Jake1980's Blog

Had to go out of town this week and due to high level of sexual frustration and a free evening I decided to treat myself to a massage.

I ended up booking an hour with a girl who advertised massages and had a huge chest. She wasn't the best looking online but I wanted the massage and didn't wanted to be tempted with FS.

When I got there I didn't find her overly attractive but she was friendly and I wanted the massage as bad as I wanted the happy ending. I realized it was odd to pay someone to rub me down who I would never consider even dating in real life.

I stripped down and she she kept her clothes on. She was friendly but kept the small talk to a minimum. She did a decent job but didn't press hard enough. She was so nice and into trying to give a great massage I didn't want to tell her that it wasn't hard enough. Finally after about half an hour I asked if I could turn over so she could do my quads (had to tell her where my quads were).

I was getting rock hard but noticed she just focussed on her massage-didn't even look at my cock. Finally I asked her if I could touch her and she was very excited to say yes and took her shirt off. Not going to lie--her boobs were huge but once the bra was off I couldn't believe how droopy they were. At first I thought she'd has surgery b/c she had no nipples- but then I found them just buried underneath! Bit of a disappointment and I started going a bit soft.

So as I admit I've done before, I asked her if she was an E cup. She said double D and talked about her boobs for a bit. Then I casually asked if she could guess my size. She grabbed my almost fully hard cock and said "not great with measurements but I'd say 4.5 inches soft, we'll see what you are hard" I told her she was bang on but I was hard! I liked how she was honest, and did go into smaller ones were better b/c they don't hurt and easier to deep throat.

This is where some fantasy was brought in. I told her that first time my wife told me I was small was when she was hammered in front of friends (ok so that part is true). The masseuse was shocked and almost about to make me feel better but I told her I couldn't believe how turned on I was when she did that. The masseuse just very openly said everyone is different what turns them on. So then my fantasy kicked in when i told her my wife likes big cocks- our rule is she can't sleep with anyone under 6 inches. As she's stroking my cock I told her that I want to watch but my wife won't let me yet.

The masseuse was giving a pretty good hand job as I played with her boobs and said she liked my little cock. She offered bj, which I accepted upon condition I wear a condom. She gave a great bj!!! loved watching her work my cock up and down and deep throated no problem.

I blew my load rather quickly as it had been a while!

Not the best massage experience but she was polite and got into how much she actually enjoyed getting guys off. She was speaking matter of fact and seemed sincere

Life has been busy as of late and unfortunately the last time my wife and I have had sex was months ago. I was becoming quite sexually frustrated as she kept letting kids sleep in our bed with us. Finally we had a night when we had our bed to ourselves. I started caressing and was shot down--too tired. Woke up in the middle of the night and started caressing again--in that horny state of mind thinking she is loving it as much as I am. I was spooning her and her big ass felt so good as I massaged it.

She was naked and hadn't shot me down entirely just said she was tired. I slipped my hand down to check and she was as wet as ever. I moved in close with my rock hard cock between her ass cheeks and started playing with her nipples, while starting to slowly grind her from behind.

I parted her ass cheeks and put my cock just barely in her wet pussy-trying to tease her into being as horny as I was. Her nice big ass was pushed against me as I started thrusting harder and faster. She was so wet that she didn't feel as tight as usual-odd considering it had been months. My mind wanders as I'm fucking her-maybe she's fucking another big cock and that's why she feels loose. It makes me even hornier!

Then I am just about to cum, thrusting hard and fast and she sheepishly, with a bit of disgust and disappointment in her voice, rolls over to tell me "it's not even in"!

I came hard! Right between her ass cheeks. Afterwards she doesn't hide her disappointment, and says nothing when i apologize for having a cock too little to penetrate her from behind.

It was some time ago now but but I still jerk off thinking about it. When I was in my teens and early 20s my future mother in law was quite hot. She knew I thought she was attractive and at the time I was quite fit and athletic.

