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New partner, starting over is fun!
Posted: Wed Jan 25, 2023 5:11 pm
by ilovebutts81
Hey all, 40M Toronto here, new to the forum but not to AO. Had a great AO relationship a few years ago and am going for it again with my new partner 28F. We just did our first full blown anal sex session on the weekend after a few weeks of getting her comfortable (she's never had anal before). I didn't realize how much I missed anal sex, yes that's how long it had been.
She loved it.
Couldn't be happier with such a great start, and I'm looking forward to getting back to the AO lifestyle.
Re: New partner, starting over is fun!
Posted: Thu Jan 26, 2023 6:44 am
by Colt1911
ilovebutts81 wrote: ↑Wed Jan 25, 2023 5:11 pm
Hey all, 40M Toronto here, new to the forum but not to AO. Had a great AO relationship a few years ago and am going for it again with my new partner 28F.
Welcome to the forum and welcome back to the AO lifestyle… a choice my wife and I made years ago.
Re: New partner, starting over is fun!
Posted: Thu Jan 26, 2023 7:28 am
by ilovebutts81
Thanks Colt! Really looking forward to it
Re: New partner, starting over is fun!
Posted: Thu Jan 26, 2023 10:17 am
by hdean667
Congrats on lucking out. My previous relationship had a lot of anal and the one I got into right after very quickly went AO. So I know how cool it is to get back to it. Keep us informed!
Re: New partner, starting over is fun!
Posted: Mon Feb 06, 2023 10:15 am
by canadianbuttluvr
ilovebutts81 wrote: ↑Wed Jan 25, 2023 5:11 pm
Hey all, 40M Toronto here
Hello my fellow Canadian!
Re: New partner, starting over is fun!
Posted: Mon Feb 06, 2023 11:42 am
by ilovebutts81
canadianbuttluvr wrote: ↑Mon Feb 06, 2023 10:15 am
ilovebutts81 wrote: ↑Wed Jan 25, 2023 5:11 pm
Hey all, 40M Toronto here
Hello my fellow Torontonian!
Hey there! Good to see another guy from Toronto on the board.
Re: New partner, starting over is fun!
Posted: Mon Feb 06, 2023 11:51 pm
by jack.fats
Toronto is on my wish list!
Nice to hear you're enjoying it... I know how deep is fun from now on !
Keep us posted

Re: New partner, starting over is fun!
Posted: Tue Feb 07, 2023 5:31 am
by ilovebutts81
Well just a quick update since it's been a couple of weeks, we've mostly been starting with an anal plug for her, before starting with vaginal sex. After a bit of warmup the plug comes out and I go in. Not a lot of thrusting right now, just getting her comfortable and used to the feeling. It's still pretty difficult to get into her ass unless I'm really hard, sometimes it takes a few tries.
Re: New partner, starting over is fun!
Posted: Tue Feb 07, 2023 8:49 pm
by Colt1911
ilovebutts81 wrote: ↑Tue Feb 07, 2023 5:31 am
Well just a quick update since it's been a couple of weeks, we've mostly been starting with an anal plug for her, before starting with vaginal sex. After a bit of warmup the plug comes out and I go in. Not a lot of thrusting right now, just getting her comfortable and used to the feeling. It's still pretty difficult to get into her ass unless I'm really hard, sometimes it takes a few tries.
If she can orgasm, she may want nothing else. Have you tried teasing her ass with a finger or two or the plug while rubbing her clit? That can help relax her sphincter.
Re: New partner, starting over is fun!
Posted: Wed Feb 08, 2023 3:24 am
by ilovebutts81
Colt1911 wrote: ↑Tue Feb 07, 2023 8:49 pm
If she can orgasm, she may want nothing else. Have you tried teasing her ass with a finger or two or the plug while rubbing her clit? That can help relax her sphincter.
Yes that's what we do - before I take the plug out, I get her to use a vibrator. It helps her when I'm fully inside her. She's already orgasmed like this a couple of times, it feels great for both of us. She's MUCH more relaxed after that and even has a cute gape going for a minute after I pull out.