My [M] memories of Squishy [F] – A twitter friend who liked aggressive sex, became a sexting partner and engaged me in multiple IRL trysts. PART 8

[Part 1](https://www.reddit.com/r/gonewildstories/comments/gzy5hc/my_m_memories_of_squishy_f_a_twitter_friend_who/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

[Part 2](https://www.reddit.com/r/gonewildstories/comments/h01pvo/my_m_memories_of_squishy_f_a_twitter_friend_who/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

[Part 3](https://www.reddit.com/r/gonewildstories/comments/h02yz4/my_m_memories_of_squishy_f_a_twitter_friend_who/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

[Part 4](https://www.reddit.com/r/gonewildstories/comments/h03cgv/my_m_memories_of_squishy_f_a_twitter_friend_who/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

[Part 5](https://www.reddit.com/r/gonewildstories/comments/h03sur/my_m_memories_of_squishy_f_a_twitter_friend_who/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

[Part 6](https://www.reddit.com/r/gonewildstories/comments/h0jbeo/my_m_memories_of_squishy_f_a_twitter_friend_who/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

[Part 7](https://www.reddit.com/r/gonewildstories/comments/h78ifd/my_m_memories_of_squishy_f_a_twitter_friend_who/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

Squishy wasn’t shy about telling me that she wanted her ass fucked thoroughly and often. The many, many ways of enjoying pussy had always been sufficient for me, but her enthusiasm was so infectious that I really began to look forward to seeing what I was missing.

She sent pictures of herself bent over with her ass ready for a pounding. Some of them were playful and cute, where she’d just be posing and showing her asshole with her glittery butt plug. Others were savage and lusty, where she’d be stuffed with a big blue dildo and a ferocious expression.

Our first time ass-fucking was mostly a lesson in the nuances of how she liked to be penetrated. She thought me the rhythms that made her toes curl and her eyes cross. The second time makes for a more interesting read, so I’ll talk about that instead.

Some background: About a week and a half earlier she had hanged a large string of lights around her backyard fence and patio. It took her quite a bit of effort and she needed a new ladder but in the end she was able to do it alone, proud that she didn’t need a professional handyman. She posted a bunch of pictures of her accomplishment and our twitter friends all complimented her on how beautiful it looked. I sent her a DM saying that she looked really sexy in the denim overalls she was wearing in the pictures. She had a pink t-shirt and baseball cap on as well. Just extremely pretty. Her smile was adorable.

None of this was on my mind when we met for our next tryst, until she opened her front door wearing the same outfit.

She was in a rage like I’d never seen.

Her: “You fucking asshole. Get in here.”

Me: ?

She darted past me and shoved me inside. She ushered me into her kitchen and pointed out the large glass doors that had a view of her backyard. She gestured outside and proceeded to lambaste me at high volume over a litany of non-existent maintenance issues, including what a shitty job I did of hooking up her string of patio lights. Ah. So the game was that I was the handyman and she was the rich-bitch. No problem. This had none of her usual telltale coyness, though. When my attention was directed outside she blindsided me with a slap on the face that didn’t hurt very much, but it surprised and shocked me, making my heart leap. I resolved to match her level of commitment to the role-play. I had been waiting for her to stop talking but it looked like she was just going to keep screaming. I had made several gestures indicating that she should bring her voice down, as she was hurting my ears. It was also upsetting her two dogs, who began barking from the other room. I shot my arm out and grabbed her by the throat. Her eyes went wide and she was suddenly mute.

Me: “Shut your mouth, you fucking cunt, before I kill you.”

She glared at me.

Me: “Bitch, I gave you a good fucking rate for all that work and you’re going to give me my money.”
I released my grip with a gentle push. She backed away from me toward the counter and flung an oven mitt at me.

I sneered and strode over to her, telegraphing that I was going to whack her. I thought she’d run and I’d get to chase her, but her braced herself instead. I clouted her on the side of her head with an open hand. It grazed her and knocked her baseball cap off her head, as I intended.

Even though we were just acting, I completely lost myself in the role play and found that I was experiencing genuine hostility for Squishy. The only other time I got a similar feeling was as a teenager, when my friend and I thought it would be fun to put boxing gloves on and have a friendly bout. Part of your brain doesn’t stay friendly, though.

Me: “Pay me now, you little bitch, or you’re going to get worse than that.”

She raised her hands and cowered. Her expression softened.

Her: “I’m sorry, ok? That was stupid of me. The truth is I just don’t have any money coming in right now and I can’t afford the bill. I thought I could get a freebie by complaining but I obviously didn’t think it through properly.”

Me: “Goddamned right.”

Her: “But I’m a really good cook! Can I pay you by baking you a pie?

I seized her arm and gripped it hard.

Her: “I’ll make you a burrito bowl!”

Me: “You aren’t even worth the fucking guacamole to put on a burrito bowl.”

I yanked her against me and she winced in pain. She turned her face up towards mine with those two beautiful brown eyes, filled with fear. She placed one hand gently on my chest.

Her: “Just calm down. I can pay you next month, ok?”

I ran my eyes over her, appraisingly. I peered down at her chest and then down past her shoulder at her ass.

Me: “If you don’t have cash I’ll make you pay a different way.”

Her: “Oh no. No. Please no. Not that, sir. Please, no!”

I put my free hand on her, side, over her ribs; in the exposed area between the front of her denim overalls and the straps in the back. I slid my hand slowly down her side and cupped one of her taut ass-cheeks. She was wearing soft cotton panties.

