Hello,
I first met my girlfriend Nicole while we were sophomores in high school. We lived just a couple blocks away from each other but I went to public school and she went to an all girls private religious school. I asked her out when I saw her at the movies one day and we've been dating continuously since then. Among my friends at my school, it was a common joke to question my girlfriend's existence since she went to a different school.
Over time though, most of my friends met Nicole at various outings and she was able to prove her existence to them. Those who met her though questioned how I came to date such a beautiful girl. I wasn't a slouch but Nicole definitely turned heads wherever she went. I tried to take it as a compliment but I'd be lying if I said I didn't have doubts too. We had a great relationship though and spoke on the phone every day that we didn't see each other in person.
By the end of our senior years, both Nicole and I were still virgins. We had discussed having sex several times but Nicole was more religious and generally cautious about losing her virginity. It wasn't that she was waiting for marriage. It's just that she wanted to make sure it happened in the right way and at the right time for her. As an adolescent boy, I of course wanted to have sex as soon as possible. However, I respected Nicole and never pushed it too much. We kissed a lot but Nicole wouldn't let me touch her boobs or butt. I also never saw her naked or even partially dressed, aside from her wearing a bikini at the pool. She was maybe a bit of a prude but I loved her so much and my minor sexual frustrations didn't affect my feelings for her at all.
During high school, Nicole and I always talked about how great it would be when we were in college together at last. Unfortunately, we didn't end up getting into the same school. Nicole got better grades than me and was accepted to the big state university. I however had to go to a city college with the hope of improving my grades and transferring to the state university a year later. Both Nicole and I saw the separation as a minor speed bump in our relationship. We had been somewhat separated already in different high schools and we pledged that we could make it another year at different colleges. Our schools were only an hour apart so it wasn't impossible to still see Nicole in person once or twice a week.
A few months later, Nicole moved into the dorm at her new school. I called Nicole that night and she was very excited. She said she met a lot of cool people in her dorm already and was excited to go to her first classes just a couple days later. Nicole's dorm was coed so that was also a big adjustment for her coming from an all girls school. I was jealous that I wasn't there to share the experience but happy that it had been positive for her.
A week later, I got an unexpected message from a guy named Nathan who went to high school with me. I didn't know him super well. I had several classes with him but he was more of a jock and I didn't hang out with him too much outside of class. In his message, he said that he met a girl in his new dorm named Nicole and he asked if it was the same Nicole that I had supposedly dated in high school. I told him it was. He asked if we were still dating and I said yes. He replied with just a thumbs up and laughing face emoji. Nathan's messages unsettled me but I didn't want to bring them up with Nicole. Nathan was probably just one of a hundred guys she had met over the last week.
Nicole and I continued to talk every day and I visited her college for the first time just a couple weeks later. She gave me a tour of the campus and her dorm. As we walked down the hallway to her room, I saw a name placard for Nathan on a door. It was just fifty feet away from Nicole's room. I felt so jealous even though I had no reason to, at least yet. Nicole let me into her room and we sat on the bed and talked for a long time. I thought something more might happen between us sexually but we just kissed. Eventually she said she had to go to a study group for one of her classes and we parted ways.
As I walked back to my car in the parking lot, Nathan saw me and ran over to me. I tried to be pleasant with him and just say it was a crazy coincidence that he and Nicole ended up in the same dorm together. He laughed and agreed. Nathan then said he'd keep an eye out on Nicole for me. I thanked him but said it wasn't necessary. Nathan then explained that a hot girl like Nicole is gonna get a lot of attention and I wouldn't want her to be constantly harassed by random guys. Eventually I thanked Nathan for the offer and he said he'd keep in touch and let me know how it was going.
Over the next month, Nicole and I continued to talk regularly and visit each other every weekend. Nicole did have a few days where ‘something came up’ or ‘things got busy’ and she wasn’t able to talk to me. This broke our streak of communicating with each other every day. It was ok for me though and, truth be told, maintaining a long distance relationship with daily calls can be a bit draining. You're just reminded each time you talk to them that you're not there with them.
The long distance relationship fatigue seemed to hit Nicole harder than me though. It culminated one weekend when she came over to see me and was basically crying the entire night saying she felt like she was letting me down. I told her she wasn't and eventually managed to console her. After talking about it for hours, we agreed on some new relationship rules. First, our relationship would become an 'open' relationship. Nicole felt like our relationship was keeping her from meeting new friends and trying out new experiences.
