https://fapster.xxx/tag/chastityencouragement/ Sat 18 Apr 2026 22:58:32 +0200 https://fapster.xxx/videos/8661216/sissified-for-the-halloween-party-wmv/
It's time for this year's halloween party and your girlfriend is not letting you go without a costume again. which means you probably should have ordered something since now its up to her what you're going to wear lol. so she raids her closet and comes up with the best costumes she can find. a school girl and a cheerleader. time to pick the lesser of two evils and let her give you the full sissy makeover so she doesn't complain all night.. crazy part it, it kinda suits you and gets you a ton of looks at the party; and now your girlfriend isn't treating you like her boyfriend, she's treating you like her bestie... ]]> Tue 28 Oct 2025 12:51:35 +0200 https://fapster.xxx/videos/8661216/sissified-for-the-halloween-party-wmv/ https://fapster.xxx/videos/8651059/sissified-for-the-halloween-party-mp4/
It's time for this year's halloween party and your girlfriend is not letting you go without a costume again. which means you probably should have ordered something since now its up to her what you're going to wear lol. so she raids her closet and comes up with the best costumes she can find. a school girl and a cheerleader. time to pick the lesser of two evils and let her give you the full sissy makeover so she doesn't complain all night.. crazy part it, it kinda suits you and gets you a ton of looks at the party; and now your girlfriend isn't treating you like her boyfriend, she's treating you like her bestie... ]]> Sun 26 Oct 2025 14:27:06 +0200 https://fapster.xxx/videos/8651059/sissified-for-the-halloween-party-mp4/ https://fapster.xxx/videos/8534631/more-sniffs-4-chastity-bitch/
More and more sniffs for my locked pet. nostrils open and follow my every command. my hot goddess body torments you. the cage is tight around your nub. i make you sniff more and more. my voice, beautiful face, and curvy body are the ultimate comfort as the desperation overtakes your being. i control your nub. i control every sniff. i control u. ]]> Mon 06 Oct 2025 12:54:24 +0200 https://fapster.xxx/videos/8534631/more-sniffs-4-chastity-bitch/ https://fapster.xxx/videos/7703919/vacation-with-my-boss-cuck-edition-wmv/
My boss and i had to go out of town for some business, unfortunately i didn't notice until we got here that i accidentally took your keys with me. so i video call you to hope you don't suffer too much while i'm gone, it's only going to be like a week or two we'll be here. maybe i'll give it to him to hold on to so i don't lose it... obviously you don't have to worry, nothing is going to happen between us, but we did accidentally get a room with only one bed. i hope the rumors that he likes to hangout naked aren't true, if it is, i wonder if the other rumors are true. ;)  i can't wait to see you when i get home, sorry i trapped you in chastity.  ]]> Tue 22 Jul 2025 08:17:10 +0200 https://fapster.xxx/videos/7703919/vacation-with-my-boss-cuck-edition-wmv/ https://fapster.xxx/videos/7703911/vacation-with-my-boss-cuck-edition-mp4/
My boss and i had to go out of town for some business, unfortunately i didn't notice until we got here that i accidentally took your keys with me. so i video call you to hope you don't suffer too much while i'm gone, it's only going to be like a week or two we'll be here. maybe i'll give it to him to hold on to so i don't lose it... obviously you don't have to worry, nothing is going to happen between us, but we did accidentally get a room with only one bed. i hope the rumors that he likes to hangout naked aren't true, if it is, i wonder if the other rumors are true. ;)  i can't wait to see you when i get home, sorry i trapped you in chastity.  ]]> Tue 22 Jul 2025 08:16:52 +0200 https://fapster.xxx/videos/7703911/vacation-with-my-boss-cuck-edition-mp4/ https://fapster.xxx/videos/7666909/dedicate-your-life-to-serving-me-wmv/
It's time for a little talk... i've gotten a raise at work and am in a position to keep you as my 24/7 service slave. let's be real. you don't need to go outside anymore. there's too much temptation, i hate that you worked with other women, so first thing in the morning you're going to call and quit. the only thing you need to think about from now on is me. i'm the only thing that matter, you're going to dedicate your life to making me happy. the chastity cage will surely help with that. no more pesky jerking off getting in the way of chores. servitude only... obviously with this new position comes responsibility. i'll be spending way more time with my boss, there's so much to get done, in fact, we have a "work" session planned tonight. it's going to be a late one so don't wait up. just jerk off one more time and get the cage on, you didn't think i was going to leave your cock free the first night of your new submissive responsibilities, did you? put the cage on, you're not going to see these keys again for a while.  ]]> Tue 15 Jul 2025 11:31:13 +0200 https://fapster.xxx/videos/7666909/dedicate-your-life-to-serving-me-wmv/ https://fapster.xxx/videos/7643647/last-fuck-before-chastity-virtual-sex-wmv/