Me: “I’m sure you’re a wonderful cook, but If you’re short on money then it would be absolutely monstrous of me to take food off your table. I’ll just fuck your face instead.

Her: “Please! Please, mister. Don’t do this…..”

I gathered as much of her long hair as I could in one hand and drew downward. Whimpering, she knelt.

Me: “Unbutton my pants and start paying me back, you whore.”

She undid my pants and slid my underwear down, exposing my cock. It was at full mast and so hard that it was a bit painful. She grabbed it took it into her quivering mouth.
And then, with eyes the size of a cow in an abattoir taking note of the descending iron mallet, she commenced giving me the most lacklustre blowjob ever.

No surprise. All the sexting this week had been her talking about how much she wanted a hard ass-fucking. When I was groping her ass I felt that she has a butt-plug inserted, too, so I knew where this was supposed to go.
I drew her hair upwards and she stood up. I released her hair and she backed herself against the counter. I took my shirt off and removed my sandals. I kicked away my clothing. Squishy looked at the clothes and gave me a look of fear and confusion.

Her: “Was that good mister? Do you want a shower now?”

My god, I’m telling you folks, I miss her sense of humor almost as much as I miss her nude body.

I started giggling. I began joking that no, a shower wasn’t going to make us even and she cracked up as well. She held up a finger for me to hold that place in the discussion and she walked briskly to the other room. She came back with a plastic bag, which contained lube. She tossed it on the counter and held up a finger again. I perceived that the gesture actually meant that she just wanted me to be be silent. She looked into some middle distance for about three seconds, like she was trying to math in her head. When she looked back at me she had transformed into her previous role.

Her: “Stop. Please stop. I did what you said.”

Me: “Take your pants off, you cunt”

I grasped my cock.

With one slender arm she timidly slid one one of her overall straps off her shoulder and looked at me as if she didn’t know what to do next.

Me: “KEEP. GOING.”

She slid the next one off her shoulder and pushed her overalls down until they pooled at her feet. She kicked them aside.

Me: “Now your panties. I want a good look at the sweet little cunt I’ve earned.”

She pushed her white cotton panties to the ground and stood there holding herself. She was nude except for her tight-fitting pink t-shirt.

Me: “Rub your pussy for me. I want you nice and wet so I can fuck you deeper.”

She reached down and began stroking herself, pouting.

Her: “Dont do this, mister!”

I wanted so badly to just jack off watching her. I had seen her naked so many times by this point, but I felt just as thrilled then as I did when I saw her first set of nude pics.

Me: “Turn around and show me your ass”

She whimpered like she was about to cry. She reached behind her and removed her plug. As she presented her ass to me she bent over further in order to shove the plug into her discarded pants.

She crouched to the floor and got down on all fours. Her hips loomed. Her cunt glistened. Her asshole gaped.

Me: “Oooh, what a treat! I think I’ve got the perfect way to teach you your lesson. Maybe if you make me feel good I’ll be satisfied with just filling your guts with my cum and I’ll leave your pretty little pussy alone, hmm?”

“Please don’t fuck me in the ass, mister” she pleaded, over her shoulder as I lubed us. I pulled her up from the cool ceramic kitchen tiles and made her lean over the kitchen counter instead. I held her hips and I tilted my pelvis to the proper angle and proceeded to slowly fill her ass with my turgid cock. She whimpered for me to stop. Like the refrain of a song, she intermittently crooned: “It’s too big! It huuuurts, misterrrr!” as she grinded against me.

She had taught me that her favorite part is the “out stroke” and so I drew it out rhythmically at the correct pace. She fingered herself with one hand and used her other hand for leverage, alternately splaying her palm on the countertop or gripping the edge.

I stayed in character as the brutish, exploitative laborer and she remained the scared victim. We were like two bowls stacked inside of each other, perfectly complimentary both mentally and bodily. Both in the role-play and in the sex we behaved like two bards, each one giving the other a cue to extemporize another lyric, jointly creating an epic song of lust. We both accelerated and harmonized in tune with each other’s bodies.

I bit her between her neck and shoulder as I pumped in and out of her ass. I growled about how she was a worthless little whore who deserved what she was getting. I was determined to give her as many of those “out strokes” she loved so much as possible. The plastic bag with the lube she brought also had a dildo in it, so even if I didn’t last I could have fucked her with that until I was able to rebound.

Her toes were curling and flexing. I couldn’t see if her eyes were crossing and rolling, but I hope they were.

She broke character and started whispering obscenities to herself until a few moments later she exclaimed: “I’m cumminnnnnnnng!” She stopped wanking and gripped the counter. I reached around her hip and cupped her crotch. I covered her pussy with my palm, savoring the heat of her slick, wet folds.

Her sense of urgency was gone but she continued to impale herself on my cock until I exploded inside her. I didn’t relent until my cock was totally spent and satisfied.

She turned around gazed at me with a placid smile on her face. I was out of breath. My calves and toes were in fucking agony from the effort getting of the dick angle right.

There’s more to say about this particular day, but I’ll save it for another time.

I don’t know what part 9 will be about, specifically. We had a lot more sexy thrills and she gave me a few more “firsts”, certainly.

Source: reddit.com/r/gonewildstories/comments/h7zwy1/my_m_memories_of_squishy_f_a_twitter_friend_who

1 comment

  1. This one got me really wet. Your writing style is unusual but the sex is awesome. I want more of these. I can’t wait for the next part.

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