Has to be licking and fucking my wife whilst her friend, who had asked to watch, did so from a chair at the foot of the bed.

My strangest request, was when I was in my 30’s and I met a 60 year old classy lady, who wanted me to be her boy toy! The 1st time that we got naked, she wanted me to put on her panties and show her how I stroke myself, while she was watching. I had never done that yet for a lady! It was an awesome experience. The next thing she wanted me to do, was, after we just got finished fucking, she wanted me to eat her out, licking up both of our juices dripping from her wet Pussy! That too was a 1st for me, since I had never tasted my own Cum .
I actually like it!
Paul

Recording my friend and her boyfriend from start to finish…then posting it for them.

I would not call it a strange request, but I did have a friend who he and I would get together every once in a while. He was the guy who my first wife and I would have 3somes with. We had some great fun, and he was the first cock I had ever sucked. He had a coworker, who would often give him oral. He really didn't like pussy, and he asked me if I wanted to eat her. Of course I absolutely adore eating pussy, so I said yes. We met after work one night at his apartment, and I had showered when I got there. She got there as I was coming out of the shower. I put on a pair of very loose shorts, and we started having a few drinks. About a half hour later, we started to rub each other, and soon we were all nude. She was sucking our cocks, and he said that she wanted to have me eat her pussy. I kissed my way from her huge breasts, down her soft round belly, to her thighs and calves. I would tease her pussy, with a few licks, and she would moan every time I kissed her pussy. She was dripping out of her pussy down her wrinkled sensitive ass. She before long grabs my head and holds me to her soaking wet pussy. Her clit was already throbbing and came on my face very quickly. I sucked every drop of her pussy juice as I could. I moved back a little, and my friend was sucking my cock, while I continued to play with her pussy. He then said he wanted to watch us fuck, and I absolutely obliged. While I was fucking her, he was playing and licking my ass. I came pretty quickly as so did she. What an incredible feeling having someone play with your ass as your cock is fucking an amazing pussy. He then jacked off on both of us as she and I laid next to each other. All 3 of us swallowed his cum. We continued for a couple of more hours. Still a fantastic memory and a wonderful request

I had a girlfriend and a wife still do but first time my girlfriend asked me to come over and watch her and her girlfriend play no problem there watching them but she then told me to let them both suck on my cock no problem I said asking me who was better her girlfriend won that she was amazing I was told to fuck her and I got right on it my girlfriend was pulling my balls and licking my ass as I did her then fingers in my ass really going crazy on my ass then not saying anything she pushes her fist in my ass small hands but I think it felt much bigger than that I didn’t know she had put on her strap on and she quickly pulled her fist out and shoved it in my ass I came like crazy and she pulled both my wrist back and handcuffed me her girlfriend got out from underneath me and pushed my face into her pussy both of them were all into doing everything that they wanted to do with me I was loving it all and into the room came my wife camera in hand filming it all she knew I had Lori and had joined us a few times but I didn’t know they had planned all this I was told I was a slave and was going to get all they had planned for me all three sucked fucked whipped me pussy in my face blindfolded me whipping my cock hard doing nothing had to listen as they all enjoyed each other really got sadistic on me biting me clamps on my nipples and butt plug in my ass I couldn’t believe how big it was it didn’t come out till they pulled it out when they wanted to fuck my ass then shoved back in I know they took a lot of pictures and I of them doing that to me all of them I’ve learned that they have shown them to girlfriends and some guys they know I don’t know if this was a request just the asking me to rate who was the best BJ was different but the outcome of this was three women enjoying me naked making me a toy left me with welts and bite marks my as was sore even being well lubed so many times I got it fucked and opened so big I was unsteady on my feet when they let me go my wife drove home and told me I was to remember this time she said I’m going to get more of this from now on I’m her cuckhold husband and I do everything I’m told I’m going to do

I had a neighbor lady, who one day asked me if I liked her tits, size 40 DD tits with big nipples poking through the top. Of course I said Yes and that I would love to see them. So, she told me that if I would masturbate for her, I could see her tits and if she was turned on enough, she would let me watch her playing with herself.
I couldn’t believe what she asked me to do and of course, I was totally turned on and Me and her went into my basement and she and I were totally turned on! Paul

Watch me pee on the floor of a public toilet

Another one of my strangest request, was from a guy, who caught me stroking myself in panties at the woods, in my car. He caught me stroking myself in panties in my car and wanted to watch me stroking myself in panties. , while he pulled out his hard cock and was stroking himself and he wanted to watch me stroking myself in panties!
Paul

Another strange request, was from a older female, who wanted to watch me trying on panties at a department store, she wanted to see me trying on panties, in the changing room and wanted me to watch her playing with herself, while I stroked myself in panties!
Paul

I have a guy friend who is the real nerdy type. He’s still a virgin and had never even seen a girl naked before. One night he admitted all that to me after I got out of the shower and shyly asked if I could do him a favor. I of course agreed not thinking anything if it. He went on to tell me he’s always had a crush on me, how beautiful I am, how lucky my boyfriend is etc. Then he asked if there was anyway I’d be ok letting him see me naked. I felt so bad that I just stood in front of him, undid my towel and let it fall to the floor.

He was in excited shock, jaw hit the floor hard and he looked over every inch of me. He made comments about how incredible the view was how perfect my pussy was and how he wishes a girl as hot as me would actually want to do stuff with him. He then asked if I didn’t have a boyfriend would I of ever considered it..

I simply leaned over put my hand down his shorts and began jerking him off. Moments later I kneeled down and out his 3in hard cock completely in my mouth sucking on it as hard as fast as I could. His hands were flailing all over my body from my tits down to my pussy. He tried rubbing my pussy vigorously but only a few seconds had past and he started twitching. Without warning he came all in my mouth. Afterward he tried to get down to eat my pussy but I told him i was good and would take care of it later. He asked to watch but that’s a whole other story.

Sorry boyfriend 😜

A guy I worked with used to watch porn at our house when we called for coffee he always wound back several times cum sots during blow jobs as his wife didn’t do it, he asked if mine did & I said yes, he asked if she’d do it for him sometime, I arranged it & he was sat in a chair when she got his cock out & sucked it, I took advantage of the situation & fucked her from the rear while she did it, everyone was happy!!!

Not too strange in the long run, but my 1st college girlfriend really wanted to hold my penis while I peed so she should experiance it vicariously.

I didn't want to do it for a long time, but one night we were drunk walking back to the dorm from a bar and I noticed i needed to pee really bad so I told her it was her chance! She got excited and said, "Really?" in this super cute voice and I pulled it out and she held it between her thumb and forefinger gently.

Even though I was drunk it still took a bit for me to bypass my pee-shy nature, but soon enough I was peeing on the ground in the alley behind the cafeteria while she stared down in fascination until I finished.

It didn't really unlock anything in our relationship and we never did it again, but I'm glad I was able to do that for her!