Surprised in sex.

[markchamberlain]

A friend of mine wanted to introduce me to a potential match. As I was walking down the parking structure stairs to our first encounter, I found a super hot lady, dressed very elegantly, handcuffed to the handrail.

We looked at each other for a moment, then she said as though it was totally normal, "There's a key three steps up, would you unlock me?"

I was confused, bit did so.

As you might have guessed, it was her. They set it up as a joke. Certainly surprised me.

 

[drealplayerpie]

Ive licked under balls and seen guys gone wild

Yep. That has made me cum so hard.

 

[SparkyWalter]

Ive licked under balls and seen guys gone wild

I'm just imagining you doing that. You are absolutely right, that would drive me nuts!!

Elle you are amazing!!!

 

[wouldloveto]

When I started reading this thread a couple of great surprises popped into my head, but as I continued I realized those surprises go all the way back to the beginning of my sexual life.
First time I came from masturbation... remember? What a revelation!
Think of all the rest of your firsts... for me most were surprising.
The best surprises for me were the first time I got rimmed... yikes! then she probed me with her finger... came almost immediately!
My intro to BDSM... lots of surprises! But mostly surprised how much I liked to submit.
Lately? She likes to watch.

 

[shrek100]

When I started reading this thread a couple of great surprises popped into my head, but as I continued I realized those surprises go all the way back to the beginning of my sexual life.
First time I came from masturbation... remember? What a revelation!
Think of all the rest of your firsts... for me most were surprising.
The best surprises for me were the first time I got rimmed... yikes! then she probed me with her finger... came almost immediately!
My intro to BDSM... lots of surprises! But mostly surprised how much I liked to submit.
Lately? She likes to watch.

Very true.

 

[cheney_dude_2022]

OK Mrs Shrek here.
I was supprised when Mr confessed a desire for me to use a Strapon on him.
I was even more surprised by the pleasue i got from using it.

I have confessed to my girlfriend that I want a strap-in used on me, but she needs to get he right on first.. I honestly don't know how aroused she is by that thought though.

 

[shrek100]

I have confessed to my girlfriend that I want a strap-in used on me, but she needs to get he right on first.. I honestly don't know how aroused she is by that thought though.

Mr shrek here
It’s not an every time thing or not even that common but when the mood is right it’s a great Experience.

 

[shrek100]

Was surprised last night.
Had a good session, wife had orgasmed a couple of times. Me once.
I jumped in the shower as I had cum everywhere.
Got in bed after. Mrs rolled towards me and said “you need to cum again”. I laughed, I am at the age where 2nd time requires work.
She pulled the sheet back and she was wearing her strapon. . .

 

[Carson19820]

After playing around for about a half hour the wife reached between her legs to get her hand wet with her juices then started giving me s hand job. She kept this up using her juices as lubricant until I shot my load.

 

[Uncut1969]

Was surprised last night.
Had a good session, wife had orgasmed a couple of times. Me once.
I jumped in the shower as I had cum everywhere.
Got in bed after. Mrs rolled towards me and said “you need to cum again”. I laughed, I am at the age where 2nd time requires work.
She pulled the sheet back and she was wearing her strapon. . .

Lucky husband hope she fucked you to orgasm

 

[shrek100]

Was a bit surprised to get a blowjob at 2.30 am this am.
Not complaining.

 

[shrek100]

Was surprised. Good sex.
Mrs S went to the loo after I filled her pussy. A lot as it had been a while.
I was laying in bed.
She returned and looked me straight in the eye and said. I want it again. I laughed.
She walked over and pushed me back and straddled my face. Her pussy was looking used. Wet and cummy. As she sat and I started licking
“I didn’t wipe”.
Strangely that alone got me hard again as I licked my cum and her juices with a hint of pee. . . . Maybe I am a bit weird

 

[ronitamisha2824]

Got Surprised by Mrs Anita when she initiated to give me rimjob

Intresting n fun , it must have been with such s slutty lady

 

[RightField]

I was a kid recently graduated from college and starting my first job at the end of summer. I was at our hometown beach with a couple friends. We were admiring a gorgeous woman with two young children. She'd been there before, it wasn't the first time we admired her. No father ever showed up. I told my friends, "I'm going to go talk to her" and did. Turns out she was in the midst of a divorce from a very famous actor, a screen tough guy. She was quite smart, animated and fun to talk to. We talked for a couple hours while the kids played nearby in the sand. As the sun got low on the horizon and afternoon heat fled giving way to cooler temperatures she suggested I come over for dinner. After dinner she put the kids to bed, came to me, put her arms around my neck and said "Are you sure you're up for this?" and added, "my husband still gets very jealous." I nodded and kissed her. Minutes later she was naked, holding onto the brass bedframe showing me her ass and said "Give it to me good." A few weeks later, I got to meet her soon-to-be-ex husband. He glared at me, but nothing more. He'd bought an island off South Carolina and spent a lot of time there, but when we caught up in town he'd just nod and scowl. He was in several films with war themes and sometimes portrayed the devil incarnate. In most of his movies, he'd give that same glare that I was already familiar with. My job was on the opposite coast. I left and only saw her once at Christmas after that.

