I (26f) am an escort and I am falling in love with one of my clients (39M)

A 26-year-old escort shared her journey of falling in love with one of her clients, a 39-year-old widower. After a year of blurred lines between professional and personal boundaries, she decided to leave her profession and confess her feelings. The risk paid off as he reciprocated her emotions, and they are now embarking on a romantic relationship together. Read the full story below.

‘ I (26f) am an escort and I am falling in love with one of my clients (39M)’

If you are going to pass judgment on my profession please dont, if you are going to tell me I am being exploited please don’t I am not here for that.. ​ I took on this client about a year ago. I was immediately struck with how handsome he was. As I got to know him he showed himself to be a kind, sweet, charismatic, utterly brilliant person.

He is always gentle I never had to enforce any boundaries with him. Over the last year I have come to look forward to visits with him above any of my other clients. If there’s a scheduling conflict I will give him the priority, lately I have been more intimate with him then my other clients, cuddles, kissing, hugs, and other things I dont do with my other clients.

I love my overnights with him. We have long deep talks about everything we have a lot of shared interests and we just get along really well. I feel very safe with him.. ​ I am falling in love with him. Its never happened to me before. I have always kept emotion separate from my work but I cant help it with him.

I will spend time with him I dont bill him for, I spend extra time with him and just love to be with him. I’ve been spending time with him casually, going on… dates I guess for lack of better word that I’m not billing for either and the lines are starting to become very blurry.

I dont know what to do. I think I want to move the relationship from professional to personal, truth is it’s already becoming personal to me, but I cant imagine he would be ok with my work if I was his gf. I am afraid of being rejected by him and ruining our work relationship, I think I would give this up to be with him but that presents a whole new set of problems for me in finding a new career.

I dont know what to do. Do I go for it? Risk r**ection and ruining our professional relationship? Do I give up my career for him if he says yes? I dont think I could continue this if I was with him personally. Do I just keep silent and continue our relationship as is? Or do I drop him as a client altogether? I was never looking for a guy to “save me” but I cant help what I’m feeling for him.. ​

\*Edit\*I know why hes single. His wife died in an accident 3 years ago.

Edit2 I cant believe how many responses this post has gotten. I am going for it. I’ll tell him this week. Now to figure out how. Lots had asked if I have a back up I do.

Edit 3 I’m about to leave for lunch with him. I’m not going to bring it up yet but I do intend to ask him if he ever sees himself getting married again. Thanks for all the support. I didn’t expect to see this much support.

Edit 4 Lunch was nice. We had a good time. I did ask him if he felt like he could ever be married again. he said 3 years ago the answer would be a hard no but now he wasn’t so sure. Then he asked me if I ever saw myself getting married and I had a similar answer, I told him I asked him if he wanted to come to dinner at my place tonight, not work, personal. He said he’s like that. I’m going for it..

Final Update . Well I truly didn’t expect this post to get the reception it did. I didn’t think this many people would care and become so invested in my story. I really didn’t expect all the support I got. I was flooded with Comments, Pms and chat requests. Some were about what I expected.

Accusations of gold digger, and “cant turn a hoe into a housewife” type comments thats really the response I expected. What I didn’t expect were the thousands of comments and messages of support. You were all right in that I did know what I really wanted. I did know what my heart was telling me but seeing thousands of people tell me to go for it was the push I needed to not waste anymore time. Shoot your shot right?.

I’d like to address a few things before I get into the update. ​ A few people mentioned the story about his wife might be fake and he’s secretly married. I was pretty sure he wasn’t married I did out-calls to his home and my married clients NEVER take me to their home always a hotel. But I was regularly in his home, I saw the pictures of her around the house I know she was real..

How can I trust a guy who uses escorts? Well this is a silly thing to judge him on considering what I do. I cant imagine judging a man for using my service. I was his first too and unless hes a good actor I know the awkwardness of a first timer and he was definitely awkward when we first met. I never asked him if he started seeing other escorts because frankly its none of my business..

I should wait for him to approach me. Unfortunately this probably wouldn’t work. As the lines became blurred I did tell him about a few clients who became overly possessive, obsessive and jealous I had to drop. I am sure he thought the same would happen to him if he tried to tell me he wanted a personal relationship. I had to be the one to make this move.

Do I want to do this forever/Do I really want to give it up? Different variations on this theme of leaving the biz. Some in favor some against. Bottom line is I don’t think I see myself doing this into my 30’s. It used to be fun and exciting but lately it hasnt been.

it just feels like work now and the only meets I look forward to anymore are the ones with him. I also don’t feel good about the idea of being committed to him but still seeing clients. I heard from a lot of other s** workers and clients who were able to make that arrangement work but I just cant. Even if he would be ok with it I just cant.

