Before my[f] boyfriend and I become a couple, the first time we had sex was surprising to say the least..
So I was going through a dating slump at the time. Haven't been in a relationship for more years than I care to say and I was thirsty for something more romantic. Something more satisfying.
I got a message one day from a guy that used to do a course with me a year previously in carpentry of all things. He saw me leave the chat group and asked if I wanted to get together.
I thought "sure why not?". He's funny, he's smart, working on his phd- a catch any grandmother would love. When I came over, I kid you not I had to constantly remind myself that I don't need a big cock. I don't. If anything, I could never try anal if I only went after big dicks! So if I want a relationship and anal sex I better try to start dating more guys like him.
Guys not exactly my type physically but will be a good dad possibly and smart and reliable and good partnersā¦. Who can also penetrate me in the back door. Supposedly he's freaky enough to want to but come on what nerdy white guy isnt fascinated with anal sex?!
So I come over not really investing in the way I look but just a spaghetti strap top and jeans- not too much effort but signaling that I have a nice figure at least. Eventually the time comes when we're making out on the couch and we play this game where we cant use our hands but everything else is fair game. I have no idea how we got to this idea but it made me feel safe- it gave me the breathing room to decide if I really want to sleep with this guy.
Eventually it got hot enough that I was thinking "let's go!" How awesome. We head to his room and I'm still telling myself in my head "it's probably still going to be good I mean it's mostly technique anyway and you prefer fingers anyway so come in with an open mind".
When this guy, let's call him Max, opened his pants and took off his boxers, I kid you not I was still processing what I was dealing with as I took him in my mouth and could only get halfway in. It's like I couldn't believe that this monster belonged to THIS guy and I refused to recognize it.
I kept trying to swallow him in because my brain still hadn't caught up to the size. I swayed my head side to side. I loosened my jaw. I got more spit on him just to make it easier for my lips to take him further in. I managed to get 3/4 and one time all the way in which led to me almost gagging to the point of throwing up. Had to stop for a second and get my bearings. This guy has to be 10 inches if I remember correctly. And thick.
And then like a complete amateur I tried to sit on him taking him in from above. Thankfully he stopped to put some lube on his dick with a condom but still he stretched me so much. His eyes fluttered close every time I went deeper. Max tried to keep them open because he wanted to keep an eye on me to make sure I didn't hurt myself (he ended up becoming my boyfriend after all).
By the time I got down to his pelvis my legs were shaking from the effort of taking more of him in each pump. Neither of us tried to go about it differently- I think he enjoyed the novelty of a girl trying to take him in like this and I just loved watching his face as I did it.
I started rocking my hips and each move still felt slightly painful. Max put his thumb on my clit (not knowing clit play doesn't do much for me) and it helped loosen my muscles enough for him to pump up into me. I leaned forward, one hand on the wall in front of me, my swaying creamy white tits in his face as he started finding a rhythm that got us both moaning.
As he would get faster my breathing got heavier. My moans got louder. My toes were curling. My face got redder. He could clearly see my reaction to his beautiful beautiful cock and saw how much I liked what he was doing. His hand snaked up my back holding my shoulder down to him, his feet perched so he could use the leverage to slam his hips into mine as fast and as hard as possible.
I was screaming bloody murder from the surprise- he stopped for a split second till I yelled "keep going!" And then went full power mode into my cunt. I covered my mouth with my hand because the guy had roommates but they heard me, of course.
This nerdy phd scientist was stretching my ass cheeks getting deeper inside my cunt. I was drooling onto his pillow. I came from just this position maybe 4 times before he finally let himself release his cum deep inside my cunt (into the condom of course- when we stopped using condoms I don't know who was happier honestly).
Rope after rope and we were both so sweaty even though he did 95% of the work let's be real. When I finally got off him there was blood that spilled onto the sheets because there was still enough friction to cause it. I would eventually learn to appreciate lube no matter how turned on I am.
After disposing of the condom and just lying together in his bed, cuddling post-coitus, I still had the urge to tell him "that's not going anywhere near my ass". He laughed, smacked my ass playfully and said "we'll see".