Our amazing first time pegging experience - in detail [M/F][Pegging][Anal] | 2016

I posted this in /r/pegging but thought this sub might also enjoy it. Would love any feedback or comments!

A few days ago I posted some pics my girlfriend sent me while I was at work – You can find them here: https://www.reddit.com/r/Pegging/comments/4tklf5/girlfriend_sent_me_this_while_i_was_at_work_today/

As I live a two-hour flight away from her I couldn’t do anything but wish I was there, but a few days later I was on the plane headed her way. I hadn’t seen her in over two weeks and after all the talk of wanting to try pegging through to her getting everything we needed and sending those pics, I was pretty excited to see her.

After greeting her at the airport and getting home, I jumped in the shower, nervous but also excited about what I knew was going to happen. By the time I finished and walked into the bedroom she was already standing there wearing what you see in the pictures. She was stunning. I should mention (in case it wasn’t obvious) that she’s Indian with the most beautiful caramel skin that this whiteboy cannot get enough of.

I grabbed hold of her and we kissed hard. I could feel her cock press into me so I grabbed it and angled it up, allowing us to get closer. I was shocked at how real it felt, but turned on at the same time. As we kissed, my hands wandered all over her body, settling on her ass and grabbing it, pulling her closer into me. We shuffled back towards the bed and I pressed her down onto it, climbing on top of her and continuing our kiss. I started kissing her neck as she threw her head back, then down to each nipple, then down her belly. I asked her if she wanted me to suck her cock and she told me yes.

The harness still left her pussy exposed, so as my tongue hit the tip of her cock my finger touched her pussy. I licked around the top of the cock before placing my lips on it and sliding it into my mouth. At the same time I pressed my thumb against her clit and used my fingers to explore the entrance to her pussy. I worked my way down the cock as my fingers slid into her, then back up – trying to time my head movements with my fingers. She was dripping wet and moaning from this which had me hard as rock. But I could wait. I kept sucking the cock, up and down, sometimes pulling it out and licking down the underside of the shaft to where the balls would be, then back up to the head and putting it back into my mouth. Every time I made eye contact with her she had her head up staring down at me, moaning. I could tell she loved it.

At one point she grabbed the back of my head and forced me down on her cock – I got quite a long way before gagging, but I still need lots of practice. I’m determined to get there. She was talking to me in a way we’ve never done before – telling me to suck her cock and that she loves fucking my mouth. It was hot, but never aggressive. By this point I was fucking her pretty well with two fingers and rubbing my thumb on her clit. I loved the feeling of sucking her cock and fingering her at the same time, and I could tell she loved it too. It wasn’t long before she told me she was going to cum and so I opened my mouth and stuck out my tongue and put the tip of her cock against it. I kept stroking it with my left hand while fingering her with my right. She watched me do this and I could tell it was turning her on, and to be honest I felt like I was just about to take her load into my mouth. As she came she moaned and I kept fingering her while rubbing her cock over my lips and face. She tells me it was a very intense orgasm for her and I can believe it!

After she stopped shaking I knew it was my turn and moved up onto the bed. I laid on my back and she got between my legs and started to sucking my cock. I was harder than I had ever been and the sign of this beautiful woman sucking my cock while stroking her own was a huge turn on. She licked down my balls to my ass and I was twitching with excitement. I was leaking precum at an impressive rate but she was able to lap it up just as quickly. She reached for the lube and lathered up her fingers as well as covering her cock in it. That was a sight I will never forget.

She continued to suck me as her fingers ran down past my balls and reached my ass. She’s fingered my a few times before, so gentle ass play wasn’t new to us, but this time it was different as I knew it was going to get more intense. She gently fingered the outside of my ass, putting just the tip in then pulling it back out, over and over again – she knows how much I love that. Then finally slid a finger all the way in. I was in heaven. She fucked me with her finger for a minute while sucking my cock then slid a second finger in. I could easily take two of her fingers and did so for a few more minutes before I felt her adding a third. This was tighter and I could tell more difficult for her because of the angle. So between my panting breaths I begged her - ‘please fuck me…’

She pulled away from my dick and pushed my legs back towards me. I’m not very flexible so I helped her out by grabbing them. I felt very self-conscious and vulnerable like this, but at the same time she had me feeling incredibly relaxed and comfortable. I can’t explain it – She just knew exactly how to treat me. She grabbed her cock and pressed the tip of it against my ass and rubbed it up and down a bit. This alone felt amazing. Then she gently pushed forward. We actually had a hell of a time trying to get it in to start with. Her cock wasn’t as firm as I was expecting, and I think I was quite tight, so a few times as she applied pressure it would shoot up or down instead of going in. But finally we managed it and the head slowly entered me.

