1st Time Pegging

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1st Time Pegging
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My First Time Pegging - Entering the World of Giving it up to My Wife A Pegging Reunion After a little over two weeks away from home, being back with my wife was heaven. I had been out of the country on business. For two weeks. Or, a little over, actually. And it had been a long two weeks. Continue reading September 26, 2017 Sean B.
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This pegging sex toy arrived from LoveHoney discreetly First, my boyfriend gave me oral Then I gave my boyfriend oral and gently fingered him to loosen things up I unleashed my inner dominatrix and got him on all fours I wanked him off as I slowly eased the smallest dildo in the kit in
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You can share and exchange impressions on your first pegging experience so you can perform better the next time around. You can offer suggestions like trying out other toys, lubes, or experimenting with various positions. 2. Get Comfortable Having a dildo stuck on their anus isn't every man's dream, and some are intimidated by the idea.
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Me and my boyfriend have been together for a good few years now and despite being open to most things sexually and enjoying every inch of each other’s body, we still had reservations and places that were unexplored (especially on my boyfriend).
Before we begin I just wanted to mention my sex book , where I have written some of my most insane and intimate sex stories in full detail and I would love for you to check it out sometime. You can also get it free when you sign up for my membership .
One of those places was us exploring my boyfriend anally .
I had always been so turned on by the idea of pleasuring him there and exploring his P-spot. The stories I had read, the porn I had watched, and the reaction I got whenever I even licked around that area were pleasing, to say the least, and we both wanted to explore a little deeper. On top of that, we both wanted to explore the Femdom aspects of pegging as well (which we did, later on, you can read about it here ).
We began by inserting my finger whenever I gave him a blowjob and I will be honest, he was very hesitant and first but once he loosened up and saw how much it turned me on and how much it turned him on, he was asking for it virtually every single time I performed oral sex.
Within a few weeks, I broached the subject and asked how he would feel using a pegging sex toy.
His reaction was reserved but when I explained all of the sensations and new experiences, he was in agreement and so we ordered this
Price Check: I found the best price for this strap-on dildo on 30/06/2022 .
I wanted to go for something that was non-intimidating and something that didn’t look like a cock. It was also important that it was unisex because whether he loved it or hated it I also wanted to be able to use it.
This strap-on kit comes with two interchangeable dildos and a bullet vibrator that you just slip into a little pocket on the harness and that vamps up the sensations on the dildos.
One of the main things that swayed me into buying this strap-on kit over the others is that the two sizes of the dildos were totally different. One is larger measuring 6.5 inches and the other 5 inches, I saw no point in starting with really small dildos, we needed something that was really going to stimulate his P-spot and keep us both satisfied.
The harness is also fully adjustable so it does fit either me or my boyfriend with ease, it’s also really easy to slip on, a lot easier than I was expecting.
If you want to read some more reviews just click on either of the links below the photo above.
When the discreet box arrived from LoveHoney (I always use them for my sex toys), my boyfriend did become nervous, he just wasn’t sure what it would feel like, he wasn’t sold on the idea of me dominating him for once and he didn’t know how it would feel good.
We sat down and we talked about it and after a while, he decided that he wanted to try it and if he hated it then he could use the strap-on kit on me and I was thrilled with that.
Earlier he had showered, cleaned and groomed down there. I asked him for his exact steps but he said the boys will know but for those who don’t, just squat, clean up in there with warm water, manscape a little, dry off, and applied a light spritz of his aftershave.
We started off with him going down on me (my weakness!) and then it was his turn.
I began by teasing him with oral sex , performing all of my best moves to make him extremely horny, and keep him on the edge. You can read about some of my oral sex tips here: guide to sucking a big dick.
After I knew he was desperate to cum I switched on my inner dominatrix (you don’t have to do this) and told him to get on his knees. I already had my strap-on kit on so there was no fumbling around.
I definitely got a kick out of the dominating and felt myself getting wet as he did as I said.
Once he was on his knees, I got on mine and played with his balls and perineum , he was moaning and I knew he was ready, he was on the edge of an orgasm at every touch.
I applied anal water-based lube to the smallest dildo in the set and slowly eased my way in. I was a bit nervous myself but I kept my newfound dominatrix alter-ego in check by wan**** off my boyfriend as I eased my way in and told him to shut up.
The bullet vibrator was also switched on, this spurred me on as it felt amazing against my pussy and rippled down the shaft of the dildo and against his P-spot.
I actually felt the dildo pop in and I just began to thrust .
I had never ever heard my boyfriend make the noises he did that day, I felt like I switched on some sort of pleasure button, he just wouldn’t stop moaning .
