Hello,
First of all, thank you for reading this post. Please bear with me and I will try to keep it as concise as possible.
I have a friend called Ash (not his real name) who I met in college and who I have known for 10 years now. During that time we had always been just friends and kept in general contact with each other, he had had various girlfriends and I had had a boyfriend throughout the time we've known each other. We had periods of keeping in contact, or not speaking for months or probably even a year at a time.
We now live in different parts of the country but still kept in contact on friendly terms. He has been in a relationship with his gf for roughly 5 years now. I had been single since 2015. In 2017 he started being very flirty with me via online messages and started suggesting sexual things towards me and generally giving me the "green light". I had moved away from family friends etc at the end of 2015 to a new area for a job and was single and pretty depressed with life, my new job was stressful. I was lonely and had no other "interest" on the table at the time (i have no children, never been married) and so, in the knowledge that he had a gf, I gave him the green light back (a decision which I now really regret, what was I even thinking?!) For over a year or so we "sexted" every so often via online messages a handful of times, at most, in between day to day friendly chat. Sometimes we would chat every day sometimes we would go a few weeks without contact.
We met for lunch once but nothing happened and we didn't discuss the "sexting" or anything sexual at all during our lunch, the chat was just as normal friends. Via online message we had discussed meeting for sex a few times, but in the end we both couldn't go through with it, but we continued to sext every so often. Just to make it clear, nothing physical has ever happened between us. I never wanted a relationship with him, for me it was never emotional, it was purely because, I guess, I was craving attention. At the time I knew what we were doing was wrong. He told me his gf (who i've never met) and him were having a rough time and he wasnt enjoying being with her, they weren't having sex, going through a rough patch and he had spoken about breaking up with her etc. But after a while it became clear he wanted to stay with her which didn't bother me, because, as I said I didn't want anything to develop. After a year or so I could feel that I wanted to put a stop to it as I felt the whole exercise was pointless and I knew that I couldn't go through with being physical with him and I didn't want anything to develop anyway. I wanted to bring it to an end, but, I felt like he might retaliate in some weird way.
I have been on and off tinder many times since around 2016.
Last year (2018) I "met" a man on the dating app, John, and we started to go on a few dates. At this point the last time I had "sexted" with Ash was a fews weeks before "matching" with and starting to talk to John on tinder. At first I wasn't entirely sure I wanted to proceed with dating John, but after the 3rd date I felt like I wanted to keep seeing him and see where it went.
Even though no sexting had taken place between me and Ash for a while (since before I matched with John), I decided to bascially clear the air with Ash and tell him Ash I was now dating someone, I wanted to see where it would go, and I wanted to just bring a close to our "arrangement" and go back to being just normal friends. I didn't want Ash thinking he could just keep sexting me, and so I put a stop to it.
Ash was very understanding and accepted the position. He told me he had no hidden intentions and that it "wasn't serious anyway". Afterwards Ash and I kept in contact but since then I have been beginning to distance myself from him, as I don't really want contact with him anymore. The whole experience has tainted my view of him (and myself) and I dont want him as a friend anymore to be honest.
I continued to see/date John and a few weeks ago, after dating for about 3 months or so, we made our relationship "official".
I recently had a conversation with John about some of our past crushes, dates, general experiences, relationships etc. but I decided not to tell him about Ash as 1) pretty much nearly all of what happened with Ash had happened before I even knew John (aka essentially nothing had happened between Ash and I, I just hadn't officially ended it) 2) I put a stop to the Ash thing after my 3rd date with John, and before I really knew I wanted to proceed with John and 3) it's embarrassing and I feel guilty and ashamed and dreadful about what I did due to Ash having a girlfriend and it's not something I am proud of or really want anyone to know about. Ash is now engaged to his gf.
I feel that if I tell John about the Ash thing he will think less of me, lose trust in me and end our relationship and I don't want that (but maybe I deserve it? But then again... how far down the line in relationship world do you need to "fess up" to this sort of thing? e.g. what if this had happend 5 years ago? If you keep fessing up to every new relationship you have, surely you will get no where?)
As we met on tinder, John was accepting of the idea that I may have been speaking with other men at the time we were dating, and he said that he actually thought he was just "one of many other men" I would be talking to (which I wasn't). I told him I wasn't speaking to any other men on tinder and I even showed him my tinder account messages (he didnt ask to see, i offered this information up to him as a way of showing him that i was open and honest).
I know that by telling this story I am opening myself up to being judged and trust me, I'm feeling very ashamed first of all for even sexting Ash knowing he has a gf and now one can make me feel even more crap about it than me, but second of all for not "coming clean" to John about it, even though it was all pretty much before he came on the scene. I feel like it reflects badly on me as a person, and I feel really terrible as a person. I now feel like i don't deserve happiness, and I need to let John know what kind of person I am so he can decide if he wants to be with me or not. But, in saying that, I know deep down that I am a good and kind person and I always try to be honest as much as possible. I know I will also NEVER do anything like this ever again and I am trying to come to terms with why I even did it in the first place to be honest.
Originally after I had "cleared the air" with Ash, I forgot about it and just went on to enjoy spending time with John, and at first I was happy that I had done the right thing and didn't give the Ash thing a second thought, as I didnt think it was relevant and it was now at an end. But this recent chat with John about previous experiences has just brought it all rushing back to me and now I'm wondering if I should bring it up with john for the sake of transparency and risk losing this great new exciting relationship I have with him. This chat about past experiences has kind of activated a sort of "delayed reaction" to the guilt and shame from the fling with Ash.
Prior to all of this I had had one relationship with someone for 3 years and was 100% faithful to him. The idea of even looking at another person while I was in my previous relationship horrified me (I know this makes me a hypocrite) I am disappointed in myself and its not the person I am.
If you were in this situation what would you do? Tell John and risk this great new relationship knowing that your past actions are not the person you are? Don't tell and move on and enjoy relationship?
Thank you for reading (and sorry for the long message).