Better than she could’ve hoped for

The naked Jennifer laid down on the bed on her back not really sure what to do other than the obvious. It also occurred to her that Jamie had denied Scott anal, so how exactly did she know what she’s going to be telling her?

“You sure you know what I should be doing?”

Jamie was leaning against the door opening her dark books when she heard Jennifer’s meek voice through the door.

“Scott pressured me so much I did a lot of research. I never actually did any of it but I know what you’re supposed to do.”

Jennifer was still mad about the curse but she remembered how horrible Scott had been in such a brief time to her and Jamie was with him a lot longer. He probably treated her terribly and fucked with her head a great deal. It felt easier to blame him than someone who had opened themselves up to her so much in such a short while.

“Oh, okay, so what should I do first?”

Jamie carefully considered all of Jennifer’s comfort and experience so she tried to explain everything delicately.

“Well we already got the first step out of the way when you took a shower so now... I know this might sound awkward but you might want to play with your breasts or clitoris before moving onto to the other part. It will help relax your body, put you in the mood and better your chance for climax.”

Jennifer started to freak at the suggestion. She was just thinking about putting her finger inside herself begrudgingly to meet the curse's requirements not a real sexual experience.

"I'd rather just get to the the bad part..."

Jamie wished that Jennifer wasn't so scared of this experience, it reminded her of how she had cursed this innocent girl and turned her life upside down. She tried to provide reassurance.

"I'm trying to say it doesn't have to be a bad part. You can try to enjoy this."

Jennifer tried to hear what she was saying but knowing this was all part of some curse and that it had stripped her of her clothes and was making her play with her own asshole on her friend's bed made it all seem so daunting and like it couldn't be enjoyed. Plus Jamie had held out anal from Scott even after giving him everything else so she clearly didn't want to do it either.

"Do I have to enjoy it?"

Jamie tried to think this all the way through.

She then said "We don't know what the curse needs and climax might be needed to consider having 'completed' the... act."

Jennifer felt overwhelmed she'd never had an orgasm before. Her one previous attempt at masturbation was quickly interrupted by her mother knocking at the door and it scared her off of trying. The only other close experience was trying to unsuccessfully penetrate herself in Jamie's shower as she examined her now sealed vagina. She was overcome with nerves but she knew she wanted to be able to dress for more than a minute at a time.

"I don't want to make a mess of your bed..."

without thinking Jamie blurted out "I've cleaned up some of your mess already."

Reminded of her two accidents including one on her friend's floor Jennifer started to tear up. overwhelmed with shame she yelled "I'm sorry!" through the door. She wrapped her arms around herself as she tried to not have a meltdown. As she held her naked self she was terrified Jamie was getting fed up with her neediness and inexperience. She knew the curse was Jamie’s fault but she had no idea how much she could expect from her or how much Jamie expected from herself.

Jamie turned towards the door so she could speak without yelling and tried to calm her friend.

"It's fine. I didn't mean it in a bad way. I just mean I'm here to support you."

Jennifer started to breath and tried to break through her own insecurities.

"You promise you won't tell anyone?"

Jamie smiled though no one could see it.

"Everything you've been through today, everything you go through until we have this all figured out, anything you ever confide in me, is my secret for life. I promise."

She wanted to mention the curse and how she was sorry but that would've just been to assuage her guilt and this moment wasn't about her, it was about Jennifer.

"Okay, I'm going to start..." Jennifer mewled.

Jamie looked at her phone and realized they were on a clock until her parents got home but didn't want to put any pressure on the already fragile Jennifer.

Jennifer closed her eyes as she laid flat on her back and began to explore her own body. She started to lightly caress her inner thighs with one hand and quivered a little. With her other hand she lighting teased her left nipple and bit her lip. It was hard to be in the right mood but she wanted to follow Jamie's advice. She discovered the teasing of her nipples was a real turn on as she caressed harder and let out a low moan. She caressed herself with her eyes closed and tried to disappear in her mind. She then took her pointer finger on her right hand and started to lightly press against her clit. Wetness coated her finger and she tried to accept herself as a sexual being. She circled lightly and kept going letting out hurried breaths. She kept going as she teased her nipple with her other hand. She started to moan a little louder and Jamie could hear it though it was very quiet through the door. She smiled and hoped she was enjoying herself.

Jennifer kept her finger on her love button and was about to go further when she realized if she came before the anal penetration the curse might not be satisfied. She was starting to sweat as she felt her whole body get warmer. She remembered she needed her friend's guidance but was humiliated to have to talk to someone else while playing with herself. Finally she found courage and spoke loudly through quickened breath.

"what next?"

Jamie had started to read her dark books to distract herself and offer more privacy to her friend’s intimate moment but after hearing her call for assistance she thought of what she remembered was next.

“I think the best position is to either pull you knees up to your shoulders or to get on all fours. That will help open your... hole.”

Jennifer shuddered as they were discussing her anus openly. Still she laid on her side pulling her knees up to her boobs and she felt the open air on her asshole which reminded her of what she was about to do. She kept her finger on her clit now between her legs and tried to stay in a rhythm and maintain arousal.

“Now you want try lightly caressing your cheeks while working your way towards the asshole...”

“Better word, please!” Asked Jennifer still rubbing her clit and hating the open discussion of her butthole.

“Sorry! Uh, work your way towards the anus. Remember you don’t want to penetrate before you lube up this is just you exploring the area and seeing how it feels. You might even want to try spanking yourself.”