 

[Helpme01]

Had a girl that LOVED the back of her knees kissed and licked, one that would have me wrap her panties around my penis when fucking, I am shocked every time I get one to play guess what’s in you

 

[shrek100]

Staying away for work for a few days. Driving down the m3,
Received a picture on what’s app. Stopped at services to view.
Sex toys. Prostate massager, penis pump , cock rings, lube and a couple of glass dildos from our collection.

??? I responded.

“You complain you get bored in hotel - I want you to put on a show, I want to see you completely use yourself. Every toy must be used - the pump after you have cum. Use a cock ring to make it hard again”

 

[shrek100]

Must be something about staying away
Got home about 11:30 no being in the house. Phoned the Mrs. To be told I’ve popped out shopping. I will message you when I’m on my way back.
20 minutes later, message received-be naked be clean butt plug-in.
I’m not one to refuse a request.
What follow out when she arrived was about an hour of kinky fun. She achieved three or four orgasms me. I’m quite pleased to say I achieve two.
The butt pug does help me cum that’s for sure
I’m sitting here now thinking I really should’ve eaten her cum filled pussy.
Maybe later

 

[Matt3427]

Was surprised. Good sex.
Mrs S went to the loo after I filled her pussy. A lot as it had been a while.
I was laying in bed.
She returned and looked me straight in the eye and said. I want it again. I laughed.
She walked over and pushed me back and straddled my face. Her pussy was looking used. Wet and cummy. As she sat and I started licking
“I didn’t wipe”.
Strangely that alone got me hard again as I licked my cum and her juices with a hint of pee. . . . Maybe I am a bit weird

Not weird at all, it's my favourite thing to do.

 

[savagetempest]

A friend of mine wanted to introduce me to a potential match. As I was walking down the parking structure stairs to our first encounter, I found a super hot lady, dressed very elegantly, handcuffed to the handrail.

We looked at each other for a moment, then she said as though it was totally normal, "There's a key three steps up, would you unlock me?"

I was confused, bit did so.

As you might have guessed, it was her. They set it up as a joke. Certainly surprised me.

I'd love a birthday present just like this!

 

[SophieUK]

I'd love a birthday present just like this!

To be cuffed like that? Or to find a helpless victim?

 

[lets_roll_12]

Many years ago, current gf at the time (who was a childhood neighbour) wanted us to fuck in her older sister’s bedroom. It was kind of hot so I didn’t refuse.
Another situation was when she desperately wanted to be taken on the lawn of my parent’s back yard. Not one to say no, we went at it with great enthusiasm. Regretting to say no wouldn’t be entirely truthful, only at the time being busted by my father that refusal would have eliminated some significant embarrassment. Good thing we were still wearing clothes.

 

[savagetempest]

To be cuffed like that? Or to find a helpless victim?

Haha - to be surprised like that. If my Man would say - 'Hey babe, sorry but you need to go pick up your birthday present.' And I'd find some lusciously happy creature (male or female) handcuffed to a post squirming for me to set them free. I'd go for the flipside, too - my best friend would ask me to be the luscious handcuffed surprise for someone she knows needs a really good day. Maybe even at the end of a really cool scavenger hunt... **wanders off to drop the hint to her Man***

 

[TomnDiane]

1986. Visiting my parents with my new girlfriend, separate bedrooms. Woke up at 2 in the morning when she was pulling my shorts down to suck my cock. "My parents are just down the hall" I said. "I know, makes it even hotter." was her reply. Very quiet but extremely powerful orgasm, she swallowed all of it, cleaned my cock then said "Your turn." She sat on my face and I returned the favor. Absolute silence. Breakfast the next morning was interesting when my Mom asked "How did you sleep?"

 

[RightField]

I had a GF from the midwest who attended a college a couple hours north. She'd ride the train down to Grand Central Station and I'd pick her up and we'd go to the beach community where my parents lived. My parents really loved her and looked forward to her visits. At the end of one wonderful weekend, it was time for her to head back so we drove back into the city. Traffic was much lighter than usual, and we got there 45 minutes before her train was scheduled to depart. Although the road wasn't busy, the train station was. There were literally hundreds of people coming and going through the doorway and crowding the sidewalks.