1st situation occurred lounging in the basement. She was laying on the couch wearing a nightgown and I was in s chair at her feet. She was looking right at me when she uncrossed her legs. I saw her bush and looked up to see her look away from my gaze but leave her legs apart a bit longer for me. I was rock hard.

2 nd situation. Shortly after that I was sitting in some cloth shorts. She was in front of me and bent down with a lose shirt and no bra. I got a real good look at her nice c cups. She definitely knew I was looking and didn’t move- so I let my cock stand up in front of her. I wanted her to see it. She was very smiley. That night while I was ducking my future wife I confessed I’d seen her moms breasts. She laughed so I told her that I think her mom saw my erection and she just fucked me harder

Thinking back to one the times I was most aroused.

We were at a wedding and sitting at a table full of friends we had met about a year ago. My wife is very short so we were arguing about how tall she was. She claimed she was 5 ft tall but I had measured her ht. once and she was only 4 11.

So at the table she told them she was 5 ft tall and I playfully said she was 4 11. She come back adamant that she is 5 ft and I tell the table I know she's not because I measured her. One of the guys asks her if she's ever measured me --she got a gleam in her eyes and instantly said yes and then held her finger and thumb close together indicating I had a very small penis! I felt my face go red with embarrassment but I also got and instant erection! This occurred shortly after she had measured me.

I would love for her to tell her friend or sister I have a small cock in front of my face-embarrassing and exhilarating all at once

After a few weeks of toying with SPH- and having her tell me she loved my small cock etc she was still a bit nervous about it. Once she let it slip out that she would love to suck a big cock- but that was years ago and had never owned up to it again. Since revealing that she thought my cock was small she was constantly telling me it was perfect for her. I decided to find out (100%true story).

I had bought a penis sleeve that added 3 inches in length and at least an inch in girth. It looked absolutely ridiculous and I didn't want her to see it, so this is what I did.

One night when we were both extremely horny I put a condom on and we started going at it. I teased her pussy with my cock and practically made her beg before I would go in all the way. I always loved the moan as I pressed fully inside her. After just about a minute of fucking I said I wanted to try something. I told her I had bought a condom that was supposed to enhance the pleasure for females-sort of like ribbed condoms. It was pitched black so I went into the other room and put it on. In the interest of science I slipped the exact same type of condom I'd been wearing overtop so the only difference was size, not texture.

Her guard was down and she was unsuspecting as I slowly guided this huge cock into her. Never before had she moved her hips and fucked me so hard. Her voice quivered with every thrust! I asked her if the condom was working- she said it was it felt a lot better!!! I almost blew my load right then! Finally the truth- my wife loves big cocks. We finished with her having an orgasm that left me wondering if it was her first. She said she always came but she had never shuddered like that before!

The next time I went to use it she got suspicious and then got defensive that she didn't want me to use it.. We went a while without using it and I said I was going to through it out and she told me not to. She has to be in the mood but it is one of her favourites!

My wife and I had been dating for quite a few years. We were pretty open about what we thought and enjoyed talking about who we would like to be with if we weren't together. Having been in a lot of locker rooms I knew that I was smaller than average. Initially I was shy about it but after years of dating I just wanted to get it out in the open. I noticed that the one thing gf (now wife) had never commented on was peniis size. Many times she's said she loved my cock-but never with the adjective big. When I told her that her crush had a huge cock she didn't even acknowledge- just looked uncomfortable.

I finally just matter of factly worked into a conversation that I had a small cock and she would just deny it. So finally one day I had it all set up. I brought it up again and she said I was "average". When I asked her what average was she said 6 inches. She looked horrified when I said why don't you measure me - and handed her the ruler! Measuring myself (pressed as hard as I could} I knew I was about 5.2 inches.

She took the ruler and put it against my cock. She tried to play it off as I was being ridiculous but I could tell by the look on her face she was actually excited or at least curious. I was extremely aroused. She announced it was 4.5 inches! She hadn't pressed vary hard but I was so turned on I didn't argue. Having just said 6 was average she conceded that I did actually have a small cock. she was afraid to hurt my feelings and could tell we were both confused how turned on I was by this.