My Success story with once super model now a GILF [FF]

Sorry for long post, I wrote as much as detail as possible.

During my early days in photography in 1992, I got a chance to meet a really gorgeous supermodel for leading adult magazine swimsuit photoshoot. Myself and my assistant travelled to Hawaii and we met this gorgeous model. She was in late 30’s and happily married at that time, beautifully maintained body. She is straight and we completed that photoshoot very professionally and parted away. I maintained my professionalism at all times at that shoot.

After 25 years, I accidently met her at new year night at a well reputed club. Same physique and beauty like 25 years ago, I initiated talk and told her about that shoot, soon after some chat; she said her husband of 30 years left her for his gay partner(Loser). She is single for past seven plus years. After her divorce, she started exploring her sexuality and found herself comfortable with women. At this moment, I realized she might be comfortable with me. I initiated and asked her whether she is comfortable spending night with me. For my surprise, she said yes; I took her to my home and once again started conversation. By this time, she placed my head at my lap. Soon I removed clothes in upper body and slowly undressed her, we spent more than hour kissing, touching and hair grabbing. Due to my height(I am 190cms, 175 pounds; she is at least one feet shorter than me) and physique, she started calling me as Arabian horse(that became turn-on for me).

Almost Getting Lucky Freshman Year [MF] [Funny] [Whoops!] [Long]

Watching Superbad with my teen boys the other night, I held my tongue when the drunk girl who was about to have sex with Michael Cera’s character instead threw up all over him.

I had pretty much exactly the same thing happen to me my Freshman year of college.

No teen wants to be scarred by hearing a parent tell a sex story, so, lucky Redditors, you get the story. You already know the punchline. But it gets even better.

For those who want to skip to the sexy parts, you can skip down to the [GOOD STUFF HERE] section. But I’ll share that this is one story that does not end with a bang. Well, there’s an explosion, but unfortunately, it’s not orgasmic.

Here’s a pic that’s the closest I could find to what the gal in the story looked like at the time: [Lara](https://xhamster.com/photos/gallery/4398027/74584962)

To set the scene, I came to college as an outgoing, friendly, lean, short, and pretty smart nice guy. I quickly made lots of friends and pledged a fraternity (not healthy for my GPA), and wound up making friends in my dorm and outside who I’m still close with 30+ years later.

