josies_playpen

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No matter what physical activity you're training for, always..

No matter what physical activity you're training for, always remember to stretch.😘

View Post → 🕑 2023-04-02 09:26:04 +0000 UTC

After hitting you square in the dick with such an unbridled ..

After hitting you square in the dick with such an unbridled display of masculinity in yesterday's post...😆💪🏻😜 I wanna give you something a little extra girly today. Isn't it just incredible how much difference a cheap wig and an enormous dildo can make?🤤💕 The feeling when I sit back and take in the whole thing, down to the balls is indescribable.🍆💦 But it's still just cold, lifeless rubber at the end of the day.😕😞 I bet it's nothing compared to someone's stiff, eager cock slamming in and out of ...

View Post → 🕑 2023-03-30 01:12:52 +0000 UTC

I'm not currently active on Instagram. So here's a Transform..

I'm not currently active on Instagram. So here's a TransformationTuesday fit for OF. But these will be labeled as "Boy♂️Posts" This is your ⚠️ WARNING ⚠️ If my $15 wigs from Amazon are the primary reason you fantasize about fucking me... Or you require a certain suspension of disbelief to get your cock fully invested in Josie... You should skip these. On the other hand, if it's my huge, juicy ass that gets your special purpose standing at attention...🍑🤤 Or the way I spread my tight little hole, like I&#3...

View Post → 🕑 2023-03-28 23:17:23 +0000 UTC

Hope your week has gotten off to a wonderful start.🥰 Hope I ..

Hope your week has gotten off to a wonderful start.🥰 Hope I can get you off wonderfully as well.💦😜💋

View Post → 🕑 2023-03-28 03:48:27 +0000 UTC

Hey there, Welcome to Josie's. Would you like to hear about..

Hey there, Welcome to Josie's. Would you like to hear about our "specials"?😜

View Post → 🕑 2023-03-23 13:55:40 +0000 UTC

🌞💋🍑

View Post → 🕑 2023-03-21 19:59:21 +0000 UTC

🌄Good Morning🌅 Wanna start a wonderful week with me?🍆💦

View Post → 🕑 2023-03-20 11:02:05 +0000 UTC

Rolled out of bed this morning and immediately took some new..

Rolled out of bed this morning and immediately took some new pics and even a couple of videos for you guys.💕 Here's the first video. I hope you like it.🥰🍑 The second is much longer. I'll be posting that one on Monday. If you remember what we used to do on Mondays...🍆💦 Then you can probably guess what type of video it is.😜 Have a great weekend, boys!🥳 And thanks again for being here.💋

View Post → 🕑 2023-03-18 14:34:35 +0000 UTC

Eat me, I'm Irish.👅🍑 Happy St Patrick's Day!☘️🇮🇪

View Post → 🕑 2023-03-17 23:14:35 +0000 UTC

It's Fuck My Ass Friday!🍆🍑 An extended video from a couple ..

It's Fuck My Ass Friday!🍆🍑 An extended video from a couple years back when we couldn't leave our homes. For any of you guys who prefer a softer, more feminine Josie.☺️ I have a couple brand new videos and maybe one more extended classic going up over the weekend. Love ya, boys💋

View Post → 🕑 2023-03-17 12:28:52 +0000 UTC

Surprise🌹

View Post → 🕑 2023-03-17 01:17:20 +0000 UTC

A few post gym booty pics for anyone interested.🍑

View Post → 🕑 2023-03-07 22:56:34 +0000 UTC

Happy Saturday, my sweet boys💋 While I'm working on new cont..

Happy Saturday, my sweet boys💋 While I'm working on new content, I put together some unused "extra" content from previous videos to keep you stiff and pumping this weekend. Videos 1 & 2: Back view, bouncing and grinding on my beautiful 10.5 inch bright pink cock (my favorite 💖). Video 3: Front view, masturbating with 10.5 inches of cock stuffed up my ass and cumming all over the chair.

View Post → 🕑 2023-03-04 15:50:37 +0000 UTC

Okay, I'm ready. One swat for each day I've been away from y..

Okay, I'm ready. One swat for each day I've been away from you, right? Spank it hard, Papi.🍑🖐🏻 Teach me to be better.😫🤤

View Post → 🕑 2023-03-02 22:04:25 +0000 UTC

Important question for you guys.🤔💖 What would you think if s..

Important question for you guys.🤔💖 What would you think if sometimes I posted content just as myself (a boy) without wigs or makeup or anything like that? I'd still shake my big round ass just the same for ya.😋 I'd be able to make content so much quicker and post much more consistently. Plus, I'd still make more girly content as Josie whenever I have the extra time. Let me know whatcha think in a comment or DM. 💋

View Post → 🕑 2023-03-02 18:05:15 +0000 UTC

Hey boys, First off, anyone who's still here as of today wil..

Hey boys, First off, anyone who's still here as of today will be getting a month or two free to show my appreciation. I hope you've been able to utilize my library of content to alleviate your urges during my absence.💦 I'll begin making new content this week, so I should have some new posts for you by the beginning of next week... Maybe this weekend if there's no distractions. However, I'm thinking about changing up the type of content I make. Still explicit...just different. But I'll post more about that later in t...

View Post → 🕑 2023-02-27 22:13:59 +0000 UTC

Would you play with my pretty little cock?☺️🍆💕

View Post → 🕑 2023-01-19 23:09:53 +0000 UTC

I hope you enjoy watching me spread my ass for you as much a..

I hope you enjoy watching me spread my ass for you as much as I enjoy doing it.🍑💕💋

View Post → 🕑 2023-01-19 03:28:15 +0000 UTC

Something I made for my boyfriend one night just playing aro..

Something I made for my boyfriend one night just playing around. One video has a heavy filter and one doesn't. Other than that, they're the same. I was trying to achieve a very specific "mid-90s late night MTV video" look.😆 Just sharing it for funsies.☺️ Although I do cum and lick it off my fingers at the end...💦👅 So enjoy.😏💋

View Post → 🕑 2023-01-14 19:49:47 +0000 UTC

Fuck My Throat.

View Post → 🕑 2023-01-11 20:49:04 +0000 UTC

Anyone here prefer boys?🖤💕😉

View Post → 🕑 2023-01-10 15:53:32 +0000 UTC

❤️READ READ READ❤️ Hey there guys!😘 Taking a short break on..

❤️READ READ READ❤️ Hey there guys!😘 Taking a short break on ✨NEW✨ content and putting in extra time at my day job. I gotta get some bills paid. In the meantime, I have a collection of longer videos and previously unposted content from the last 2 years that I'm gonna be posting 2 or 3 times a week. It'll essentially be new to you guys... I just might look noticably different from post to post.🤪 I hope you'll stick around. Once my finances are squared away, I'll be back at it. If you'd like to help speed u...

View Post → 🕑 2023-01-08 11:41:31 +0000 UTC