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Sissy Weekend Ideas

Cardinal said:
Okay here’s the scenario, if you could reply with ideas, suggestions, or challenges to make an unforgettable weekend I would appreciate it.

Two buddies who are both married, closeted sissies (wives of 30 years+ for both have no idea) have an opportunity to spend an entire weekend together alone in a condo in Colorado for a fishing trip.
All suggestions are appreciated.

Edit; this isn’t for a story, it’s for an actual trip that we are taking and we want suggestions on ideas to make it memorable
Click to expand...
I suggest a contest/wager of some sort and the loser has to go out dressed as your sissy date. Hopefully NOT passable so you both get the thrill of being out in public and obviously a sissy. Could be fun.
 
Fishing trip recap:

The weekend was better and more fun than I (we) ever imagined!
The fishing was good and a lot of fun but cold! Next time we going in the summer.

Our time together we had a completely girls/sissy weekend while alone in the condo with the curtains drawn!
We cuddled in the couch watching movies. We even gave each other mani pedis. But by far the best part was the sex! I caught the first trout and when I was posing for a picture I gave him a wicked look and he just smiled because we both knew that it meant that I was getting the first blow job!
We agreed that we would refuse or delay in any request from the other, we were literally free use for each other. We brought a couple of dildos in different sizes to stretch each other and two large glass butt plugs to keep us both stretched so when it was time to fuck or be fucked we could slide in like we were fucking our wives pussies (if they only knew!) we brought condoms but only to keep the dildos clean and for fucking. He definitely fucked me more than I fucked him I loved it because I’d get him hard starting with a blow job and then I’d get fucked, each time he was finished I needed to lay in the couch, the floor, or in the bed with my head swimming until I came down from my high.
Sundays morning he woke me up with a blow job and we shared a cum kiss. With smiles and giggles we got up for breakfast. I cooked us some eggs toast and avocado, when I brought him his coffee he told me that he wanted a blow job with his coffee so I unsnapped the crotch of his nightie and got on my knees and gave my best while he enjoyed breakfast. It was so hot and he was so ready after our morning in bed I was rewarded with my own breakfast treat after just a few minutes!
It was a fun, sexy, guilt free weekend that we’ve dreamt about. It wasn’t just great sex, it was also just being our sissy self’s all day and night.
But I can say thank you Cialis! I honestly didn’t think we would have had as much sex as we did and we were both exhausted for our flight home.

Looking forward to next year, maybe golf somewhere warmer that we could sunbathe and show off our painted toes!

Thank you to everyone for the suggestions!
 
Cardinal said:
Fishing trip recap:

The weekend was better and more fun than I (we) ever imagined!
The fishing was good and a lot of fun but cold! Next time we going in the summer.

Our time together we had a completely girls/sissy weekend while alone in the condo with the curtains drawn!
We cuddled in the couch watching movies. We even gave each other mani pedis. But by far the best part was the sex! I caught the first trout and when I was posing for a picture I gave him a wicked look and he just smiled because we both knew that it meant that I was getting the first blow job!
We agreed that we would refuse or delay in any request from the other, we were literally free use for each other. We brought a couple of dildos in different sizes to stretch each other and two large glass butt plugs to keep us both stretched so when it was time to fuck or be fucked we could slide in like we were fucking our wives pussies (if they only knew!) we brought condoms but only to keep the dildos clean and for fucking. He definitely fucked me more than I fucked him I loved it because I’d get him hard starting with a blow job and then I’d get fucked, each time he was finished I needed to lay in the couch, the floor, or in the bed with my head swimming until I came down from my high.
Sundays morning he woke me up with a blow job and we shared a cum kiss. With smiles and giggles we got up for breakfast. I cooked us some eggs toast and avocado, when I brought him his coffee he told me that he wanted a blow job with his coffee so I unsnapped the crotch of his nightie and got on my knees and gave my best while he enjoyed breakfast. It was so hot and he was so ready after our morning in bed I was rewarded with my own breakfast treat after just a few minutes!
It was a fun, sexy, guilt free weekend that we’ve dreamt about. It wasn’t just great sex, it was also just being our sissy self’s all day and night.
But I can say thank you Cialis! I honestly didn’t think we would have had as much sex as we did and we were both exhausted for our flight home.

Looking forward to next year, maybe golf somewhere warmer that we could sunbathe and show off our painted toes!

Thank you to everyone for the suggestions!
Click to expand...
Some of us would love to join you...
 
Well the weekend started with a fun day at the bathhouse for their weekly tgirl day. Lots of cds, sissy’s, trans and admirers. In other words, lots of cock. A nice relaxing night tonight and then out tomorrow to meet some friends of ours from when we were swinging.
 
Cardinal said:
Fishing trip recap:

The weekend was better and more fun than I (we) ever imagined!
The fishing was good and a lot of fun but cold! Next time we going in the summer.

Our time together we had a completely girls/sissy weekend while alone in the condo with the curtains drawn!
We cuddled in the couch watching movies. We even gave each other mani pedis. But by far the best part was the sex! I caught the first trout and when I was posing for a picture I gave him a wicked look and he just smiled because we both knew that it meant that I was getting the first blow job!
We agreed that we would refuse or delay in any request from the other, we were literally free use for each other. We brought a couple of dildos in different sizes to stretch each other and two large glass butt plugs to keep us both stretched so when it was time to fuck or be fucked we could slide in like we were fucking our wives pussies (if they only knew!) we brought condoms but only to keep the dildos clean and for fucking. He definitely fucked me more than I fucked him I loved it because I’d get him hard starting with a blow job and then I’d get fucked, each time he was finished I needed to lay in the couch, the floor, or in the bed with my head swimming until I came down from my high.
Sundays morning he woke me up with a blow job and we shared a cum kiss. With smiles and giggles we got up for breakfast. I cooked us some eggs toast and avocado, when I brought him his coffee he told me that he wanted a blow job with his coffee so I unsnapped the crotch of his nightie and got on my knees and gave my best while he enjoyed breakfast. It was so hot and he was so ready after our morning in bed I was rewarded with my own breakfast treat after just a few minutes!
It was a fun, sexy, guilt free weekend that we’ve dreamt about. It wasn’t just great sex, it was also just being our sissy self’s all day and night.
But I can say thank you Cialis! I honestly didn’t think we would have had as much sex as we did and we were both exhausted for our flight home.

Looking forward to next year, maybe golf somewhere warmer that we could sunbathe and show off our painted toes!

Thank you to everyone for the suggestions!
Click to expand...
Can’t say how much I appreciate you sharing your adventure. It’s an amazing life.
 
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