Road trip dares

[maxlow999]

In a couple of weeks, my wife and I will be making a cross country road trip. She has agreed to entertain me on the 4 day drive.

She is normally very conservative but has agreed that on this trip she would help me out. She has already told me that she will do the normal "flash the truckers " dare and she told me that she will take some of her toys. So that should make the drive less boring.

I am looking for dares for her to perform on the trip. Nothing that would be dangerous while driving. I'm open to any suggestions that you may have.

 

[MikeXIrons]

A remote controlled toy might be interesting, especially at rest stops.

Or maybe a contest or challenge of some kind... you know those games where you could cars based on color? Maybe she has to collect grins from men... one in each color car.

In a couple of weeks, my wife and I will be making a cross country road trip. She has agreed to entertain me on the 4 day drive.

She is normally very conservative but has agreed that on this trip she would help me out. She has already told me that she will do the normal "flash the truckers " dare and she told me that she will take some of her toys. So that should make the drive less boring.

I am looking for dares for her to perform on the trip. Nothing that would be dangerous while driving. I'm open to any suggestions that you may have.

 

[MikeXIrons]

Get a burner phone or second number that rings to her phone... so you can have a sign (or bumper sticker?) that you can hold up to let any particularly attractive guys call her while you drive along?

I bet you could find volunteers on literotica to call and fill some timeslots with interesting conversation.

In a couple of weeks, my wife and I will be making a cross country road trip. She has agreed to entertain me on the 4 day drive.

She is normally very conservative but has agreed that on this trip she would help me out. She has already told me that she will do the normal "flash the truckers " dare and she told me that she will take some of her toys. So that should make the drive less boring.

I am looking for dares for her to perform on the trip. Nothing that would be dangerous while driving. I'm open to any suggestions that you may have.

 

[ThinkWrite]

A remote controlled toy might be interesting, especially at rest stops.

Or maybe a contest or challenge of some kind... you know those games where you could cars based on color? Maybe she has to collect grins from men... one in each color car.

Every 10 blue cars she has to describe a fantasy
Every 10 red cars she describes a past experience

 

[haventdonethat]

A remote controlled toy might be interesting, especially at rest stops.

My wife did this and it was hot!
Difference was, it was bet she lost, something about our mileage till the next stop and it was not remote.
I’ll try and find the post and do a cut and paste.

Found it.

Returning from a road trip she lost a bet about where a tourist stop was. I said she would have to do something sexy. When we parked at the store I retrieved her workout shorts (very tight spandex) and her vibrator from her bag.
In the car I told her to put it in and the spandex on to keep it in place, then her regular shorts.
We entered the store, which was packed, and wandered around for a while. I could tell when she came because she had to hold on to a shelf.
We were leaving and store security approached, questioning her about feeling ill. She came again and staggered a bit. Security wanted to call an ambulance LOL! I helped her to the car, she was staggering all the time now, and left immediately.
When we were on the road she dropped both pairs of shorts and masturbated furiously with the vibrator until she came at least three times.

 

[Curious84]

Get a burner phone or second number that rings to her phone... so you can have a sign (or bumper sticker?) that you can hold up to let any particularly attractive guys call her while you drive along?

I bet you could find volunteers on literotica to call and fill some timeslots with interesting conversation.

Seconded!

 

[Mtnmike]

My wife did this and it was hot!
Difference was, it was bet she lost, something about our mileage till the next stop and it was not remote.
I’ll try and find the post and do a cut and paste.

Found it.

Returning from a road trip she lost a bet about where a tourist stop was. I said she would have to do something sexy. When we parked at the store I retrieved her workout shorts (very tight spandex) and her vibrator from her bag.
In the car I told her to put it in and the spandex on to keep it in place, then her regular shorts.
We entered the store, which was packed, and wandered around for a while. I could tell when she came because she had to hold on to a shelf.
We were leaving and store security approached, questioning her about feeling ill. She came again and staggered a bit. Security wanted to call an ambulance LOL! I helped her to the car, she was staggering all the time now, and left immediately.
When we were on the road she dropped both pairs of shorts and masturbated furiously with the vibrator until she came at least three times.

Dang that was so Hottt.

 

[PlatinumJesse]

Oh man this is fun! My ex and I did this! Do you drive a stick? Or have a e-break that can pull up? We did a double dare game and he dared me to line up and ride the stick shift on the side of the highway. Took me a while to give in but I don’t regret it for a second. He was so turned on he blew the biggest load while walking off in the back seat. Did wonders for our sex life! And not gonna lie... I’ve pulled over on solo road trips and repeated the act all on my own!

 

[Wonderdog]

Wow

Now that is hot!!!

 

[maxlow999]

These are some really great ideas. There must be some kinky people in here. Thanks.

Oh man this is fun! My ex and I did this! Do you drive a stick? Or have a e-break that can pull up? We did a double dare game and he dared me to line up and ride the stick shift on the side of the highway. Took me a while to give in but I don’t regret it for a second. He was so turned on he blew the biggest load while walking off in the back seat. Did wonders for our sex life! And not gonna lie... I’ve pulled over on solo road trips and repeated the act all on my own!