It wasn't that she wanted to hook up with everyone she met. It was more that our relationship felt like an invisible anchor and she always felt like she was violating my trust just by going to a party and dancing with someone. The second rule was that we'd still communicate but less often. It was hard for Nicole to block off a half hour to call me everyday with homework and studying and everything else. We agreed to talk every week on Sunday. And the last rule was that no matter what we did in our newly open relationship, we had to tell the other about it. If we were gonna stay in regular communication, there was basically no other option than full honesty. I told her I wanted to hear everything, even if she ended up kissing another guy some night. Nicole agreed and requested the same from me.
I went the next six days without hearing anything from Nicole. It was the longest we went without talking since we first met. I did hear from Nathan though. He sent me a message just saying that he heard about our open status and he was sorry for me. I assume Nicole had told him along with her other friends in the dorm. Come that Sunday, I got a call from Nicole. She said it felt strange not to talk to me everyday but she was hopeful our new relationship would be good for both of us. We exchanged some random stories before Nicole mentioned Nathan a bit out of the blue.
She said he was a friend in her dorm and she just found out that he went to the same high school as me. She asked if I knew him. I said I didn't know him too well but I had a couple classes with him back in the day. I didn't mention our current correspondence. Nicole said she thought Nathan was nice and one of the few guys in the dorm not obsessed with girls and partying. I didn't know how to respond and inadvertently implied that he had been that way in high school too. I just wanted to get the subject off Nathan and didn't know what I was saying to be honest.
A few days later, I got another message from Nathan. At first, he just asked how I was doing. I said well enough but still adjusting to things with Nicole. Nathan continued by saying he was still keeping an eye out on Nicole for me. I thanked him. He then asked if she mentioned anything about him. I said she asked if I remembered you from high school and I told her I did. He asked if I said anything else. I replied saying I don't know... I think I just said you're a nice guy. Nathan replied with a thumbs up. About an hour later, he messaged me again. He told me not to freak out but he thought Nicole might be into him. I didn't know how to respond.
I just said she's allowed to pursue other guys now. Nathan continued by explaining that he thought it was a good thing for me cause I wouldn't want Nicole hooking up with some random guy who wouldn't treat her well. I meekly replied with I guess. Nathan then said I should help him. I asked how. He said I should talk him up to Nicole and say if she was gonna date any other guy it should be him. I told him I wasn't very comfortable giving her relationship advice for other men. He then said he'd keep me up to date on everything he did with her so I can make sure she's staying honest with me. At the end, I decided that I didn't really have any control over the situation either way. I told Nathan that I would try to help him out so at least I could get his perspective later on whatever happened. Nathan was excited and thanked me.
The next weekend while I was talking to Nicole, I mentioned that I remembered Nathan better now and was just a bit confused when she asked initially out of context. I said he's a really nice guy and everyone else really liked him in high school. I told her she should stay friends with him. Nicole seemed happy that I said that and agreed that she would.
A few days later, I got a message from Nathan. He said that Nicole came over to his dorm room last night and they watched a movie on his laptop while both sitting on his bed. I was jealous but didn't want to overtly pry for too many details. I simply asked if anything else happened. Nathan said it was pretty chill but she did get tired and rest her head on his shoulder near the end. He asked if she was a virgin and I said yes. He replied by saying that's hot. I didn't know how to respond. I asked him what he planned to do next. He said there was a party the following night and he was gonna try to go there together with Nicole. He said he'd share details afterwards.
A couple days later, Nathan messaged me again about the party. He said it was amazing and shared a pic of Nicole and him that one of his friend's took. Nicole was wearing tight jeans and a white crop top that showed off her stomach. They hand their hands around each other playfully as they posed for the photo. I asked what happened and Nathan explained that they danced together for nearly an hour. At first, they were just dancing in front of one another. But since almost everyone else was grinding around us, Nicole eventually let him get closer and rub against her as they danced. By the end, he said he had his arms around her and was thrusting his crotch into her ass while she gyrated back against him. I had never danced with Nicole like and felt jealous. He told me to keep putting a good word in for him and I promised I would. Afterwards looking at the photo that Nathan sent, I masturbated while staring at Nicole and imagining scenes of her dancing against Nathan in my head.
Later that week, Nicole and I spoke and she mentioned the party. I asked her how it went and she said it was really fun. Without mentioning Nathan directly, she said she danced with a guy and it was a bit awkward at first but then she figured out what to do by watching other couples dancing around her. I thanked her for telling me about it. She asked if I was jealous and I admitted I was a little bit but that shouldn't hold her back at all. I wanted her to have the full college experience and not be constantly worrying about me. Nicole seemed happy with my response.
