So how I regained my self esteem and confidence is solely because of my current relationship. Had it not been for him, who knows how deep I would have sunk into depression. Quick backstory, Dennis and I have been at this “will they won’t they” childhood crush since he was 15 and I was 16. He was a New Years kiss one time, I wanna say that was 07-08. I caved in and dated an idiot who never appreciated me and kept me down by driving my confidence into the ground. Meanwhile I hear about Dennis overseas doing things, seeing these countries, participating in things that will taught in history books. Me and the moron I was with had separated. We were both 20 at the time and I ran into Dennis’ dad which made me think about him. I made sure I still had the right number and decided to text him. Turns out he was coming home soon and asked if I wanted to pick him up. My heart started racing and I got nervous for some reason. I pick him up a few weeks later, and the whole time my stupid ex is trying to convince me to come back. It was almost midnight when he landed and here he comes out the doors. I remember the boy I grew up with and now I see this man walking at me. Unfortunately I didn’t act and I put out the wrong vibe. He thought I was trying to hook him up with one of my friends which looking back, it did look that way. Total facepalm moment. Drunkenly from us going out a rush of confidence hit me and I kissed him. He describes it differently which is probably true, I just remember using way too much tongue and feeling embarrassed about it. I dropped him off at the airport a few days later and felt immense regret.
Tag: Straight
[M]IL[F] subordinate part 2
So here I am sitting in front of this scantly dressed subordinate of mine. Feeling like she is trying to seduce me. Lol. For the record, all she needed to do at that point was call me and ask me to come over and fuck her.
Yet, because she was married I had given her a chance to reconsider when she hinted that she wanted to get fucked. She said it was because her husband wasn’t in the country and scarcely visits.
She seemed sexually frustrated and she then told me that she thinks her husband is having an affair and when he visits he needs pills to perform.
I knew that she wanted this, but I also knew that she wanted to be sexually desired and wanted before giving it up. So I told her, I know of few,if any, straight men who wouldn’t be able to perform when presented with this hot MILF. A term not well known in my language.
She knitted her eyebrows and thought for a moment about it. I told her to google it. She did and I saw face turn crimson and her ample Bossom and chest turn red. I told her again that she is married and around here that could get us into a whole lot of trouble.
[FM]Met him at starbucks – an hour later, I was choking on his cock.
My office is super close to the Starbucks off Broadway, and the lines would take forever. I remember the door always being so hard to open and this guy opened the door for me – I thanked him and automatically noticed his red shoes, complimented them as he stood behind me in line. You ever get that feeling when you look as someone that you knew you just wanted to do naughty things with them? Like maybe they were thinking the same feeling, there was def sexual tension there as we made a conversation out of his shoes.
He literally works across the street from my building off 39th and 7th. He was 35, lived up in Westchester – 5’10” beard, worked in marketing. Talked all about the basics and asked me how I was liking the city compared to Brooklyn since I just moved. What I was doing later. He was going to the Rangers game later that evening. I was telling him that I was going to drink, do laundry and just relax. He was asking how I like to relax, I replied “drinking and cuddling myself”. He then replied with “Well, you do have the perfect pillows for that.” I just started at him and laughed because it was so loud and took me off guard.
I [F]22 hooked up with a guy [M] in my gym’s bathroom
A few years back, I was newly single and was very into going to the gym often. I loved working out, especially at night, when there was rarely anyone else in the 24 hour gym.
I would occasionally run into a friend of mine (let’s call him Jacob), that I had actually met through my ex that I had just broken up with. Jacob’s an attractive man and was a bit older than me. I had only ever really seen him as a friend, since I had met him while still dating my ex, but had always thought he was a handsome guy.
When I would run into him at the gym, we would always say hi to each other, sometimes hug, and sometimes also joke around with each other while one of us was finishing sets or stretching. Since my breakup, I started to feel a bit of a sexual undertone growing during our conversations. He would mention how he liked the way my face would flush red while doing certain workouts, and how I look good sweaty. One night he also mentioned how my leggings were a bit see through when I was doing squats, but it didn’t matter since “we are the only ones in the gym right now”.
Dressing Room – Linda uses the men’s dressing room, but not alone.
Excited about the invitation to her good friends wedding Linda sets out for a shopping trip. Knowing nothing in her wardrobe will be suitable for such a lavish affair she heads straight to her favorite department store which has a wonderful array of formal dresses and suits.
