Found Help in Pleasing Her

Hello,

My girlfriend Sara and I have been dating since college and living together for the past few years. We're now in our late twenties.

Sara is incredibly beautiful but never cared too much about her looks until recently. She was a huge feminist who went to marches and helped organize various women's events in our area before the pandemic. She never wore makeup and went entire months without shaving her legs. I wouldn't say she dressed conservatively but her outfits were anything but revealing. She wore baggy jeans and oversized sweatshirts most days that completely hid her figure. I don't think she owned a skirt and she only had one dress for weddings or other formal events.

Before the pandemic started, I got promoted at my company. It was a great opportunity but it also came with a lot more responsibility. Specifically, I work at a company that coordinates a lot of work overseas. In my new position, I had to work night shifts most days to be aligned with the time zones of our factories. They were intending to hire another person to help balance my workload so I didn't have to work late every day but those plans ended when the pandemic hit.

Working night shift wasn't so bad at the start but it did start to affect me over time. I had to go into the office for the teleconference equipment but I was the only person there each night. In between moments of extreme stress solving random problems, there were long periods of complete and utter boredom. I also began to have trouble sleeping, especially on weekends when trying to adjust to normal times to be with Sara.

This stress and sleep fatigue started to affect me physically too. When Sara wanted to be intimate with me, I often had trouble performing. Sometimes I came way too fast. Other times I could barely maintain erection and had trouble cumming at all. It was especially bad when work issues heated up. As the only person working overnight, I would have to give these presentations in the morning to all my managers on what happened before heading home to go to bed. These got really intense when there were issues at the factory and the anxiety afterwards prevented me from sleeping once I got home.

Sara was very supportive of me but I could tell she was frustrated by my lack of consistent performance. It didn't help that I was starting with a 5'' dick and wasn't particularly skilled in the bedroom otherwise. Both Sara and I were a bit submissive which led to awkward sex where neither of us would really take control and drive the action.

One afternoon when I couldn't sleep at all, I got up to go to the bathroom and saw Sara masturbating on the couch in front of her computer through the crack of the door. She was wearing headphones and didn't notice me. I stood there and watched as she rubbed her clit with her legs partially spread. I wanted so badly to see what she was watching on her computer. She was really into it and orgasmed moments later. I had a huge erection watching this happen. I felt so bad that this is what it took for my dick to finally work normally. I snuck back into bed and pretended to sleep so Sara wouldn't realize that I had seen her.

A few days later, I was feeling stressed and a little guilty about my recent inability to perform sexually. Sara noticed my mood and asked me what was wrong. I said that I was a bit depressed by not being able to please her. Sara consoled me at first but eventually admitted that she was a bit frustrated too. I explained that being unable to perform gave me anxiety which only further hindered my performance and caused more anxiety. I was near tears and suggested that Sara should get another man to please her. To my surprise, though, Sara wasn't completely opposed to the idea. She said that she would never even consider hooking up with someone else normally and would only consider it in this case if it helped relieve my stress. I thought it would and told Sara she had my permission to see anyone she wanted. I reinforced though that I had no intention of seeing anyone else and made a self-deprecating joke that I wouldn't be able to do anything with them anyways if I tried.

To her credit, Sara was completely open about all her efforts to find a guy. She focused her search primarily online because she wanted to stay a bit discreet. With her good looks, she obviously received a lot of attention and replies from guys on various websites. To my surprise, she seemed to gravitate towards older men though. She had calls with a few of them to see if there was a good connection. It was so humiliating to hear her openly flirt with other guys in front of me. She also stopped having any sexual interaction with me. She said she didn't want to be having sex with multiple men at the same time. Our sex was so infrequent that it wasn't a big deal but I nevertheless was consigned to be celebate for the duration of this experiement with Sara.

Eventually, Sara said she needed some pictures to send to guys online and asked me to help. The first several pics were normal enough with her just smiling in a t-shirt and jeans. She then started to strip though and explained that the guys wanted to really see what she looked like before meeting. I took several more pics as she stripped down to her bra and panties. Her poses became more seductive too and she made sure to show off all her entire body from different angles. She then said she had to prove she was a real person for the last set of pictures. One of the guys she liked the most requested her to do it specifically. She stripped off her bra and panties and then handed me a marker. She asked me to write the date and "I'm Sara, I'm a slut" across her chest. I was floored and asked if she was serious.

She was so pro-feminist and I was surprised she was willing to degrade herself like that. She reassured me it was ok and said it was just a fantasy fetish. I wrote the words on her chest. She then went to her wallet and got her old school ID out that had her name and photo on it. For the first photo, it was just a close up of her face while she held her ID next to it smiling. The second included her chest with the marker writing and she held the ID below her right nipple. For the last photo, she sat on the ground with her legs spread and held the ID above her pusssy. She made me position the camera so that her pussy, ID, boobs, chest writing, and face were all visible in the photo. She checked afterwards and told me I did a good job. She even joked that she might send me some of the photos later to look at when I'm bored at work.

