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This is Olive's place to be risque! (Ok, maybe a little slutty ) Lots of content (Twitter 100k, Instagram 43k followers) Go check out my free stuff there and you will know real quick if you want to see more I am a crossdresser who loves to pose provocatively and make fun and sometimes dirty videos with Daddy (my sexy wife). We enjoy roleplay, strapon play, foot fetish and light to medium Dom. We have been taking pictures and videos for well over three years, so we have a lot of older content. We are also making new stuff every week and cannot wait to share it with you!


@olive_is_a Latest Posts

  • Some pics from the last shoot. Also threw in some of the takes for my “don’t tell me your pronouns” video. If it seems like you can’t hear anything, it’s because you can’t. I forgot to turn on the mic ☠️. Am I officially getting old when I start complaining about technology? Also, a little edging in a dirty mirror video to try and get that build up for a good shot for you all💋So that last couple of days have been a huge blur to me. I got super sick Friday night, like EMTs at the house kinda sick. Of course that was an overreaction for them to come, but we know you don’t tell Daddy no when she insists. I am doing a lot better now. Probably be back up to 100% just in time for our next hurricane 🙈

  • Alright Jerry... Let's see if you are ready for Daddy 💋

  • Come play with me!

  • Last week out and about with Daddy, outfit one. The clicker for my phone stopped working, so I just started shooting videos instead. Not the best quality but it’ll do 💋

  • Going on 20 hours without power. Maybe tomorrow. But otherwise we got off scott free from the hurricane so can’t really complain. That being said we are gonna be a week behind on customs. Sorry for the delays if you ordered something 💋

  • Daddy helped me out of my shoes. What a sweet heart 💜

  • Time for an outfit change

  • Should I get a kiss???

  • I am thinking this look for the big night on Girl’s Weekend in early November. In is kind of slutty, but pretty enough to blunt it and make it look like I’m just being cute. I don’t know if I could pull off hours in these shoes, but I sure want to. Do you think I should use this dress or try something else?

  • Some cute looks and car play. I was waiting in the car rider line for one of the videos. The first time I have picked my son up from school totally dressed. Funny thing, he didn't see the van, so I had to roll down my window and talk to the teacher to get her to find him.

  • Hurry up! They just went out to the car. Don’t you get it in my hair!!!!!

  • How long can you hold your breath?

  • Some takes of silly videos, and sum newdz. Hope you know I love you 😘

  • Stills and some short videos from my comfy white dress shoot

  • Go get yourself a toy to play along 💋 Hope you enjoy! Sadly the house started to get full as I was getting near the end, so I had to kind of keep it quiet.

  • We will be back home tomorrow after seeing my boy graduate. Until then here is something to chew on 💋💋

  • Do you all like teasers?

  • I wanted this short bob to look way better than it did. It was a bit small for my giant head and my face only works with it from a few angles. Oh well 💋

  • 💋 heading to Missouri next week for my son’s Basic Training graduation

  • Daddy interrupts me doing dishes to suck her cock and get fucked. Pay attention at the end... Someone gets so turned on they keep fucking until they cum too 🥰🥰🥰🥰

  • Someone asked how long my real hair was. It’s getting there! I just wish the front wasn’t such a battle. Sexy video at 7pm EST tonight 💋

  • Someone was feeling frisky

  • Just playing with myself before Daddy comes home... Oh my! What just happened?!?!?! I sure hope you can keep a secret and that she doesn't realize I am already full of cum when she has me 🙈 Sorry about the eyelash halfway 😜

  • Sorry for the not being on here enough. Real life is digging in right now. I’ll push through, but there might be some changes 💋 The inside pics were more fun! Who wants to kiss it?

  • Outside pics on a beautiful day!!

  • I had a fun day… wanna smell my panties?

  • I don’t think I posted this one before! I was just working some poses and showing off too much 💋. Dressing tomorrow, so new content with Daddy soon!!!!

  • A couple Behind The Scenes shots from our Cookie Monster episode 💋💋💋 we get silly sometimes

  • Photos from Cookie Day! Hope you like them 💋

  • A little baking fun with Daddy! I thought she loved oatmeal raisin cookies 🙈🍪🍪 This was commissioned by one of my wonderful friends here who thought you all should get to see it too 💋 thank you!!

  • Let’s have some fun in the kitchen! Just a teaser for the video we dropping later 💋

  • A quick fun look for a dress I’m in love with

  • The end to a great day of dressing. Yeah, we can make out for a little while, but once I turn you around and put your panties at your ankles, I’m in charge. It’s gonna feel good even if it hurts a little, so arch that back and push it back. I’m going to fill you with so much cum it will still be dripping out tomorrow…

  • The red look. Dirty vid tonight or tomorrow

  • The green look! Throwing in the raw takes of some of my videos at the end. Let me know if you like seeing the behind the scenes stuff or not💋

  • Third look!!! This was my favorite, but being in the middle, it didn’t get a lot of time.

  • Daddy got me a new skirt! Too short for the club?

  • Outfit number 2! You all already saw the video 💋

  • Outfit #1 for last Friday. So I had the idea of making a parody of the silly Solitaire Cash ads. I wrote up a little script and there were 5 different cuts to Olive. I was thinking, 5 cuts could be 5 outfits, slowly getting a little more expensive looking each time. So that turned into 8 hours of pics and videos for a 1 minute clip🙈. I was also doing an Ask Anything on Instagram at the same time, so it wasn’t just the one short video, but… it was the catalyst for everything else 💋. I have lately been loving some of the falling shots of some of my favorite models. Thought I would give it a try, but I really have to get a super fast real camera to get the shots I am looking for. Anyways, that’s what I am doing in the second to last video. Trying to get some fall shots

  • A little view from below…

  • A little solo time… It’s summer and if you have been around a while, you know that the content is a little lacking for July (family time beats Olive time). So, if you would like a free month, just comment “feed it to me” on this video and I will send you a free month link to your inbox. Offer expires at the end of July 💋

  • After a quick dinner date, Daddy wanted to make sure I knew who paid and who needed to pay her back 🥰🥰

  • Dinner out with Daddy!! Now we see why they don’t let me drive 😜

  • Just pretend your name is Nick 💋 . This was a custom from another platform. I’m sure you already know I do custom stuff. Basic rate of $50 for at least 10 minutes that is then shareable by me and $150 if you want it to just be for you. I’m pretty open to your ideas when you are paying for it and so is Daddy. So don’t be shy, I don’t judge, and I love being told what to do 🤭. Also, don’t feel constrained by OF limits on what we can make. We don’t have to do any of the transactions here.

  • Daddy always has a special way of loosening a tight pair of tights 💋

  • Last year my friend Kim found these shoes at Goodwill for $15. They are 11s, but I was like get them anyways!!! (I’m a 12W or 13). For 6 months they sat stuffed with socks trying to get them to give a little. Then my other friend Kat recommended some shoe expanders and I thought I would give them a shot. Within 3 weeks I could actually get them on!!!!!! Kim had also gotten me the skirt to wear with the shoes. It made for a pretty killer look 🥰 love you all and hope you had a great Father’s Day if it applies 💋💋💋

  • Pride looks! It was a small Pride of a few hundred, but the energy and fun was sure still there. Gotta spread the love everywhere we can here in this silly state 🌈🌈🌈

  • That red dress look! 🥰

  • https://onlyfans.com/delladrives Bet you all didn’t know Della had an OF!!!!

  • Or this shoot! Omg I am sooo behind. I am sorry. It is like life never slows down enough for everything. Anyone have any extra hours during the day they can loan me?



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