Your Most Memorable Ejaculation

Here they are:

1. First time she brought me home sloppy seconds. (I had been asking for this. She called and said I am on my way home from work and I have your sloppy seconds. She fucked her boss. Told me how it went while I was fucking her. Intense ejaculation.)
2. First time watching her with another man.
3. First tit fuck.

Wow. That could have been my answer. 😎
 
It was when a sort of mistress I had got on her knees to do a blowjob, then took her blouse and bra off. She was lovely. She started to kiss and suck a bit, then rose up and started rubbing my cock against her nipple. This just went on and on, precum was coming and it got slick. I was just watching her get more and more excited, and then she came really hard. Holding on to me like that, cock pressed against her chest, I could feel the convulsions. Then shuddering, she slumped down to the floor. Another set of convulsions, gasping, then quiet. A bit later another. I could see traces of tears on her face. She lay quiet, as if sleeping. Maybe actually passed out. I couldn't move, awestruck, standing there, rock hard dick swinging in the air.

Five or ten minutes later she came to, and finished the blow job.
 
Mine involved a young man who was tied securely (and voluntarily, I should add) to my bedposts. At some point during our play, I tormented his engorged penis with a Magic Wand. He was clearly enjoying the stimulation of the vibrations on the head of his cock, and soon he was on the verge of ejaculation. When it happened, we were both quite surprised when his semen shot through the air in a pearlescent arc that landed square on his left cheek, right below his eye. Another shot had similar aim and landed partly on his nose and partly in his wide open mouth. At this point I am laughing so hard that I am useless. He meanwhile is sputtering and spitting, unable to wipe the jism off his face. I wonder if it's his 'most memorable'.
 
Mine involved a young man who was tied securely (and voluntarily, I should add) to my bedposts. At some point during our play, I tormented his engorged penis with a Magic Wand. He was clearly enjoying the stimulation of the vibrations on the head of his cock, and soon he was on the verge of ejaculation. When it happened, we were both quite surprised when his semen shot through the air in a pearlescent arc that landed square on his left cheek, right below his eye. Another shot had similar aim and landed partly on his nose and partly in his wide open mouth. At this point I am laughing so hard that I am useless. He meanwhile is sputtering and spitting, unable to wipe the jism off his face. I wonder if it's his 'most memorable'.

It would be mine:D
 
Mine involved a young man who was tied securely (and voluntarily, I should add) to my bedposts. At some point during our play, I tormented his engorged penis with a Magic Wand. He was clearly enjoying the stimulation of the vibrations on the head of his cock, and soon he was on the verge of ejaculation. When it happened, we were both quite surprised when his semen shot through the air in a pearlescent arc that landed square on his left cheek, right below his eye. Another shot had similar aim and landed partly on his nose and partly in his wide open mouth. At this point I am laughing so hard that I am useless. He meanwhile is sputtering and spitting, unable to wipe the jism off his face. I wonder if it's his 'most memorable'.

I may be late to the party but I think we are seeing a whole new side of you?
 
My most memorable ones are when my ejaculation begins just as she has peaked in a fabulous orgasm which was ages in the build and had her delirious for several moments. Then, on top of the pleasure and prowess of giving her that on my thrusting boner, to offload growling or howling - totally grand. Sometimes the sensation of it shoots right out of my finger tips like fire crackers; does anyone get that?

Yes but I seem to feel it more in my toes than my fingertips.

ES
 
I was with my petite Asian gf at the time. She was in good shape with a nice toned body. I loved the fact that she liked sex and could cum a lot. I decided to give her oral for a bit with her laying on the bed naked, face up. I was on my knees off the side of the bed with her legs on my shoulders. I got her close to orgasm then stopped. I did this edging a few times to see how she would react. She got very wet and was delirious with pleasure. Then I stood up and entered her fast with one hard thrust.

