Hello,
My girlfriend Lilly and I have always had a bit of an open relationship. We first met in college and fell for each other quickly. On the summers and holidays in between semesters though, we both dreaded the idea of a long distance relationship and agreed to be non-exclusive while we were separated. We still talked to each other every day. It was just understood that if you were at a party or a bar or somewhere and the opportunity struck, it was ok to hook up with someone else.
We didn't want to reveal every detail of our random hookups with each other but we developed a euphemism so we wouldn't be hiding the events entirely from each other which felt a bit like cheating. So the euphemism was to call the hookups a "headache". If she had a hookup the previous night, Lilly would say something like "I had a headache last night and couldn't sleep all night". Alternatively, if she thought she might get lucky later that day, she might say "I think I'm getting a headache. I'm gonna take an Advil and get some rest".
It was a good system overall but it became evident quickly that Lilly could attract many more partners than me. Our first summer apart, she hooked up with four other guys while I just hooked up with two other girls. The summer after that, she met six different guys while I just managed one other girl (shamefully I must admit and lied about having a second hookup just so Lilly didn't feel bad outpacing me by so much).
By the time we got back together in college though, we were exclusive again and had a great relationship. As you can tell, Lilly is a very sexual person and we had sex almost every day. It was thrilling and I thought myself to be one of the luckiest guys in the world to have such a hot girlfriend who was constantly horny and willing to do almost anything sexually.
After graduation, Lilly and I moved into an apartment together. Our relationship continued as normal for several months until Lilly admitted one night that she missed the summers that we used to have when she could go wild for a night and meet a random guy. It wasn't that she didn't love me or didn't enjoy having sex with me. It was just that she enjoyed the lifestyle of an open relationship and the excitement that added to her everyday. Though I was fully happy being exclusive with Lilly, it wasn't a bad deal for me either to adopt an open relationship. We discussed it over several nights and finally agreed to have an open relationship with certain guidelines. First, nothing could ever become too serious with someone else. It had to be purely flirtatious and sexual but not slide into relationship territory. Second, we could only hook up with other people between the hours of noon on Saturday to noon on Sunday. Every other day of the week we'd still be exclusive. And lastly, we couldn't hook up with other people in our apartment. If you did meet someone, you had to go to their place or get a hotel room.
The following Saturday, we parted ways. Lilly had a girl's night with a few of her friends and I met up at a bar with a few of my guy friends from work. I was at the bar for a couple hours and my friends left around 9pm. I stayed around to 'have another drink' but my real plan was to try to seduce some girl there. I saw some girl at the other end of the bar and sat next to her. She was very friendly and accepted my advances as we flirted for half an hour together.
I thought I had a good chance with her so I went to the bathroom to text Lilly. I told her that I was maybe coming down with a headache with a smiley face. A minute later, Lilly responded thumbs up but added that she currently had a very big headache and would need to go to bed early to sleep it off. I was instantly jealous which I had never felt much before when Lilly hooked up with others. I gathered myself and walked back to the girl at the bar but I was thrown off my game and kept thinking of Lilly and what she meant by a 'big' headache. Eventually I got the girl's number but it was a no-go for a one night stand. She left the bar and I had one last drink before heading home myself.
It felt terrible coming home to an empty apartment knowing Lilly was getting railed by another guy somewhere. As I imagined her night though, I started to become aroused. Completely in my head, I developed an entirely fictional story arc for her and this random guy who picked her up at a bar, made out with her in the alley, fingered her under her dress, and then drove her around while she gave him a blowjob from the passenger seat. It drove me wild despite knowing that the true events were undoubtedly more mild. I masturbated and came in the sink before heading to bed alone.
The next morning around 10am, I was still sleeping when Lilly came home. Her hair was wet and she explained with a bit of a grin that she took a shower to get rid of the last bit of her headache before coming home. She asked how my night turned out and I admitted that I narrowly avoided my headache. Lilly apologized and joked that I'll get a headache eventually.
Our Saturday night outings continued roughly twice a month for several months. Lilly was able to meet a guy almost every night she went out it seemed. She even expanded on our euphemisms by texting me that she was getting a 'sore throat', meaning that she was giving a guy a blowjob. I felt even more jealousy knowing she was doing things like that with other guys that weren't about her own direct sexual gratification. I always assumed she was giving guys blowjobs but it hurt a bit to have confirmation. And it didn't make sense because a blowjob is obviously a good alternative to her getting fucked by a guy from my perspective.
My batting average was much worse in comparison. In total, I was able to kiss two girls I met at bars and clubs but I struck out any time I tried to go further than that. One struggle is that most girls don't want to bring a new guy to their own home. Lilly, on the other hand, had no trouble getting invited home by the guys she met. So with our rule of 'no hookups at our own apartment', I was at a disadvantage compared to Lilly.