Sara sent out the photos and received immediate replies from several of the guys. She only sent out the nude pics with the writing and her ID to the one guy though who I learned was named Mark. He didn't respond to Sara until the following day and his message made Sara a bit upset. He said that she was a ugly slut with no make-up, granny panties, and a hairy bush. He said he'd be willing to give her a second chance but she'd have to prove her dedication to him. Sara was mad but also strangely turned on it seemed. She had never been challenged like a guy like that before and she could be a bit stubborn. The following day, she went to the mall and got some sexy lingerie.

She started at a Victorias Secret but couldn't find anything quite to her liking. She eventually went to a costume store and got some novelty lingerie and outfits. Her favorite was a catholic school girls outfit with a white crop top, a short plaid skirt, and a white thong that said slut across the front. She then went and got a brazilian wax which she had never done before. Her body was completely hairless below the neck and she looked incredible. She picked up some makeup too and then headed home.

I was getting ready to head to work for the night and Sara was in the bathroom putting on makeup and trying on her new outfits. She eventually emerged and my jaw hit the floor. She was wearing the school girl outfit with no bra so her nipples were clearly visible. Her hair was in pigtails and she also had eye liner on and red lipstick which I had never seen her wear before. She asked if I could help her again before I had to leave. I obliged but instead of just taking pics this time, I'd be holding her phone while she had a FaceTime call with Mark. Sara started the call and surprised me by calling him sir at the start. Mark immediately noticed someone else was holding the phone but Sara explained that it was just her roomate who was gay. She turned the camera to show me quickly and I meekly said hi. Turning back to Sara, she asked Mark if her new appearance was more to his liking. Mark didn't respond to her question.

Instead, he commanded Sara to get on her knees and she complied. Mark asked me to pan around her. I walked completely around Sara showing off her entire body for Mark. Mark then told Sara to lay on her back and remove her panties. She responded quickly and was soon laying there with her legs spread in the air showing off her newly shaved pussy. She looked incredible and I was so humiliated being the cinematographer to her strip show. Mark asked her to rub her pussy and she did. He asked her if she was wet and she replied that she was soaking. Mark told her to get her panties and use them to dry off her pussy. Sara complied and Mark told her to get back on her knees and put her panties in her mouth as soon as she was done. Sara followed every order and Mark seemed pleased. Finally Mark agreed to meet her. He said he'd message her later with an address. Before signing off, he told Sara to give her gay roomate her panties and get some new ones.

The call ended and I didn't know what to say to Sara. She was still really turned on but said I should go to work so I wouldn't be late. As I started to head out the door, Sara remained on her knees. She stopped me at the last second and reminded me that I should take her panties. I asked what I should do with them but she said she didn't care. Mark said they were mine now and she had to get new ones per his request. I picked up the panties, put them in my pocket, and left. I peered through the edge of the window blinds while walking outside and saw Sara still on her knees but masturbating again. I watched for a few seconds but I was already late for work and reluctantly got into my car.

My head was spinning at work from what had occurred with Sara earlier that night. Work was pretty quiet so I had a lot of time to just sit and ponder what was happening. I had forgotten about Sara's panties until they fell out of my pocket when I reached for my phone. No one was around but I still picked them up quickly as if they could be seen at any moment. I went into the bathroom. For some reason, I decided to try on Sara's panties. I got completely naked and then slipped them on. They were silky and felt great against my cock.

I got an erection quickly and started to masturbate. A minute later, I received a text from Sara. She said she just confirmed that she'll be meeting Mark tomorrow and included a smiley face at the end. She then texted that she was sorry that things got crazy earlier that night but that's what Mark wanted from her. I told her it was ok and wished her good luck on her date in case I didn't see her before she left. She then texted me a pic of her wearing her schoolgirl outfit and I came almost immediately. She was so hot and slutty and I had never seen her act like that before. It was crazy and intoxicating to learn about this secret fantasy she had.

After cumming, I kept her panties on not knowing what else to do with them. They were so light and thin that I barely noticed them most of the time. I got home around 10:30am and there was a note from Sara on the fridge that said she went to the mall to get some more outfits with a heart at the end. I was exhausted and fell straight into bed with all my clothes still on.

Many hours later, I woke up hearing Sara rummaging around the living room. She was getting ready for her date. I headed into the bathroom and jumped into the shower. While stripping, I realized that I was still wearing her panties under my clothes. I quickly threw her panties in a drawer so she wouldn't notice. I sat under the shower head for a few minutes before Sara entered. I stood up and she immediately stared at my waist. I looked down and to my horror her panties left an outline crease in my skin. You could clearly see the thong lines heading into my butt crack on the back. Sara had a wry smile and I embarrassingly admitted that I tried her panties on.

