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 3

[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 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/user/Mrquick83/comments/h03ml7/my_m_memories_of_squishy_f_a_twitter_friend_who/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

As the weeks passed Squishy and I continued out back-and-forth. We didn’t write to each other every day. I would say I was more diligent about writing to her, but I noticed pretty quickly that she wasn’t one for long messages and she rarely expressed any interest in stuff like my job, hobbies, or deeper topics. I could see that she generally just initiated contact when she wanted to talk sexy or show off a new pic. Her Twitter DMs had read receipts turned on so I could see that she was reading my messages, but a lot of the time she just didn’t make it a priority to reply. I would say maybe 15% of my heart was annoyed by that, because it was just so different from how curious I was about her. But the other 85% of my heart had to acknowledge that it was better she was not trying to get into a deep relationship with me. It was also convenient because I didn’t want to be in a position where I was overly glued to my phone. My wife and I were in the final stages of our marriage on unrelated issues but I didn’t want the complication of having the situation with Squishy getting exposed.

Here’s the next hot memory I had that I’ll always cherish. One day Squishy said she had a video she thought I’d like. It was a video of her playing with her pussy with one hand while she filmed the action with her phone. In retrospect, I’d have loved it more if she had maybe positioned herself in front of a mirror so I could see her pussy better, but it was more than enough of a thrill just to see the POV shot of her fingers playing down there. Once or twice she would withdraw her hand and bring it up past the view of the phone. She made obvious (but not exaggerated) sounds that indicated she was licking or sucking on her fingers. Just thinking about it now gives me a glimmer of the erotic high I felt back then to receive such an intimate clip. She whispered my nickname at one point in the clip, and it was in that slightly ragged, breathy way that showed she was on her way to getting off. ?

That whole day at work I’d watch the video whenever I got a few minutes of spare time. I swiveled my chair so that nobody passing by my office could see my iPad screen and I affected a casual air, like I was just looking at something only mildly interesting. I sat with my legs in such a manner as to make sure my pants weren’t bulging or forming a hard cock outline against my thigh. I kept the volume muted, obviously.

That changed on the way home from work. Instead of listening to a podcast, I plugged my device into the car’s speakers with the aux cable and listened to the sounds of that video during my commute. And there was a Burger King on the way home, so I took the drive-thru and got myself a soft-serve cone.
When I got back on the road I listened that clip on a loop while I worked my tongue over that ice cream and just imagined that it was her pussy. It was so hot to hear the sounds of Squishy fingering herself as loud as I wanted while I licked that cone. I was definitely aware that there were other people on the road; and eating ice cream is quite different from going down on a woman, so I’m completely confident that I didn’t look like a complete fucking retard to anyone who might have glanced my way. But I sent Squishy a DM later that night telling her what I had done, and I’m glad she found it hot rather than ridiculous. She said “Mmmmm…… Well, you know where I live. Feel free to drop in and show me sometime. I’ve got gelato in the freezer.” (I’ll explain in a later entry, but yeah, by that time she was aware that we lived within driving distance of each other.)

Squishy LOVED hearing about how hot her pictures and videos got me. I know I mentioned before that she never really expressed a ton of curiosity about me personally, but she always told me that if ever I wanted to send her a message going into elaborate detail about what I wanted to do if I ever got my hands on her, I should always feel welcome to do fill her Twitter DMs with that stuff. I think she did that as a way of tactfully nudging me to be bolder. I was initially worried that if I reacted to her images like a disgusting pig she’d get offended and it would be the end of her trusting me with her pics. When I started seeing that being coarse, dirty, and pushy got me more enthusiastic replies and encouragement from her, I adapted really quickly, though. A typical response to one of her nudes early on would be me saying: “OMG You look so goddamned hot! I cant believe what a hottie you are. That ass looks amazing, but I also gotta say your smile so gorgeous I could stare at it all day”. Comments like that didn’t keep her really interested, though.

