So I'm 27 years old, have been overweight my entire adult life (300lbs+) and have let body image and dick size insecurity issues get in the way of any kind of intimacy for the last 10 years. 10 years since I've had sex (and then, only a couple of times), and not far behind since I last even kissed a woman.

I finally got sick of the self pity in 2012, sick of dodging questions from friends, family and colleagues, sick of feeling sorry for myself when I could never join in conversations and banter involving girlfriends and relationships and so I made a start on doing something about it. I've now lost almost 100lbs in the last 12 months and am not far from being 'normal weight' for the first time in my adult life. Coupled with regular gym use and lifting I'm getting my body into a shape I never thought I'd ever see. My self esteem has rocketed, my dick size insecurities are shrinking (ha!) as the pubic fat pad does and I really want to get out there and make up for lost time!

Whilst I had some fun before I turned 18, I never had a steady relationship or even a real girlfriend, which means I almost feel like a teenager in my head still as I start to think about going out, meeting women, dating and whatever happens thereafter- I'm clueless! Whilst my self pity has probably been obvious to women over the last decade and helped to contribute to them steering clear of me, I haven't become totally alienated from them- I have no problem striking up conversation with women but whenever there's been any sign of escalation my insecurities have held me back- god damn I threw away so many opportunities in my 3 years at college!

So I was just looking for some advice, I'm obviously reading through the materials around here but it'd be great to hear from any guys who have been similarly held back by themselves, or are too 'late bloomers' who have let their twenties almost entirely pass them by but done something about it and turned themselves around?