Videos Tagged with soothing

FionaDagger - Stroking It For Your Step-Aunt

Thu 25 Jun 2026 20:49:00 +0200

You're visiting your favorite step-aunt, and she's been feeling very concerned about how her step-sister, your step-mother, has been treating you lately!She knows that your step-mother has always been quite strict with you, but she's recently heard that you've been banned from closing your bedroom door, so you have no privacy, and that there's a lock on the internet so you can't watch any porn, and that you've just been banned outright from masturbating at all! Your step-aunt is horrified by this and tells you how she believes it's absolutely necessary for everybody to touch themselves regularly, but it's especially important for young men who risk getting backed up otherwise! You admit that it has been hard recently, and that you can't even remember the last time you were able to masturbate without getting caught. Your step-aunt thinks for a moment and then decides that clearly the best thing for you to do would be to take advantage of your time at her place, where your step-mother can't see what you're up to - so she thinks you should take this time to masturbate right now, so that you can at least go home feeling some relief! You're surprised and embarrassed at the suggestion but your step-aunt tries her best to make you feel comfortable with the idea, even offering to do the same herself, so that you can understand how natural and normal it all is. You shyly agree and your step-aunt begins to strip off her clothes, encouraging you to take your cock out and start stroking it. You can barely tear your eyes away from her as your step-aunt gets fully naked and begins fingering her wet pussy in front of you, as she talks softly to you and tells you just how you should be stroking it. She tells you that she expects you're desperate to cum quickly, as it's been so long, but she insists that you try and edge yourself as much as possible, so that you'll have a nice big orgasm and can go home to your step-mother with your balls really empty! You keep following her instructions until you're absolutely bursting and begging her to say you can cum, so your step-aunt gives in and allows you to shoot your load as soon as she herself cums! You jerk yourself quickly as she rubs her clit, and the two of you cum hard together! Your step-aunt asks if you feel better now, and tells you that you can come and visit her whenever you need to drain your balls!

FionaDagger - Therapy With Step-Mom 2

Tue 02 Dec 2025 04:36:00 +0200

Last week you opened up to your therapist, who also happens to be your step-mother, about the sexual dreams you'd been having about her - and to your surprise, instead of chastising you, she instead roleplayed one of the dreams you had, and jacked you off! Today you open up to her a bit more, admitting that the dreams have ramped up in frequency since last week, and describing to her one in which you were sucking on her tits... Your step-mother tells you this is perfectly normal, and quizzes you about whether you felt shame or embarrassment after having these dreams, to which you reply that you did feel a lot of shame! Your step-mother tells you that she's going to work hard to help you remove those feelings of shame around your sexual feelings for her, and suggests you do some more dream roleplay - starting with the one where you sucked her nipples! She talks soothingly to you as she shows you her breasts and then encourages you to suck on them, checking to see if this is arousing you, and reminding you to try to relax and remember that this is a judgement and shame free zone! She asks if you want to tell her any other dreams you had, and you shyly admit that in one dream she gave you a blowjob... Your step-mother cheerfully offers to play through this dream as well, pulling down your jeans and starting slowly teasing your cock with her tongue! She reminds you that she loves and accepts you completely and she's going to keep working with you in these sessions until you're no longer feeling embarrassed at all about having sexual desire for her... then she enthusiastically and lovingly sucks your cock until you explode down her throat and watch her swallow your load!

FionaDagger - Therapy With Step-Mom 3

Tue 02 Dec 2025 04:35:00 +0200

It's your third therapy session with your step-mother where you've been working through your confusing sexual feelings for her, and roleplaying the dreams you have about her - and this time, although you're nervous to admit it, you tell her about a dream you had recently where you actually fucked her! Your step-mom is very understanding and tells you that this isn't uncommon at all, and that she's happy to act out this dream with you as well, so that you can get over your shame and guilt about it. She takes you into her bedroom where the dream took place and gets you to walk her through what happened - stripping off her clothes and spreading her pussy on the bed before stroking your cock until it's hard, and then gently and sweetly mounting your cock! She keeps up a stream of encouraging talk as she rides you, with the two of you growing more and more passionate until she doesn't quite seem like she's in therapist mode any more - she seems to just be enjoying your cock! Your step-mother cums as she rides you, then tells you to go ahead and empty your load inside her, just like in the dream... And then afterwards, tells you she's so proud of the progress you've made so far, and that she hopes you'll feel comfortable enough to tell her about your darkest, dirtiest dreams about her so that the two of you can work through them together!

AimeeWavesXXX – Mommy’s Soothing Bedtime Handjob

Mon 03 Jul 2023 04:49:00 +0200

Watch AimeeWavesXXX in Mommy’s Soothing Bedtime Handjob for Many Vids. Cum get your fix of FREE family xxx porn videos only on tabootube.xxx.

While tucking you into bed, mommy notices you’re having a hard time relaxing. She asks if there’s anything she can do to help you go to bed, and just then, she notices a huge bulge under the blankets. Oh my! No wonder you’re having a hard time loosening up! Embarrassed, you try to cover it up with your hand but mommy swats it away and tells you there’s nothing to be shy about! She tells you to take your pajama pants off so she can help you relax by giving you a handjob!! You’re still shy, but mommy knows boys your age can’t relax until their balls are drained of every last drop of cum. You finally listen to mommy, and she wraps her hand around your thick, young cock and starts to stroke it. She talks to you in a soothing manner as you start to relax and let go for mommy!