Arriving in the department store Linda is surprised by the number of people shopping today but never the less she begins browsing the racks of beautiful dresses. She very quickly selects a wonderful garnet red silk dress that catches her eye. There is only the one of its type & it happens to be her size that seems an omen she thinks to herself. She makes a mad dash to the dressing rooms to be greeted by a very long line up of women. The lady attendant on the dressing room announces they have arranged to open the men’s dressing rooms for those ladies in a hurry. Linda not embarrassed about using the men’s facilities and wanting so much to see how the dress looks heads straight for the men’s dressing room. No line up here she smiles at the handsome young man on duty at the men’s dressing room & takes the back stall.
Made into a Cheap Whore — I had to fuck low class guys because I made a deal.
I met this guy online named Asher, he appeared to be very classy and soon after chatting for 2 months we decided to meet to try out some of his fantasies. I had the impression it would be adventurous because he seemed very into public sex and that was something I wanted as well.
The day of the meeting arrived and I was given specific instruction how to dress and do my makeup. I was instructed by Ash to wear a bright red tube dress which is tight and super short. To be specific Ash told me if I bend he wants to see my ass and the dress must make my huge breast look like it is going to pop out of the dress. I kind of liked the way he thought and his fantasies so I found a dress to his exact specifics and wore it with a 7 inch red heels.
[M]IL[F] subordinate and her jugs
Ok, so this is the first time I mention this. This story happened a few years back so I working from memory. Please let me know if this is worth continuing or did I bore you. I tried to keep it short and straight
Back at my old post, I was a boss of around 30 people. Mostly males, with like 5 females only.
I had been in my post for like 2 years and and this girl who had taken a maternity leave and then unpaid leave for a total of 1 year asked to rejoin.
So I told our HR I will try to accommodate her in daytime shifts only, that was because her husband had took work in a different country and she had difficulty managing daycare for her kids outside work hours
So she comes back to office and keeps telling me how grateful she is that I try to help her as much as I can. I notice she has slimmed down quite a bit and I tell her that. She says she is breastfeeding and that it helps. Which immediately brings my eyes to her decent breasts. I break my gaze and I can see she has noticed but she just smiles and walks away.
What happens off camera during a Zoom meeting [MF]
We [F23 and M23] were cuddling in bed, post sex, when my alarm rang, reminding me that I have a zoom meeting with my classmates in 10 more minutes.
Lazily, I rolled out of bed, fetched my laptop and joined the meeting. I got back into the same spot in the bed; under the covers, next to him, but now sitting up.
I hadn’t fixed my hair yet when the camera turned on. I suppose I did look like I just had sex, because I suddenly got a bunch of notifications on my phone, from my friends on our private group chat.
“Who are you with?”
“Ooh who’s the boy?”
“Did you just had sex?”
Oops. Oh well. I kept a straight face, and I showed him the messages off camera.
From the corner of my eye, I saw him grin. I suppose it sparked a devious idea. He handed me back my phone, and busied himself on his own phone, opening social media, scrolling. But I guess he got tired of waiting.
[FM] Car Sex
New year’s resolution: have more sex. It’s good for your mental health and it’s good cardio too.
I met this guy on reddit a while back but I don’t remember any of the details: how, when or why it didn’t work out but I remembered him. He stood out somehow but I didn’t know why that actually was.
A few days ago a new message request came in and his username felt vaguely familiar.
“Wouldn’t suppose you’d be up and feeling for a conversation?”
I responded to his message: “Where are you from?” I wasn’t going to bother with someone from faraway so I wanted that out of the way before I even said hi. Looking back it was a cold reply and he took days to respond, I almost passed it off as a dead end but 2 days later he responded and we moved to Telegram.
He sent me his photo and he looked familiar but not someone i knew so I asked: have we chatted before? I felt like we did but it didn’t work out then and i didn’t know why… he agreed and we decided to start off fresh.
3 Years a sex slave Pt 12 [MF]
As I said, the ages of members start at my age, then the youngest, up to 67, Master C-. I met him for the first time just after my seventeenth birthday. Yes, he’s an old guy. No, he doesn’t look his age, I mean he had a youthful appearance. No, that sounds patronizing. He’s kind of hard to describe. He is fit, trim, he couldn’t run a marathon, but he puts a lot of younger people to shame. He’s not tall, in fact, he is about an inch shorter than me. He has an air about him that is commanding, that’s the best way to describe it.
He walks into any room and everyone stops and looks. I don’t know what it is, but he is smooth in his movements, he moves like this dangerous animal. He is quiet, unassuming, but people listen when he talks. Before I met him I thought that he was going to be some old guy who would barely be able to get it up and would likely slobber all over me. Mistress J- did tell me he was worthwhile getting to know and had a lot to offer. After meeting him, I can believe it.