Starting the journey

[DWW]

We are a married couple of 19 years and recently became empty nesters. We both are in early 40s. Tammy is 5’4, 145 lbs, curvy but not BBW brunette. He initially worked in admin but has been a housewife for the last 19 years. I am lean average looking guy with a below average dick down there

We talk about another man fucking her every time we have sex and she enjoys the rp and asks for details. We make situations from my best buddy, neighbor, stranger met in flight, etc but all of them are fictional and we have never used anyone specific we know. Now we are empty nesters, I want to make it real and want to have another man having sex with her. Outside sex we never discuss this and I have a fear on how she will take it if I nudge in real life. I don’t want to rush but want to see things I can do slowly to make her comfortable with the idea. We don’t watch porn together

I am only looking for practical advice from people here on whether they think it’s even possible for this to be real without impacting our marriage. If yes, what changes I can start bringing slowly? Anyone else who has experienced this?

 

[SissyForDawn]

We started years ago and it started similarly, and then we just had a very honest disussion about it. Advice from us is to set ground rules up front and choosing the first perspn carefully is key. Someone experienced in the lifestyle who is respectful of both of you and your boundaries.

 

[DWW]

We will be heading out for our first vacation alone (just the two of us) today to Miami. Fingers crossed

 

[Matureplay]

We will be heading out for our first vacation alone (just the two of us) today to Miami. Fingers crossed

Vacations can be an opportune time to experiment further. Take her shopping and encourage sexy, (not slutty), outfits. She may be reluctant but let her know how amazing she looks and she will feel that way.
Go to a couple of the many Miami clubs with her and let her experience the atmosphere and looks from other men. Those looks will get her feeling sexy. Go back to the room and talk about it while making love. Then suggest role play, she goes alone and you come in and "pick her up" later, other men will have hit on her. A few nights of that may give the opportunity for you to witness her engaging more with other men....hang back, you may get to see that first kiss.

 

[DWW]

Vacations can be an opportune time to experiment further. Take her shopping and encourage sexy, (not slutty), outfits. She may be reluctant but let her know how amazing she looks and she will feel that way.
Go to a couple of the many Miami clubs with her and let her experience the atmosphere and looks from other men. Those looks will get her feeling sexy. Go back to the room and talk about it while making love. Then suggest role play, she goes alone and you come in and "pick her up" later, other men will have hit on her. A few nights of that may give the opportunity for you to witness her engaging more with other men....hang back, you may get to see that first kiss.

Great advice. Thanks for giving a very practical one as well. I am taking her for dresses shopping tonight and tomorrow we plan to visit a few south Miami clubs. Let’s see how bold she get with the dresses. I will sure suggest a few classy but revealing ones

 

[Matureplay]

Great advice. Thanks for giving a very practical one as well. I am taking her for dresses shopping tonight and tomorrow we plan to visit a few south Miami clubs. Let’s see how bold she get with the dresses. I will sure suggest a few classy but revealing ones

Excellent. Getting her feeling sexy is the first big step. Best wishes and let us know how it goes.

 

[DWW]

We bought my three dresses yesterday. She picked two short ones (above knee length) and I picked one for her which is bodycon which fits nicely with her curvy figure. We played last night with rp of another man in our bed. I also asked if she is ok going out today without her panties, she said yes. Today morning I asked if she would remove her panty going for breakfast but she wasn’t sure. I didn’t push her

Will see how the day will go today

 

[Hotwifeminn]

I am in the exact same situation as you described in your first post! We are 48. Is like to hear how it goes and what you did. The only difference from mine and yours above is she does enjoy watching open and we have been watching cuck porn.

 

[DWW]

We are just heading out to a south Miami club now. She is wearing the tight dress I picked for her

 

[Hotwifeminn]

Good luck!

 

[jondavid]

love the evolving story. thanks for sharing. your original post is very familiar to me, and vacations are a great way to explore. good luck.

