A first time for everything

A first time for everything

The phrase a first time for everything is one that I love, it fits perfectly with who I am and who I want to be. I’m very much adventurous and as per my blog title I love to and want to explore a lot, this is of course only possible when I am comfortable, and I have the confidence to be adventurous and explore, something I don’t always have.

But yesterday (19th of February 2023) I had an afternoon of experiencing a whole lot of firsts for me, getting to have a whole lot of fun and getting to give and receive a whole lot of pleasure.

It all started as I got to the door which had already been opened the recipient having buzzed me in the main door. I walked into a see a stunning lady in nothing but white lingerie, a simple greeting passed out lips as she closed the door behind me.
We got a more detailed greeting and some initial chit-chat as I lay my bag down and took off my coat placing it on a chair. We had a short conversation asking how each other was and I was then ready to undress as was she. 

I loved the lingerie she wore and it was my chance to see her big breasts and her general figure which I loved. I wondered how I would even fit her breast in my mouth, but before I could even finish thinking about that we were both naked and she led me to the bedroom.

As we entered I got the first of my first’s in a short bit of french kissing, sure I had been given pecks on the lips a couple of times before but this was my first time actually kissing a woman and apart from the awkward locking of lips as we started I fully embraced it, enjoying it as a start to proceedings.
If I had any nerves they certainly weren’t on show and this kissing was a good way to ease me into being comfortable with the lady in question.

The kissing started on the lips but soon led to both moving on to the neck as we touched each other for the first time, and while not the first time touching a woman, having had the experience during my massage the other week, it was the first time sexually being able to touch and feel and I slowly worked my hands all over her, from the breasts, nipples and to the ass then to her tummy.

I was then instructed to get comfy on the bed as we kissed again not only on the lips but neck before she decided to play with my cock and then get comfy so she could orally pleasure me.

As she did it was the first time I’d experienced oral with a woman and only my second time ever, having previously had a guy give me oral once when I was exploring my sexuality.

As she pleasured me with her mouth she stopped for a second to explain a limit for her being no cum in her mouth, which I was more than OK with, and we both agreed that I would alert her some way if It was going to happen. As she pleasured me with her mouth, I took the time to feel her ass, play with her nipples, and generally play with her boobs.

It was as mentioned the first time I was able to touch a woman sexually, and I loved letting my hands explore as much of her body as I could in the position she was in. 

Her natural breasts were nice and soft to play with and she had lovely hard nipples that I could rub and just enjoy.

After a little bit, we repositioned ourselves, had a short kiss again, and I sucked her breasts and she had one hand on my cock and the other on my balls. This was another first in being able to suck on nipples and have breasts in my mouth and I took the time to work my tongue over the nipples getting them wet as I went.

It was at this point I decided to let my hands wander down her body and to her clit area where I began to rub it and have my first experience with that, which she seemed to enjoy, as the faster I rubbed the faster she stroked my cock and I could visually see her pleasure on her face as I played.

I then moved on to a combination of fingering and clit rubbing and she sucked my cock.

The feeling of my fingers in her was new to me which I loved, and she seemed to really enjoy what I was doing as she started to let out audible noises of pleasure the more I continued playing.

It was even more fun when I got to taste her after fingering as I shove my fingers into my mouth to taste and then go back into her.
I can’t describe her taste, it wasn’t sweet but it was really nice, and after the first try I didn’t think twice about tasting her multiple times.

We stopped a few times to just kiss and to adjust our position so we were both comfortable and after one more round of oral on me and with me being hard she suggested I condom up so she could sit on me for even more pleasure.

Again it was a first for me in doing PIV and as she started I loved laying back as she went up and down on me while I played with her breasts and nipples. After a short time, I suggested going on top to give her time to relax which she was more than happy to do.

This was when one of two little pieces of note came up, as she lay down and I got on top I started to put my cock in her and thrust but no matter what position we tried I just couldn’t find comfort and make it happen it should. I was still hard but not rock hard and while I’m not small I just couldn’t fully penetrate her as we both wanted so we agreed it wasn’t working out so we moved back to other forms of pleasuring each other.

