Back in my tinder days, I slept with a lot of beautiful, and a lot of normal girls. The beautiful ones were rarely freaks in the sheets, and seemed to have a harder time letting go, while the average and below average usually had A. less sex, and B. more appreciation of the sex they got.
One average but super cute fwb I had, who was 24 at the time (I was 26) was actually an old friend from earlier in life. We never so much as showed interest in each other but somehow connected and really quickly started getting inappropriate. She had put some pounds on, maybe around 140lbs when we started sleeping together (used to be 110 at most), but her ass and thighs had filled out the most and it was a really sultry, “fuck me hard” look she developed. Our innocent friendly chats quickly turned to “whatcha up to”, (me) “just got hone from the gym, gotta get these clothes off”… (her) “me too I had such a long day”… (me) “I am such a nudist!”.. (her) “omg me toooo I love napping by the window naked with a breeze blowing on my body!”
Before long, we started talking about masturbation and she would tell me about her vibrator collection, exes, the sex life she had, and started trading pictures. She was super tan with C cup breasts, a shaved pussy, and a really tidy set of pussy lips that looked like a textbook slit you just had to explore more of. I mean it, it was just perfectly smooth, tidy, no protruding mons pubis or outie features, but when you spread her pussy open it was a perfect evenly colored medium pink hole and barely visible clit that glistened it was so smooth.
The sexting turned into instant “well we should really start fucking” mutual understanding, and next thing I know it she is coming over at 11pm. I want to note that she also had a beautiful butthole, which she was not shy about showing me and made it very clear it was on the table for exploration.
When she came over, we said our excited and nervous hellos, shut the door, and started making out on the couch. After a few minutes of kissing her and feeling up and down her body, I spread her legs and started grinding hard into her crotch. The extra weight was a nice change from the skinny girls, her pelvis wasn’t as bony and hard as I was used to. My cock was NOT feeling great in my jeans and felt like it was going to break, but thankfully she started unbuttoning my pants and struggled to twist my rock hard cock out of the tight jeans.
Before I can get her fully undressed, she’s down on her knees sucking my cock. She had a great knack for detail cus that very first entrance into her mouth was soaking wet… she had a ton of spit in her mouth waiting to slobber all over my shaft. I was keen on actually fucking her though, and really didn’t want to waste my load in her mouth just yet, so I quickly grabbed her chin and tilted her head up to look my in the eyes and showed that I wanted her to stand up and kiss me more.
She got up and I ripped the rest of her clothes off, and pulled my own shirt off before looking back and seeing that she was down on all fours with her ass up in the air. I could not believe how huge her ass looked, but I was the kind that you could visibly see her asshole when she bent over without needing to spread her cheeks. Her last boyfriend was obsessed with anal, and to my benefit she could take a real pounding in her tight hole.
She wasn’t just my first anal fuck, she taught me how to have anal. It’s not like in porn. You need to start with a finger, spread as much lube in her anus as you can, then another finger. Apply pressure down towards her perenium to relax her sphincter, then start to massage her rim going in and out in a come hither motion.
By the time I was ready to get up and push my cock into her ass, her pussy was soaking wet and starting to run down her inner thigh. My cock isn’t a porn cock, but it’s 7 inches and thick. She reached back and grabbed my shaft, rubbed lube up and down while gently gripping me, and then pulled the tip of my penis towards her asshole. It did not slide in easily.. my head felt resisted. She started pushing out like she was farting while pressing her ass back against me and finally it pushed into her anus as I heard her let out a moan. It was so soft and warm, it wasn’t like entering a pussy. There was no end to her rectum and I could slowly glide my entire cock in and out of her. She was starting to sweat as I picked up speed, occasionally pulling my cock all the way out to see how much she was opening up. Each time it stayed a bit more open, and each time my cock slid in even easier. She was now rubbing her clit between her legs, and I was power fucking her while my balls slapped her wet cunt and she had one hand stretched far out ahead of her to absorb the shock. I could tell she was getting tired and started slapping her ass, each time feeling her butthole grip tightly around my cock.
As I was getting close to cumming,I pulled my foreskin back and started stab fucking her gaping hole, only going in about two inches and coming out a full inch. Seeing her pink sore asshole staying open and feeling her rim glide back and forth against my tip made me cum so hard I… I can’t even describe how hard I shook. I lost control and collapsed forward, my cock plunging all the way into her as we both fell to the ground and I was pressed completely up against her ass with all my weight as we both twitched. My penis was convulsing. It took me a couple minutes to pull my cock back out, and just sat next to her with her laying face down on the ground and spread her ass, watching her fart out the cum one bubble at a time.
This was the first time I fucked a woman’s ass, and became an addiction.
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