She then said she went shopping that morning and got a new outfit. She was embarrassed though because it was a bit more revealing than anything else she typically wears. I asked her to send me a photo and she agreed. A few moments later, I saw the image she took of herself in the mirror. It was a pleated skirt but very short. And on top there was a tight tank top that showed off her cleavage. I said she looked incredible. She said she was nervous to wear it anywhere outside but I told her she should.
Later that afternoon, I got a message from Nathan. He said Nicole sent him a sexy photo earlier. I asked what it was and he sent me a screenshot of her message. It was actually the same exact photo she sent me that morning. In her message, she asked Nathan if it was too much and Nathan asked her to just come over and let him see. Nathan explained that Nicole then came to his room and he reviewed the outfit in person as she spun around for him. He told her it was great and not too revealing at all. Apparently she was happy and then decided to keep it on and wear it for the rest of the day. Piecing together the sequence of events in my head, I realized that Nicole had messaged Nathan almost immediately after talking to me. That night, I messaged Nicole and just said thanks for sending me the photo and I loved seeing her dressed like that. Nicole replied with a winking face and said maybe she'll send some more pics in the future.
During my call the next week with Nicole, she mentioned that she shared a couple classes with Nathan and they started studying together some nights. With a leading question, I asked if they studied at the library. Nicole then clarified that it was usually just in her room or his room. I asked if she thought Nathan liked her at all, like more than friends. Nicole paused and then eventually said she wasn't sure. She asked if it was weird for her to talk about Nathan as potentially more than a friend. I told her it was ok. It was probably gonna happen eventually with someone and we were gonna have to cross that bridge at some point. I said I just wanted her to be honest and not block out aspects of her life to me. Nicole paused again before admitting that she did have a bit of a crush on Nathan.
I told her that was ok and thanked her for telling me. Confiding in me, Nicole said that she was so awkward and anxious whenever she was with Nathan. She explained that she wasn't sure what to do. I joked that neither of us were experts in dating other people but she should just be natural but make it clear to Nathan that she had some interest. I said some guys were obvious and missed a lot of the hints that girl's give. Nicole said she'd think about it and thanked me for listening to her.
A few days later, I received an unexpected mid week message from Nicole. It contained a photo of her in her bed in pajamas. I told her she looked incredible and she replied with a heart. A couple days after that, Nathan messaged me again. He said that Nicole and him had been studying the previous night in his room together. After they finished, she lingered in his room and they talked and listened to music together. Nicole then said she was getting tired and was gonna head to her room to go to bed. But she gave him a hug before leaving and they ended up hugging awkwardly for several seconds, swaying back and forth. Eventually Nicole looked up at him and he bent down and kissed her on the lips. She reciprocated the kiss but they didn't make out. Nicole then broke off the kiss and left.
A day later, Nicole told me about her kiss during her call. She said she was so embarrassed but also relieved that Nathan did apparently like her too. She asked if I was jealous. I admitted I was but said it was ok. I asked if she planned on dating him or doing anything else with him. Nicole said she didn't know but was definitely interested in spending more time with him. Nathan was the second guy that Nicole had ever kissed with me being the first. And I knew that if things progressed with him, Nathan would soon be doing things with Nicole that I had never gotten to experience with her. Nicole asked what I thought she should do and then immediately said sorry and that her question was inappropriate. I said it was ok and I would give my advice simply as a guy and not her old boyfriend. I told her she should pursue Nathan because it seemed like she liked him and he.made her happy. But I warned her to be confident and not doubt herself at every step. I told her she was beautiful and sexy and I had no doubt that Nathan thought so too.
Later that week, Nathan messaged me and said whatever I told Nicole definitely did the trick. He said they were studying again and both laying down on her bed. While taking a break, Nicole rolled over and asked if he was gonna kiss her again. Nathan asked if she wanted him to and she said she had been waiting all night. Nathan then immediately kissed her and they made out for several minutes while lying next to each other in bed. This action was a step farther than any action I had done with Nicole before. We've made out but never in a bed and lying next to each other. I asked Nathan what happened next. He said they cuddled in bed and eventually Nicole fell asleep. Her head was on his arm and he didn't want to wake her up so he stayed there and eventually fell asleep too. They woke up together still cuddling early that morning. I was so jealous. I asked how she was in the morning and he said she seemed happy and they kissed again before he had to leave for class.
