New bf (32) confessed I'm (23f) the first girl he's ever kissed how do I proceed?

Anonymous account because my bf knows my account.

Tl;dr at the bottom.

Can't be too specific but since he's not following this subreddit and I don't expect it to reach the front page I'll be truthful regarding the important stuff but some of the details might not be entirely true.

So I met my now bf about a year ago when we both started working at the same company. I left before the summer and I kind of knew he liked me since I would sometimes catch him looking at me during meetings. He offered to grab some coffee with me after work and over the year nothing much came of it. I was really trying to do my job well so I was constantly working on that and I also fell head over heels into a relationship with someone else which luckily ended after about 2 months. When I didn't make the date happen he moved along while still being friendly at work and stuff so I just kind of forgot about it.

I switched jobs before the summer and we kind of lost touch but a former (and his current) colleague invited us both to a party he was organising. We got to talking and I casually asked him out because I was single and had a really nice time talking to him again, he agreed.

We had a great first date which ended with a kiss which gives me butterflies just thinking about it again. We were sitting on a bench at a park in our city and since it was about 10c I was just burying myself in his side (he's really tall and I'm relatively short). We were just talking while he held me close after about i guess 20 minutes he pulled my chin up looked deep into my eyes for about 5 seconds which felt like an eternity and really built that feeling of expectation and addrenaline, then he gave me the most passionate kiss I've ever had.

Fast forward about two weeks later and we've spend 2 whole weekends with each other and I want to move the physicality a bit further and he confesses that he's very insecure about it and that he wants to take it slow. I was a bit stumped because I just thought that he was respecting my pace and didn't pressure anything for my sake. I let it go and later that night were talking and I out of the blue wanted to know how old he was when he had his first kiss. He then unloads this bomb on me. He says 32... he's very sarcastic so i say yeah right... and he looks at me with this look that was half a look of shame and the other half was pure vulnerability. He says that I was the first girl he ever kissed and that he hasn't done anything with a girl ever.

I'm sure he wasn't lying. While I think he's really attractive now I will admit that at first I didn't think he was attractive, he's overweight, and I genrally don't go for guys who are overweight and to be brutally honest very few of my friends would go for overweight guys. But over the year working with him I kind of got to know him and I slowly saw some great qualities in him. He's one of those guys that has these brilliant ad libs at times which really cracked everyone up at the meetings. Anyway... as you can see I'm in love with this hunk of a man.

So he unloaded this on me and I'm really confused because he has such confidence and he seems like a rock with everything. He didn't seem desperate or weird in any way throughout the year I've known him and when we stated dating he was really good with the kissing (which was all we did really and he put his hand on my butt once) it was always tender and he would only go further if I did it first.

So he tells me he was learning from me and that he's kind of ashamed that he never did anything with anyone. He says it just never happened and thinks it's because he's "fat". I can somewhat get that... but he's really funny, and I don't mean stupid funny I mean clever funny, and he's really intelligent as well. It would be intimidating if it wasn't for the fact that he always breaks tension with a well timed (self-deprecating) joke.

So the advice im looking for is how to approach this. How should I proceed without making him feel unequal or like I'm teaching him stuff and making him feel more insecure about this. What can I do to make him feel confident? Should I just let him lead and if I want him to be more physical make him touch me or something? I also notice that when I push to far he pulls back and this is just totally new to me. Most guys I've dated go 100% right at the start and I need to slow them down and now it feels like the roles are reversed.

Tl;dr: bf (32) never had a relationship or even kissed a girl and I need help getting him out of his shell without making him feel inadequate or insecure about things.

Edit: added tl;dr.

Submitted September 21, 2019 at 11:34PM

Anonymous account because my bf knows my account.Tl;dr at the bottom.Can't be too specific but since he's not following this subreddit and I don't expect it to reach the front page I'll be truthful regarding the important stuff but some of the details might not be entirely true.So I met my now bf about a year ago when we both started working at the same company. I left before the summer and I kind of knew he liked me since I would sometimes catch him looking at me during meetings. He offered to grab some coffee with me after work and over the year nothing much came of it. I was really trying to do my job well so I was constantly working on that and I also fell head over heels into a relationship with someone else which luckily ended after about 2 months. When I didn't make the date happen he moved along while still being friendly at work and stuff so I just kind of forgot about it.I switched jobs before the summer and we kind of lost touch but a former (and his current) colleague invited us both to a party he was organising. We got to talking and I casually asked him out because I was single and had a really nice time talking to him again, he agreed.We had a great first date which ended with a kiss which gives me butterflies just thinking about it again. We were sitting on a bench at a park in our city and since it was about 10c I was just burying myself in his side (he's really tall and I'm relatively short). We were just talking while he held me close after about i guess 20 minutes he pulled my chin up looked deep into my eyes for about 5 seconds which felt like an eternity and really built that feeling of expectation and addrenaline, then he gave me the most passionate kiss I've ever had.Fast forward about two weeks later and we've spend 2 whole weekends with each other and I want to move the physicality a bit further and he confesses that he's very insecure about it and that he wants to take it slow. I was a bit stumped because I just thought that he was respecting my pace and didn't pressure anything for my sake. I let it go and later that night were talking and I out of the blue wanted to know how old he was when he had his first kiss. He then unloads this bomb on me. He says 32... he's very sarcastic so i say yeah right... and he looks at me with this look that was half a look of shame and the other half was pure vulnerability. He says that I was the first girl he ever kissed and that he hasn't done anything with a girl ever.I'm sure he wasn't lying. While I think he's really attractive now I will admit that at first I didn't think he was attractive, he's overweight, and I genrally don't go for guys who are overweight and to be brutally honest very few of my friends would go for overweight guys. But over the year working with him I kind of got to know him and I slowly saw some great qualities in him. He's one of those guys that has these brilliant ad libs at times which really cracked everyone up at the meetings. Anyway... as you can see I'm in love with this hunk of a man.So he unloaded this on me and I'm really confused because he has such confidence and he seems like a rock with everything. He didn't seem desperate or weird in any way throughout the year I've known him and when we stated dating he was really good with the kissing (which was all we did really and he put his hand on my butt once) it was always tender and he would only go further if I did it first.So he tells me he was learning from me and that he's kind of ashamed that he never did anything with anyone. He says it just never happened and thinks it's because he's "fat". I can somewhat get that... but he's really funny, and I don't mean stupid funny I mean clever funny, and he's really intelligent as well. It would be intimidating if it wasn't for the fact that he always breaks tension with a well timed (self-deprecating) joke.So the advice im looking for is how to approach this. How should I proceed without making him feel unequal or like I'm teaching him stuff and making him feel more insecure about this. What can I do to make him feel confident? Should I just let him lead and if I want him to be more physical make him touch me or something? I also notice that when I push to far he pulls back and this is just totally new to me. Most guys I've dated go 100% right at the start and I need to slow them down and now it feels like the roles are reversed.Tl;dr: bf (32) never had a relationship or even kissed a girl and I need help getting him out of his shell without making him feel inadequate or insecure about things.Edit: added tl;dr.