Her whole body went into orgasm as she screamed out. I looked down at her and saw every muscle in her body contracting. She looked like a bodybuilder flexing and it looked really hot. Her eyes had rolled into the back of her head and my thoughts were to fuck her through a couple of orgasms and then I would cum. But after my 2nd thrust I felt her pussy contract hard on my dick. It felt like a giant hand was firmly holding my dick and vibrating back and forth. I felt cum being sucked out of my dick. I remember it very clearly to this day. I felt it flow from my balls into my dick and into her and I had not had an orgasm yet. It felt like gallons! I was shocked that this could even happen. A split second later my orgasm finally hit and it was violent, shaking my whole body, and wonderful. Once I came back down to earth, I could feel my cum still flowing into her.

ES
 
I may be late to the party but I think we are seeing a whole new side of you?

Well, I've told that story here before. I've also told the story about the guy who ejaculated before even removing his tighty-whities. "Did you just...?" "Yeah. Sorry."
 
Well, I've told that story here before. I've also told the story about the guy who ejaculated before even removing his tighty-whities. "Did you just...?" "Yeah. Sorry."

That I am happy to say is something I have never done. I've cum quick but never before the race started lol. I trust you made him feel better? ;)

KC
 
There is one that stands out. When I was in the Army I would abstain from masturbation when my girlfriend at the time was going to visit - saving up my cum so to say. I know it sounds stupid but that's what I did. I would look at a lot of porn, get all worked up and then hold back. Usually I didn't make it for the entire week but this one time I did. I was ready to explode when I picked her up at the airport. We went to the nearest motel, practically ripped off our clothes and hopped into bed. I tried to jump her bones but she told me to slow down and that she wanted to take her time. She loved sucking cock and soon had me in her mouth. That was too much. When my cock blew it honestly felt like I was peeing cum. The first blast seemed to last several seconds although I honestly don't know for sure. It was followed by another and another just about as powerful. It caught her by surprise. She choked when it first squirted into her mouth. It came pouring out of her lips. She coughed and splattered it everywhere. My cock fell out of her mouth and continued to spew cum. Fortunately she was a good sport and we both got a good laugh.
Wow. Now my cock is hard reliving that experience. Think I'll go take care of business. On the other hand I have a hot date this weekend... maybe I should save it up!
 
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I'm going with the first time I came in my OL:rose:'s hot pussy. Was shortly after we met and due to some medical issues I was having ass well as some emotional hangover from the loss of my wife ED had been a problem. She was patient, understanding and had me harder than I'd been a quite a while. She slipped me inside and I remembered why handjobs and blowjobs of a semi-soft dick were nice but not the real deal! Ble2 my load like I was 16 again!
 
There is one that stands out. Back when I was in the Army I would abstain from masturbation when my girlfriend at the time was going to visit - saving up my cum so to say. I know it sounds stupid but that's what I did. I would look at a lot of porn, get all worked up and then hold back. Usually I didn't make it for the entire week but this one time I did. I was ready to explode when I picked her up at the airport. We went to the nearest motel, practically ripped off our clothes and hopped into bed. I tried to jump her bones but she told me to slow down and that she wanted to take her time. She loved sucking cock and soon had me in her mouth. That was too much. When my cock blew it honestly felt like I was peeing cum. The first blast seemed to last several seconds although I honestly don't know for sure. It was followed by another and another just about as powerful. It caught her by surprise. She choked when it first squirted into her mouth. Cum literally shot out her nose. It came pouring out of her lips. She coughed and splattered it everywhere. My cock fell out of her mouth and continued to spew cum. Fortunately she was a good sport and we both got a good laugh.
Wow. Now my cock is hard reliving that experience. Think I'll go take care of business. On the other hand I have a hot date this weekend... maybe I should save it up!

