Third time’s the charm – From [MMF] couple to [MM]

This is a long story, but it covers 3 visits and one of the best experiences I ever had.

Part 1

It was a sleepless Covid Sunday morning. I checked my messages, it was around 3 am. I was looking to play, but hell, who as gonna with Covid happening? The night was sleepy and it didn’t look like I would have any fun at all this time around.

Then my app started to light up. A guy inviting me to come and visit with him and his girl and have a threesome. And, at the exact same time, a lady asking me to join her and her boyfriend for a threesome. 2 separate couples asking me to come play right now. I started playful conversations with them, but both were adamant I come right now. As it turns out, the lady said “you’re speaking with my boyfriend on the other window. Comer over and play, set it up with him.”

He told me his name was Kim and he was a cross dresser, they were looking for someone to come over and play with both of them, she wanted to be pleased orally and fingered, he wanted to see where it all went. Not needing to be told twice, I got in the car and went right over, arriving shortly after 4 am.

[M]y 55 Wednesday night with a very sexy couple [M] 45 [F] 35

Like another post previously, this one is long and I will not break it up. When you read it you’ll see why.

I’ve been married a long time to a wonderful partner and never needed anything more in bed. 6 years ago failed prolapse surgery stopped bedroom activity cold. After 4 years I started to get itchy but wanted to hold off. Not having sex wasn’t a deal breaker. Or so I thought. I found myself thinking about it all far too much, so I sat down with her and we agreed I could have outside play, but nothing came home. She was OK with it but didn’t want me to rub her nose in it. I promised to not go full on slut, but she knows I love and live for sex, so I told her I would simply see how it played out.

I was checking out the personals sites locally, casually hoping I might find some ad that would be a good match.

We are 38/48, chubby, very sexual. The wife wants to see me suck cock and get anal from a bi top. She may want to join in, but mostly wants to watch me. If you’re interested, D&D free and respectful, we can host.

[M] 43 my buddy helped me discover I was Bi [M] 44

This is a long one but I thought I should tell the complete story with the warning it’s long rather than split it up.

Well, I had bad experiences with guys as a younger guy. I really didn’t get into guys. I met a woman about 100 deep into my experiences who tore the roof off my mind and I just had to have her. I wanted what I had with her – each and every mind blowing fucking time – without exception. A straight guy and the best sex of his life.

So I start telling her I’d like to have a third in bed. She tells me you can try with a woman, but you better be OK with the notion of me and another guy. We both have to get what we want.

I tell her I am not sure I like the idea of that – sharing her. She says what if I want him to take you? Are you ready for that? Back then, no way, but I heard her.

[M]y [F]irst time with her …

I was 21, she was 42. We’d been working together for 2 years and I got promoted to a different location. 5 months later I got promoted again and we went out for a drink and she got very suggestive while we drank. I was so blown away an older woman felt I was attractive, I just wanted to try her on. We took a subway train home and I was so freaked out and nervous she would find me inadequate, I almost started to shake. We got back to my place – I was living in a rooming house and often had friends up to my room to drink, so no one thought about the noise when we got back.