Lilly noticed my inability to keep up with her and eventually suggested we meet with another couple together. She explained that she knew a girl who was a swinger with a boyfriend. Lilly proposed that we invite them over to the apartment and then she could hook up with the guy in our bedroom at the end of the night while I hook up with the girl in the living room. I was hesitant but Lilly assured me the plan would work out well for both of us.
The next Saturday, Lauren and Mike came to our apartment. They were both very attractive and friendly. After some brief small talk, we awkwardly asked how the whole swinging thing worked. Lauren explained that they usually play a sexy game to help get everyone in the mood first before getting more intimate. We only had a deck of cards in the apartment and we quickly decided to play a game of strip black jack. We sat together on the floor around the coffee table in our living room. Lauren lost the first hand and confidently removed her shirt. I lost the next hand and followed suit. This sequence continued for several hands until all of us were just in our underwear.
The entire time Mike and Lauren were very flirtatuous, complementing us and make numerous sexual inuendos. Mike then lost the next hand. He stood up and pulled down his boxers, revealing his giant cock to both Lilly and me. He was semi hard and I could tell he was at least two inches longer than me. He went to the fridge and brought back everyone a drink before sitting down behind Lilly. She then leaned back against him and he put his arms around her. I had never seen Lilly with another guy in person and I was completely on edge. Lauren lost the next two hands in a row and was now completely nude as well. She snuggled up against me while Lilly and I battled each other directly. Lilly lost the next hand and MIke helped her remove her bra. And then for the last hand, Lilly lost again. She stood up and I watched as Mike pulled down her panties and she was now standing completely nude in front of him.
I was congratulated for winning the game but I felt like the biggest loser as I watched Lilly hold Mike's hand and walk into the bedroom with him. Lauren then focused her attention on me and we started kissing on the couch. I was rock hard with everything Lauren was doing but also being able to hear everything Lilly and Mike were doing in the other room. Eventually Lauren pulled my boxers down and gave me a short blowjob before strandling on top of me on the couch.
Her big boobs bounced up and down in front of my face and I sucked on her nipple which made her groan. I assume Lilly heard Lauren and started to moan herself semi-competitively in the other room. I was completely distracted. Lauren was amazing but I couldn't stop thinking about Lilly and Mike. Lauren then hopped off of me and got into doggystyle position. I got up and started fucking her from behind. I tried my best to hold out but Lauren noticed that I was close to cumming. She told me not to cum inside her so I pulled out and shot several streams of cum on her back and butt. I got a towel and cleaned her off but I could tell she was a bit frustrated with my endurance. I apologized and said it was my first time doing anything like this. She consoled me and asked me to go down on her. I complied and licked her pussy while continuing to listen to Lilly and Mike in the other room.
Lauren was very sensitive and orgasmed several times over the course of ten minutes of getting licked. Meanwhile, I could tell Mike was still fucking Lilly as her moans got louder and louder. I was getting hard again and Lauren noticed. She told me to lie down face up on the ground and she straddled over me in 69 position. I resumed licking her pussy which she grinded roughly into my mouth while jerking my dick and occasionally licking the tip. Lauren orgasmed again on my face and soon after I could hear Mike cumming too. This sent me over the edge and I came for the second time, partially on Lauren's face but primarily on myself. We both got up and cleaned ourselves with the towel before putting our clothes back on. Lauren kissed but I could tell I hadn't been her optimal swinging experience. A few minutes later, Lilly and MIke came back into the living room. Lilly had such a glow on her face and Mike was obviously pleased. We awkwardly led Lauren and Mike out and said our goodbyes.
After we closed the door, Lilly asked me how everything went with Lauren. I said it was good but also admitted that I was a bit distracted hearing her and Mike. Lilly apologized but I said that it wasn't necessarily a bad thing. I explained that I was a bit jealous but also just really turned on hearing her having sex with another guy. Lilly smiled and led me into the bedroom. She sat me on the bed and asked if I wanted to know what she did with Mike. I said yes and Lilly then recounted in great detail everything Mike and her did together. I was entranced and hung on her every word. She explained every sexual position they were in and every orgasm that she had. And at the end of her story, she told me that Mike came on her chest and covered her boobs with cum.
Lauren saw my excitement about her story and asked me if I wanted to do this again. I asked if she meant swinging with a couple but she then clarified. She asked if I wanted her to hook up with another guy around me again. The hard-on in my shorts gave away the answer and I admitted to Lilly that I would like that. Lilly kissed me and we cuddled together in bed until eventually falling asleep.