I knew I was on the right track when one day she sent me a picture of her in a blue sports bra squeezing one of her tits and lowering her head toward it with her tongue out; all while holding her phone up to the mirror with her other hand and looking into the lens. She said this was also a pic she sent Tim back when they were still fooling around. I looked at pic and then forced myself to wait 20 minutes before replying, knowing full well that she could see that I’d viewed the pic because we had read-receipts on. Then after 20 minutes we had a sexting session that looked like this (presented to the best of my recollection, editing out extraneous elements of conversation that related to other unrelated parts of a different conversation):

Me: “What a little slut you are…. you really know how to fuck up my day; don’t you, Squishy? I’ve got clients to talk to and coworkers to interact with, but now I can’t stop thinking about those nice, squeezable tits.”
Her: “Hahahahah sorry!”
Me: “You’re fucking lucky I can’t get over there right now.”
Her: “Why?”
Me: “Because now my dick is hard and I want it to be MY hands on your tits.”
Me: “And if I was able to get there you wouldn’t like how I got my satisfaction.”
(I could tell she was waiting for me to elaborate, but it made me feel so good when she would have to prod me to continue)
Her: “Tell me!”
Me: “Well, first, I’d just barge into your house and shut the door behind me.”
Me: “….Then I’d see you and since I know you’re a scared little slut who KNOWS she’s in trouble, you’d scream and you’d go running.”
Her: “Yes. I would try to get away. You’d chase me upstairs!”
Me: “I’d chase you from room to room if I had to, and that would make me angry. And if I had to chase you upstairs I’d make sure to holler up the staircase you that you’re a STUPID slut who now had NO HOPE of escape.”
Her: (Fuck yeah. Keep going!)
Her: “Maybe I’d get to my bedroom and quickly lock you out. Then I’d call the police!”
Me: “Nope. I’d chase you into whichever room you escaped into. Then you’d be in BIG trouble because I’d shut us both inside. And then I’d be able to punish you as much as I want.”
Her: “Tell me what you would do to me.”
Me: “After I was done trapping you I’d let you know that you’ve got another thing coming if you think I’m going to be content with just watching you fondle one of those plump tits over your sports bra. Then I’d hook my fingers into your cleavage and grip your bra so you couldn’t escape.”
Her: “Oh no!”
Me: “Once you’re in my grasp I’d back you slowly but firmly towards the edge of that big bed of yours.”
Her: “Eeep!”
Me: “As I move you towards it I’d just be savoring the fear in those big brown eyes.”
Me: “Once I had you next to the bed I’d stop backing you up and I’d move my hands to your bra straps. I’d push them down your shoulders so I could see those pretty tits”
Her: “No! Please! I’d tell you that I was sorry for being a little tease. Would you let me go if I let you touch them?”
Me: “Maybe. I’d want to take those tits in my hands and grope them for a while. And I’d back you up further so you’d have to fall backward onto the bed and prop yourself up on your elbows.”
Her: ????
Me: “Then your nice round tits and those hard little nipples would be thrust in the air for me. You’d have no choice but to let me move my palms over those nipples, and I’d stroke them as much as I wanted to.”
Her: “I’d be so mad that your hands would eventually make my nipples hard no matter how much I wouldn’t want them to.”
Me: “Once my hands were satisfied I’d let go of your tits. But only so I could then unbutton my jeans and slide them down. I’d again savor the fear in your eyes, because I bet you thought I’d be satisfied if you cooperated while I played with them, didn’t you?”
Her: “Yes! I thought if I made you happy you’d let me go.”
Me: “I’d pull out my cock and give you a choice. I’d tell you that just like in the picture you sent me earlier, I want to see that tongue of yours. Except this time I want to see you use it on your tits as best as you can while also looking at me. If you put on a good enough show by running that tongue along your tits and around those swollen, perky nipples, then maybe I’ll be content to just watch that and jerk off instead of punishing you even worse.”

(I remember I purposely waited for her to respond before I continued. When she started typing again I could see that she had a lot of starting and stopping. For whatever reason, that really excited me. I think it made me feel like I scrambled her brain with arousal so thoroughly that she couldn’t compose a proper reply.)