[MMF] My first unexpected bisexual threesome

Please excuse the grammar as I’m typing this on my phone. This is a true story about this past weekend with my girlfriend and her good male friend. I identify as a straight male, very masculine and have only ever dated women. I’ve had experiences in the past in threesomes and orgy’s but have never done anything sexual with a man, until this weekend that is.
My girl and I rented a cabin in the mountains for the long weekend. It’s been a year since we’ve gotten away and we just wanted to get away from the stresses of work and kids. One of her male friends from college was going to come up for the day and hang out with us. We’ll call him Dan for the purposes of this story. About an hour after we checked in I heard a knock at the door. I opened the door and greeted Dan with a firm handshake. He was a pretty tall guy, I would guess about 6’5 and 200-230 (same as me with a few inches in height). My girl squealed and ran over to lay a big hug on him. We all talked for a while, they caught up and I got to know him better. I had always heard stories about him from college but never anything romantic.
The night carried on and Dan went to his car to get some things that he had for my girl Kate. He came back carrying gifts, a large bong and a bag of weed. Kate and I didn’t smoke too much weed but we decided that we would partake with him since he did offer. About 4 good hits later and everyone was feeling good, very relaxed and a bit amorous. I hadn’t seen Kate high before, but apparently it cranks her libido into overdrive. She proceeded to tell me how turned on she was and what she intended to do to me later; I was really digging high Kate. It was getting late and we invited Dan to stay the night since he was high as a kite and wasn’t in any shape to drive.
This particular cabin had a four person hot tub that Kate and I intended to take full advantage of later that evening. After we finished our dinner we all decided to head for the hot tub. Kate invited Dan to come out and soak with us. I was a little perturbed as I wanted to get freaky with my girl. Dan started stripping off his cloths right in front of us and we followed suit. Dan was in pretty good shape and was packing some serious lumber. I’ve always had a thing for cocks, just looking at them, and Dan didn’t disappoint. I would say he was 7-8 inches and thick. We ran outside and jumped in the hot tub since it was 18 degrees.
The conversation flowed and we continued to partake in the super strong weed that Dan brought. We continued to hit on the bong and eventually all of our heads were swimming. Kate started feeling around under the water where she found my cock hard as a rock. I felt her slowly begin to stroke it under the water which drove me crazy. I’ve always had a bit of an exhibitionist streak so I was enjoying the covert action under the bubbles. I could tell that Dan knew what was happening but he kept it to himself until I was almost ready to cum. He glanced over at Kate and asked if she intended to leave him out of the action? Kate has always been a bit vanilla and a proclaim monogamist so it surprised me that her good friend would hit on her. I was right on the edge and his comment pushed me to the point of no return. I felt my balls tighten as I stood up to cum. In an instant move Dan moved to our side of the hot tub and took my cock into his mouth. I was in complete shock but it was too late. I came so hard filling his mouth with ropes of hot cum. He swallowed most of it but some ran out of his mouth and down his chin.
I stood there with my cock in Dan’s hands and my jaw on the floor. Kate was shocked a bit too, but she wasn’t surprised. She failed to tell me that Dan was bisexual bordering on full on gay. We both took exception to his violation of our trust without even asking. He smiled as he wiped the cum from his face and quickly apologized. He said that he was so turned on that he couldn’t resist taking my load. Kate told him that it was not okay and that I wasn’t bi. To be honest I didn’t hate it but would have liked to known what he was going to do before he did it. That ended our evening in the hot tub as we all retreated to the warmth of the cabin. The weed had made us all so tired that we all passed out rather quickly.

I [M] Tried Something New [T]

Throwaway obviously, but I figured I might as well tell someone this story.

Like most guys I’ve had that curiosity about sucking cock, but the whole “does that make me gay?” stigma, and finding a partner held me back.

So about 2 weeks ago I found, [this girl] (http://www.black-tgirls.com/tour/content/blackbarbie/160826/2-full.jpg) (yes I’m being 100% real) on craigslist and we hooked up at her apartment. As things started moving along, and in realizing the opportunity in front of me, I asked if I could give her head, and she said yes. Turns out…I liked it. Not only that, apparently I was good at it too.

That being said, after I left I just felt so wrong that I blocked her and in turn she did the same to me, so we haven’t talked since.

A camp, a game of truth or dare, and a threesome. [FFM]

If you wanna skip right to the fun bits, scroll down to the ************************************

Alrighty, so in August one year I decided to join my dad on his trip to his friend’s cottage for 5 days. He was invited and he didn’t want to go alone, and he wanted someone to entertain his friend’s douchey son. I was told to bring one friend along for the trip, and my Dad brought his brother. My first thought was to bring my best friend and partner in crime for life, the girl who I’d been best friends with since I was 8, Kelly, but she ended up being busy. So instead I decided to invite Vanessa, the loveable slut (pot calling the kettle black, but I digress).

So, DAY 1: Completely uneventful. We arrived at the cottage at about 6 in the evening, so we just had a quick dinner and unpacked. The cottage was in a little lake-side town so some people (READ: the elderly people) lived there year-round while others only came up during the summers. The bottom floor of the cottage was mostly an open space, with the living room, kitchen, and dining room all a part of one big L shape. The master bedroom filled up the rest of the bottom floor making it a square. The second floor had 3 bedrooms.

How I lost my virginity to a college threesome. [MFM]

I lost my virginity my freshman year of college. It happened in the spring semester, like early February, 2011. To this day, it was probably one of the best college experiences I had. Not only did I lose my virginity, I lost in in a threesome with multiple rounds of raw sex. It was a Friday night and I was out looking for a house-party with my roommate Jay. We found one that was pretty legitimate, but nothing too crazy. After a few beers each we started chatting with these two girls our age that were from a dorm building across campus. We hit it off immediately, and I was surprised at myself for carrying on a carefree conversation with this cute girl Kylie. The other girl’s name was Taylor. After a while of talking, the four of us, Taylor saw some other friends and went over to them. It was just me, Jay and Kylie hitting it off, and she was getting kind of playful and flirty. Just as we were finishing off our second beers and feeling good but not drunk, cops showed up because of noise complaints.