It wasn’t long before he actually came, it was like a volcanic eruption had made its way out of his cock . There was cum EVERYWHERE . I gently eased my dildo out of him and lay down next to him and we napped for a good hour.
This pegging sex toy arrived from LoveHoney discreetly
Then I gave my boyfriend oral and gently fingered him to loosen things up
I unleashed my inner dominatrix and got him on all fours
I wanked him off as I slowly eased the smallest dildo in the kit in
I also switched on the bullet vibrator which felt amazing against my pussy and made its way down the dildo
Slowly I began thrusting in and out of him until his P-spot gave him an eruptive orgasm
I wasn’t sure if he would even get a P-spot orgasm but he did and apparently it was one of the best orgasms he had ever had in his entire life . He said it was totally different to any type of orgasm as he felt this insane pressure building up and before he knew it his whole body was engulfed in this intense pleasure and he couldn’t even speak .
We were both shocked at how intense my boyfriend’s orgasm actually was, I had read stories and seen videos but I never actually thought it was that real and always assumed these people were exaggerating, but my boyfriend went in with low expectations and came out with his knees trembling and having one of the most intense orgasms of his life.
However, if you really want to t ake your strap-on to the next level whether that’s because you’re looking for the best possible outcome or because you have done this all before and you want an even bigger thrill this time I am going to explain some of the things we have since done as a couple with our pegging sex toy kit and how it has made our sex life even better.
We loved the strap-on kit that we originally bought it was ideal because it was non-intimidating and didn’t look anything like a penis so we were both comfortable when we first started using it, However, there are plenty of different shapes and sizes out there and so we opted for something a little more realistic:
This unisex beginners strap-on kit contains two dildos one measuring 8-inches and the other 6-inches, made from jelly these dildos feel a lot more realistic and have pronounced heads, veins, and ridges.
These aren’t for everyone and if you’re like my boyfriend I do recommend going for the strap-on kit that isn’t as cock like at first, but obviously, it’s all down to personal preference.
We now love this kit and our other kit but both have their different perks and advantages , it all just depends on the person.
Our first pegging sex toy ( this beginner’s unisex strap-on kit ) actually came with a bullet vibrator that I loved and my boyfriend loved, it really increased the stimulation for the both us .
However, not all strap-on kits come with vibrators (like the one above), and something we found that felt amazing was using our strap-on along with a vibrator.
It’s a really easy device to just slip into the harness or even hold against your clitoris whilst your thrusting.
However, we don’t believe that our strap-on kits are just for my boyfriend, he also likes to use them on me but I will talk about that more below. When he uses the pegging sex toy on me, I also like to hold my bullet vibrator on my clit to take my orgasm to the next level.
Something me and my boyfriend did before we started using a pegging sex toy is test out the area with my fingers and a butt plug.
We bought this 10-function vibrating butt plug to use to get the area stimulated and adjusted to something bigger than my fingers.
I apply water-based lube and slip it in, press the button, and cycle through the patterns and vibrations whilst performing oral sex. It feels incredible to him and it really helped him relax in that area.
I also know he uses it when he is alone and I am not there for whatever reason, it is one of his favorite sex toys and one of the reasons I am sure that agreed to start using a strap-on kit because he knows the potential of the orgasm from the P-spot .
Pegging sex toys aren’t solely for one partner and not the other, learn to switch things up a bit. Both of the harnesses I have mentioned can easily harbor a penis so whether you’re looking into roleplay a new fantasy, want to know what it would feel like f your boyfriend had a different sized penis or what a bigger or smaller penis would feel like, strap-ons can help you fulfill all of your desires.
Both of the kits I mentioned are adjustable and are able to fit most waist sizes.
Whether you’re a man or a woman, lubrication makes everything better. It stops friction, allows areas like the butt to become slippery, and is more easily accessible and it actually helps stop wear and tear to your dildo.
I bought this water-based anal lubricant and love it, a little goes a long way but it’s inexpensive enough to stock up whenever we start running low.
Lube is especially important if you’re new to anal or vaginal experimentation , apply liberally and always make sure it’s water-based as it’s safe to use with condoms and sex toys I made the mistake of using non-water-based once and it was an awful realization.
Our journey continued and we recently ventured into our first pegging threesome with one of my best friends, you should definitely check it out, is that something you’d like to try?
I’m Jess and I’m a woman in my twenties. I created this blog to share my sexual experiences along with the experiences of people from all walks of life. I am actually quite introverted, but my boyfriend and I have a semi-open relationship and it’s really helped me open up and experience things I never thought I would and that’s one of the biggest reasons I created this. I hope you enjoy my blog as much as I enjoy writing for it. Read more about me .
I’ve always wanted to try pegging, just don’t think my girl would be down for it. Any more advice on how to get her to give it a try without seeming creepy?