Her: “I’d definitely try to lick my tits for you. I’d smoosh them together for you and run my tongue down between them. But I might have to break eye contact to do that properly.”
Me: “Trying isn’t good enough, you little slut. I think you’re still fucking with me.”
Her: (I love this. Your’re going to make me cum so hard!)

I had enough restraint not to jerk off in my office, but if someone had come in right then I would have had such a hard time concealing how turned on I was at that moment. I was definitely hot under the collar and my heart pounding was like a jackhammer

Her: “If you’ve got your cock out while I try to lick my tits, I’d probably sometimes have to look at it. I’d want to see you stroking it.”
Me: “Ok, I’d definitely lose patience with you at that point.”
Her: “I’m such a slut. I can’t help it.”
(While I was composing my response she wrote something like: “Let’s have a look at that dick! But don’t stop!” I wasn’t in a good position to take a dick-pic and I didn’t want to interrupt my reply, so I ignored the request for the time being)
Me: “I’d reach behind your head and grip your hair, pulling you upwards so you’d have to lean forward on the edge of that bed instead of continuing to let you recline on your elbows like a lazy little slut.”
Her: [She was typing something, but I guess she decided to not complete her thought and just waited for my reply, since she could see I was typing]
Me: “I’d lean you forward on the edge of your bed and get you to squeeze those tits together so I could fuck them with this dick.”
Her: ????
Me: “I’d fuck those tits and you’d have to suck my cock at the peak of each stroke, whenever it emerged from between them. And that’s your fault for getting it all hard.”

Her: “Mmmmm yes. I’d suck your cock really good.”

I said some more stuff (talked about how good her wet little mouth would feel on my cock, talked about shooting a jet on her tits, etc) but she stopped replying for a while. After a few minutes she sent me a picture of her, topless, laying in bed and running her hand through her hair with the hand that wasn’t holding the phone for the selfie. She was looking past the lens instead of into it. It was just a little bit blurry because she must have been in motion as she took it, but it didn’t obscure the gigantic smile on her face.

Obviously, she had just finished wanking, and she had a really fun time. I couldn’t resist asking if she took the pic right after getting herself off and she confirmed it. My god, I felt as tall as a giant. I was pretty competent at getting my ex off sexually, but it took me waaaay longer to learn what buttons to push with her than it did with Squishy. Squishy was so open and communicative with what she wanted, and she knew how to get into that orgasm mindset.

This scenario got played out a few more times. The next time we had a sexting session where I threatened her with coming over and punishing her I told her what would happen if she locked herself in the bathroom and I had to break the door down. I incorporated the sink, tub, and toilet in the scenario. The time after that she allowed herself to be trapped in the kitchen and I ravaged her there. Each fantasy was guided by the initial pic she sent me and then it was heavily influenced by whatever room we role played her getting trapped in. She frequently posted pics of the interior of her house on Twitter because she was really into renovation and decorating. This made it easy to be really specific and incorporate real-life elements into each sexting session. In one session I chased her up to her bedroom again but I switched things up and guided the scenario towards her being fast enough this time to lock me out and call the police. But then, to her surprise and eventual delight, I twisted things so that in the fantasy two uniformed police officers arrive on the scene and promptly take *my* side when I tell them what a pretty cock-tease she is and show them her pics. And then they get all horny and decide that they’d looooove to help punish her. And then they break the door down over her objections and we all fuck her brains out. (I wish that one occurred on a day when I had fewer clients show up for their appointments, because I kept getting interrupted.)

(Side note: I usually was really strict about my clients keeping their appointments, but during this whole era of fucking around with Squishy, my clients all of a sudden found me extremely friendly and accommodating whenever they’d call and ask if they could reschedule their appointments for another day. ???)

Edit: the next few entries were going to be my best efforts at reconstructing those sexting sessions, but I assume you’d rather me talk about *actual* sex rather than our collaborative wank-fodder.

I’ll recount a significant sexting session in part four. In part 5 I get to the real-life fucking.

Source: reddit.com/r/gonewildstories/comments/h02yz4/my_m_memories_of_squishy_f_a_twitter_friend_who