The following week, Lilly and I were very affectionate with each other but we didn't have sex. It was probably the longest we had ever gone not having sex with each other while we were together. The next Saturday, Lilly and I went to a club together. I watched intently as she danced with several other guys on the dance floor. The first couple guys were respectful enough but the third guy was much more handsy. He fondled her butt and held her body tight against his own. Lilly accepted his advances and continued dancing with the guy for several songs. I stayed seated at the bar so no one would notice my erection from watching my girlfriend get felt up by a complete stranger. Eventually they stopped dancing and Lilly returned to me at the bar. She asked me how it was going and I told her it was thrilling to watch her dance with other guys. Lilly was pleased and went back to the dance floor. I watched her dance for another half hour with the same guy, eventually culminating with a brief kiss. I almost fell out of my seat at that point. Lilly then came back to me and we left the club together.
Over the next month, we went to clubs twice more. It was amazing to see Lilly dance with these random guys. My excitement each time gave Lilly confidence that this new dynamic was good for our relationship. In addition to the nights dancing, Lilly also told me more details about her previous hookups while we were at home. She saw how excited I was hearing every detail and she eventually let me masturbate while listening and she would also used a vibrator on herself. During this entire span, we continued to not have sex. It had been approximately six weeks with no sex, which was probably the longest Lilly had gone in her entire adult life. I could tell she was horny to go all the way with someone.
The logistics of how I could watch her hook up with a random guy were a bit difficult to figure out. Lilly didn't think the guys she met at bars and clubs would be ok being watched by another guy. We eventually decided that she should discreetly call me before her hook up so I could at least listen to them (as long as I didn't masturbate until she got home). That night, Lilly went out while I stayed at home. Around 11pm, she texted me that she thought she was getting a headache. Then at midnight, my phone rang. It was Lilly. She said she was in his bathroom and just about to hook up with him. I told her good luck and that I loved her. Lilly then walked out and placed her phone face down on his dresser.
I heard them kissing for several seconds before Lilly said "I want to suck your cock". I then heard his pants unzip and Lilly exclaimed "Wow, you're so big". Lilly started sucking his cock and he moaned. This continued for several minutes before the guy asked, 'So are you single or married or what?'. Lilly took his dick out of her mouth and responded that she had a boyfriend with a bit of a giggle. The guy then asked if she liked cheating. Lilly said yes. He then asked if his dick was bigger than her boyfriend's. Lilly exclaimed that it was so much bigger. I felt ashamed and aroused at the same time.
The guy then told Lilly to get up and take off her clothes. I heard her disrobe and her clothes hitting the floor. The started kissing again and Lilly eventually told him to fuck her. They jumped onto the bed and Lilly moaned loudly as he inserted his cock into her pussy. He was slow at first but quickly picked up the pace. Eventually I just heard the bed squeaking back and forth interspersed with Lilly's loud moans. Eventually they repositioned into doggystyle. I heard the guy spank Lilly's ass and she moaned while saying "Fuck me daddy". I couldn't believe she said that. He spanked her again before inserting his cock and continuing to fuck her. Lilly moaned loudly and screamed that she was cumming. Her orgasm subsided but the guy kept fucking her hard. Eventually the guy was close to cumming and asked Lilly where he should cum. I was floored when I heard her response. She told him to cum in her pussy. Seconds later, he followed directions and filled her up. Lilly orgasmed again as his thrust got slower and harder.
Afterwards, Lilly got dressed, said goodbye, and left the guy's house. He wanted her to stay but she gave him her number and said they could meet again. As she walked back to her car, she picked up the phone and told me she'd be home soon. I waited anxiously until she eventually arrived. She walked in with a grin and asked how she did. I told her she was incredible. Lilly asked if we should do this again and I said definitely. She took off her dress and got ready to jump in the shower. As she peeled off her panties, she noticed my interest in them. I could see they were a complete mess with his cum that had leaked out of her on the way home. Lilly smirked and said she usually didn't let the other guys cum in her but she got caught up in the moment. She asked me if I wanted to masturbate and I said yes. I got naked, sat on my knees, and started jerking off in front of her and she leaned against the sink. She told me more details about the guy and his dick while holding her dirty panties in front of me. I think she just meant to tease me but I leaned forward and let her panties hit my face. Lilly responded by pushing them into my mouth and I tasted a mixture of her juices and his cum. I came almost instantly and Lilly laughed. She threw a towel on me and jumped into the shower. I cleaned myself off and headed back into the bedroom.
Since then, Lilly continues to hook up with other guys once or twice a month. Sometimes she'll call me beforehand so I can listen but other times she just tells me the story details afterward. We still don't have any sex but we're both loving the cuckold/hotwife lifestyle.
Lilly - bluebare56@gmail.com