You should never feel creepy, just let your girlfriend know how good it would feel for you and how you want to open up and try new things. You could even mention that you want to start small with something like a butt plug and see where it leads you both. If she knows how good it will make you feel and how much you want to give it a try, she should be up for it. x
Hey Jack. Try some of these online questionnaires. You both answer questions (1.of them asks about pegging) if you both answer to yes, you will see the answer. If theres no match you won’t see it there.
I really want to try pegging I think it looks like real fun for both
I’ve been slowly trying for 3 years to get my boyfriend to let me try anal play on him. I’ve even bought some of the best beginner toys especially made for prostate stimulation. I really just want to show him how wonderful it can be. He always says he’ll let me try one day, but hasn’t yet. Wish me luck!
You sound like a dream, Lou. Come over and try it with me 😉
So funny to me bc after doing it for a while now I feel like I cheated myself. Seems he enjoys me fucking him more than he likes fucking me and that’s becoming a problem……
I tried pegging with my now, unfortunately, ex fiance. I absolutely loved it. She was gentle. And corny as it may seem, started as slow lovemaking rather than being dominated.
Hopefully whomever I’m with next will be okay with it.
I love it when my wife licks my ass, she will finger my ass too. Now I want her to get a fat dildo and fuck me hard.
My wife is going to do me in the morning and I cant wait. It’s been a while since she last used my buttplug on me. I have one that vibrates and thickens when you pump it up.
My wife and I have been into pegging for a few years. Now that we have some practice and are both more relaxed, it is the best sex ever! She does me missionary, doggy style and I ride her. It is amazing! She puts on her sexy lingerie and asks if there is anything that I want. She knows, but makes me ask for it. I can cum hands free and then again with some extra stimulation a minute or so later. Do it if you are thinking about it, and do it enough so that you are both experienced, which makes it even better.
My wife pegged me for the first time last night, it was a little embarrassing and awkward to say the least. But, it felt really damn good and she was really getting into it. Not bad for our first time, I just need to be able to relax more, I so wanted to just tell her to just fuck the living shit out of me, but we gotta ease into it. I would find myself pushing back onto the strap on harder and harder but just kept getting embarrassed. After she did use a prostate massager on me with her hands while going down on me and I did have a huge prostate orgasm followed by shooting what seemed like a gallon of semen. All in all I love my wife and am lucky she doesn’t judge and just wants to pleasure me, I just need to get used to all this. Pretty sure she’s gonna fuck me again tonight ?
My wife use to want to stick her fingers in my ass and try to use a dildo. I was nervous and scared of judgement. I let her finger my ass a few times and it felt so good. But now she doesn’t do it any more. I try to hint at it or ask her to finger me she doesn’t. What I really want to try is her getting a strap on and fucking me til I cum. She knows I like it but she doesn’t do it. What should I do to try and convince her to try it.?
In my experience with my husband, I was really interested in anal play with him but I didn’t want to push him. One night I was big spoon and I started kissing and licking up his spine. I realized after a few minutes his ass was grinding against my hips. So I played into it and now if I’m big spoon and I start the kisses, IT IS HAPPENING. Just ask her to start kissing your back and left her see/feel your body responding. If she knows your body intimately then she’ll see what is turning you on and ultimately what you are wanting.
My girl and I have been together for years and she’s obviously let me put it in her ass. For awhile she wanted to peg me, at first I didn’t know what it was so I looked into and she explained it to me and I was completely against it at first I thought it wasn’t okay and that shouldn’t even be mentioned because why would a guy want something up his ass but then for our anniversary I finally gave in cause I can see how bad she wanted to do it. I went out got a pegging dildo and indica edibles to relax and she pegged me that night and I loved it and wanted it harder but I knew we had to start off slow but it was amazing I cummed good and so did she and now she fucks me hard and I will honestly admit that I love it.
My boyfriend and I tried this for the first time last night. We’ve done lots of anal play before and I absolutely LOVE anal sex myself and I really wanted to own his ass like he does mine. And OMG it was so unbelievably hot! We’re both excited to do it again. Next time I’m using a strap on though so it will be more like I’m fucking him. Last night I just used some of our dildos while he fisted me but I really want to try either a strap on or strapless dildo next.
My ex? and I tried this a lot! It was always fantastic for both! He would want it lots more on some days than others. I only had a wee toy ? but still big fun for me and him. Not for every man, but its worth a go.
Looking for a new man now ? for more fun like this ?
My wife and I just starting playing with a strap on. We are both in our 50’s. I have always been intrigued with prostate play and prostate massage by doing some solo work in private. I decided to come clean with her about my secret desires. After a little coexing she decided to give it a try. We started slowly
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