She was trimmed downstairs but not smooth so there were still hairs all around, and this was something I wondered about before I had even met. If I was going to perform cunnilingus on someone with hair what would it be like and would I enjoy it?

Well, it turns out I had nothing to worry about because as I first went down with my lips and worked my tongue over her clit I loved it and after a second I never thought about the hair and just kept going while I started to finger as well.

As with fingering her and using my hands on her clit, using my mouth to play was a huge pleasure point for her and fingering too increased that, as at one point I heard her say she was about to cum.

I’m not sure if she did cum or was that accurate but for the first time hearing that along with what seemed like genuine moans of pleasure really did make me happy and made what I was doing not only pleasurable for her but for me as well over and above what she was doing to me.

We went back to her coming on top of me, getting her lips around my nipples, hands over my cock and then her mouth over my cock whilst I touched her all over and played with her breasts until we reached the point of bringing me to orgasm.

This is where the second point of note came into play.

As she gave me oral and stroked me, it soon became apparent that I just wasn’t going to cum for some reason, it was no fault of hers because I loved how she pleasured me and up to that point I felt like I could come at certain times if we didn’t do other things, stop to get comfy and reposition ourselves.

I have no idea what happened, but even when I took over and let her watch me masturbate, which turns out to be a mutual turn-on for us both (Watching guys masturbate) I couldn’t make myself orgasm no matter how much pleasure I gave myself with her even joining in as well.

Eventually, we gave up and I assured her it was nothing to do with herself that I couldn’t orgasm and that all the pleasure I had given her was more than enough for me along with what she had done.

As things came to an end she showered as I got dressed and we chatted for several minutes afterwards as she was half naked in a towel and I made sure I had everything with me. As I left we exchanged one more short kiss as I said goodbye and mentioned how much fun it was before I went on my way like I was on cloud 9.

From my first kissing to cunnilingus and everything in between I felt like for my first time it went about as well as I’d hoped. 

The first kiss settled me down and while there were awkward moments, these were down to just two people being human and not the fact it was my first time. Any nerves I had definitely left me as soon as I walked through the door and after initial exchanges of pleasure I felt very much comfortable doing most things other than anything related which she wasn’t into and other than feeling her ass I left that area alone.

When telling a very good blogging friend about my experiences, a friend who loves to hear all my good stuff, she asked me a really good question which was “What was your favourite part?? If you can pick”

Now The whole experience was good but I said to her that while “I love the kissing as my first time, getting to play with her clit and all that area was so fun”.

Naturally, I wanted the pleasure of my own but honestly, for me, the best part of it all was giving her pleasure.

Playing with her clit, fingering her either separately or at the same time and most of all performing cunnilingus and getting to taste her. 

I loved the taste of her, I loved feeling her clit on my tongue, my fingers wet as they were inside her and being able to see and hear that doing all of this was giving her so much pleasure which in turn gave me just as much.

I didn’t care that I couldn’t orgasm or that I failed at PIV because from the kissing, her oral skills, her handjob skills and just being super hot was all I could ask for, and all the pleasure I could give her more than made it for it and satisfied me as much if not more than any orgasm would.

It even helped that because I hadn’t orgasmed with her I was then able to think back to the afternoon as I grabbed lunch keeping me in the mood till got home and would hopefully then be able to orgasm to the thoughts of everything I had done, with this happening 9 hours later and it didn’t disappoint either.

It may have taken me to the age of 36 to have a sexual experience with a woman but god damn was it ever worth it in the end, I’m sure as heck hoping to see her again in the future.

One thought on “A first time for everything

Leave a Reply

Fill in your details below or click an icon to log in:

WordPress.com Logo

You are commenting using your WordPress.com account. Log Out /  Change )

Twitter picture

You are commenting using your Twitter account. Log Out /  Change )

Facebook photo

You are commenting using your Facebook account. Log Out /  Change )

Connecting to %s