The task seemed daunting but Jennifer kept rubbing herself. She switched to rubbing with her left hand though it was slightly more awkward as she took her dominant right and started to reach backwards. She began by rubbing her cheeks, massaging them gently, squeezing and feeling them, she moaned louder and bit her lip. It felt good... she spanked herself as suggested but the loud smacking sound embarrassed her. She hoped her friend hadn’t heard it. Still it actually felt kind of good and she did it again this time harder and she let out another low moan as she continued to tease her love button, now rubbing it more aggressively as she humped against it. She actually wished she could penetrate her vagina but knew that had been taken from her. To take her mind off it she smacked her own ass again and moaned much louder.

Jamie wanted to say ‘Get it, girl!’ as encouragement but decided to just stay quiet and wait until she asked for guidance.

Jennifer then started to circle her finger in, first rubbing up her crack and touching her anus for just a second. It was beginning to feel more relaxed. She started to circle just outside it and licked her lips. As a prude she felt a little weird for enjoying it but she didn’t want to stop. She lightly pressed her finger against her rear hole and rubbed against it. She started to press harder as she ground her clit against her other hand.

“How... do I... lube?” She asked again humiliated as she asked how to put her finger in her own butt and at the moans that were interrupting every other word.

Jamie was perusing her book and still couldn’t find anything about breaking or modifying curses. She heard her friend calling out and it actually sounded like she was enjoying herself.

“Okay, you want to lube your finger and make sure it coats your anal opening and rectum. Take deep breaths and relax as much as possible. Go very slowly and don’t **** it. Remember this is supposed to feel good.”

Jennifer was actually regretting removing her hands from her body as she wanted to keep going. She opened her eyes for the first time since this started. She looked down at her aroused body. Her nipples were stiff and her crotch was wet. She was in someone else’s room on someone else’s bed and it all felt so foreign but wasn’t as ashamed as she was before.

She really didn’t know how to feel as she took the bottle of lube in her hands. She pressed down on the top opening it and squirted a generous amount of lube before coating it around her finger using the other hand.

She returned the other hand to her clit as she closed her eyes again and began rubbing, the extra lube helped make the rubbing more comfortable and she increased her speed. She then took the well-lubricated finger and rubbed it in a circle around her anus. She took a deep breath and tried to relax as she began to slowly press the finger in. When it started to hurt she pulled back slightly and then pressed further and she moaned deeply as she played with her clit and felt her anus contract around her finger. The feeling of her finger in her ass was bizarre but she was enjoying it as she explored herself for the first time.

Jamie had her ear to the door and felt like an invasive perv but wanted to make sure her friend was alright. She heard deep moans of pleasure and pulled back. Aside from any support her friend might need, it seemed her work was done so she returned to her utterly confusing dark arts book. It all seemed to be about different kinds of curses and how to make them but not how to change or break them.

Jennifer continued to push in as she moved and stretched her rectum. She took deeper breaths as she managed to get the finger to the base and felt the intense pleasure of pleasing herself from both sides. She started to pull the finger back and push it forward in her ass. She increased her clitoral rubbing and increased the speed of her finger in her anus and pushed in and out. She felt her anus contracting quicker as she rubbed and pushed harder and let out another loud moan. She was now able to finger her ass with a good rhythm and continued to pant and breath heavily. She moved her hips back and forth as she humped her clit against her finger and then pushed back against the finger in her ass.

With a stronger rubbing of her clit and a final push down to the base of her finger she felt her anus contract very tight around her finger and started to slow her rubbing of her clit as she felt an explosion building within her. She bucked her hips as her whole body seemed to contract and she could feel a deeper sweat coat her body. She screamed in pleasure. She was orgasming and it felt perfect. She felt the warmest electric feeling pulsing from both her clit and her anus. She stopped the rubbing of her clit and just held her finger pressing hard against it. She felt her finger on her clit get wetter and her anus continued to squeeze around her other finger. She bit her lip and for a moment she felt like everything would be okay.

She started to come down as she laid there panting and her moans started to become quieter. She removed her finger from her clit and left her other finger inside her as her anus started to relax. She finally felt like it was over as she removed the finger slowly and gently from her ass. She felt her anus close shut and hoped that everything would go back to normal. At least until tomorrow.

Turning over she laid on her back breathing heavily trying to find her bearings so she could get up to talk to Jamie and hopefully wear a more permanent outfit.

After a few minutes she felt her heart rate come down to near normal. She started to get up on wobbly legs. She looked at Jamie’s white comforter and saw an outline of her body in light sweat and more than a little of her vaginal juices where her crotch had been. She was embarrassed a little but felt- no she knew- that Jamie would understand.

She was still in post-orgasmal bliss as she walked to the door and opened it smiling. Jamie looked up from her book to her naked friend smiling down at her with erect nipples, a light sheen of sweat, and a pussy that was more than a little wet. Jennifer watched her look her over but was feeling so good she didn’t mind. She was actually proud of herself for taking this big step in her womanhood.

Jamie stood up and looked down a little at her shorter friend. She heard a car pulling into her driveway and remembered the broken window. She really wanted Jennifer out of the house before they got home but that didn’t seem like it would be the case. Jamie’s thoughts were interrupted when Jennifer gave her a big hug and she felt her mildly sweaty body press into her as well as her breasts squeezing against her.

“Thank you. That was... special.” Was all Jennifer could say.

She hugged her back and rubbed her back ignoring the sweat. She couldn’t let it last too long.

“Anything to help...”

She heard a car door open and close and knew the window would be discovered soon if it hadn’t already.

“...Let’s get you dressed.”

Jennifer had hope but was still nervous it hadn’t broken the curse. They stepped into the room and went to Jamie’s dresser.