Two days after that, Nathan messaged again. He said Nicole and him had an actual date going out to a restaurant. She wore a dress and heels. Afterwards, they returned to his room and immediately started making out. They were touching each other a lot and he said Nicole let him grab her butt and also fondle her side and under boob. At one point, he took his shirt off and they continued kissing while Nicole touched his chest. Nicole then put her hands up and let Nathan pull her dress off over her head. She was just wearing a bra and panties underneath. They resumed kissing while partially clothed and eventually fell into his bed. He said they kissed and touched some more but Nicole didn't let him go too far. Her underwear stayed on the entire time. I was amazed. I had never seen Nicole in her underwear in my life. I thanked Nathan for the update and told him I'd keep helping him out.
Come our Sunday call, Nicole updated me on the two events that I already heard about from Nathan. I fixated mostly on the second one and asked what it was like to be with him in just her underwear. She said she was nervous but also really turned on. I asked if she planned on going even further with Nathan and she said she thought so. She asked if that was ok and I said yes as long as she told me the details. She then asked if I liked hearing about her and Nathan and I admitted I did. I was living vicariously a bit through Nathan and I also just enjoyed imagining Nicole become more comfortable with being sexual. I protested that the worst part though was that I wasn't the one who actually got to see her in her underwear. Later that night, she sent me a pic of herself in bra and panties and I immediately jerked off to it two times in a row.
Nathan and Nicole had another study later that week that again devolved into kissing and semi-dressed groping. Nathan took off his pants this time and Nicole got to feel his bulge against her body. A few days later, they slept together in just their underwear. And a day after that, Nicole let him take off her bra and see her boobs. Nathan held her boobs in both hands and licked her nipples. Nicole also touched his bulge with her hand over his boxers. Getting updates on these events from both Nicole and Nathan was exhilarating. Days later, Nathan told me that he ran into Nicole while he was coming back from the shower with a towel wrapped around his waist. She followed him into his room and they started kissing as soon as he closed the door.
A minute later, he said his towel unravelled and fell to the floor. He was now completely naked standing in front of Nicole. She reached out and. held his dick with her hand and jerked it back and forth a bit as they continued to kiss. She then kissed his chest, then his stomach, and bent over so her face was in front of his cock. She took it into her mouth and sucked it for a few seconds before standing up. Nathan then told her it was a bit unfair to be the only naked one and Nicole took off all her clothes including her panties for the first time in front of him. They made out more completely naked and she jerked his dick with her hands until he came on her stomach and leg. Nicole was surprised but not scared by it. She used his towel to clean off, got dressed, and then had to run off to a class.
While Nicole was telling me this story, I was completely enthralled with every detail and I think Nicole could tell that I was turned on as well. I told her I couldn't even imagine how incredible she looked naked and she said she may let me see next time we meet. I asked her how she felt about giving a handjob and she said she liked it and it made her feel very horny. She said she didn't even know what she was doing but it just kind of happened and felt natural. And when he came, it was a complete surprise but she was happy she was able to make him orgasm.
Later that week, Nicole and Nathan slept together naked and Nathan was able to touch Nicole's pussy and finger her for the first time. Nicole eventually orgasmed while he was rubbing her clit and licking her nipples. She then reciprocated by giving him another handjob as they made out. Nicole told me afterwards that she tasted some of his cum on her fingers and it wasn't as bad as she expected it to be. Nathan continued to give me updates as well and described Nicole's sexual mannerisms in detail to me. Nathan had been with several other girls sexually in high school so he had done all this stuff before. He said it was extra hot with Nicole though because she was doing everything for the first time.
We had Thanksgiving break the next week and I was able to see Nicole in person back at home. We talked a lot and she still let me kiss her. She said it felt a bit weird being with two different guys simultaneously but she still loved me and didn't want to give that up. Unfortunately, Nathan also lived in our same town so Nicole went and saw him the next day at his house. They went swimming in his pool and made out and fondled each other in his hot tub. They then went into his bathroom to get changed and Nicole gave him her first blowjob. I got a message from Nathan that night that Nicole gives really good head and Nicole told me about it in more detail the next day as I hung out In her room. I asked if she enjoyed it and she said it was more strenuous than she thought it would be but it was also her first time so maybe she was doing it wrong. I asked what she did after he came and she said she thought she swallowed most of it but did spit out a bit onto a towel.
I was turned on hearing all these details and Nicole noticed. She touched my bulge over my pants and asked why I was so excited hearing about her hook up with another guy. I couldn't explain it and apologized but said I had been dreaming about her in these situations for so long that it was hot to hear about them even if I wasn't directly involved. Nicole paused and then asked if I wanted to see her naked. I said of course so she stripped off her clothes and stood in front of me. She then told me to do the same. I took off my shirt and my pants and then slowly pulled my boxers down revealing my dick to Nicole for the first time. She looked directly at my dick and I could tell she was probably comparing it to Nathan's. I asked if I could touch her boobs and she said yes. As I fondled them, we kissed and she reached out and touched my dick. She jerked me just a few times and I came onto her bedroom floor. Nicole laughed and said that was quick. I asked if she wanted me to finger her or do anything else for her but she said no. We both got dressed and called it a night.
