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I was a part of our college football team and had practice that afternoon. I arrived at the locker room to change and saw this skinny older guy. He was wearing spectacles and talking to coach. That was the first time I saw Laurent. Later I found out that he was a visiting Maths professor. He taught at the university. We slowly became friends, even though we were from opposite spectrum. I was a jock and he was more interested in theorems. Everything seems so good so far right? It went way too far from just studies and I ended up having sex with my maths professor.

This is the second part of my previous story. I will write about how I had rough Cross dresser Sex with him.

I had met Faheem, at a sex club a few months ago. He was young and attractive and looked like he had expensive taste too. His attire and attitude reflected that but at the same time he was a sex fiend. We got talking that night as we watched a woman tied up and get whipped on her ass. She was leaking and then her master fucked her with the whip’s handle. Faheem liked BDSM and that’s what brought him here. After that meeting, we had gone to his hotel and had wild sex.

BJ was my first boyfriend and I had met him at a party with common friends. It was strange how I, a virgin at 26 met another virgin who was 24.  He was nice and while friends at first, we moved into the dating territory soon enough. The first kiss was weird and sloppy, wet almost. I wasn’t sure if I had wanted to kiss him and he wanted to very much. Soon our relationship progressed and we experienced first sex soon.

I had an affinity towards women’s clothes and have a lot of crossdressing fantasies. The soft silks, shimmery fabrics and bold colours – I loved them all. But I was a boy and all my friends would laugh if ever a boy wore a pink shirt. And I loved hose colours. I wanted to raid my mom’s closet, wear her dresses, put on makeup and strut like the diva that I was. But I held this in me for many years, until one night I saw my parents. They had dressed up in costumes I believe. My mom was a policeman and dad played a nurse. It seemed they were role-playing, but mom was a man and dad was a woman?

My marriage was a peaceful one, devoid of stressors and shouting matches. But sexually, I wasn’t too satisfied. I was looking for something, wanting something more and this actually showed in my acts. Once, I was fucking my wife and although her pussy was squeezing me in the right ways, I wasn’t feeling excited enough. So much so that in the middle, my cock suddenly went limp. It was then that I thought that maybe I needed a second partner in my life to make more excited.

The night was warm so I had decided to sit out on the porch for a while. As I was almost closing my eyes for a quick nap, I saw a silhouette creep up, pick up my watering can and sneak off. I run behind that slowly and catch the body. I see it is Emma my neighbor, Miss Good Two Shoes. “Why are taking my can without asking?” I ask her. “I…I needed it once for a project,” she mutters. “Because you didn’t ask, I have got to punish you. Come over tomorrow for your punishment,” I tell her this and walk away. I am not sure if she will show, but if she does, then I will teach her a lesson and then give her pleasure. My luck was in my favor and I fucked the thieving neighbor real hard.

I was going home after a long day’s work and didn’t feel like driving in the crappy weather. It was raining cats and dogs, anything was hardly visible and roads were flooded. In that weather, I found a girl looking for lift. I had to stop and I watched her as she slowly walked towards my car. She stood at the window hesitating. I assured her I am not some kind of psycho. She smiled and slowly got in. I turned on the blower, she was dripping wet. I started the car and slowly drove around. I didn’t know an unexpected surprise on a road trip like this is awaiting for me.

When you are married for 10 years, your sex life tends to get a bit boring. It is the same old missionary followed by doggy or little suckity-suck here and there. Sometimes, even the thought of having fun with a new partner, runs through your mind. But, it’s all the same. You will spend the initial years of your relationship, discovering the body of your new partner and then it all goes back to where you left from. So, the question is, does that make it a wise investment? Well, in my head, its not worth it. So, I tried to put in a bit more effort of making our marriage interesting. I started off by re-observing everything Ronald did on everyday basis to keep sex life active.

I never believed in online dating. Although, I had been single form quite some time now. So, a friend nagged and tricked me in to registering on one of the sites. I did not use it for almost 8 days. However, it was the weekend and I had no plans. So, I thought of checking the dating site if there’s something interesting. I found out quite some good options and thought that connecting with them is not going to cause me any harm. Little did I know that I was going to experience something crazy and it ended up having the best sex but was dramatic at the end.

It was a Sunday afternoon and I had taken a long weekend off from work as I was too bored with my life. I had recently been through a very rough patch in my life. I had broken up my 10-year-old relationship with my boyfriend after which I was into severe depression. I wanted to stay alone for this weekend but somehow staying alone made me remember all the bad memories. So, I decided that Sunday night I would just let myself free and go out. I dressed up a black cocktail dress and applied bold makeup to feel different. I just wanted to feel someone else and not myself that day. Once I reached the nearby bar, I saw a few familiar faces as I used to visit this place often with my friends but tonight, I was all alone. I had never thought that soon I was going to meet a stranger who not only ignited my sexuality but also made me forget about everything around me.

My name is Aryan and I was posted in Chickmanglur, an area with a lot of hills and coffee plantations. I was sent there for handling the production work. I was given a guesthouse to stay and a house-help, a man named Hari, who helped me with basic things I needed. His wife used to prepare food and do cleaning stuff for me. His wife, Rekha, was a very beautiful and desirable woman. I am going to share my story of how I came closer to her and had sex with the wife of caretaker of my guest house.