It hurt at first – quite a bit. It wasn’t a big cock, but certainly bigger than her fingers. She could tell I needed time to adjust and waited. Once a little bit was in, she’d pull it out a bit then push it back in – fucking me a few centimetres at a time. Then she’d go in a little deeper and slowly pull back again. This time fucking me a bit more. It took me probably 5 minutes to properly adjust finally she said ‘its all the way in baby’ – It felt incredible. She pulled out a bit then pressed back in slowly. Then out again then back in. She was actually fucking me and it felt amazing. She was gentle – she needed to be as I was still adjusting, but she reached down and started stroking my cock at the same time. I couldn’t believe how good it felt. Looking up at her I could tell she was enjoying this just as much as I was.

She started to fuck me a little harder and I could feel her hitting my prostate. Every thrust sent a shiver through my body and I knew I wouldn’t last long. Just when I thought it was going to be too much she asked me if I’d turn around so she could fuck me doggy style. She gently pulled back from me and the feeling of her cock slipping completely out was indescribable. I turned around onto my knees and she told me I needed to lean down, putting my shoulders onto the bed – which would really expose my ass. I did that and she slid back into me.

Being fucked doggy style was not as sensual as it was on my back, but it was even more intense. She spanked my ass and I was surprised at how good it felt – I’d never been interested before but this time it was different. It tingled in just the right way. I begged her to do it again and she did – a few times. I’d reached back and was rubbing my cock while she fucked me and spanked me – I could have died happy right there. Then she reached down and took over and I just let the pleasure build up. At one point I stood upright on my knees, she sank down keeping her cock in me, and I reached back and grabbed her head, pulling her into a kiss. It was awkward but probably the hottest thing I have ever done in my life. Her tongue was desperately trying to find mine and she still managed to fuck me. She moaned and I knew she was enjoying it, but she told me after she actually came at that point again.

She put a couple of pillows down and got me to get back onto my back, with the pillows just under my hips to give her a better angle. I loved being able to see her again. She pushed her cock back into me again and slid in deep. She jerked my cock for a while before asking me to do it so she could concentrate on the fucking. She was good at it too – she had the right hip movements and a good pace. I could see she was sweating and really pouring effort into this which was a massive turn on. Her cock was constantly hitting my prostate and every thrust was a delight. Feeling her hips smacking against my ass was amazing and I could feel myself building up to orgasm. When I knew I couldn’t hold back any longer I told her I was close and she told me she was going to cum inside me. This was enough to send me over the edge and I what the most amazing orgasm I’ve ever had in my life. I shot a large string of cum that hit my chin and neck right before the orgasm hit. Then I shot burst after burst over my check and stomach. It was more than I have ever cum in my life and it felt amazing. She was still fucking my but slowed down the pace, gently sliding in and out of my as she watched my panting slow and the orgasm wash over me. She leaned down and kissed me hard then slowly pulled her cock out of my ass, ending what I can only describe as the most perfect first experience in pegging I could ever have hoped for.

We talked about it a lot that night, and tried a few more things over the next 2 days. For us, we found that it isn’t about domination or aggression. She didn’t want to call me names or force me to do anything. She told me that the sight of me sucking her cock actually made it feel like she had one – and she actually said I looked more masculine than ever when I was sucking it and looking up at her. I think we have both gotten extremely lucky that not only were we comfortable enough to share our desires with each other, but that we both actually desired the same thing. We both agree that this has made us incredibly close and I can guarantee there will be more from us in this sub.

Goodnight peggers!