Jennifer is looking for an older established man | First Dates USA 

Her loss on this one. He’s more real than she currently understands. His confidence is revealed in his honesty.

What a really lovely gentleman. It was her loss.

Fred is such a sweet guy. After 21 years of marriage he is definitely a guy that could be successful as a husband. He just needs more time to get his confidence back again.

Two lovely people.. As a traditionel woman I payed attention to what a gentleman he was. Getting the bill, waiting for her to be ready to leave, holding the door AND car door. Beautiful to see such a respectful man.

Oooooooooh silly, silly woman! He was delightful, a really nice guy. She jumped too quickly without giving him much of a chance. Her loss!

Her loss. His honesty, sincerity and vulnerability is so attractive and courageous.

Wow. This guy is just brilliant. He is so level headed and calm. I wish I’d grown up to be like him. Contrary to what is said, I think he is very self assured, knows exactly what he wants. He knew right away they had starkly different personalities and that it wouldn’t work out. Guess he’s just still in pain about his broken marriage and doesn’t wanna get hurt again. Wish him the best.

She self sabotage herself by bypassing this gem.

Just from this snippet, Doug has great energy. Maybe he’s still pretty wounded from his divorce but he has a quiet confidence and humility. Also just seemed relaxed, very well spoken and able to be himself, and that’s super attractive. I find it off putting and sometimes pretentious when people try too hard to sell themselves right out of the gate. Her energy made me anxious.

He felt that way because he's a humble man. He doesn't have to go around throwing an eagle in people's faces to prove that he is a man. It's refreshing and wonderful to hear somebody like him. I wish I could meet someone like him. 🙁 I feel so bad for him.... He deserves a really special person.

He’s very calm and gentle and she’s all over the place- a lot of nervous energy

One of his last comments was he wants to feel loved and important to somebody. I think one step he needs to make first is feeling loved and important to himself.

He just saved himself by being honest. Great job man 👍

Honestly, there's nothing wrong with being single. If you can't find love, don't sweat it.

She's very pretty and he is a handsome man. I don't understand why he is putting himself down. I love how humble he is it's actually refreshing to hear and very charming

Going to 39 countries does not make someone more interesting

I just thought that he was such a kind, genuine and real man. Nothing arrogant, pretentious or phony. He is a very attractive man who COULD be a great find. However, it appears that he has been beaten down, perhaps by the end of his marriage, something that he did not want to end. I would suggest that he get into therapy, heal his wounds, restore his confidence in what a terrific man he is and then proceed. In my opinion he is too wounded now for a relationship.

He is a handsome older man. He'll have no trouble finding another woman some day.

He didnt say he wasnt good enough for her. He just said that he wasnt the same type of traveling and worldly / sophisticated person that she made her self out to be.

Two beautiful people at two different points in their lives. Hopefully they find someone that speaks the language of their soul.

They both seem like nice people but no one wants to hear someone talk down on themselves. He's clearly still suffering from his divorce so much that she ended up being his cheerleader.

I absolutely loved him! What a lovely down to earth guy ❤

Poor Doug. Shows a tiny bit of humility she blows him off.

He saved himself from a world of trouble. she is broken still. I admire that guy.

Reminds me of the saying, "if you treat someone like a celebrity they will treat you like a fan".

Her lifestyle is way too fast for him. Also she seems the type that will jump ship as soon as it’s not thrilling her or meeting her every single need.

He sounds like a family guy ! Hope he finds someone deserving!

How she nearly walked right past him at the start, i thought that was the end of it for him lol

I think she lost out here. This is Doug Armintrout. He’s a very humble kind person but he’s worth millions and likely well traveled himself. Bill Gates former brother in law is a very big catch.

How ironic that a generous spirited man spends his date reassuring the women who lacks confidence in herself that she should have more then gets rejected for not displaying enough confidence himself.

0:54 "Being married to Bill Gates' sister" bro what?

Considering how emotional they both are over their breakups and also both tearing up over the failure of a first date I think that they both have some real healing yet to do, self-worth to find, and hopefully therapy to go to before they really start looking for another partner

This was my favorite date so far. I cried bc I so identified with her story. I relived the pain when she broke down. I also felt compassion for him when he said he wasn’t the one who ended his marriage. Both beautiful people in and out but that’s how chemistry works….it’s either there or it’s not. I hope they both find the kind of love they’re looking for ❤

It was wonderful that they both could be so honest and open with each other. Those traits are hard to find!💋

These are both great people. She gave him some tough love at the end there but her advice to him was absolutely spot-on and he should be thankful she provided such constructive feedback.

