd get to LA, ring up my friend, take her to dinner, and let it end up where it does (or London, or Sydney, Washington, or Hong Kong, or Mexico city lol). But, once I got serious w someone in NYC, I let the ladies know that and that we'd no longer have that same type of relationship - and to a woman they all thanked me for the honesty and stayed friendly over the years.
 

GGGDickson

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I sadly know things i shouldnt because of my messed up teenage years

But atleast i know understand the way things can be soo messed up and unequal in those situations for certain individuals
You are right I just saw it from my side and felt I she took advantage of my kindness. Yet you are right I paid for the house, her car, her things, her kids in private school. I even paid for a male escort to look after her needs while I was out of town. I guess when I came back she felt she had to work 7 days a week 24 hours a day. i gave her the master bedroom and I took one of the bedroom so the boys did not need to know I was sleeping with their mom. Yet I would go into her room and she would come into my room when they were to be asleep.

It was far from an equal situation. She was totally dependent on me. I knew she fucked one of my young lawyers even though I paid for her male escort while I was out of town. I was not up set as I was still seeing escorts on my travels especially when I was setting up my businesses in Europe. I did not blame her. But it did piss me off when her freeloading Ex showed up because they took his passport away when he came back to Canada. He never paid alimony, he never sent a penny for the boys. Then he shows up at our door and practically moved in. I came back from the a trip to find him in the living room watching TV drinking beer.

I told her he had to go or I go remembering the situation with Kimberly years earlier. She choose him. I left and my lawyer wanted to go after her. I told him no and sure enough not even a year and he mortgaged the house to the max he took the cash went back to his wife in Hong Kong and his two kids there leaving Lana with nothing. She sold the house to cover the mortgage and sold the car to cover her cost to move back to BC to live with her mother. Talk about Karma. She called me and cried wanted me back. Her mother called me and she even had her boys send me cards. I was burnt and never going there again. You get one shot at kicking me in the teeth. But Then it is over. I moved on to other escorts in Europe and Vanessa in Toronto for nearly three years paying by the hour.

Yet you are right it was unequal and unfair. I just felt taken advantage of after over 5 years of not just giving her monthly allowance or donations plus all the other things I was paying for. I guess my living in Europe and travelling back and forth was not what she needed. I guess I learned that with Lauren Ross where she pointed out I paid her per visit because I was not there the nights she wanted a boyfriend and I was with another escort.

Thanks for perspective.
 

Jenesis

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Aligning needs is what often makes the world go 'round (e.g my boner-her rent lol; although I never did that style lol). But needs are not fixed, so once they change, the misalignment becomes problematic. I think we are often overly optimistic. Think about the beginning of any relationship you've ever had - they all ended but your current one(s).
but in this case, hers is a necessity of life while yours is arguably a want, not a need. That turns it and changes it to a power dynamic. One that can be used abusively and one that could pray of marginalized women.

This is why a straight exchange of money for sex is better. She has choice of what do use that money for, when she wants/needs to make that money and is usually is compensated at a better rate.

Don’t get me wrong, I am not saying this happens every time but it happens enough that women need to be warned against things like this.
 
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