Later tonight I have a woman coming over to my place. I met her on craigslist. We've been texting over the last week about everything we want to do to each other and tonight's the first night for us to finally get together. I'm 29, white, tall and athletic, and she's 38, white, short and a bit thick with huge tits. And I have a 22 y/o tiny hot asian girlfriend already, but she doesn't know how kinky I can be.

This is how it all began. I started watching interracial porn years ago, then eventually cuckold porn before about a year ago going on to sissy/tranny porn. Soon I started watching the "hypno" videos and started getting really turned on by them. After a while of watching them I went and got a little beginner buttplug and started using it myself. That wasn't enough and eventually I was looking for guys on craigslist to hookup with. I was always telling my girlfriends how to suck my cock, so I wondered if I was any good at it. I found a guy and he said he loved the oral then fucked me pretty good ... after that I was looking for a guy online about once every few months. I had sex with my girlfriend all the time but also liked getting fucked. Meeting online took too much time and eventually I went and got a bigger and better dildo to use myself.

I've had the dildo now for about 6 months and can use it pretty well learning how to cum on it from prostate stimulation. So I don't have any physical attraction to guys, don't like to kiss or anything else intimate, but my fantasy of a bisexual MFM 3sum with a down woman has grown. In hopes of finding a woman I made a post on craigslist. That post was much longer than this is but it basically said how much I liked both sex with woman and getting fucked, but not the actual intimate gay sex stuff.

This lady replied to me about how much she's been getting off on gay porn lately. We started emailing, then texting. It was all sorts of dirty stuff about what we liked. And now she's coming over tonight for hours of fun and sex. What she's really excited and looking forward to is getting to rim me and play with my cock at the same time. Then she wants me on my hands and knees while we 69 so she can also fuck me with my dildo while sucking me and I'm eating her out. HOT! I told her she'd probably make me cum so quickly like that and that I'll even cum twice. Then she really wants to get fucked in the ass too.

Best part is I'm setting up my camera hidden away to record the first part of however much it can get tonight. And if tonight goes well, she wants to consider watching me get fucked and have a 3sum. Then, she's also mentioning she likes women in bed, so maybe someday we'll have a MFF 3sum. She gets very turned on by the idea of 3 people all into each other and what we can do.

Last, a warning: Don't watch those sissy hypno trainers unless you really want to do that! I'm tall, masculine, hung, never left a woman unhappy in bed, but now I also shave my ass to get fucked.

Update on the cock craving I posted about last month.



It turns out I didn’t have to look too far. I have a woman friend. We’re not physically intimate. Never have been. But we get together every so often for a beer and to swap stories. She knows about my early experiences with guys so it wasn’t odd that I would tell her that I was thinking about getting some dick for the first time in years. The problem is that I work, recognizably, at a public job, for uptight people, and it wouldn’t go over too well if they heard I was trolling for a fuck on Tindr. Worse if it was Grindr.

She kinda chuckled and told me she thought she might have just the guy for me. A friend of hers in Colorado Springs, about my age, happily married for about three years but kinda sexually stifled by a wife who, while she liked the ‘normal’ stuff, was a real 3 Position Sally, blowjobs (no swallowing) on his birthday, nothing kinky, kinda person. Lovely woman. I’ve met them both at her house, so they weren’t strangers, but I knew precious little about them.

Long story short, they were up a couple of weeks ago and I got to ‘bump into them’ as if by accident. My lady friend had texted him and asked if he remembered me. He did. Was he still thinking of finding someone to play with? He was. Was he still interested if it was a guy? Depends on the guy. Remember Val? VAL?! He had no clue I would consider a guy.

 We chatted for a minute in her back yard about ‘the next Bronco season’, and made a plan.

His wife works four 10 hour shifts a week at a hospital. Sometimes she’s off Thursday-Saturday. Sometimes Sunday-Tuesday. Some of those don’t overlap with his work schedule. He’s a 9-5, Mon-Fri guy. So, on some Fridays and Saturdays, there are about 12 hours a day, if you include the commute, that he has free.

Free to meet someone in a motel. Someone who also works 9-5, Mon-Fri.



He got a room in Denver and was waiting when I pulled up, delayed by Denver’s monstrous rush hour. I knocked on the door and he answered, dressed almost exactly like me. T-shirt. Sweat pants. Athletic shoes. Same colors even. We laughed and then I asked if he was still up for it. He dropped his sweats to his ankles and asked if that answered my question.

 He wasn’t huge. 4 1/2, maybe five. Cut. Small in the balls. Thick in the shaft.



I gave my first blowjob as a teenager and I didn’t mind swallowing back then. But after the few I had given as an adult, I wasn’t too hip to the idea. When he asked if I was going to swallow, he didn’t know that I knew that his wife didn’t. I told him I would and guided him to the desk chair. 

I worried that maybe I wasn’t going to be good enough at it. I was when I was much younger and my one real gay affair had never complained. But doubt does creep in. I started slow. Licking, tonguing, kissing the shaft while pumping with a loose fist. Then I had the head in my mouth, paying attention to his breathing and his hips. When we got to ‘Aw fuck, aw fuck, aw fuck!”. I pumped harder, took him in deeper, and when his hands took hold of my head, I pumped until I felt those few drops of cum and took him all the way down.



So much cum.

Swallowed every drop.

He asked what he could do for me and I was honest with him. I have a history of spinal injuries. As I’ve aged, my ability to get and maintain an erection has ebbed and now, at nearly 60, a real hard on is rare. So while I wouldn’t mind, I just really wanted to get him off and would he want to fuck.

 His answer was to strip completely, as did I, and I knelt on the edge of the bed.

I’ve always been iffy about rimming someone. I’ve done it but it’s usually in the shower. He, on the other hand, wanted to do it to his wife and she wouldn’t let him. With finger and tongue, he took his time and got me well and truly ready. Then pushing me forward on the bed, he knelt behind me. He’d come prepared. I heard him putting on a condom and there was the click of a lube bottle cap. 

Friends, I was right to want to get fucked. He didn’t go as deep as maybe I would have been able to take but he was thick enough to stretch me wide and make it sting. That man could fuck.

Where the blowjob might have taken about 4 minutes, he stirred me up for about 20. When he grabbed my hips and stuffed all of him in me and came, he was wheezing so hard that I thought maybe I’d coronaried him. I don’t know where he got it all but when he pulled out, even after all the cum he’d fed me, that reservoir tip was full.

He looked at mine, dangling there. “Because of me?”

“No,” I replied, “Because of me. But believe me, hard cock or no, that fat thing of yours felt sooooo good in me!”


We showered together and when I lathered his privates, he stiffened up again. He’s almost my age and where hardness is difficult for me to achieve, it seemed that he was built like a teenager.

We dried off in a hurry and I laid down on my back, pulled my knees up, baring my asshole, and said something like, “You had better make this one memorable. It’s gonna need to last,”



”Until next time?”

“Until next time.”



When he came this time, it was the last gasp of empty balls. He pulled off the condom and came on my soft cock and balls. Even that felt good.



Will there be a next time? With him? Maybe. He’s good but he’s married and while we were talking he admitted that this could be a one-time thing. But even if it’s not him, I could see me playing with the right guy. I don’t mind swallowing as much as I thought I did. And I definitely enjoyed being fucked.



I still enjoy and prefer the company of women. And if I can get hard enough to fuck, I’d rather share it with a woman. But somehow, getting another guy off is something completely different and I’ve still got a craving for it. If I do it again, I’ll let you know.