Dating

Would It Be Okay to Have Casual Sex with My Personal Trainer?

Hey Tavion,

Quick question.

When I was a Freshman in College I ended up casually dating one guy I met through my sister back when we were maybe in 6 or 7th grade. Any who we have some history. Flash forward a couple of years I ended up meeting up with him in 2012-13.

We talked some, took me to the movies before he had a car or anything. Then we ended up sleeping together, I didn’t know that I was his first (until years later did I find out) .Well he was going to go off into the Marines and start a career there. I had just began my BA. A serious relationship during that time, wasn’t great. The timing was off.

So years later he comes back a Vet and I a Masters Student furthering my Edu. We have always kept contact and now he is my Personal Trainer.  I have heard his stories of him sleeping with other women and I don’t mind a single man will be a single man, same as a woman (enjoy que no?!).

I feel that he is trying to seduce me. We text late at night and is always wants to know how I am doing. We even talked about sex between us and it usually never get serious other than just messaging another about the occasional “is we had sex how what are my rules and such”.  We both know we can’t have any serious relationship since we are both focused on our own path, would it be awkward if I have sex with him and keep him as my trainer?

I am stumped and can’t seem to decide what I am doing here. I tend to just go with the texts since its nice to get a break from working and things could be spicer in the sheets. But again, I haven’t slept with another man in 5 years so there’s that (came out of a long relationship 6 months ago ).

Just started training with him 2 months ago and I feel that sex is over the horizon!

To sleep with him or to not sleep with him and keep the PT relationship, that is the questions ?

Thanks for listening!

XOXO

Brielle

Dating, relationships

I’m Ready. Should I Have the Relationship Conversation?

Hello Tavion,

I’ve been a big fan of you for a while now and can’t help but appreciate all that you’re doing.

I need your help!! I’ve been dating very active lately and I’ve been lucky to meet some pretty cool people. Some, I have gone on multiple dates and hang out with a couple of times.

Through this process, I met a guy who seems to be the one that I can finally commit to and build a relationship with. He is exactly what I’ve been looking for in a significant other. Getting to know each other within the last one month has been amazing.

I actually think I am kinda falling for him. But the gag is, he is moving back home.

He has been here on a student visa and now that he has graduated it’s been hard for him to find a job forcing him to move back home. We’ve literally been in a relationship but without the title. He is friends have become my friends and vice versa. He is older by 6 years and has experienced everything you can imagine in his past relationships (The good, bad and the ugly, long distance, toxic and abusive…. etc).  His last relationship ended in January and since then, he has been on a journey of self-care finding himself and falling back in love with himself.  I guess my question is how do I go about having the conversation about this? I definitely want something more (EXCLUSIVITY and all) but I don’t want to be the rebound guy as well or rush him into something he might not be ready for.

Should I just let the chips fall where they may? Should I be completely up-front about my feelings?

Thanks,

Victor

Dating, friendship

Should I Tell My Friend to Break Up with Her Boyfriend

Hey, if you don’t mind keeping this anonymous.

So today my best friend was getting hit with a rubber band which ofc was leaving markings and everything. She was getting hit with the rubber band by a kid that she talks to but they aren’t really “friends.” Let’s call him “Jose.” Okay anyways she was telling Jose to stop hitting her and he wouldn’t, then this kid that has a crush on my friend said to stop and tried to make him stop but Jose still didn’t. (Note I wasn’t in her class) but so here’s the problem, my friend’s boyfriend was sitting in the table behind her while this was all happening and not doing a thing about it but he knew it was happening. Also that for the past two weeks they haven’t had an actual conversation. Besides all of this, my friend wants to know what I would say to him if I were going to. I just don’t know how to write it.

-R

Dating

In Love with a Roommate Who Wants Someone Else

Hi T,

Here’s the situation. I was dealing with a guy that I had strong feelings for. He didn’t have as deep of a connection for me as I did him. We talked and we became friends, very good platonic friends. A few months later we become roommates. I moved into his home renting a room. Things are great, I’ve had my overnight company, a friend visiting from out of town.

Recently, he’s started having a local consistent friend stay overnight. For whatever reason, I’ve become bothered by this. I don’t know why. We were never together. In hindsight, I can acknowledge that. I openly accept that he and I aren’t supposed to be together. He has had people come over, they did whatever they did, and they’d leave. I don’t know why I’m feeling bothered by my friend finding someone he can spend time with consistently. Can you help me process this?