So hot Jesse. My shifter is T-shaped. Do you see a problem with that?

I would love to hear more women's thoughts, suggestions or successes. What did you get away with?

Get a burner phone or second number that rings to her phone... so you can have a sign (or bumper sticker?) that you can hold up to let any particularly attractive guys call her while you drive along?

I bet you could find volunteers on literotica to call and fill some timeslots with interesting conversation.

This is a real good idea and very possible. I am going to look into setting this up. I think that working within time slots would be very effective.

If you are interested in being a willing participant, send me a PM. I will work out the details this week and see how we can make this happen. Include some details of how your conversation with her might go, to help me in planning.

Keep the suggestions coming. I'm not sure what she will agree to but I can propose all of them to her.

 

[StarGazer58]

Mine is not so kinky but I love to have the woman put her seat back and then slide her jeans and panties down so I can finger her while driving. Of course the truckers and some SUVs are high enough to look down and see what is going on and they sometimes give a toot on the horn. If you want a little more discretion then have her wear a short skirt so the truckers can only see that your hand is under her skirt so they know what is going on. I love hearing her moans of pleasure while driving. Might want to put a towel on the seat though so.

 

[Crownvic]

Mine is not so kinky but I love to have the woman put her seat back and then slide her jeans and panties down so I can finger her while driving. Of course the truckers and some SUVs are high enough to look down and see what is going on and they sometimes give a toot on the horn. If you want a little more discretion then have her wear a short skirt so the truckers can only see that your hand is under her skirt so they know what is going on. I love hearing her moans of pleasure while driving. Might want to put a towel on the seat though so.

Nice to see you lick your fingers after you have sampled her...

 

[MariesMaster]

Have you lean into your lap and moon the truckers. Maybe finger herself for them.

 

[MariesMaster]

OOPS! That's supposed to be HR leaning into your lap and mooning them

 

[StarGazer58]

Nice to see you lick your fingers after you have sampled her...

That is a given. Always love the taste of a woman.

 

[Mtnmike]

O man, as a trucker where is your route taking y'all? I may need to travel out of route to see this.

 

[maxlow999]

All great ideas.

Since she is normally pretty conservative, do any women in the group have any suggestions or advice on becoming more comfortable with showing off.

Also, any ideas on how we may be able to safely involve another person, Male or female?

PM me to get on the list. I will attempt to get something set up.

 

[StarGazer58]

Found anything yet that looks like something you and the wife will be trying?

 

[maxlow999]

Found anything yet that looks like something you and the wife will be trying?

Yes. The toy collection is certainly going with us. She will be wearing a skirt at least 2 of the days. Flashing truckers is definite. Literotica truckers keep your eyes open.
I like the idea of playing a game that changes about every 100 miles. I'm not sure how we are going to go about doing it yet. Maybe flashing truckers for 100 miles, then playing with toys for the next 100, or possibly phone calls from Litsters for 100 miles.
I'm also kicking around the idea of creating a Kik group for posting photos and videos, allowing Litsters to leave comments and suggestions. She might make me charge admission for that tho. Lol.

 

[MikeXIrons]

That would be pretty hot... a blog or trip diary with pictures. You know you'd have a built in audience here very willing to send her encouragement and positive feedback.

I'm also kicking around the idea of creating a Kik group for posting photos and videos, allowing Litsters to leave comments and suggestions. She might make me charge admission for that tho. Lol.

 

[MikeXIrons]

I love the idea of an otherwise-conservative or shy woman giving in to lust and doing something she wouldn't normally. Hopefully the road trip will feel anonymous enough that she'll push some boundaries.

You know those "roadtrip bingo" games where you check off things you see like "barn", "yield sign", "police car", etc? I've seen mobile versions... I wonder if one lets you customize the list of items? Challenge her to get a bingo... so she'd need to do 5 things in a row from the list of 25. So, flashing a trucker her tits, flashing a trucker, blowing a kiss to a hot guy without his wife seeing, rolling down the window and flirting with a guy at a stop light, etc.

Just, when you set it up, make sure there's at least 1 in each row or column that would be a stretch for her. Maybe the incentive of finishing the row will get her to push her limits.

 

[MikeXIrons]

I like the phone call ideas. It seems like a safe anonymous way to up the ante a bit without taking a HUGE leap.

I noticed this app the other day: https://quarantinechat.com/ It connects you with random people to chat with. I bet a fair number are hoping for some dirty talk.

Then again, you could make sure dirty talk is the expectation by using a service with that in mind: https://www.redhotdateline.com/redhot-for-women

And if she really seems to like it, maybe you can make some money on the trip by signing her up to be a pro: https://www.businessinsider.com/reality-of-being-a-phone-sex-operator-2015-5

Wait... the lit crowd might be unhappy if you go that route rather than just letting us call her.

 

[MikeXIrons]

Maybe set up a tablet on the dash so she can watch some porn (and being on the dash... other drivers can notice she's watching porn )

 

[MikeXIrons]

So.... when’s the trip?

 

[MikeXIrons]

So.... when’s the trip?

Any updates? Don't leave us hanging...