Another add on to this is a friend of mine who has never been crazy about what I do. Shes given me a standing offer to go to work with her company on the sales team.

A lot of people suggested we try going out as friends and doing things outside our “working” relationship. I imagine my comments answering this one were buried in the flood of comments so I’ll put it here. We have been. For some time now. We meet for lunches, dinners, we go to the movies and make little trips to sites around where we live. We also text throughout the week.

Ok on to the Update. I think I left off yesterday that we had met for lunch. This was sort of a normal thing for us lately and we had a nice chat. I posed to him the question of if he ever saw himself falling in love and marrying again. He said after his wife died he didn’t think it would be possible but now he thinks he might be able to with the right person.

Then he followed up with a question about if I would ever think about leaving the biz and getting married. And I sorta answered the same, with the right person, followed by a pointed stare. He had to go back to work by this point and I invited him to my home for dinner. this was a first. He has never been to my home. I dont bring clients back there only friends. I hoped that sent a strong signal to him.

I went back home and started getting ready, I had to go shopping for some things and get the place ready to have a guest over. I called my friend up she knows about this guy and has been on the same page as Reddit pushing me to make a move and settle down into something more “normal” I told her about the reddit post and said I was making the jump.

I also let her know I wanted to take her up on her offer. I called up my upcoming appointments and canceled. I said something had come up and I wouldn’t be available. I’m out. I’m done regardless of what happened with him If I cant get my head in the game anymore and I’m getting too personal, plus now I am realizing I want to be in a relationship and I cant separate s** from my feelings like I thought, its time to call it.

This isn’t what I want anymore. This choice was for me not him. Even if things didn’t work out with him I realized I really did want to be in a committed relationship with someone. One thing that people mentioned was the idea that he could turn violent when I told him. I honestly didn’t believe he would but I asked my friend to call and check on me just in case. She knows the drill we have safe and emergency words set up and we have a plan for if she gets no response from me at all.

I got my shopping done and got dinner going, set the place up nice and romantic, and got myself dolled up nice and sexy and got ready to have him over. He came by at around 7. He had flowers for me and a bottle of wine. I invited him. He said he wasn’t sure if he should bring payment or not and just did.

I told him that wasn’t necessary he wasn’t here as a client. I dont bring clients to my home. I was really hoping he was getting the hint. Dinner was going nicely we had our usual rapport but I could tell he was a little perplexed about what this was all about. So I put on my big girl panties gathered my courage, and “Shoot my shot” as you all put it.

I told him I was dropping him as a client. He looked surprised and hurt, he wanted to know why? What did he do wrong? Did something happen. I assured him it want about him. I was leaving the biz and dropped all my clients.

I told him about the job I took and he wished me good luck, he said I was attractive and charming and he was sure I would do well in sales. He said he was going to miss me. I took a big deep breath and said. “You dont have to miss me if you dont want to” And then I spilled it. He was the only client I brought home to tell in person.

I laid it all out all the things I mentioned in the post. How I felt about him and how I didnt want to be his escort anymore. I wanted to be his girlfriend. I said I understand he paid me to leave and not stick around and now I was asking to stick around and I would understand if he didnt want to continue on. He said who told you that? That he paid me to keep coming back not to leave.

He said he felt it too but he wasn’t sure if it was appropriate to ask me that. He was still hurt over his wife And that he wasnt even sure if he was ready but that some of the best things in his life he started when he wasn’t sure if he was ready. He asked me if I was ok with being with someone who was still hurting over his ex. I told him I could work with it and that I wasn’t trying to replace her. We kissed. I led him into my bedroom and we made love.. ​

We spent some time after in each others arms talking about what comes next. He offered to help me make the transition but I told him I wanted to try and do this on my own and not rely on him. I appreciated his offer and if I needed the help I would ask but I need to do try on my own at first. He respected that. I told him that things would change now.

As his GF I would have expectations of him I never had as an escort. He was ok with that. I told him I never asked or cared if he saw other women before but now I wanted monogamy I would give it and I wanted it in return so if he was seeing other escorts that would have to end and I reminded him I dropped my clients. He said that wasn’t a problem. I was the only one. He spent the night with me and left this morning.

Where is this going to lead us next? I have no idea. Maybe I am making a huge mistake, maybe this was fate, maybe this was God working in mysterious ways maybe we’re just two lost and lonely souls tossed around by the stormy seas of life that managed to find each other and cling to each other.

