Jessica-roberts88 - Jessica Roberts

More Posts from Jessica-roberts88 and Others

3 years ago

Perfect relationship!

Reblog And Dm

Reblog and Dm

3 years ago

Worth a shot!

EVERYONE and I mean everyone to reblog this post will get a titty pic in their inboxšŸ˜‰ i’m a 34DD and horny as hell

for a pussy pic you can message me some sort of masturabtion dare/challenge or give me detailed instructions on how to fuck myself🤤

3 years ago

Friday night

I’ve just got home from work. Looking forward to a weekend to get femmed up and relax. (I don’t get the chance to do this much during the week as I’m not really ā€œoutā€). I walk in the door and do a shot of whiskey and grab a bottle of beer out of the fridge.

I start a shower and hop in. Scrubbing myself down getting nice and lathered and shave everything, including my face, which I don’t actually do during the week as I have to present more masc for my job.

Standing there. Hairless and silky smooth. I sip my beer while rubbing my smooth fresh thighs together, I’m so happy I get to enjoy a few more days of this before going back to my other life…

I scroll through tumblr and Grindr and interracial porn scenes on the internet getting myself all worked up. Cleaning my ass for a good workout later this evening occasionally using one of my smaller dildos just for a little foreplay. I don’t want to start so early before I have the time to really dress up and get myself outrageously horny and in the mindset.

I run out of hot water so I get out and dressed, slip on a thong and leggings. I start to put on a bra and my friend calls interrupting my moment of femininity.

Fortunately it’s Valerie, she’s been my best friend for years and also happens to be a lesbian… well… mostly. We have hooked up on occasion since I’m not like ā€œother guysā€ in bed. Another perk is she knows I like bottoming, although she really isn’t in on the loop of how far I take it as far as dressing and shaving. And how I just LOVE the idea of being a girl.

I tell her to come over so I take off all but the thong and put on my masc clothes.

She gets here and we sit at my bar, talking about life , her girlfriend problems, my opinions on the matter, 90’s alternative music(both of our favorite genres), and of course drinking. I’m mostly drinking whiskey and beer and I keep making her moscow mules.

A few hours later were both pretty buzzed and in classic Valerie fashion our talks end up turning fairly sexual. I really wasent trying to fuck her since I wanted to cum like a girl all weekend and not lose that pent up urge to just get absolutely fucked.

I need to figure out a work around for this.

I run to my room real quick and grab my lovense lush and bring it down. I hand it to her and say let’s try this out. She’s hesitant but puts it in, not sure what to expect. I put it on slow just to get her warmed up and she’s really really enjoying it. I start to increase the power and she starts gripping the bar counter and the stool trying to compose herself. She absolutely loves it.

I also realize that this was probably a terrible idea since shes just getting more worked up and I’m going to have to finish what I started.

ā€œI’m heading to your room… are you coming?ā€ She asks rhetorically

I head up and start to eat her out after a quick make out session.

ā€œYou’re always the best at this… oh my godā€

ā€œMmhmm, I love itā€¦ā€ I mumble with my face between her thighs and tongue on her clit

She tells me to get up, she wants to ride me.

At this moment I actually mildly panic since in the heat of all this I actually forgot I was still wearing my girly panties. Also at the same time it hits me she knows a lot about what I’m into. I’m all in. Fully committed now! Let’s go, if anyone is going to know it’s going to be her!

ā€œHold on one secondā€ I say In a hurry as I reach under my bed for my ā€œtoy boxā€.

ā€œWhy don’t we try something a little different… fuck me with one of these… you pickā€

ā€œOk… Uhmmm wow…. This went somewhere totally unexpectedā€¦ā€ she shockingly said to me looking at the box and back at me and back to the box.

I looked down at the box as well and my heart jumped into my throat. I left EVERYTHING in that box. Not just my dildos and the harness…My breast forms. Sexy lingerie…everything!

She bites her lip and looks up at me Grabs one of my doc Johnson 8ā€ realistic dildos. ā€œThis oneā€ she says excitedly and hands it to me. ā€œYou know I’ve kind of always wanted to do this ever since you told me about itā€ she continued. ā€œAnd I’ve always wanted you to as well, Val.. I kinda figured You’d be good at itā€ I replied grinning ear to ear.

She puts on the harness and I’m so aroused right now seeing her kneeling on the bed, her girl cock hanging between her thick thighs.

ā€œHold on a second.ā€ I tell her as I grab the vibrator she used earlier. ā€œ Here. Use this, I don’t want to be selfish!ā€

She eagerly puts the lush back in and I put it on a pattern that gradually builds up as time goes on.