You and your girl have been exploring a lot in the last year. bigger and bigger toys, talks of exploring cuckolding, even using a hollow strap on as she's been too stretched to feel very much pleasure from your dick. it seems like penis in vagina sex is slowly becoming a thing of the past. but you don't mind, seeing her take such massive toys and the pleasure it gives her makes you ravenous.  well, you decide today is the day. you leave her a note with how you feel about your sex life recently and she is thrilled to hear you two are on the same page. not only does she prefer to be penetrated by things that are much bigger than your dick, but she took it upon herself to get you a chastity cage! this is the start of something good, but before we lock you up permanently, she's going to give you one last chance to feel her pussy. besides, she knows how much you love cleaning your cum out of her when you're done. she likes it too cause oral is the way you make her cum the hardest. so come on, get comfy and let her ride one more load out of you before she puts the cage on...   *actual video not censored* ]]> Fri 11 Jul 2025 10:03:52 +0200 https://fapster.xxx/videos/7643647/last-fuck-before-chastity-virtual-sex-wmv/ https://fapster.xxx/videos/7643646/last-fuck-before-chastity-virtual-sex-mp4/
You and your girl have been exploring a lot in the last year. bigger and bigger toys, talks of exploring cuckolding, even using a hollow strap on as she's been too stretched to feel very much pleasure from your dick. it seems like penis in vagina sex is slowly becoming a thing of the past. but you don't mind, seeing her take such massive toys and the pleasure it gives her makes you ravenous.  well, you decide today is the day. you leave her a note with how you feel about your sex life recently and she is thrilled to hear you two are on the same page. not only does she prefer to be penetrated by things that are much bigger than your dick, but she took it upon herself to get you a chastity cage! this is the start of something good, but before we lock you up permanently, she's going to give you one last chance to feel her pussy. besides, she knows how much you love cleaning your cum out of her when you're done. she likes it too cause oral is the way you make her cum the hardest. so come on, get comfy and let her ride one more load out of you before she puts the cage on...   *actual video not censored* ]]> Fri 11 Jul 2025 10:03:50 +0200 https://fapster.xxx/videos/7643646/last-fuck-before-chastity-virtual-sex-mp4/ https://fapster.xxx/videos/7587861/chastity-keys-tease/
I have the keys to your pervcock, princess is in full control. teased until you can't handle it. ]]> Tue 01 Jul 2025 14:58:34 +0200 https://fapster.xxx/videos/7587861/chastity-keys-tease/ https://fapster.xxx/videos/7788797/summer-lockup-program-part-2-of-5/
*you will need a vibrator for this clip* i told you that chastity can be fun, and that’s what we’re going to do all summer- make chastity fun! there will be a bonus task for the clip and information for an assignment that you’ll have to complete and message me about later for a prize or punishment.. you won’t know until you’ve sent me the results from your assignment. this clip is packed full of instructions and countdowns for you and your vibrator. of course i’ll be simultaneously teasing and taunting you. you won’t be able to handle it, but you will. you’re also encouraged to watch, not participate, but watch along with my bikini gooning series that’s going on as well, just to strengthen you even more. tempt, tempt, tempt. restrict, restrict, restrict. twitter- realgoddessarii & ariibabyyy03 ]]> Sun 22 Jun 2025 12:22:45 +0200 https://fapster.xxx/videos/7788797/summer-lockup-program-part-2-of-5/ https://fapster.xxx/videos/7460759/roommate-makes-you-her-double-date-sissy-wmv/
Your roommate has a double date planned and her girlfriend just canceled. the boys are on their way and she can't have them show up without a second girl to offer her dates friend... so she asks you for a favor... would you just like put on a dress and hang out with us? it's not like you have to be into him. but then again, it's been so long since you've even been on a date, why not try something new? you may end up liking him... besides you already look so femme and you have such a curvy figure. it's not going to take much to make you fit the part. come on.. you still owe me a favor. just put the dress on... and the cage too... ]]> Mon 09 Jun 2025 09:04:34 +0200 https://fapster.xxx/videos/7460759/roommate-makes-you-her-double-date-sissy-wmv/ https://fapster.xxx/videos/7460758/roommate-makes-you-her-double-date-sissy-mp4/
Your roommate has a double date planned and her girlfriend just canceled. the boys are on their way and she can't have them show up without a second girl to offer her dates friend... so she asks you for a favor... would you just like put on a dress and hang out with us? it's not like you have to be into him. but then again, it's been so long since you've even been on a date, why not try something new? you may end up liking him... besides you already look so femme and you have such a curvy figure. it's not going to take much to make you fit the part. come on.. you still owe me a favor. just put the dress on... and the cage too... ]]> Mon 09 Jun 2025 09:04:32 +0200 https://fapster.xxx/videos/7460758/roommate-makes-you-her-double-date-sissy-mp4/