help this 18f take her first time anal like a good slut

arielhood2 · 11-14-2020, 02:06 AM

hello people of getdare!

basically in two days my boss is going to give me a lift home from work. when he does, he has promised i can suck how dick whilst he drives. i am also trying to persuade him to fuck my arsehole if we stop somewhere on the way. this would be my first time doing anal

he has said he will be rough with me and push my head on his dick the whole time he drives until i’m gagging and begging for him to stop.

i am really looking forward to this but was wondering if there were any tasks i should complete before during or after the car ride

he gave my a butt plug so i do plan on wearing this.

thank you for reading and i hope i get some fun tasks!!

xxBeastyxx · 11-14-2020, 08:11 AM

You should wear the plug the whole ride while sucking his dick. If you get fucked in the ass by him put the plug back in afterwards until you are home.

He would like to see you use the plug i guess

Public_switch · 11-14-2020, 11:39 AM

As often as possible you should practice fingering your asshole, each time trying to go one knuckle further inside, snd then working up to multiple fingers. If you have objects like your plug with increasing diameters you can use that will help too. 2 days isn't a lot of time to prepare though, be ready for your asshole to be sore after your boss abuses your tight hole

bdsmlover24 · 11-16-2020, 01:50 AM

Like said before you should let him fuck your ass and cum in it. Then you should put back the plug in right after that so it keeps his cum inside you.

You definitely should sick his dick after he cums in your ass until you got home. Find a way to persuade him for that ! If you fail your punishment is that you have to spank your ass in the car for the end of the ride

When you finally get home, invite him inside to fuck you more, and let him know that you will do that again whenever and wherever he want (including office).

Then your final dare, when your home is to put out the plug and let the cum drip out of you in some kind of plate. Then you have to make a video of you while you eat it all, and send this to your boss with a message like " can't wait for more".

Of course you should put the plug back for the night as a memory of your ride

bee9 · 11-16-2020, 03:08 AM

Don't forget to ask for a promotion when his cock is in your ass.

11-14-2020, 02:06 AM	#1
arielhood2 Junior Member Join Date: Sep 2020 Posts: 22	help this 18f take her first time anal like a good slut hello people of getdare! basically in two days my boss is going to give me a lift home from work. when he does, he has promised i can suck how dick whilst he drives. i am also trying to persuade him to fuck my arsehole if we stop somewhere on the way. this would be my first time doing anal he has said he will be rough with me and push my head on his dick the whole time he drives until i’m gagging and begging for him to stop. i am really looking forward to this but was wondering if there were any tasks i should complete before during or after the car ride he gave my a butt plug so i do plan on wearing this. thank you for reading and i hope i get some fun tasks!!

11-14-2020, 08:11 AM	#2
xxBeastyxx Junior Member Join Date: Aug 2020 Posts: 24	You should wear the plug the whole ride while sucking his dick. If you get fucked in the ass by him put the plug back in afterwards until you are home. He would like to see you use the plug i guess __________________ Male / 21 / Straight / Germany Likes: Teasing, Edging, soft CBT, Denial, Ruined Orgasms(still getting used to) Limits: Pee/Scat, Blood, Damage, Public, Humiliation

11-14-2020, 11:39 AM	#3
Public_switch Member Join Date: Oct 2019 Location: Texas Posts: 43	As often as possible you should practice fingering your asshole, each time trying to go one knuckle further inside, snd then working up to multiple fingers. If you have objects like your plug with increasing diameters you can use that will help too. 2 days isn't a lot of time to prepare though, be ready for your asshole to be sore after your boss abuses your tight hole __________________ 20 yo straight male, lots of experience as a Dom but not much as a sub. Likes: semi/hidden public, being controlled, bondage Limits: anal penetration, scat/urine, family, women's clothes, anything with my face Toys: rope, vibrators, cuffs, and a Hitachi. I have more, ask if curious

11-16-2020, 01:50 AM	#4
bdsmlover24 Senior Member Join Date: Nov 2016 Location: france Posts: 162	Like said before you should let him fuck your ass and cum in it. Then you should put back the plug in right after that so it keeps his cum inside you. You definitely should sick his dick after he cums in your ass until you got home. Find a way to persuade him for that ! If you fail your punishment is that you have to spank your ass in the car for the end of the ride When you finally get home, invite him inside to fuck you more, and let him know that you will do that again whenever and wherever he want (including office). Then your final dare, when your home is to put out the plug and let the cum drip out of you in some kind of plate. Then you have to make a video of you while you eat it all, and send this to your boss with a message like " can't wait for more". Of course you should put the plug back for the night as a memory of your ride __________________ I am a 20 years old switc searching for dares to do or to give. Likes : Masturbation, Restrictions/Temporary rules, Bondage, Spanking, Punishment, Nipple torture, Breath play, Anal, Ice, Humiliation/Degradation, Public, cross-Dressing, Pet play, pain, Cum, Deepthroat Dislikes: Edge, Bladder control, name calling, Hypno, wedgies, messy, ruined orgasm, cbt, chasisty Limits : Health, Lifestyle, Scat, Enema, illegal, ATM, permanent, pics/vids

11-16-2020, 03:08 AM	#5
bee9 getDare Succubus Join Date: May 2010 Location: Sydney, Australia Posts: 1,797	Don't forget to ask for a promotion when his cock is in your ass. __________________ Taking subs into life/goal mentoring with extreme sexual motivation. Details here.