Jen's Journey

Update

Rob here
Jen has been a very busy girl over ther last 3 days.
Too many orgasms to count with water works on like 20% of them.
Took a shopping trip for plug number 4, XL, and been training with it.
She also has a new red collar and leash.
Practicing and actually getting good walking in 5" heels.
It took some running mascara and gagging but she is not deep throat certified.
Tomorrow night it's going to warm up a bit with rain coming so Jen is going for a ride to the park wearing just her beaded lasso nipple jewelry to spend a personal best 90 minutes naked in a public place, she will be doing her exercises. No one around the park to see her so need to plan a fun ride home.
Has appointments her first piercing and the boob doctor next week. Have special outfits for both planned.
 
As promised, I will recant. It appears I was wrong and I'm sorry for that. Give me a few days and I'll find an appropriate sized cactus for my arse.

Carry on and, again, my apologies.

Don't do it yet.

Scam.
 
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As promised, I will recant. It appears I was wrong and I'm sorry for that. Give me a few days and I'll find an appropriate sized cactus for my arse.

Carry on and, again, my apologies.

Don't do it yet.
I have always thought the same and still do, unless of course this all took place years ago.
It has all happened too fast.
Scam.
 
Wow, it never ends. Too fast, she's the one that wants more and more. Only because it irritates me, I'll post photos from park tonight, plugged, piercing next week and doctor visit. Do I need to put the current news paper in the photo too??? After that might be done with this site for a bit. I guess I'm not amateur enough for some on this site. Going to spend 2 weeks at "The Ranch" late next week anyway. No internet there.
 
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Wow, it never ends. Too fast, she's the one that wants more and more. Only because it irritates me, I'll post photos from park tonight, plugged, piercing next week and doctor visit. Do I need to put the current news paper in the photo too??? After that might be done with this site for a bit. I guess I'm not amateur enough for some on this site. Going to spend 2 weeks at "The Ranch" late next week anyway. No internet there.



Looking forward to the new pics
 
Plug is out for today!

Now a post of a past adventure.

Went out of town for a concert a 3 Saturdays ago.
Was a bad girl and did not get enough ice to keep our wine cold. Only put a hand full in the bucket when someone else came to get a soda from the machine next to me. Ran scared back to the motel room since the I was only wearing a pink lace see through nightie and was only wearing a equally see through lace g-string under it. Plus it didn't really cover my bottom and I had on 6" platform pumps.
First my bottom got paddled.
Then spent a long hour bent over a chair after I got a wine enema right from the bottle. It was only a third full but felt like much more. At the end of the hour my legs were jello, I was a little drunk and was ready to burst, but didn't dare spill a drop, my bottom was already too sore.
Then as a final punishment, I was not allowed to use the bathroom. I had put my pink lace nightie and platform heels on again and run/waddle across the parking lot of the motel, to the doggy area and let it out. By that point I really didn't have a choice or care.
Then I came back to a locked door and was told since I forgot my key, I had to go tell the night manager I locked myself out and get a new key.
Most embarrassing thing I have ever had to do, but I think I made his night!
It was now 3am and I was very glad to finally get to bed. Shoes stayed on and a plug went in, so really didn't get much sleep. Had to stay like that for the 4 hour drive home too. A girl must go through a lot just see a concert!

These are not the same woman.
 
Night in the Park

Friday night's outing was changed to last night, just too stormy out the night before.
I did a full 90 minutes in the park all by myself with Master Rob!! watching me from the parking lot. Gave me instructions on what he wanted my to do over my iWatch. Lots of exercises, plus was made to go pee pee and finger my little clittie outside too. Ride home on the highway again, with a few truckers getting to see me.
 
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Friday night's outing was changed to last night, just too stormy out the night before.
I did a full 90 minutes in the park all by myself with Master Rob!! watching me from the parking lot. Gave me instructions on what he wanted my to do over my iWatch. Lots of exercises, plus was made to go pee pee and finger my little clittie outside too. Ride home on the highway again, with a few truckers getting to see me.

Very nice!

I'm loving your training....and of course your pictures.;):D
 
Friday night's outing was changed to last night, just too stormy out the night before.
I did a full 90 minutes in the park all by myself with Master Rob!! watching me from the parking lot. Gave me instructions on what he wanted my to do over my iWatch. Lots of exercises, plus was made to go pee pee and finger my little clittie outside too. Ride home on the highway again, with a few truckers getting to see me.

