Our next few times, and maybe the whole week, was pretty much the same as I described in my last post. I still teased her by rubbing my bare cock on her, but we didn't repeat what I described in my previous post for a while. I think we both knew that we were lucky I had not filled her up
. Although she has surprised me a couple of times, once on my birthday, by letting me cum in her. This might be a turn-off for some of you, but she actually picked up a plan b in advance… it actually turned me on even more, knowing she planned it out.
L really likes it when I slowly rub and worked my thumb inside her ass. Sliding my dick in and out while fingering her ass makes her cum really fast. Up to this point, I never really came on her. I've started yanking my condom off and unloading all over her ass when we fuck this way now, though. The first time I came on her ass and asshole, she was shaking. She pretty much orders me where to cum these days, and I follow her orders
.
Our first full anal happened that next week, and not because I had particularly planned it that way. L started her period (always something that I'm happy to see, haha), which usually meant a lot of head, some cuddling, and making out unless she felt particularly bad. She came over that morning, as usual, and told me what was going on. I think we laid together for a little bit and then started normal day types of things. Later in the afternoon, L had taken a shower and txed me to "come here." "Here" was my bedroom, and I popped back to see what was up. I half expected that she needed me to bring her a tampon or something from her purse. Instead, L was sitting on the edge of my bed holding the bottle of lube with a half-nervous smile on her face. I don't recall any real conversation like "hey, I want you to fuck my ass" taking place, haha. I do think I set a world's record for getting undressed, though!
Getting L relaxed enough is a pretty slow process, and I didn't think it would happen this first time. I rubbed and fingered her ass like before and lubed/stroked myself to make sure I stayed ready. L can give me a look and make me hard
, but there is something about focusing on the act, going slow, and making sure it isn't painful that distracts me to the point that I've been at less than full attention on occasion. I'm not complaining, just explaining.
It took me several tries to get my head in, and I sort of thought it wasn't going to happen. I would stick my thumb in and finger her until I thought she was relaxed, but as soon as I removed it and tried to start my head in, it was like hitting a brick wall. It wasn't a situation where it was painful for her, I literally couldn't even get it started in.
I don't know if I sighed or what prompted it, but L apologized to me, which about broke my heart. We talked about this later and how she never needed to apologize about something like that. We kissed for a while, and when I asked her if she was ready to try again, she sort of lit up. Talking about it later, she had thought I was done, and she felt like she had messed it up.
After she helped get me ready for try number 2, we went back to the same position. To say that she was determined is an understatement! She lubed both of us up, which for me, was a big turn-on. I don't know if it is because it is a sign of how willing she is or what, but it doesn't take much before I'm ready to go when she does that. She takes me from limp to hard just grabbing the lube, lol.
On a further side note, she has replaced my shitty lotion with stuff that she claims is good. We don't take showers together all the time, but it isn't uncommon for us to be in the bathroom together while the other is getting ready. She has shaved me and tidied me up before, actually quite a few times, and after getting dried off, she always lotions me up with the "her good stuff".
It isn't part of my normal routine to do that, but I love it!
Getting back to L's ass
, I tried the same fingering and trying to slide in routine with the same results. I don't know why I tried this next, but with my thumb still in her ass, I started trying to feed my head in at the same time I was pulling my thumb out. It stretched her a little for sure, she said it didn't hurt, though, but my head finally slipped in. I don't pretend that I'm not a dork sometimes, and if I told her this right now, she would laugh and call me a dork… My exact words to her were "I'm in," which got a sort of simultaneous exhale and "I know" at the same time.
I'm cracking up just writing this. I don't know why I thought I had just stealthily put my dick in her ass, but hey… chock it up to my excitement
. From that point on, it was working in a little, holding that position for a bit, pulling back, and repeat over and over (I really like the over and over part, lol). We used entirely too much lube on her that first time because I was overly afraid I would hurt her. I was pretty slow and steady that time, but she does like it harder and faster now. I don't know if I have any video of that view, but I'll look and try to take some for captures. Holding her ass apart and trying not prematurely cum is about the extent of my skills, though
.
L came twice from our first anal session. The first within a minute of starting, which I attribute to the new sensations and just dirtiness of it. The second took a little while, maybe 10 minutes, after I encouraged her to rub her clit, and it sent me over the edge hearing her grunt. I think she could audio record herself cuming, and I'd shoot a load without even being touched!
L was pretty anxious about how messy things were. I get it, and we've really gotten her over being worried about it. Most of the time, it isn't very messy at all, though. I told her that she looked perfect
.
I have a better capture than the one I posted yesterday and thought I'd share it.