Babysitter[M][F]

So I was a teenager at this stage. A bit to old for a babysitter, but we had moved to a new town and a family friends wife offered to be the responsible adult and watch out for me for the evening.
Robyn was about 45, tall, lean and always made an effort to talk to me. And with that last part I was happy for the company.

We were chatting while preparing some pasta, when I noticed her shirt too buttons were loose and when she leaned forward I got my first peak at her bra. Small things at this age but I quickly removed myself barely covering my instant erection. Straight to the bathroom and rubbed one out. I was really taken by surprise as I hadn’t had thoughts of her that way before. Anyway, my head was clear and I headed back out to the kitchen. The pasta was finished and Robyn was having a glass wine sitting on the kitchen bench next to the sink.
“What happened to you there oddtales” she asked suppressing a laugh “you just took off with a word”. I instinctively walked straight to the sink to use the hand soap. I had no idea how to respond. Robyn gently reached over and grabbed both of my hands drawing me to stand directly in front of her. “Is everything ok oddtales? “ She asked now with more concern. “ Everything is fine I just….. I wasn’t expecting…””to get an erection” she chuckled. “ Could you pour me another wine “

[M]y wi[F]e’s first squirt

So a little background here. My wife, Mary, before I came along had been dating large black men with the expected accompanying equipment. Think 9 to 10 inches and thick. We had openly talked about our past especially as I found it hot to hear about what these guys could do and how a single slide down these shafts, if turned on enough, could make her cum. Fuck, it had me unbuckling my pants whenever it came up.

Anyhow, this lead to me feeling pretty intimidated on what level of satisfaction I was really bringing to the party. So we went out for our usual after work drinks on a Thursday and the chat got to some old three some stories, which quickly lead to us catching a cab back to her apartment.

First time [M][M] as an adult

I had been in relationship with a girl for five years that had ended a week before.
A friend of mine, Garry, who is bi and had heard of the breakup gave me call to come over for a drink.
Accepting the invite I started getting turned on about the idea of something happening. Garry is 5’11, smart, hilariously camp with bit of a dads bod. I went straight to the shower and quickly rubbed one out to keep a clear head.

Garry answered the door giving me a hug and telling me how sorry he was about the breakup. I brushed it off and suggested and a wine to forget about it. At this point I walked in to his apartment into the kitchen where I discovered David. 6’6, long, lean and athletic.
After being introduced we all sat at the kitchen table drinking and talking general rubbish. I couldn’t keep my eyes off David and found myself getting hard under the table and having to let the others pour drinks. David finally whispers something to Garry and goes off to his bedroom.