Surprised in sex.

Does surprising yourself count here??

I was living in Asia and arranged a date with a local TS. We met late one evening - I was nervous as fuck and was pretty sure nothing was going to happen. She was stunning - slim build, long dark hair and great (obviously fake) chest. We met for a coffee and a walk and ended up drinking some whisky and smoking on my small balcony.
Tbh I had no idea what to do here. Never been in this situation before. Up to this point I had never moved past strict heteronormative relationships - although like most ‘straight’ guys I had a fascination with transgender people. Anyway, we were chatting for ages - she was good fun and we were getting on great but I didn’t think it was going anywhere. I went to get us another drink and I saw her quickly slip off her underwear and pop them into her handbag. My heartbeat quickened, my mouth dried up - this was really going to happen - wtf!!
I went back out with the drinks, handed hers to her and set mine down on the small table.
I leaned over, kissed her hard the mouth - savouring the taste of cigarettes and Irish whisky. She responded even more eagerly, kissing me even harder and more passionately. I lifted up her dress, opened her legs and the knelt down and took her small but very hard cock in my mouth. She gasped and leant backwards, pushing her groin to my mouth and putting her hands on my head, pushing me down on her while my tongue caressed and licked her head and shaft.
After a few minutes I stood up, took her by the hand and led her into the bedroom.
I took her dress off, walked her to the bed and put her on all fours on the bed - face down and ass up. I then knelt down behind her - and without any pause, delay or consideration opened her pert & toned ass cheeks and ate her with passion, vigour and uncontrolled lust until my jaw hurt.
That was the start of a lustful passionate and intense relationship that was surprising to all concerned. I moved away after a few months but have very fond memories.
 
Does surprising yourself count here??

I was living in Asia and arranged a date with a local TS. We met late one evening - I was nervous as fuck and was pretty sure nothing was going to happen. She was stunning - slim build, long dark hair and great (obviously fake) chest. We met for a coffee and a walk and ended up drinking some whisky and smoking on my small balcony.
Tbh I had no idea what to do here. Never been in this situation before. Up to this point I had never moved past strict heteronormative relationships - although like most ‘straight’ guys I had a fascination with transgender people. Anyway, we were chatting for ages - she was good fun and we were getting on great but I didn’t think it was going anywhere. I went to get us another drink and I saw her quickly slip off her underwear and pop them into her handbag. My heartbeat quickened, my mouth dried up - this was really going to happen - wtf!!
I went back out with the drinks, handed hers to her and set mine down on the small table.
I leaned over, kissed her hard the mouth - savouring the taste of cigarettes and Irish whisky. She responded even more eagerly, kissing me even harder and more passionately. I lifted up her dress, opened her legs and the knelt down and took her small but very hard cock in my mouth. She gasped and leant backwards, pushing her groin to my mouth and putting her hands on my head, pushing me down on her while my tongue caressed and licked her head and shaft.
After a few minutes I stood up, took her by the hand and led her into the bedroom.
I took her dress off, walked her to the bed and put her on all fours on the bed - face down and ass up. I then knelt down behind her - and without any pause, delay or consideration opened her pert & toned ass cheeks and ate her with passion, vigour and uncontrolled lust until my jaw hurt.
That was the start of a lustful passionate and intense relationship that was surprising to all concerned. I moved away after a few months but have very fond memories.

🤩 I don’t know what I would do without:)
 
The year was 1982. I was a junior in college. I would hook up occasionally with a girl from one of my classes (I don’t think the term FWB even existed then). Anyway, one night we were in her room, naked, having fun. She was laying on top of me and began kissing her way down my chest. The thought of the impending blow job got me excited. But instead of a blow job she took my cock between her boobs and began to tit fuck me. I didn’t even know there was such a thing as tit fucking, so I was absolutely surprised. She kept going until I came.
That was the first, and only time, I’d ever had a tit fuck.
 
Have you guys seen how cheap toys are on Temu?
Well we was looking through and ordered a few about two weeks ago.
One of the toys is a Butt Plug that swivels and turns. Its a good size.
Surprised - It really works. Had me cumming twice last night.
First time, deep is Mrs Shrek Pussy.
Second, in her mouth whilst she sat on my face making me eat her filled pussy.

Highly recommended for about £13.00
 
Staying at a girlfriends parents house in her brothers bed as he was gone.
Early morning she wakes me up and starts riding my cock with her parents room across the hall.
Obviously the entire parents thing being nearby as we fucked was her thing because the next time it was on the bathroom floor attached to the master bedroom while they were in their room.
 
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I recently mentioned this in another thread, but I'll mention it here as well..

My dignified and seemingly sexually reserved wife permitting and enjoying the word "cunt" during sex came as a complete surprise to me.

Both of us have hated the word pretty much since first hearing it as kids but something about it has changed. When I asked her a few weeks ago if I could start using the word during sex, she asked "why?" I told her that I now find the grittiness and edginess of the word to be very alluring. And, because it's a word "proper" women aren't supposed to use or allow, it makes the idea of our using it very erotic and exciting to me. She surprisingly said, "sure, it's just a word - I see no harm in it."

While she hasn't used it herself during sex, my using it - eg.., "hun, can I kiss and lick your gorgeous cunt?" - seems to really excite her!

So, that's a surprise, and it's great!
 
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A long time ago, while at work, my wife sent me a message that I would never forget. She typed, when you get home, I want you to strip naked for me. Then I am going to take you out onto our deck where I want you to jack off and cum on my tits. Okay. My day is shot at this point.
I was able to come up with a reason to leave early. When I got home, I found her in the kitchen. She told me to strip while she fixed us a drink. I stripped, she fixed the drinks and removed her top and bra. She led me out onto the deck and she sat down and had me stand in front of her. I was super excited as I had never done this before and I knew I wouldn't last very long. I started jacking and was soon nearing the point of no return. I told her I was about to cum. I shot a nice load on her beautiful breasts. I was so wound up that I had to sit down to keep from falling down. As I was quietly recovering, she informed me that our neighbor had watched us through a gap in the fence. I told her she should have stopped me. She shook her head and told me it turned her on, watching him watch us. Thinking about it, it turned me on as well.
 
I had been on the tread mill and ran just over 5km.
Mr was in the office. I put my head around the door and said " be down in 10, just having a shower"

He followed me up the stairs, stripped me off and pushed me on the bed. "stop it i am all sweaty"
He buried his head in my pussy and licked me until i came. he then rolled me over and took me from behind as he pushed a wet finger into my arse.
As he started to cum, he pulled out and pushed the head of his cock against my arse hole. . . . i actually felt his cum pushing into me. He did enter my arse but his cum did.

You can shower now he laughed.
 
A Thanksgiving day back in the 80's. I had to work an 8hr shift. When I got home and walked into the kitchen, the wife was naked except for red high heel shoes(5'10 145lbs). She wrapped herself around me, gave me a deep sensuous kiss and said....."Fuck Me". She then backed up to the kitchen table, sat on top, leaned back and spread her legs.

I dont think I lasted 5 min. She is the EX now, but that fuck like many others are burned into my memory.....damn it was hot.
 
A Thanksgiving day back in the 80's. I had to work an 8hr shift. When I got home and walked into the kitchen, the wife was naked except for red high heel shoes(5'10 145lbs). She wrapped herself around me, gave me a deep sensuous kiss and said....."Fuck Me". She then backed up to the kitchen table, sat on top, leaned back and spread her legs.

I dont think I lasted 5 min. She is the EX now, but that fuck like many others are burned into my memory.....damn it was hot.
Nothing but pumps?
Yessss
I have red ones also 👠👠🔥
 
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