What a difference in conversation between these more mature, more wholesome adults than the constant sexual innuendos and critical banter between young people.

She is the one who makes things complicated. This guy was solid. He would have given her the world. Too bad she will never find out.

I don't get it. Nice looking successful guy. He's smart, good sense of humor, and gives off a quiet confidence. I never would have guessed he thinks so little of himself. His ex must have really screwed him up.

Tears for both. Great episode lots of reminders to love and believe in yourself.

What a sad ending to the date.. They would have made a lovely couple. Doug's self-sabotage was so unjustified.. They both seemed nice.

Her: "...you feel you're not good enough for me? - well hell then, I will just reject you and put you in your place too..." - She missed out...

She was actually disappointed in him, about not being sure of himself. This stopped him from truly opening up, he kept a distance although you could feel he wanted to break through his shell. I can so relate to that.

Bro, skip dating for a bit, join a gym. Build some confidence/self-worth. You've got this.

I understand how she feels how her ex was towards her. It is like not feeling like your partner wants to be with you even though you try so hard to please the person you love. And they do not respond back. Both of these two are true gems. Meaning that who they are makes them very special.

I think he is a diamond, even though he doesn’t see it. What a great man. She didn’t even give him a chance, she missed out on meeting someone genuine and real. Been looking for that for 54 years. She messed up big time.

Dodged a bullet. She has a life with cats waiting for her.

He's looking for housewife material, she's not. He feels quite intimidated by her. This is not a good match and no one is right or wrong.

She branded herself as this "world traveller" yet can't tell a French accent from an Italian one?? C'mon now....

She is not 41 😂

She looks way older than 41. I would have guessed early 50s.

7:00 - she gives the real reason for saying no and it's commendable that she said it

He speaks with such sincerity and listens intently. I wish I had a date like this.

You can tell that she is pretty sincere with everything she does! She had to say "No" even if it was hard(she really wanted it to work!). Because she knew eventually it would lead to the same kind of lack of intimacy she experienced with her ex! She is very much "living" her life at 41 💯

I think both Doug and Jen have some individual healing to do. That said, Doug is a more attractive package than he knows. Wish that I knew him. Lovely guy.

He's a doll. And he is so down to earth. I would have totally gone on another date with him.

They are both great. But I don't think he's quite ready... he seems still quite sore from his divorce. That takes time to work through. I've been there. It's great on the other side! 😃

I stumbled on this video as I was cruising around youtube and I am so glad that I did! I first would like to thank these two for sharing their 1st date with all of us, it's hard enough to go on a first date but to be filmed while doing it is both brave and vulnerable. I am 2 years divorced after 15 years with my now ex husband and I am struggling at the thought of dating again. I want to explore dating again on one hand but scared on the other hand, It was comforting actually to see that others feel the same way that I do, it was so helpful and inspiring to see that we all, more than likely, are struggling with our confidence after the loss of what we thought would be a forever relationship. I really like both these people! They were both kind and interesting and I hope that they both find true happiness.

Real lady's don't look for fancy man but someone down to earth like him simple and honest and straightforward, easy to talk to who got head on his shoulders

No kids, constantly on the move, sharing custody of cats with an ex...Total red flags.

Where are guys like this? Would love to meet more guys like this!

I think when Jennifer learns Doug was married to Bill Gates' sister she suddenly wants that second date! LOL

He's not ready

And she never even found out he was married to bill gates sister lol

God i thought he would have turned her down.....she was the kind of in your face person......he was so much more down to earth....

They're both incredibly lovely people. He clearly needs healing. She was good to have sensed that. He's not where she is, and looks like he has given up. He shouldn't be in the dating scene right now. You gotta love yourself first, man!

I didn’t think he came across as insecure at all, he was being honest about who he is. I’m bubbly like her and this man is someone I would be completely attracted to. He’s very honest, kind, respectful and handsome.

This was a sad date. They both seemed like lovely genuine people but Doug seemed insecure and needs to build confidence in himself. He's a real catch for the right woman but he needs to learn to believe in himself.