At eighteen years old, I knew I was different from most other guys my age. I played football, but didn’t sleep around like most of my peers. I did get my dick sucked by one cheerleader but I was barely able to come. I had started realising that maybe I like gay sex. I had masturbated to images of a naked movie star and there was one boy that I fancied. Jacob had made a move but because I had an image to keep I rebuffed it.

I am a horny lady and as my husband is out of town most of the time, I am usually left alone and find means to have sex with someone else. It was raining heavily last night and I was drinking a glass of wine while watching “Fifty Shades of Grey” on Netflix. I wondered how a man can be so good in bed. That’s my real story of how I ended up fucking a delivery boy as I was aroused badly.

I had a high-flying career and was married for the last 10 years. But my husband was mostly away on business most of the year, saying that right now was the time to earn. I agreed with it. We could earn now and relax later. But lately, I had been feeling lonely and quite horny. I was angry and frustrated as I missed sex with a person. But because we had mutually decided to live like this, I couldn’t say much on it. I couldn’t say I changed my mind. So, I waited for things to change. I wanted get banged hard because I’ve been missing sex.

I am just 30 years old, married, and have a hot and perfect figure which every man craves for. I love wearing Indian outfits and am quite fond of a saree. This showcases my natural beauty and busty boobs, and so I prefer draping a net saree with a deep neck blouse. This my story of how I got close and had horny fuck with servant in my bedroom.

When I turned 18, I was moving out to California for college. As my stay wasn’t figured yet, my mom invited my dad to our home and proposed the idea of me living with him and his wife for a few months. My dad and his wife were very happy to hear that and came all the way to Toronto to pick me up. I was never close to my dad, but I always remembered my first experience of sex with my stepmother.

I had landed my first official job, right out of college and was working in the accounts section. I was a horny guy, but still a virgin and had zero experience on how to get a girl to do it with me. I got through college by completing it online and never had a chance of meeting and getting cozy with college girls. Getting a degree and a job to put food on the table was more important. But luck favored and I got to meet a sexy nymph soon!

Ed clicked on the ad that kept showing up in his browser. It was an invitation for free online sex. It led him to a portal that had a list of pretty girls.  It seemed they all wanted to chat with him..a sex chat. He scrolls through the list just for the heck of it and then his eyes fall on someone called Amber. He clicks on it and she makes an appearance on screen. That was the beginning of finding pleasure through webcam sex.

I am a real estate agent and often visit houses or homeowners who want to make a listing for sale. That day was hot and I was sweating, so instead of my usual business attire I was wearing a tank top and a mini skirt. I had an appointment with the homeowner of a large ranch style house which had been recently renovated. I had been eyeing that house for a while as I knew I could get a good commission out of it. The story is not about making commission but how I got tied and ass fucked.

It was a normal Friday during the summer month of the year. Me and my friend had decided on visiting a strip club far away from the city which was famous for 5 strip dancers who used to run it. The strip club was very popular because of the variety of themes that the boys incorporated in their dance and strip shows. I had never seen their pictures but had heard a lot about these strippers. I was excited to visit this strip club as I had never been to a male strip club. I had never thought in my wildest dreams that I would end up having sex with a stripper during my first time at a strip club. Once we reached the club, we saw that the crowd was full of women and some gay men dressed in short and kinky clothes.

We had a huge garden which had been walled on all sides. But because it was so big, we had difficulty in maintaining it. Dad would be away on business a lot and I had school. My stepmother tried to manage it but it wasn’t easy work. She often nagged me about it and it irritated me and one day I just gave it back to her.

The days were monotonous since they were confined to work and a dying relationship. I have been in a relationship with this amazing guy for almost two years. Initially, the bond was thriving, so were our genitals. But with time, he grew more occupied with work and consequently, the time he devoted to me in bed reduced and I had to rely on the vibrator in the drawer. Touching myself, thinking about the men in the magazines and porn had a drastic effect on my sexual fetishes. I admit that I was tired from the lack of action and I cheated for sex.

I am a lonely man in his forties. I love to travel, dine and explore new places by myself. But I often wish for a partner. I got divorced early, so the little chance of being with someone was also ruined in my memory. So, each morning I would go to work, do my mundane bank job and visit my nearest LGBT bar. I am sharing my memory of sex with a Shemale and how I found pleasure in it.

It was a lazy morning, I was sipping cola when my phone vibrated, someone had pinged me on Instagram. The notification flashed on my screen. Alex had sent me a ‘hey’, I jumped on my seat, my heartbeat pace increased. Numerous questions were popping in my head all at once, ‘why would he text me?’, ‘he might want something from me!’. ‘But what can he want?’, I push back all my thoughts and try to think of what to do next. I don’t want to text him instantly, that would show him my eagerness. Alex was my classmate in 11th grade. As far as I know, he had a pretty girlfriend, I remember stalking her on Instagram. Back in school we never spoke, not that I never noticed him. I did, but our friend circles were quite aloof from each other.  I also knew he was having friends with benefits relationship with quite a few back then.