Straight Male / 47
I've posted two other true confessions here. This will be a third.
A few years ago, I'd been married for 26 years. We were both miserable but I was more so. I was the primary people-pleaser in the relationship, and I sincerely did things to make her happy. But I wasn't even remotely in love with her and avoided being around her. But anyway. The marriage is a big long story and I won't bore you further with it.
I was frequently reading the Craigslist ads for casual encounters. An unusual ad caught my attention, and I responded. The woman was a BBW and she wanted to find a 'dom' for her cravings. She was married but in a sexless relationship. I knew very little about the whole dom/sub, master/slave, top/bottom stuff but I sent her a well written message and never heard anything. Well, not till about 3 weeks later. She'd exhausted all of the other potential candidates. I wasn't experienced or anything as a dom, but she liked my message enough to keep it and eventually reply to it.
We emailed back and forth for a few weeks, during which I gained an interesting education in the world of dom/sub. There's an older book called the Loving Dominant that covers it well if you're curious. We connected very well by email and then texting and a few phone calls came next.
We eventually decided to meet for a lunch and a potential meet-up. I got to the restaurant/bar first, and quickly ordered a drink to help calm my jitters. She arrived not long after. She was short and pretty heavy, but really damn cute.
We sat and talked a while, and after I finished a second drink we went to a hotel not far away. I took care of getting the room and checking it out and then she came up a few minutes later. She visited the bathroom to freshen up.
While waiting, I partially stripped but left my jeans on. She complimented me for not stripping completely (e.g., I showed tact). We embraced at the window, and started some very passionate kissing. She was quickly turned on and I got hard fast too. We began to strip and after doing so, she dropped to her knees to suck on my very hard cock. "God, your cock is beautiful. I've been wanting this for a while", she told me. She was doing a terrific job of sucking on my knob, and I didn't want to come so soon, so I pulled her up, kissed her passionately, and pushed her down onto the bed and began to explore her body with my mouth and tongue.
Even though she was heavy set, she was very sexy. She had a nice set of boobs and she moaned a lot as I gave them some long overdue attention. I worked my way down to her pussy, and teased her for a while before showing her clit any attention. "Oh God, you are driving me crazy!!", she told me. I plunged my tongue into her love hole and lavished her clit. I've never been with a woman who was so wet! Damn.
Her first orgasm didn't take long, and damn she was vocal! She was now begging me, "Please! Give me that cock!!". As I slowly slid it in, her moan was loud. We began a slow steady rhythm and her first vaginal orgasm hit. "Oh God!!!"
I slowed down for her to catch her breath and then started again, this time faster. Next, she said something to me that I'd never heard before from a woman: "Please cum! Please cum! I want your cum!!!". Wow. That was hot, but it actually had a reverse psychological effect on me. I felt pressured to orgasm! So I didn't. I raised her legs up to my shoulders, and I kept pounding her, which she loved, and her second orgasm hit her. But now I wanted to cum and she was begging me again for it. I had to silence her voice in my head while I banged away. Finally it built up and pow! I flooded her pussy with my sperm. I was now spent and we crashed and cuddled for a bit.
We managed another round of sex before leaving to go our separate ways. It was hot and incredibly fun. We saw each other for 4 months before breaking it off, but we're still friends and we retain some truly fond memories of it all.
I've never been with a woman who was as multi-orgasmic as she was. There were sessions when she could have 4 or 5 orgasms in a row. Amazing.
Signed,
CL
A few years ago, I'd been married for 26 years. We were both miserable but I was more so. I was the primary people-pleaser in the relationship, and I sincerely did things to make her happy. But I wasn't even remotely in love with her and avoided being around her. But anyway. The marriage is a big long story and I won't bore you further with it.
I was frequently reading the Craigslist ads for casual encounters. An unusual ad caught my attention, and I responded. The woman was a BBW and she wanted to find a 'dom' for her cravings. She was married but in a sexless relationship. I knew very little about the whole dom/sub, master/slave, top/bottom stuff but I sent her a well written message and never heard anything. Well, not till about 3 weeks later. She'd exhausted all of the other potential candidates. I wasn't experienced or anything as a dom, but she liked my message enough to keep it and eventually reply to it.
We emailed back and forth for a few weeks, during which I gained an interesting education in the world of dom/sub. There's an older book called the Loving Dominant that covers it well if you're curious. We connected very well by email and then texting and a few phone calls came next.
We eventually decided to meet for a lunch and a potential meet-up. I got to the restaurant/bar first, and quickly ordered a drink to help calm my jitters. She arrived not long after. She was short and pretty heavy, but really damn cute.
We sat and talked a while, and after I finished a second drink we went to a hotel not far away. I took care of getting the room and checking it out and then she came up a few minutes later. She visited the bathroom to freshen up.
While waiting, I partially stripped but left my jeans on. She complimented me for not stripping completely (e.g., I showed tact). We embraced at the window, and started some very passionate kissing. She was quickly turned on and I got hard fast too. We began to strip and after doing so, she dropped to her knees to suck on my very hard cock. "God, your cock is beautiful. I've been wanting this for a while", she told me. She was doing a terrific job of sucking on my knob, and I didn't want to come so soon, so I pulled her up, kissed her passionately, and pushed her down onto the bed and began to explore her body with my mouth and tongue.
Even though she was heavy set, she was very sexy. She had a nice set of boobs and she moaned a lot as I gave them some long overdue attention. I worked my way down to her pussy, and teased her for a while before showing her clit any attention. "Oh God, you are driving me crazy!!", she told me. I plunged my tongue into her love hole and lavished her clit. I've never been with a woman who was so wet! Damn.
Her first orgasm didn't take long, and damn she was vocal! She was now begging me, "Please! Give me that cock!!". As I slowly slid it in, her moan was loud. We began a slow steady rhythm and her first vaginal orgasm hit. "Oh God!!!"
I slowed down for her to catch her breath and then started again, this time faster. Next, she said something to me that I'd never heard before from a woman: "Please cum! Please cum! I want your cum!!!". Wow. That was hot, but it actually had a reverse psychological effect on me. I felt pressured to orgasm! So I didn't. I raised her legs up to my shoulders, and I kept pounding her, which she loved, and her second orgasm hit her. But now I wanted to cum and she was begging me again for it. I had to silence her voice in my head while I banged away. Finally it built up and pow! I flooded her pussy with my sperm. I was now spent and we crashed and cuddled for a bit.
We managed another round of sex before leaving to go our separate ways. It was hot and incredibly fun. We saw each other for 4 months before breaking it off, but we're still friends and we retain some truly fond memories of it all.
I've never been with a woman who was as multi-orgasmic as she was. There were sessions when she could have 4 or 5 orgasms in a row. Amazing.
Signed,
CL
