I hope you all enjoyed my first post about my first date with Ellen, the fetish model. To refresh you, I was 23 at the time and had recently started seeing Ellen, a gorgeous 29 year old fetish model that, to this day, is one of the sexiest girls I’ve ever been with. With a simple seductive glance she could get me stiff as a rock in seconds.
Ellen is about 5’4, 120 lbs, bright green dyed hair, and had the most perfect c cup breasts I’ve ever seen. Her voluptuous tits stood full and perky on her petite frame with pink areolas about the size of silver dollars surrounding her sensitive and pointy nipples. Ellen’s only greater asset may have been her perfectly round ass, almost always accentuated by a skimpy little thong that didn’t often last long when I was around.
At this point, Ellen and I had been seeing each other for almost two months and our sexual chemistry had only continued to exponentially increase over that time. One of the things that we had always discussed and had begun exploring was ass play. Despite the fact that she oozed sex appeal and worked in the adult industry, Ellen had never had anal sex, however, wanted to begin exploring butt play. At this point in my life, I had never experienced the joys of anal sex either and was just beginning to explore the wonders that it offered.
Although we had not actually had anal sex, within our first week together we started experimenting with butt plugs, anal massaging, and eventually a finger. She had this naughty habit of sending me pics while I was at work of her immaculate ass arched high in the air, her thin little thong pulled to the side, with the newest plug she was trying out sticking out between her round cheeks. Soon, we had begun fucking with a butt plug in. I remember the first time trying it out, feeling it with every thrust, stretching out her ass as my thick cock stretched out her tight pink pussy.
Other times we would fuck without the plug. I would have her bent over in front of me, teasing her tight slit with the head of my cock while my thumb would massage her tight, puckered asshole. My cock would grow rock hard hearing her moan as she begged for me to stick my teasing finger inside of her taboo hole. It seemed like almost every time we fucked, she’d be whining for me to play with her needy asshole.
Still, despite this, we had not actually had anal sex. One of the problems was that my cock is THICK (feel free to DM me if you’d like to see, or check my post history, you know to help visualize ;P), and although we had even managed two fingers, that was still a long way off from taking my engorged cock in her virgin ass. That brings me to the night it happened, Ellen’s 30th birthday party.
I’m not sure if it was the idea of entering her thirties, the late night of drinking and dancing, the prolonged buildup of ass play over the preceding months, or a combination of all the above, but the starts aligned that night. That night Ellen wore a small black crop top, showing off her tight body with a black choker wrapped around her neck (she really knew my weaknesses). We stayed out late into the night drinking vodka tonics and dancing the night away to hits from the 90s as we celebrated her 30th. Her dancing became more seductive throughout the night, grinding her round ass against me and staring up at me with those sultry brown eyes.
By the time we got back to her apartment, it was almost 3 a.m. and yet there was so much sexual energy in the air, I didn’t feel a wink of tiredness. She just about ripped my pants off as she took her position between my legs. Her mouth instantly licking me from my balls to the tip of my engorged cock, already leaking precum. She wasn’t wasting any time as she impaled her throat around my growing thickness, quickly taking me to the back of her throat. Her full lips wrapped tightly around me as her head bobbed up and down. I had to stop her before she made me cum straight down her throat.
As I began to slide her skimpy little purple panties off, I couldn’t help but notice the large wet spot glistening under the light. The fact that she was so turned on from sucking me only made me more aroused. Then, Ellen did something a little unusual and asked if I’d just play with her ass for a little. I grabbed some lube and began massaging her tight puckered hole with one finger, which was quickly swallowed in between her cheeks. Her ragged breathing alerted me to how turned on she was and soon a second finger was working in and out of her. Normally, this is where we’d stop but her deep moans only heightened the tension as a third finger slipped in. As I felt her tight asshole stretch around my fingers, Ellen looked back at me with pure lust in her eyes and said, “I want you to fuck my ass.”
I didn’t need any more convincing and began to lube up my rock hard cock with copious amounts of lube. It seemed like with each new experience with Ellen my cock would achieve a new level of hardness and that night was no exception. Ellen buried her face in the sheets, arched her ass high in the air, her lubricated asshole inviting me in. I took the base of my hot, veiny cock in one hand and guided my engorged head to her waiting asshole, savoring one of her moans as I began to press against her hole.
Her asshole slowly stretched around my thick head, a deep guttural moan escaped her lips, as her asshole swallowed the head of my cock. I continued to apply more lube as I slowly started to work my heavy shaft inside of her. Her greedy little ass just seemed to invite me in swallowing inch after inch, feeling her extreme tightness stretch around my thickness. As I looked down, I noticed her thighs dripping with her juices from how turned on she was.
Ellen’s hand quickly found her clit and began furiously rubbing as my cock worked slowly in and out of her tight ass. I could already feel the the need to cum building up in my balls and as my cock throbbed deep in her ass she let out a little yelp from the increase in pressure. I paused, letting Ellen feel the throb of my cock deep in her asshole and let her know I was getting close. She didn’t miss a beat and instantly started rubbing herself with increased intensity as she started almost screaming. “cum in my ass, yes cum in my ass” over and over again. Within seconds, as her orgasm hit her, Ellen’s ass gripped my pulsating cock and I unleashed stream after stream of my hot, white cum deep into Ellen’s no-longer-virgin asshole.
And that ladies and gentlemen, was the first time Ellen and I had anal sex.
Source: reddit.com/r/gonewildstories/comments/11cwd96/mf_my_experiences_with_the_fetish_model_the_first