A couple days later, we were back at our schools. Nathan told me he bought a pack of condoms and was hoping to use them soon with Nicole. She had given two more blowjobs and he had also gone down on her and licked her pussy until she orgasmed. And it didn't take long either. The following day, Nathan messaged me and said he fucked Nicole the previous night. I was floored. He took her virginity. And the next day, they fucked again. And once more two days after that. Nathan said the first time was a bit awkward and he tried to be really careful with Nicole. By the third time though, he said she really enjoyed it and had multiple orgasms. I talked to Nicole about it later that week and she apologized that I wasn't the one to take her virginity. I said it was ok though I was somewhat boiling inside with jealousy. I asked her about the experience and Nicole described it in surprising detail. She said she liked doggystyle the best but also straddling on top of Nathan was good cause she could control the pace. After we ended our call, I immediately pulled my dick out and started jerking off.
For the next few weeks leading up to Christmas break, Nicole and Nathan fucked three or four times a week. They fucked in both their rooms and even fucked once in the shower. I was completely jealous at how openly sexual Nicole was with Nathan now. Nathan even shared a couple messages from Nicole with me where she talked dirty and sent him naughty photos that showed her nipples and butt. I masturbated to these photos no less than two dozen times. Nicole kept her open conversations with me but a lot of the individual details of her hookups with Nathan were old hat for her now and not noteworthy to share. I asked Nicole if we'd have sex over Christmas break and she said she'd think about it. She noted that she was uncomfortable sleeping with two separate people at the same time but also felt bad for me and still wanted our relationship to continue at some level.
Finally we reached Christmas break and Nathan went on a trip with his family so I had Nicole to myself for a week at home. We talked a lot and kissed some. In general, Nicole seemed a bit less interested in me than normal. When we were alone at her home one day, I asked again about having sex and Nicole basically shrugged her shoulders and said ok. I thought it would be more romantic but Nicole just stripped to her underwear and I stripped down to my boxers. We kissed for a few seconds before she pushed me onto her bed and pulled my boxers down. My cock shot straight up. I laid down as she stood in front of me still wearing her bra and panties.
She jerked my cock with her hand and then leaned over and took it into her mouth. It felt amazing. She sucked my dick for about a minute and I felt like I was on the verge of cumming the entire time. She then walked over to her purse and pulled out a condom. She walked back and opened the condom. She then positioned it over my cock and started to roll it down. Once she got it all the way down though, we realized that it was quite loose.The condom size that she had used with Nathan was too big for me and I felt humiliated. Nicole said she didn't know what to do. She took the condom back off and started giving me a pity blowjob. A half minute later, I told Nicole I was about to cum and she took her mouth off my dick and jerked it with her hand as I ejaculated onto my chest. Nicole then gave me some tissues and I cleaned myself off as she got dressed. I had missed this opportunity to lose my virginity and felt terrible.
I didn't see Nicole on Christmas Eve or Christmas Day but I did meet with her again a couple days after. We went to the movies and then just talked for a long time while sitting outside. I eventually worked up the courage to bring up the issue we had previously with the condom. Nicole apologized and said she felt bad afterwards. I asked if she used those same condoms with Nathan and she said yes. WIth a gulp, I asked if his dick was a lot bigger than mine and Nicole confirmed that it was. She told me it was ok though and not a big deal for her. She even joked that it made giving me blowjobs a lot easier. I still felt deflated though. We kissed at the end of the night and I asked Nicole if she wanted to hang out on New Years Eve. Unfortunately, she told me she was already committed to going to a party with Nathan that night.
The party was at Nathan's house and he had an assortment of people from our old high school there. Apparently Nicole and Nathan were all over each other and dancing and kissing throughout the night. One of my old friend's named Julie recognized Nicole as my old girlfriend from high school. She messaged me assuming Nicole was cheating on me but I just told her that we had broken up. I didn't know how else to explain it. She apologized for causing me alarm and wished me a happy new year.
Ok wow, this got a lot longer than I originally thought. I'll have to write back again and complete the rest of the story. I'll give a hint that Nicole continued to have sex with Nathan often but eventually another guy comes into the picture as well.
College Cuckold - collegecuckold21@gmail.com
