Experimenting with the Backdoor

I should probably start by letting you know that I currently have a friend with benefits and we shall refer to him as Chase. A little background on Chase: He is two and a half years older than me, an officer in the marines and currently stationed at Camp Lejeune in North Carolina. This is a bit of a distance for me to travel to as I live in New Jersey but Chase is from New Jersey and his home is about 5-10 minutes away from me. We also attended the same high school and our best friends are dating each other. We first hooked up three years ago right before I started dating my ex-boyfriend when Chase was home for Christmas and our friends had recently started dating. He called me to hang out while he was home but I had plans to go away for the week while he was home so nothing really ever came of it. We saw each other occasionally over the past three years when he would come home but that was about all.



In May when he came home for 3 weeks I saw him a lot as I had recently broken up with my boyfriend and my friends were encouraging me to come out so that I wasn't sitting at home by myself all the time. One night he had a small party and there was major flirting going on between us throughout the night. One thing led to another and we wound up sleeping together that night. We were both really drunk and somehow decided that we had really amazing sex even though neither of us really remembers it. He was home for another week and we hung out most of that week and had sober sex. Turns out we do have amazing sex, haha! Who would have known? Throughout the summer he came home for some weekends and I even visited while he was in North Carolina once. Every single time we have seen each other, the sex has been amazing, it's like we are completely in tune with one another. I have no idea how to describe other than perfection. He is also the first person to ever make me orgasm, which amazes me because no one else has ever been able to.



We talk through texting just about every week and it's usually just us going back and forth about our sexual fantasies of each other - I don't what it is about him, but I am able to tell him everything I want and desire in bed. I don't feel ashamed, embarrassed, anything - and he makes me feel comfortable about the things I want to experiment with. He also wants and desires many of the same fantasies and we are both open to trying anything. The one thing I told him from the beginning that I was not interested in experimenting with was the backdoor aka anal. I have always been curious but I was pretty sure that I would only ever want to try that with the person I am going to marry as I would need have a lot of trust in that person. That is not a sexual action that you just do as a woman, with the wrong person you can injure, cause pain or hurt yourself.



Chase is very aware of my feelings about this but he has told me repeatedly how much he loves my ass and that although he fantasizes about playing with it he would never force or ask me to do anything that I didn't want to do. Over these past few months, Chase was been the best lover I have ever had and can ever imagine having; we are so in sync with one another that I am able to trust him in a way that I have not been able to do with previous lovers. I think this is one of the many reasons I have been able to orgasm with him and no else because I am so relaxed and comfortable with him. So when he described one of his anal fantasies to me one day I surprised him by telling him that I might be open to it the next time we saw each other. When he realized that I was serious we had a few discussions and he told me that we would go really slow, use lots of lube and if at any time I wanted to stop we would. I knew when he told me these things, he meant it - whereas when people in the past have said this to me I did not believe them and therefore never experimented with them.



So, this past weekend we experimented, we went real slow, first with his mouth and then his fingers. I have to say that we didn't go any further then that because it took a while to get used to and it's a weird feeling. We did try it several times throughout the weekend, always going slow and we communicated very well with each other letting the other know what we wanted. I am definitely open to trying this again next time I see him but I think I just need some time to adjust to all of this.



We also had the most passionate sex we have ever had this weekend; as my friends and I call it, "I love you sex" except I don't love Chase and he doesn't love me so it was "I love you sex without the love." I feel like I am addicted to having sex with him because it is so amazing. We both say that every time we have sex, it just keeps getting better than the time before. We have yet to have bad or even somewhat boring sex. I work two jobs and I cannot keep buy a plane ticket to go and visit him every month. It's not that I can't afford to buy the plane ticket but I am working two jobs so that I can buy a house and move out of my mom's house. Thankfully, Chase will be home for both Thanksgiving and Christmas; he also mentioned that he might be in NYC for Fleet week which is coming up shortly so I could go visit him if he is in the city as it is not too far away from me. Lets cross our fingers for Fleet Week!