Being married to Bill Gates sister isn't my identity, but it's the first thing out of my mouth. Lol

Everyone is looking for this immediate "spark". My wife and I started out as friends. It took me a year to figure out I had other feelings for her, while she was apparently interested for a while. We started dating. 20 plus years later married with 2 kids. We love each other and she is my best friend. Why people don't get to know each other when they obviously enjoyed each other's company befuddles me.

She took the fraud thing too literally. He was just saying she’s more polished meanwhile he’s a bit more laid back lol.

He had her in the bag. Right up to the "I feel like a Fraud"

… but she didn’t even notice him when she approached the bar sad😢

This made me cry. He loved his wife and she desrroyed him. MEN HURT TOO💔

It starts with self-love. After my husband left our 32-year marriage, I have finally learned to love myself and see my own self-worth. Not in a big hurry to find another relationship. In the meantime, I am discovering all the many forms of love: love of my rescue dog, love of my friends & neighbors, love of nature and gardening. I have found peace & contentment. I am happy to be alive.

Seems like both women left their husband's for another man. Doug is such a good guy he deserves better.

The date started off great, but it ended up being a tough interaction to watch. Women love confidence and Doug didn't have it. You shouldn't disqualify yourself, before your date does. Let her make the choice about what she values and what she's looking for, don't make the decision for her.

He was one of the few men I actually liked. He deserves better. There are good women out there who will greatly appreciate this kind of man. Poor Jennifer. Her loss.

God it hurts to see this type of guy rejected, he was humble and honest, handsome and he looks amazing for a 54 years old, guys tend to look older that they are, i hope he finds his match

his so real and humble thats what makes it attractive.. and the fact that his honest and straight forward towards the end that was a plus to me

Let's hear it for a lovely, smart, funny Montana woman--my home state! It seems like a second date, after her honesty, might have been in order because he was honest too and straightforward. They were handsome together with showed good chemistry. It's great to read he did find someone to date.

The biggest turn-off about Doug is that he's related (by marriage) to Bill Gates. Just the association is nauseating

She is not understanding. He needs a sensitive one.

Takes a lot to put yourself out like this, kudos to both of them.

When someone is not in the happy place crying and getting upset with no reason, that one should stay single and take some time to find happiness in life prior dating or getting into any relationship.

He is Doug Armintrout. Bill Gates ex brother in law. Hes in a relationship now.

When he said he feels like a 'fraud' being on a date with her, and he's not a polished guy, she should have said something nice to him, something to make him feel more comfortable. ~ It's good she said it in the end, but she should have said it at the dinner table!!

Bless this man, i hope he finds happiness ❤

She's sweet to have said that he shouldn't feel like she's better than him he lost out on a good woman I hope she's found someone who's secure in themselves because an insecure guy will only bring you down I know this personally.

2 damaged people ….. not a judgement but a fact

Her loss. He is so sweet❤

She actually called it right. They are not a fit. He wasn’t the right person for her, he’s still slightly depressed and has had his confidence knocked. She’s looking for high energy and a jet set life of travel and a big, bold future. It’s not a criticism of either person if you don’t fit, they’re both lovely people. Also, when someone comes with an ex and 3 kids, those 4 people will always be in your life, it’s a lot to take on unless you are really bowled over by your partner.

Well, given the opportunity, I would love to get to know this man. His honesty and his humbleness is attractive to me. He definitely needs a lucky break with a woman who can love him just as he is.

Huh ? She was put off by the fact he felt he wasn’t good enough for her but she thought he was ? No wonder her ex left her. She’s a walking contradiction.

I reckon they should have gone on a second date regardless, away from the cameras etc. There was emotion from both sides...this deserved a second round !!!

If he was more himself and less assuming what she would think of him, it may have turned out differently.

He shouldn't had said he was from a different world, else she would had said yes to meeting him again

Glad to hear he took her advice and is dating someone

Seems like a extrovert/introvert clash here. I'm not sure why they think that this clash of temperaments will work.

He made a HUGE mistake by defining himself as a "fraud" ....what??? It's better for her to find out what he's about at the very beginning than to get involved. The man was married 21 years = HUGE red flag. She's a lovely person, vulnerable, comes across as genuine and caring. I liked them both until he pulled back with his self definition. So she's "polished" um....these days that's wonderful. She cares about how she looks, has class, manners, etc. I truly hope he regretted his decision. Our choices get slimmer and slimmer as the years pass.

As a vibrant lady with so many assets in life, I can understand that she is looking for a full match and no less. On the other hand, such a high level of demand may leave you without a chair when the music stops.