One of my honorable mention loads was like this, only I hadn't cum in 3 days. We had fucked and she didn't want me to cum in her so she started blowing me again. When I told her I was about to cum she said not on my face or in my mouth but her tits were fine. I started stroking while she put her hands up to block her face from splash back and came about 30 seconds later. I'm used to my huge loads so this is just business as usual, including the look of shock on their face. After I stopped cumming she asked "Did you just fucking pee on me? Or do was that your load?" I told her that it was just my load and that I cum a lot. She put her hands down and looked at her tits and "That is a whole fucking lot of cum. I've never had anybody cum like that!"
 
When I was 18, my then-gf, also 18 came over. My parents were out so I knew we'd be having uninterrupted fun. Messing around on the bed, I started titty-fucking her. I had never done it before, and she had great big breasts. It only took a few seconds of rubbing my cock between her supple breasts (and enjoying the visual) before I intensely came all over her - tits, face, hair. She was a little upset about the hair. I went to work that day with a smile on my face - kept getting hard just thinking about it.
 
Most memorable:
1. First time - she was an older woman, I was still a kid in a lot of ways, but thank you TS - not that way any longer
2. First time taking a big chance bareback - there was a serious amount of cum involved. It was totally exciting until it was over...
3. First time jacking off in front of a girl - strangely I couldn't make myself cum... until she gave my balls a little squeeze. Then I found out that there was one more thing she wanted
4. First time I fucked the girl I married - it was everything it should be
 
When I was on a very crowded tube train in London. I was on my way to class one morning, pressed against a pole. woman next to me has her hand on the pole. She moves her hand up and brushes against my jeans-clad cock and keeps it there, feeling it grow. She looks at me and smiles and starts moving her hand up and down, the back of her hand grazing my cock. We maintain eye contact while she is in effect stroking me, but the train is so packed no one else can see. As the train rocks, i press my cock into the back of her hand and she closes her eyes and sighs. She reopens and moves her hand faster, but no more than two inches up and down. When I bite my lip, she knows I am about to cum and presses her hand against my dick, which is spilling cum into my boxers and jeans. She kept her hand there for at least two minutes, while I had little spurts, and I know she felt the hot dampness on the back of her hand. Then her stop came, so to speak, and she kissed me on the lips and hoped off with a smile on her face and one last backward glance before the train doors closed. I never saw her again, but often fantasize about her.
 
Massage

My most memorable ejaculation was a few years ago. I was receiving a massage from very sexy mature lady. It started with me on my stomach and her giving me a typical nice massage, back, shoulders, legs. Then she started paying close attention to my ass, and pouring some oil over my anus. Before that date, no woman had spent much time playing with my ass. After a bit of time I rolled over, and continued massaging my chest and legs. When she got to my very hard cock, she sensually stroked me, then placed a well oiled couple of fingers between my legs, and eased into my ass. She then stroked me harder and faster, and began fucking my ass with 2 fingers. It didn't take long before I blew my load all over her breasts.

As I stated above, this was the first time a lady played with my ass, and I have loved it ever since.
 
My first time

My most memorable is the first time I ever came. I was dressed in my mom's panties and sexy nighty. The silk felt so good, my tiny dick exploded cum before I knew it all over her panties.
 
I enjoy exhibitionism and one night I was out near a county fair where people were walking from their cars to the fair and vice versa. I was completely naked but for my shoes and I spotted three young women walking back to their car. I moved out into the light of a street lamp and immediately one of them spotted me and alerted the other two. I was hard already and began stroking it as they watched and giggled. It was so fucking hot to be jacking off naked as not one but three beautiful women watched and admired. As you might imagine it didn't take long before I lost it. I came so hard I thought it was going to shoot all the way across the street onto the women watching. They waved and one of them yelled, "Thanks for the show!" Close second was the time I came on a car door handle and was then able to position myself so I could watch the beautiful woman from up close when she touched it while appearing to have just arrived. The look on her pretty face when she felt it and put her fingers up to her nose to smell as she looked right into my eyes was priceless. WOW!!

Sorry dude ... but that's just plain sick.
 
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