Sara asked if I liked them and I responded by just saying they were soft. I'm sure she would have teased me a bit more but she said she needed to leave for her date. She was wearing a skin tight pink dress that was partially see through and you could see her black panties and bra through it. Her hair and makeup was done up as well and she looked like a hooker in the best way. She did a spin to show off her complete look and I told her she looked beautiful. She kissed me and I wished her good luck. Before she took off, she told me she'd send me a pic during her date if I sent her a pic of myself in her panties. I didn't have time to respond though and she ran out the door.

After I got out of the shower, I put her panties back on and pondered how to take a picture for her. I set up a camera on the towel rack in the shower and found an angle where I could face the camera and also show my backside in the reflection of the mirror. I sent Sara the photo and she responded with a smiley face. A few minutes later, she sent a pic of herself still in her pink dress. She was in her car and said she was just outside a bar where she was meeting Mark. She said she didn't know how long it would be but she would text me when it was over.

Later that night, I still hadn't heard back from Sara. I tried to occupy my mind with other things as best I could but I was a wreck regardless. Around midnight, Sara texted and said she was coming back to our place with Mark. She said they'd be back in an hour and I should clean up, move my stuff from our bedroom to the guest room, and remember that I'm just her gay roomate when Mark gets there. I scrambled to move everything around and clean our bedroom of my obvious presence. I had just moved the last items into the guest room when Sara and Mark stumbled in.

They were both a bit drunk. Sara said hi and introduced me to Mark. He shook my hand with such high force that I thought he might break it. Sara said that Mark was gonna stay the night and asked if it was ok. I said of course with a deep feeling of shame. Mark thanked me for helping Sara take all those wonderful photos and I replied that it was no problem. Sara then admitted that she told Mark that I had worn her panties and even showed him the pic I sent while they were at the bar. I was so humiliated but it was about to get so much worse. Sara asked if I was still wearing them and unfortunately I was. Sara asked me to show them and I reluctantly started to unbutton my pants. I pushed my pants down to reveal the panties underneath and took off my shirt. Mark laughed and Sara joked that we could just share outfits now. Sara and Mark headed into the bedroom. I turned off the lights and then went into the guest room wearing just Sara's panties.

The main bedroom and guest room were side by side and it's an understatement to say that I could hear everything that was happening through the wall. Mark was super dominant and commanded Sara at every moment. Sara, in turn, was extremely obedient and said yes sir or yes daddy to every request. He first instructed Sara to strip off her clothes. He then made her pose in various positions and show off her entire body to him. While she posed in doggy style, he took the opportunity to give her a few good spanks. He told her to crawl around on her hands and knees and laughed while watching her. Eventually, he commanded her to sit in front of him on her knees. I heard him drop his pants and I assumed he was now standing with his cock directly in front of Sara's face. He told Sara to beg for his cock. She started normally just saying things like 'I need your cock' and 'I'm so wet'. I guess he wasn't pleased with her creativity so she started to get dirtier saying 'I want to taste your cum' and 'Pound my pussy'. Mark still wasn't pleased and told Sara to try again. Sara then went fully unhinged and pleaded 'You have the biggest cock I've ever seen'. 'I want you to stretch me out', 'You can do anything you want to me', and 'I'm a slave to your cock'.

Mark finally accepted her begging and told Sara to suck his dick. He used Sara's mouth and teased her repeatedly for the next twenty minutes calling her a dirty slut and a cock whore. He made her suck his balls and rim his ass, both of which she had never done with me. He then threw her on the bed and told her to beg for his cock once again. I imagined Sara with her legs spread with Mark's cock just inches from her pussy. Sara pleaded for Mark's cock and told him that her pusssy was his property. I then heard a moan which I assumed was Mark shoving his giant cock into Sara. He started pounding her and I could hear the bed shaking. He told Sara she could only cum if she asked for his permission first. As a result, I got to hear Sara crying for permission to cum a dozen times over the next half hour. I had a rock hard erection the entire time and Sara's soft panties rubbing against the head of my cock had me on the verge of cumming.

Eventually Mark told Sara that he was going to cum. He pushed Sara onto the ground and told her to open her mouth and stick out her tongue. I then heard Mark grunt and Sara said 'yes, give me your cum daddy' followed by 'aww, so good' and 'i love your cum'. I came too without even touching my cock and made a huge mess over myself and Sara's panties. Mark got dressed but made Sara stay naked on the floor covered in his cum. He asked Sara for a marker and then wrote something on her body. He then told Sara to smile and apparently took several photos of her before leaving.

I walked out into the living room wearing Sara's cum covered panties and Sara opened the bedroom door and walked out as well. Her face and hair was covered in cum and she had 'Mark's Cum Slut' written in marker across her chest. Sara noticed that I had cum in her panties and walked over to me. She gave me a kiss and I instantly tasted Mark's cum in her mouth. She then grabbed me by the hand and led me into the shower so we could both get cleaned off.

Since this meeting, Sara has met with Mark several more times. She continues to regularly send him naughty pics with my help. Mark even had her make a short video where she was naked, masturbating, and begging for his cock. Sara also got me a few more pairs of panties that I wear almost every day. We don't have sex anymore but our relationship is more exciting than ever.

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