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Easing Your Way Into Anal with Your Ass Obsessed but Gentle Boyfriend

36:31
Today is the day! You and your (ass obsessed) boyfriend are trying anal together for the first time. He's made sure to get everything ready for you to enjoy a safe, relaxing, and slow paced anal experience. Despite his eagerness, he is going to make sure your experience is filled with consent checks and sweet words. He's going to do everything he can to make you feel good.
36:31
You are a tired, anxious, and depressed woman struggling to find happiness in the modern world. Just as you are going through the motions of ending everything, your stalker, an obsessive unstable yet oddly charming man decides to take action and stage an intervention. He breaks into your apartment and stops you seconds before you make the worst mistake of your life. After some struggling he overpowers you and knocks you out. You wake up, tied, bound, and vulnerable in his home. He tells you he's going to make all the sadness go away. Even if it hurts. You wake up, tied, bound, and vulnerable in his home. He tells you he's going to make all the sadness go away. Even if it hurts.
58:49
Summary: An experimental new treatment you've been undergoing has resulted in your mind becoming temporarily attuned to the thought patterns of others nearby. So far, you've decided not to tell anyone about this strange ability you've acquired. It's an ordinary day and you've come to pick up your friend from his university.
12:51
Your boyfriend has been really stressed and busy with work. He's been basically living at the computer and it's been a little bit since you've had sex and you are CRAVING some intimacy. So you decide to cut up some old jean shorts and make a crop top out of one of your old favorite shirts. Entering the room with his lunch, you begin to tease him with your body before he drops everything he's doing and fucks the life out of you
30:19
When your long-time crush/best friend starts casually dating someone else, you decide it's time to make your move. You invite him over, hoping he'll finally see your love. But when he rejects you, you're determined to win him over by pushing his boundaries and making him fall for you. By any means necessary.
20:14
You just had a terrible nightmare and wake up early in the morning. Your boyfriend has told you you're allowed to wake him up no matter the hour and so you wake him up and he does his best to sleepily comfort you. After he gives you some sweet words, you decide you know exactly what will put you back to sleep, and it's right between his legs. However, he's exhausted, so he tells you that you can fuck him and do whatever you need to do to fall back asleep, even if that means using him as a toy while he's eepy. comforting]
14:50
After a long dry-spell you decided to meet up with your friend Will. You'd always thought he was cute and very fuckable. He's always just seen you as a friend but you decide to spike his drink with something that will make him see you otherwise. He soon becomings a whimpering, begging, cock hungry puppy boy who you happily reap all the benefits of.
21:03
You've been kidnapped by an very friendly and respectful yandere. He's treated you extremely well and has never violated your boundaries...aside from the initial kidnapping. Otherwise, he's never laid a single hand on you. He told you if you didn't start to have feelings for him he'd let you go after 3 months. On the night before the 90 day mark you have a very bad nightmare and he overhears you from his room and wakes you up to comfort you. From there you find yourself craving his comfort and you invite him to spend the night with you.
19:12
Your parents have asked your brother to house sit for them, and because he hasn't seen you for a bit, he decided to make it a family affair and invite you to visit. In fact, he insisted. Shortly after they leave, your brother's tone shifts and he asks you to come sit down with him at the dining room table. There are a few things he wants to discuss with you, including the fact you've been stalking his NSFW twitter.
36:12
Not unusual, but your jerk of a boyfriend is home late again. You've been trying to break up with him for months but he somehow always convinces you otherwise, usually through guilt. Even so, after two hours you're starting to get worried. That's when you get a call from the man who knows A LOT about you. A man who has been watching you for months. A man who's about to make one of your biggest fantasies come true.
22:21
H-hi....ummm Billy here....and I uh....caved to peer pressure and....decided to do a ramble fap just to see how I feel about it and um....I really liked it.... Soooo.....here that is...I don't really know what I'm doing but I did it...so....enjoy?
20:13
You and your brother are house sitting for your parents for the weekend. Ever since you first hooked up a little while back, he's been a bit more distant and aloof with you. What follows is you deciding to take charge of both your brother and your relationship with him. sobut he's secretly very into it so
-31:12
Summary: You're always a huge fan of thrifting. Especially when it comes to finding a great deal at a retail store going out of business. You don't find much, in fact, you don't find really any people in the store either. It's almost completely empty, including staff. Taking the opportunity to finally have some public sex, you lure your shy and submissive boyfriend into the dressing room and fuck his brains out.
-25:54
Your boyfriend is sweet, caring, and extremely attentive, even when you're needy and can't stop calling him demanding to know where he is. To his friends, you're a crazy, clingy, obsessive girlfriend. However, there is something much darker beneath his patient and sweet facade. After you interrupt his lunch with a friend, he comes back home and shows you exactly how much he loves you and how he'll do anything to keep you.
14:07
You're fed up with all of the trash your human pet provider has been giving you lately, so much so, you're considering never visiting his business again. However, he calls to let you know he's found the perfect pet for you. So perfect, he says, that over a dozen people have tried to kidnap and keep him to themselves. You decide to come take a little and take him on a little test run. As you gaze upon the bound, gagged, and duct taped whimpering mess of a man on the ground beneath you, you realize he's absolutely perfect for what you've needed for so long: someone you can fucking ruin.
21:26
Summary: You and your boyfriend had a wonderful date! Unfortunately, he drank way too much water and shyly tells you he's about to burst. You then proceed to torture him by taking the longest way home, and finally once you're at the door, you just can't figure out which key opens the door. What results is a pathetic whimpering mess of a boyfriend who...gets really hard after pissing himself. Fun! so
12:15
It's the morning of a really big life event or appointment, your boyfriend, Will, wakes you up gently and helps you start your way in the best way he knows possible. A gentle wake up, some breakfast, some head, and some comforting and encouraging words to help ease your anxiety. You're going to be amazing.
17:39