Confused AF

Dating

Reclaiming from Him Your Most Valuable Possession

The most valuable thing you own has nothing to do with Gucci, Tesla, or Coldwell Banker. It’s not something you can necessarily buy, and it certainly can’t be shipped to you via Amazon Prime. Despite what ads may tell you, the most valuable thing a person can ever own is time.

And if you can agree that time is the most valuable thing you have, then take a moment and think about how you use it and protect it. Are you taking moments of the day to pursue your heart’s passions or dreams? Are you spending time with the loved ones that feed your soul? In terms of protection, are you allowing someone to steal the most valuable thing you possess?

Dating, friendship

He Was My Coworker, then Friend, and Now I Want Him to Be My Man

So there’s this coworker that I’ve been working with since August and I’m not sure if he straight or gay but I’m developing feelings for him. He younger than me and talks about girls all the time but then there’s little things that happened that make me think otherwise… for example we hang out a lot with one another outside of work just me and him. We went to the movies, restaurants, brought each other gifts for Christmas, even went to the spa. He facetimes me every night or so to say good night (we do chat about random stuff) and in person he looks into my eyes like he’s admiring me. He lets me wipe the cold out his eye, when we eat lunch at work he will wait for me to sit to start eating his food.

Besides me liking him he is a great person to be around and I don’t know if it’s because everything that we are doing for one another is stuff I did with my Boyfriend that passed last year so it’s giving me the impression that we’re “dating” without saying it.. lol

I have friends telling me express how I feel… but I’m scared of him distancing himself.

Others are saying don’t say anything and go with the flow.. but then my feeling most likely will get deeper with time then he hits me with “I’m straight” then my feelings will be hurt.

Then I have people saying he might have a crush on me (only me) and doesn’t know how to express it…. did I forget to mention he’s 19 (I’m 29)😫. I’m stuckkkkkk

-K

Dating, relationships

Living Like You’re Single in a Long Distance Relationship

My partner and I first began our now 3 year relationship via long distance. I moved down to Atlanta from Houston to be with him full time after 1 year but we were sleeping with other people while still out of state. I’ve been here for the last 2 years and after the honeymoon phase has worn out I discovered my mood has sunken into depression and anxiety due to being away from my family and friends back in my hometown.

This is my first long term live-in relationship and first foray into living away from home altogether. I noticed that I had stepped out here and there with each trip out of town due to my feelings of unhappiness. We were now considering moving back to Houston but I recently slipped up with an ex a few months ago on a trip back to Houston that my hometown partner found out about via hacking my phone.

I’m confused if I am truly depressed about my current relationship being monogamous and feelings of being stifled domestically. Or unhappy with being away from my hometown. We recently started couple counseling and each started therapy for clarity in our emotions. Should I try to make this work or leave while the going is good?

-Needy Neurotic or Nympho

Dating

My Friends Say I’m Picky, But I Can’t Deal with this Guy’s Feet

Dear T,

Full disclosure, my friends have told me I’m picky when it comes to dating. If knowing what you do and don’t want is picky, then by all means call me picky. I just don’t think there is anything wrong with having standards. However, I told myself in 2019 I would keep my friends’ words in mind. Having said all of that let me get to the reason I’m writing you.

I’ve been seeing this guy I like for about a month now. I mean I really do like him. He checks off all the boxes on my checklist, and he’s got me completely pressed. Or he did before I recently saw his feet. The other night we were intimate and he finally took his socks off and I was horrified. I mean I’ve seen some bad feet, but his toes alone look like someone has been gnawing at them. Then when the bottom of his feet managed to touch my leg, I swore he cut me.

As much as I like this guy, I don’t think I can be with someone with bad feet. Not that I make a habit of putting toes in my mouth, but if I was in the right mood I wouldn’t even be able to remove his socks. I’m doing my best not to be picky in this situation, but damn. His feet are gross.

What are your thoughts?

-I Can’t Do His Feet

Dating, relationships

I’m In a Long Distance Relationship, and I Think He Cheated

Hello there,

My boyfriend just got back from another city. Now I’ve found out he cheated on me while we are in 5 months long distance relationship. Seen pictures of his and a woman’s clothes in a hotel. But I already had that feeling inside me that he is hiding something from me. What should I do? Haven’t talked to him yet. I am confused on what should I feel. Should I forgive him? Damn this feeling.

-Maecats

Dating, relationships

Top Six Reasons Why Getting into a Relationship is So Hard

While surfing through IG posts and Twitter feeds, I often see people complaining about the current dating landscape. Most of these individuals appear to be great guys and girls who are looking for love, only to be constantly let down by relationship prospects. After doing some thinking and digging, I decided to create a list of six concepts I believe are getting in the way of individuals landing bae.