That's what friends are for

Being married for many years, there comes a time when things become a little brittle in a relationship and I fear my wife’s illness was the cause of most of it.
I had a young friend, well he was in his late 20’s married with two kids of his own. We used to have a few laughs, mostly about things in our past that were funny at the time but which led to other things.
During our conversation Dave mentioned he had been sexually interfered with when he was quite young. Having had a similar experience we exchanged details. Both incidents involved women’s underwear so we felt a union so to speak.

It was a week later he called around one morning (he was working on the late shift) and I hadn’t been up long, so over a coffee he showed me some magazines featuring crossdressing. He was sitting next to me turning the pages when suddenly I felt his hand on my thigh. I felt my cock jump as his hand began to stroke my bare thigh. (I was still in my dressing gown)
I felt him push my dressing gown open and his hand rest over the nylon panties I was wearing.
“Wow I love your panties” as his hand slipped under the elasticated leg and graphed my hard cock. I pushed back from the table and opened my legs offering him free access. He slipped from his seat and was kneeling between my legs and before I knew what was happening he was sucking on the head of my cock. I looked down to see he had his own cock out and with a free hand he was manipulating his foreskin sending pre-cum all over the head of his cock.
Suddenly he stood up.
“Stand up a moment” he asked. I stood up and he slipped the panties from my legs.
“Lean over the table, I want to lick your arse”.
Wow, this would be a new experience for me. I did as he asked by first placing a cushion under my chest. I almost came when his tongue began licking around my bum hole then his mouth pressed against my bum and I felt his tongue slip in. My head was spinning with sensation but it was nothing like the sensation of his cock suddenly pushed up inside me.
He was ecstatic and groaning with pleasure as he thrust into me. Then he began to pull right back then push hard all the way. God I never forgot those backward movements for before I knew what was happening I was cumming and I wasn’t even touching myself. That triggered his orgasm and he began to scream out how nice it was as jet after jet shot into me, it wasn’t until he pulled out of me that I realised just how much he had cum. It just flooded down my thighs, thin milk like spunk gradually becoming dark in colour. I quickly wiped my self then cleaned up the mess on the carpet I had made.
Compliments were banded back and forth and he finally left.
Three times that week he dropped by and he began to wear skimpy panties he said were his daughters. She was only 9 and so tight on him but knowing they were hers turned me off a little so I imagined they were his wife’s during our sessions. His oral expertise was put into practice that informed me that he enjoyed the taste of spunk. His reward was the use of my arse and he came very quickly.

His visits were not always sexually motivated. He began to drop of blue movies he borrowed from another friend and I suspected I wasn’t the only one getting serviced. I had a collection of videos of a similar nature, many dumped on my by friends when they got married but never collected.

As time passed he informed me that he liked it when I was dressed as a woman. It was a difficult task due to other visitors and there were a couple of embarrassing moments when complete silence on both our parts caused the visitors to walk away. But his leaning sexually began to change. He always said he always wanted his wife to wear a strap on and fuck him but she would have none of it. I got the message and I will never forget the first time \I fucked him. I came almost immediately but remained hard. His cries of sheer pleasure were interceded with his wanking effort as I slowly penetrated him. The sudden trembling grip from his love tunnel when he came was something else and I felt my orgasm build up like nothing on earth. It was shattering.

My fear after that was that it would become an obsession with me to fuck a male arse. Having been married before I was fully aware of the pleasures of fucking a woman’s arse that was a great pregnancy prevention act, but it took a while to convince me to do it to her but I was glad I did for she seemed to obtain the fullest satisfaction from this. Sadly she passed on but she will never be forgotton.
We had a three year relationship that I like to think was enjoyable for him as it was for me. Unfortunately our landlord wanted his house back so we were forced to move. That was traumatic. Our relationship just ended I think on a bitter note. Emails were never answered so I guess one has to move on?
I have to add that my marital relationship is greatly improved thanks to medical science but I often let my mind drift back to those moments when sexual enjoyment was just that. It’s been quite a while since the last heady sexual experience, in fact years have passed without a single similar experience. Yes I do think about those moments and yes I still get a kick out of wearing a pair of silky panties when I’m out. For you never know do you?