The Landlady's Bedroom

This is a true story that happened to me a few years ago. I was working in a small village down in Devon and was lodging with a woman in her early forties named Elaine. Elaine was very attractive for her age and she had many younger friends that were about my age (23 at the time). I got on well with Elaine and often thought about having sex with her if the opportunity arose, but I didn't want to ruin our friendship and living arrangements.

I had the day off work one day and Elaine was working till five. I had been working late the previous evening so I woke up about twelve midday and had breakfast. I was feeling horny so I double checked Elaine wasn't in and went into her bedroom. I headed straight for her panty draw and had a look through it and I immediately found three dildos. Most women have dildos but it was such a turn on to see Elaine's collection. As I fished further in the draws I found some black stockings and a suspender belt, I've always wanted to dress as a woman so I decided to put them on. I felt so sexy and feminine it made my dick rock solid. I checked out of the bedroom window to see if Elaine's car was there, she was supposed to be working till five but I had to make sure she hadn't come back, the last thing I wanted was to get caught in her room wearing her underwear.

I walked across to her wardrobe and begin to look at some of her dresses. I was going to put one of the dresses on but I had to make sure she didn't know anyone had been in the room. I saw something at the top of the wardrobe so I pulled it down, It was a blonde wig. Elaine was a brunette so I guess she used it to dress up as a blonde for her men. I put the wig on and looked in the mirror, I was so turned on seeing myself like that I began to stroke my cock. I had another look in the wardrobe to see if I could find any more wigs or anything else interesting, what I did find was a video tape .

I really hoped it was a home made sex tape that Elaine had made so I immediately put it in her video. The credits rolled and it wasn't a home made movie but it was porn, I didn't pay much attention to what kind of porn it was because I had to look out of the window again. As I came back to the video there was two guys talking, I began to fast forward to look at the woman when I thought I saw something happening. I pressed play and what I thought I saw was happening, one of the guys was giving the other a blowjob. I didn't think Elaine was the type of woman to own dildo's nether mind gay porn.

I was straight and I'd never watched gay porn but I was finding it a massive turn on. I sat on the bed jerking off mesmerized by the video. I grabbed one of the dildos and began sucking on it. As the video went on the guy getting the blowjob had the other guy bent over and eased his cock up the other guys ass, I grabbed some Vaseline from the bathroom and coated the dildo with it. I spread my legs and began to nudge the dildo against my ass. It took me a minute to work it in and when I did I switched it on to vibrate, I was going to explode and then it happened......

The door swung open and Elaine was stood there shocked. There was no time to think about how I'd not heard her, that didn't matter now. I was however more concerned that my landlady had just found me in her room, jerking off to gay porn in a woman's wig wearing her underwear.

I couldn't speak, there was nothing to say, I'd been caught red handed. Her shocked face turned to a smile. 'I'm not happy about you snooping in here Scott but we'll deal with that later.' she came towards me and took hold of the dildo and began thrusting it in an out of my ass. I was shocked but I hadn't come so I just went with it. 'You like this cock up your ass?'

'Yeah fuck me, fuck me' I shouted Elaine began teasing my cock with her tongue.

'Would you like me to suck it?'

'Please'

'Say I'm a little girl that loves cock'

'I'm a little girl that loves getting fucked by big hard cocks' I couldn't believe what I was saying. Elaine wrapped her lips round my cock and within minutes my cock exploded and filled her mouth with cum. I presumed Elaine had swallowed as she crawled on top of me and began to French kiss me but as she did I realised her mouth was full of cum. It filled my mouth and spilled out over my face and dripped onto my chest. 'Swallow baby' Elaine said, I reluctantly did and immediately felt dirty. Elaine began to lick the rest of the cum of my face and nipples and she then grabbed my chin and forehead and opened my mouth. Her mouth hovered above mine as she slowly spit out the rest of the cum into my mouth, I swallowed without being asked. Elaine smiled 'You're such a nasty girl, I'm gonna have a lot of fun with you'

I was worried about the implications of what had just happened but at the same time I'd had the most mind-blowing sex ever, little did I know how much 'fun' Elaine was going to have with me in the next few weeks......