Back in those days I had a SAAB. If you're not familiar with them, they're a defunct Swedish manufacturer whose cars looked a little like a rolling fishbowl - lots of big windows. There was a light rain that night, enough that people were trying to keep their heads dry, but not so much to discourage walking in the open. It dripped across the windows, but didn't fully disrupt, just made the outdoors appear more like a dark impressionist painting rather than a Dutch Master.

I "live" parked just outside the main corner entrance at the drop off/pick up section, turned off the car, shrugged my shoulders and said "we have 45 minutes to go, what would you like to do?" She leaned over, swept her arms around me and kissed me deeply. That was nice. Then she got a little more frisky, she leaned into me, practically pushing her breasts into my hands. I took advantage of that. In another moment, she pulled back, then leaned down. I recognized where she was going with this, but looked up and saw people filling the sidewalk and skirting around both sides of the car as they dashed across the street. Some were inches away from the windows. I had a moment of hesitation but drew confidence from her determination and enjoyed the moment. I must confess I had a little worry imagining a police officer knocking on the window to tell us to not loiter at the drop off curb. Before that thought fully matured, she had my pants open and was sliding them down a little before she started with her tongue. It wasn't a rapid exercise. Much to my relief, the windows fogged up after a few minutes, but still not opaque. It was exhilarating and memorable. Unfortunately, I didn't marry that girl, but wonder "what if" now and then.

 

[Up4fun&69]

A few surprises really stand out...
1. In my early 20s and GF 18, a secretary at workplace. Came over to my place one night. We were both horny as hell. We stripped but she said, "Only kissing. Mouth to mouth. And nipples rubbing together. No hands." For 20 minutes we engaged in this play until I couldn't hold back and came all over her tits and stomach, which triggered her into an intense, shaking orgasm, leaving a huge wet spot under her. First time I ever came without touching my cock.
2. Two years after that, I was dating my boss on the DL. We were drinking and dancing with others at the Christmas party when she came over to me and said, "I'm leaving. Wait a few minutes and then come over." I did and was greeted by my pale, busty, redheaded nude boss at the door. I was taking off my clothes as we went up the stairs and plopped on her bed and found her so wet, that I just fucked her silly. But for the first time in my life, I couldn't delay my orgasm and just came so hard and filled up her pussy. I apologized but she said, "I was so close. Finish the job." And she shoved my face down to her pussy. I always loved her hot, pink pussy but never ate her out when filled with cum. But I went at it and when she came and pushed out loads of my cum, I licked it up, held it in my mouth, and kissed her. It surprised us both how much we loved that.
3. In my late 20s, a GF I had was really into sex of all kinds. We were long into a long session of hard, animal fucking when I slipped out of her pussy and then re-inserted myself. I started to fuck her again, but she put out her hand and said, "Stop. Wrong hole. Let's not do that again." A surprise for both of us but it broke the mood for that night for her. The real surprise was 25 years later when she and her son were seeing a sick relative and asked if they could stay over at my place for few nights, we got to talking late one night, talking about some of the good times we had. The she asked, "With everything we did, why didn't we ever do anal?" I reminded her of the time above and she said, "OH, right. Damn. I guess I was just surprised because I came to love anal and always wanted to have you in my ass." Damn.
4. Also in my late 20s, a gay former colleague who was always flirting with me was coming to CA for a conference and wanted to have dinner. So, I drove up to San Francisco and to my surprise, a former member of that same secretarial pool from above was at the restaurant. She was the most beautiful, sexy black woman I ever met but she was always aloof around me, so I never made a move. After dinner, we went back to my gay friend's hotel room. When I returned from the bathroom, she was naked on the bed, legs spread, and said, "Hurry up and fuck me." We put on a show for my gay friend, with her doing a running commentary on my cock, it's size, how it felt, how it tasted, and then had me pull out and cum all over her tits. I don't know what the biggest surprise was...the turn on having sex in front of someone else, or the sexiness of my white cum dripping from her perfect, chocolate brown nipples. Both were a great turn on. And she and I continued through the night, through the weekend, and have met up for sex every few months for many years.
5. In my 50s, I befriended a younger woman in her late 20s. We shared a love of nude hiking. So, one day on a nude hike in an area that was secluded but we could still hear other people around us, we started kissing and she started to blow me. As I said I was cumming, she pulled me out and I shot a big load all over her breasts. And never having done this before, I bent over and licked every drop of cum from her breasts and nipples. And as she watched me suck the cum off of one nipple, she went into one of the most violent, shaking, and loud orgasms I had ever witnessed. I was surprised by her reaction but also how much I enjoyed licking my cum off of her.
There are a few more, but that should do it for now.