Fate, fairy tale or fluke we are going to see where this leads us next, and we’re doing it together. I’m excited, elated and terrified all at once. My whole life has drastically changed in just a day. I didn’t intend to move this fast but once this train started rolling it seemed like there was no stopping it.

To everyone who said I was a worthless whore who could never be loved, f**k you too, to everyone who expressed concern thank you, maybe this is a mistake but I have to find out, To everyone who encouraged me to go for it thank you, you were right, without the thousands of responses to go for it I would have languished in that l**bo for a lot longer.

As a final thought I want to say that this isn’t normal. If you see s** workers please dont see think this is the norm and that the women you see may also fall in love with you. While I’m sure it happens and Ive heard from others who were in similar positions to mine its really not the norm.

If you’re considering S** Work because you think you can find prince charming know this outcome is very unusual. Oh and I hated Pretty Woman btw. I never thought it would be me one day. You can pm nice comments to me if you have something supportive to say. If you just want to spite bile save it.

Here’s what people had to say to OP:

mezlabor −  Sounds like you’re already close only one way to find out.

[Reddit User] −  Without speaking to whether you “should” give up your career, I DO think you should tel him! You’ll never know if you don’t try, and it might be worth the risk.. Please update us!

[Reddit User] −  Be rational. Do I give up my career for him if he says yes? I cant imagine he would be ok with my work if I was his gf. I think I would give this up to be with him but that presents a whole new set of problems for me in finding a new career. Answer these questions for yourself first. Until then, leave a door open to maintaining the professional relationship.

Squid_Troll −  Are we being prettied womaned?

HonestCondition8 −  I’m not going to comment on your situation OP, but this post could give (false?) hope to a whole bunch of guys who use escorts. If the same post came from a guy using an escort, the overwhelming response would be “she’s a professional and doesn’t love you”. If you’re reading this be mindful, it’s the exception, not the rule.

[Reddit User] −  A harsh, but I think true observation: your professional relation with this man is already broken. At the very least, it is no longer professional. Of course, there is much more to this than what you told us – much information you haven’t given. What do you really know about his life outside of your meetings?

No need to share details here, it’s enough that you know and consider the facts. And if you don’t have hese facts, you should try to get them – discreetly, if you need to. Like everyone else, I say go for it. Obviously, it will be bad for business if he leaves. More importantly, it will be hard on you personally.

Still, if you don’t try, you might never find out. Your point about his views of your work might be true, that it’d change if you were his girlfriend. However, if he’s 39 and single, and spending so much time with you, he cannot be completely cold to this relationship being more than professional.

Besides, if he tells you he’d never date or fall in love with an escort, then you’ve dodged a bullet, and can move on. It’s tricky to start relationships as a s** worker – it takes acceptance and communication. If you can both shed the professional start and move forward freely, why not go for it?. All the best.

Iamaredditlady −  If you re falling for the Pretty Woman fantasy, you need to get out. You are asking for a world of heartbreak. He enjoys the free benefits that you are giving him.

[Reddit User] −  From a business standpoint alone, you need to have this discussion ASAP. You are losing money. Your time is literally money.

WallflowersAreCool2 −  Do you already have a Plan B career lined up? I mean, being an escort isn’t a long-term career. Models and athletes have 2nd careers after. Maybe look into that, then tell him that you are gearing up to move in that direction. This will help you see how he views you. Is he scared of losing you? Judge his reaction.

YompyDoo −  I’m married to a woman who I met in similar circumstances. We took it very slow at first because it takes a while to build trust outside of the artificial elements of a s** work relationship. He may be unwilling to ask for your details as he thinks it’s inappropriate and doesn’t want to offend you, or risk spoiling the existing relationship. If he’s a realist, he understands the nature of the work, and respects you as a person enough to understand your feelings.

From my point of view, I liked her a lot and felt like there was a connection, but I wouldn’t have offered her my number. She asked if she could give me her number, and I thought about it and felt there would be no harm in it, just talking. I wondered if she was going to hit me up for money, but at the same time she wondered if I would just be after easy s**. Then we just had lovely, normal conversations.

I never considered it as ‘saving’ her, although it was a little tough at first to think about her work. We talked it over and she worked for a while before quitting and finding some other work as she was finalising some payments on things.

The biggest issue would have been keeping it all secret from family and friends if she had remained working. It’s a lovely relationship, and we see a long future ahead. I hope it all ends up working out for you, too.

Taking a leap of faith in love can be both exhilarating and terrifying. This story shows the power of honesty and courage when emotions run deep. Have you ever taken a bold step in a relationship that changed everything? Share your story or thoughts below!