 

[srx]

We are a married couple of 19 years and recently became empty nesters. We both are in early 40s. Tammy is 5’4, 145 lbs, curvy but not BBW brunette. He initially worked in admin but has been a housewife for the last 19 years. I am lean average looking guy with a below average dick down there

We talk about another man fucking her every time we have sex and she enjoys the rp and asks for details. We make situations from my best buddy, neighbor, stranger met in flight, etc but all of them are fictional and we have never used anyone specific we know. Now we are empty nesters, I want to make it real and want to have another man having sex with her. Outside sex we never discuss this and I have a fear on how she will take it if I nudge in real life. I don’t want to rush but want to see things I can do slowly to make her comfortable with the idea. We don’t watch porn together

I am only looking for practical advice from people here on whether they think it’s even possible for this to be real without impacting our marriage. If yes, what changes I can start bringing slowly? Anyone else who has experienced this?

If you want to see her with a bigger dick ,why not buy her a dildo and if she likes it she may be more willing to take a real one.

 

[DWW]

It’s 7:20 pm New Year’s Eve here

Yesterday was slow but progressive. Tammy wore the dress I picked and we went to two bars. One was in the south beach, it was a bit crowded (it’s that time of the year) and the only place we got was on bar table with high stools. It wasn’t bad as her tight dress showed her smooth, heavy golden thighs when she sat on the high stool. She felt good (which matters the most) and got some good attention. She had 2 glasses of red which made her relaxed. We stayed there for about 60 min but then it got busy and she wanted to be out

The second place was a low scale less busy, north of south beach bar which is less touristy. It was also in a big hotel which meant less outside crowd. After dinner and a few more glasses as she was relaxed, I asked her to look around and pick a man she would want to take back to the room if she has a choice. She was a bit taken back at first but then decided to play for a bit. She picked a few, one very tall white man, one bit short but muscular black and one another back who was with a white girl. There is no way we could have approached any or them nor I thought she was full real but that game did two things IMO - It made things real and also planted a seed. We left around 11, took a walk by the sea and she let me squeeze her ass as much I wanted (another win) before we headed back to our hotel. We had another small drink at the tiki bar before making another long session in bed. I made a point to remind me of those men as i made her cum

Today has been slow with a lot of time by the pool and sauna. Nothing crazy. It’s to busy right now being New Year’s Eve so we are just heading to the bar in our hotel

 

[Hotwifeminn]

I think that was great progress. Im am sure she felt very sexy the whole night. I know I would have been excited just knowing. Nice work!

 

[Matureplay]

It’s 7:20 pm New Year’s Eve here

Yesterday was slow but progressive. Tammy wore the dress I picked and we went to two bars. One was in the south beach, it was a bit crowded (it’s that time of the year) and the only place we got was on bar table with high stools. It wasn’t bad as her tight dress showed her smooth, heavy golden thighs when she sat on the high stool. She felt good (which matters the most) and got some good attention. She had 2 glasses of red which made her relaxed. We stayed there for about 60 min but then it got busy and she wanted to be out

The second place was a low scale less busy, north of south beach bar which is less touristy. It was also in a big hotel which meant less outside crowd. After dinner and a few more glasses as she was relaxed, I asked her to look around and pick a man she would want to take back to the room if she has a choice. She was a bit taken back at first but then decided to play for a bit. She picked a few, one very tall white man, one bit short but muscular black and one another back who was with a white girl. There is no way we could have approached any or them nor I thought she was full real but that game did two things IMO - It made things real and also planted a seed. We left around 11, took a walk by the sea and she let me squeeze her ass as much I wanted (another win) before we headed back to our hotel. We had another small drink at the tiki bar before making another long session in bed. I made a point to remind me of those men as i made her cum

Today has been slow with a lot of time by the pool and sauna. Nothing crazy. It’s to busy right now being New Year’s Eve so we are just heading to the bar in our hotel

You are doing everythjing right....enjoy and Happy New Year!!