After the Gym Pt. 2 [mmm] [anal] [exh] [Msub] [cuck] [mast] [oral] [swing] [bi] [gay]

I think the answer must have literally spilled out of my mouth – or at least my body language properly reflected a resounding ‘yes.’

 

Jeremy was smiling now too, “Man,” he said, “awesome. Lemme just send Michael a text and tell him you’re coming over?”

“Uh,” my heart was already pounding, and my legs felt a bit numb from the work out, and I sort of sat down on one of the benches lining the outside of the showers, “yea man yea.”

“You good?” Jeremy asked, stepping into the locker room briefly to fetch his phone.

“Just excited,” I laughed, “and tired.”

 

He popped back into the room and sat down beside me on my right.

 

“I sent him a text, we’ll wait a bit and see if he replies,” Jeremy said, looking at my cock. I could see precum already drizzling out of it steadily. “You’re *really* excited.”

I laughed, “what gave it away?” I felt a bit short of breath and felt I couldn’t have stood even if I tried – my whole body was tense with anxious energy, but in a good way.

After the Gym Pt. 1 [mm] [bi] [gay]

Steam from the shower room always hit’s like a vapor. This late at night there’s rarely anyone at the gym so I don’t feel too awkward staying in and showering. The alternative is to freeze my ass off at a bus stop at -20 degrees Celsius only too stew in my own sweat on the 30 minutes bus ride home.

 

Had it been a busier night, like on the weekend, I’d have taken the journey. During the week however, to many people working square in the morning usually leave the gym by 10, and those left are those of us working afternoons or not working at all. I was the latter, hopping from casual position to casual position and trying desperately to ward off boredom by filling my off time with anything. These things included gaming, jerking off constantly, and going to the gym.

 

Now, I’m hardly what you’d call a ‘gym rat.’ My whole life I’ve been blessed with a fast metabolism and a low competitive drive, so I’d never really been one for self improvement. Standing at 6’4″ as an adult, I was fairly slim but didn’t have a lot of muscle to me. After my last break up and seeing the guy my ex girlfriend had ended up with, I decided I needed to do something to boost my self-image and confidence. Filling out my figure ought to be the thing, I thought.

How I got where I am [MF], [MM]

It started with her new vibrator. The old one had finally died, and so off I went to the adult store to replace it. Just a simple, metallic blue toy, about 6 inches long and about the width of a big permanent marker. Returning home, she took it out of the packaging and looked it over. A little thinner than I expected, she said. Hell, I bet it could go in you pretty easily!

That caught me off guard, I have to say. I had known a few gay guys, and understood that anal play was a thing, but beyond a stray finger brushing against me back there during foreplay, I hadn’t considered it. But… I was intrigued.

If you like me, you aren’t straight

David pumped the break and guided his 2005 sunfire onto the gravel. The night was pouring buckets and the hitch hiker on the side of the road was drenched as she got into the small two door vehicle. He gave the stranger a once over, he couldn’t tell at first if they were a man or woman but he noticed the modest breasts on their chest and concluded they were female.

“Where you headed, little lady?” He pressed on the gas.

“The next town.”

He was taken aback by the rude tone, “What landed you out here all alone on a night like this?” He waited for a response, but got none. He noticed this girl he had picked up had no bags, just a loose shirt and a skirt. “Do you have somewhere to stay? You’re going to catch a cold.”

“Sorry…” they huffed and choked on their breath.

“Are you okay?” He probed, a semi passed them illuminating the hitchhikers face. A bruise rested on their cheek.

“I will get you a hotel room, you don’t have to worry anymore.” He said calmly

“Oh, um…” the hitchhiker choked again.