Timberman99

Timberman99 Avatar
Gender: Straight Male
Age: 46
Relationship Status : Not specified
Profile Visits : 376
Number of Comments : 36
Number of Confessions : 4

Confessions by Timberman99:

I Created A Monster

I have posted here before about turning my gf into a submissive anal slut.
The last several months she has wanted anal sex more and more. There isn’t a time we have sex where I have not buried my fingers, tongue, toys or dick in het tight ass. She says she can’t believe how much she enjoys it and it’s just as pleasurable to get it in the ass as her pussy.
She has literally squirted as I pounded her tight ass without any kind of clitoral stimulation. I can make her cum very hard with just my tongue up her crack.
Looks like I have created a monster but I love it and am having the best sex ever in my 57 years. God, I love her.

Existential Crisis Moment

Yesterday I posted about turning my gf into my personal anal, bondage, pain slut. There was one time, shortly after we started getting more into bondage and anal that we had just finished a session and she laid there in bed exhausted but had a strange look on her face. She kind of stammered out she was having a bit of a moment because her two worlds were colliding. She was raised a good catholic Italian girl, had a few partners before getting married and now she was reflecting on becoming my anal slut. I told her that just because I treat her like a whore in the bedroom, didn’t mean I loved her less, in fact I said I loved her more and absolutely adored her.
That seemed to make her feel better, and after several more minutes of reflection, she cuddled me tighter and said “I love being your slut”. Been with her for 3 years now and the sex is as good as ever, and she loves when I get creative in the bedroom.
Further to my last post, yes I did tie her to the doorframe spread eagle and run a crotch rope up her pussy. I then attached the rope to the frame and have it a good hard tug, ensuring the rope was good and tight in between her lips. I then spread the rope (I had it doubled up) and her pussy to attach a little suction tube to her clit, made sure that I sucked her clit halfway in and placed the ropes back on either side. Next came the weighted nipple clamps, ball gag and finally a blindfold. God she looked so fucking sexy all tied up, spread and exposed for me to do whatever I wanted to.
I reached for her favourite flogger and starter to whip her tits and placed a vibrator on the suction tube. Now my GF is also a squirter and after three big orgasms, she had a good sized puddle between her feet.
I untied her, lead her to the bed, bent her over the edge and fucked her in the ass until she came a couple of more times, then finally dumping my load in her ass.
Now I’d like to point out that weed is legal where I live and we usually get a good buzz on before we play. If you haven’t tried weed and sex combo, I highly suggest it, it is fucking amazing.
Anyways, after our session, we lay there in each other’s arm and just before she fell asleep she said “I absolutely adore you and love when you use me like your personal whore”. I am one of the luckiest guys in the world.

Turned My Gf Into An Anal Slut

Been dating my current GF for almost 3 years now. Starter to introduce anal slowly, a finger in the ass when she was riding me.
Last night was just another example of how far she has come in her anal training. I had her cuffed and bound to a spreader bar, on her knees on the edge of the bed, hands pulled back between her spread legs attached to the bar.
I stayed with one of her favourite crops and spanked that ass nice and red. She gets off having her ass spread and spanking her exposed asshole. I then remind her that I will always kiss better what I spank. With that, I get down on my knees and lick, kiss and tongue fucked her little brown hole. She came multiple times while I made out with her ass. I then grabbed the flogger and started all over again.
Next I placed clamps on her pussy and tied them to the bar, spreading her pussy nice and wide. I then lubed up her favourite vibrating butt plug and fucked her in the ass with it until she came again, then shoved it all the way in.
Kneeling down, I then took a vibrator and placed it right in her stretched open pussy right on her clit. A couple of more orgasms and I then finally stood up and buried my dick in her soaking wet pussy.
She yelled out “I am such a dirty, nasty anal slut and I love it”. I finally pumped my load into her as she came one last time.
I uncuffed her, and she then had me lay on my back while she cleaned our juices off my semi hard cock.
I love having my own personal anal slut and can’t wait to see what dirty ideas I can come up with tonight. Maybe I will tie her to the doorframe, spread eagle and run a crotch rope up her pussy and pull it nice and tight. Done that before and she loved it. God my gf is the best.

In Praise Of Older Women

In the course of my 56 years I have fucked roughly 25 women. Several before my 16 year marriage, but the majority have been after my divorce and I can tell you that older women are much more eager and seem to enjoy sex more. After my divorce I started going after women that, what I thought, I wanted. Some younger by as many as 20+ years. The sex was good, but when I started dating older women, the frequency and intensity got turned way up.
The older women I started dating were closer to me in age, still a bit younger but only by a few years, but I found them to be much more willing to fuck on the first or second date and more willing to explore all sorts of things during sex. Toys, bondage, discipline, anal, they were up for much more than younger women were.
The last 4 women I dated, including my current gf, were horny as all hell and I fucked each of them on the second date (technically the first real date as our first date normally was just meeting for coffee). After the coffe meet, I would take them to a nice restaurant and then back to my place for a nightcap. I never specifically said abutting about staying over or fucking, but they all were down to fuck once I made them feel comfortable. And let me tell you, they seem to enjoy it much more than younger ones. The woman before my current gf was an absolute freak and was absolutely gorgeous.
So for you older single guys, stop chasing the young ones (yes, there are the rare cases that they are just as horny as the older ones, but they seem far and few i between) and het yourself a woman your own age and you won’t regret it.
My current gf turns 50 next month and she has told me that she had never wanted sex more in her life. In fact, she told me before her divorce she didn’t care if she ever had sex again. This morning she woke me up with a wonderful blowjob and went for a ride on my hard dick before heading off to work. Of course I’ll be balls deep into all three of her holes again tonight. Older women rock when it comes to sex.