Glad you enjoyed your evening out. Lovely photo.
It's not that clear, but are you wearing nipple jewellery in it.
 
Bikinis for Cancun 2017

Master Rob!! has me modeling this years Cancun outfits starting with the beachwear. Two new ones that just came in the mail this week and one from last year minus the top this time. He has two more on order, a camel toe bottom and a micro bottom. Master Rob!! has me wear the brown teardrop bottom side straps over my hips, I'm not allowed to pick it out of my wet pussy, so it becomes a lip spreader in the front when I move around. The black two piece bottom is very small, so it is wedged tight from minute it goes on and once my boobies get done, the top will be very small too. Slutty Jen will need to shave herself for this years trip, plus really need to lose weight by August.
 
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Master Rob!! has me modeling this years Cancun outfits starting with the beachwear. Two new ones that just came in the mail this week and one from last year minus the top this time. He has two more on order, a camel toe bottom and a micro bottom. Master Rob!! has me wear the brown teardrop bottom side straps over my hips, I'm not allowed to pick it out of my wet pussy, so it becomes a lip spreader in the front when I move around. The black two piece bottom is very small, so it is wedged tight from minute it goes on and once my boobies get done, the top will be very small too. Slutty Jen will need to shave herself for this years trip, plus really need to lose weight by August.

wow!

You honestly may as well not even bother with the black one (So small, It won't cover anything)
 
Master Rob!! has me modeling this years Cancun outfits starting with the beachwear. Two new ones that just came in the mail this week and one from last year minus the top this time. He has two more on order, a camel toe bottom and a micro bottom. Master Rob!! has me wear the brown teardrop bottom side straps over my hips, I'm not allowed to pick it out of my wet pussy, so it becomes a lip spreader in the front when I move around. The black two piece bottom is very small, so it is wedged tight from minute it goes on and once my boobies get done, the top will be very small too. Slutty Jen will need to shave herself for this years trip, plus really need to lose weight by August.

So tiny. Must make you wet just thinking about wearing them in public.
 
New Morning Routine

Shower 5am
Remove plug. (smaller plug I now wear 24/7 except for afternoon training when I wear XL for 5 minutes more each day)
Wash and shave thoroughly.
Use vibrator and fingers on my little clittie until I make a cummie and wet myself.
Put small jeweled plug back in.
Dry off, put shoes on, housework and post on Lit until afternoon.
 
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Shower 5am
Remove plug. (smaller plug I now wear 24/7 except for afternoon training when I wear XL for 5 minutes more each day)
Wash and shave thoroughly.
Use vibrator and fingers on my little clittie until I make a cummie and wet myself.
Put small jeweled plug back in.
Dry off, put shoes on, housework and post on Lit until afternoon.

More Photos

Not the easiest of places to take photos.
Would love to see the large plug being inserted in a short vid clip.

Good to see your training is going well.
 
Past Flash

Housework done, plug is out and went pee pee!
Master Rob!! wanted me to post photos of my outing a few weeks ago when I had to flash cars coming down a one way street. Cars coming out of the parking garage got a bonus too. Only made me do it for 3 long minutes, it was right off a main street and didn't want to get me caught by the cops. Saw one car 3 times and there was a lot of honking. I was being a very Slutty Jen that night, not allowed to cross my legs at the bar or dinner, and make me finger my wet pussy at dinner while the waiter took our order.
 
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Housework done, plug is out and went pee pee!
Master Rob!! wanted me to post photos of my outing a few weeks ago when I had to flash cars coming down a one way street. Cars coming out of the parking garage got a bonus too. Only made me do it for 3 long minutes, it was right off a main street and didn't want to get me caught by the cops. Saw one car 3 times and there was a lot of honking. I was being a very Slutty Jen that night, not allowed to cross my legs at the bar or dinner, and make me finger my wet pussy at dinner while the waiter took our order.

Very good girl for your flashing outing, but for a further adventure, we need to see more skin showing and the glint of the jewelled butt plug showing. I am sure Master Rob wil also have some other ideas by now.
 
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