She moves over and pushes me down on the bed and pulls my pants down exposing my girly thong. ā€œHmm. You know what, we’re going to make this even more interestingā€. She grabs my breast forms and orders me to put them on. I’m super excited and super terrified about this simultaneously but I follow her orders.

ā€œYou’d make such a good girlfriend…. I think I’ll call you Jessica for the rest of the eveningā€

I’m so lost in the moment I can’t even come up with a response to that. Here I am in front of my best friend in a bra with breasts, totally shaved and girly panties while she’s lubing up her girl cock…

She’s standing on the edge of the bed and reaches up and grabs my ankles dragging me to her She grabs my legs and lifts them onto her shoulders and started to work her new found cock to my asshole. Slowly at first only about half way in. She puts my legs down and I wrap them around her waist as she leans over and kisses me. ā€œAre you going to cum for me, Jessica?ā€ I’m speechless. I just shake my head yes as she picks up the pace and slams the whole thing into my. She’s Gripping my breasts and starts fucking me faster and and harder. I can slightly feel her vibrator through the dildo. She’s panting and thrusting to the pattern. The waves of pleasure are rushing through my body and seeing this gorgeous girl fucking me as a girl while my boobs are bouncing to her pounding are so much it sends me over the edge and I cum all over myself. Grunting. Moaning. She isn’t stopping and keeps thrusting as I continue to shoot my cum all over my stomach. She slows her pace for a moment and we catch our breath. She reaches forward and scoops up my cum and brings her fingers to my mouth. ā€œBe a good girl Jessica….ā€ She says as she pushes her cum soaked fingers into my lips and in my mouth. ā€œYou better swallow it allā€ she says to me as she pins my legs back and starts to thrust with all her force into me. It’s such a shock I just swallow my whole load right there. She leans over ontop of me still pinning my legs back and she starts panting frantically and switches from full thrusts to grinding in me. She continues with a long drawn out high pitch moan as she stops. Still inside of me Apparently that vibrator and the harness on her clit sent her over the edge too. She lets go of my legs and leans over me and says in my ear ā€œOh yeah, You’re definitely my new girlfriend…. Jessicaā€¦ā€


Tags
2 years ago

Lmao I used to be obsessed with this show as a kid.

jessica-roberts88 - Jessica Roberts
jessica-roberts88 - Jessica Roberts
jessica-roberts88 - Jessica Roberts
jessica-roberts88 - Jessica Roberts
jessica-roberts88 - Jessica Roberts
jessica-roberts88 - Jessica Roberts
jessica-roberts88 - Jessica Roberts
jessica-roberts88 - Jessica Roberts
jessica-roberts88 - Jessica Roberts
jessica-roberts88 - Jessica Roberts

Tags
11 months ago

Me: no. I don’t fucking dance…

Also me 12 drinks deep at 1am alone in my kitchen:


Tags
2 years ago

Ask away

Wanna be nosy… here’s your chance.

0:Height 1:Virgin? 2:Shoe size 3:Do you smoke? 4:Do you drink? 5:Do you take drugs? 6:Age you get mistaken for 7:Have tattoos? 8:Want any tattoos? 9:Got any piercings? 10:Want any piercings? 11:Best friend? 12:Relationship status 13:Biggest turn ons 14:Biggest turn offs 15:Favorite movie 16:I’ll love you if 17:Someone you miss 18:Most traumatic experience 19:A fact about your personality 20:What I hate most about myself 21:What I love most about myself 22:What I want to be when I get older 23:My relationship with my sibling(s) 24:My relationship with my parent(s) 25:My idea of a perfect date 26:My biggest pet peeves 27:A description of the girl/boy I like 28:A description of the person I dislike the most 29:A reason I’ve lied to a friend 30:What I hate the most about work/school 31:What your last text message says 32:What words upset me the most 33:What words make me feel the best about myself 34:What I find attractive in women 35:What I find attractive in men 36:Where I would like to live 37:One of my insecurities 38:My childhood career choice 39:My favorite ice cream flavor 40:Who wish I could be 41:Where I want to be right now 42:The last thing I ate 43:Sexiest person that comes to my mind immediately 44:A random fact about anything

Loading...
End of content
No more pages to load
  • rorydbe
    rorydbe liked this · 9 months ago
  • jessica-roberts88
    jessica-roberts88 reblogged this · 1 year ago
jessica-roberts88 - Jessica Roberts
Jessica Roberts

35years old. NB, assigned male at birth but really exploring my fem side Considering fully transitioning.

146 posts

Explore Tumblr Blog
Search Through Tumblr Tags