Your first fuck session

[Discreetotto]

Bottomed, bareback & bred

[AtlPup]

Bottomed and bred in the back of a pickup truck. 

[Bottom Jim]

I was with a swim team mate we did oral till one day he flipped me on stomach He spit on my hole and went right in It hurt but after while felt great.

yes it was bare yes he came in my ass 

loved it and always bottomed and took loads since

Just for the record he fucked me about once a week through high school 

[YourNoLimitsBottom]

Bottomed. Bent over the back of the couch, then missionary on the living room floor. He wore a condom, but it was still good times.

[Norcalfukkr]

I bottomed and I joyed it very much. Didn’t go on to experience the pleasure of topping until late teen years. 

[Labtmguy]

Bottom, condom. Sad story, gay friend from work, he was a bottom as well so he could barely keep it up.

[BarebackedBear]

Bottomed for a much older (probably over 3x my age) daddy type. On my back, legs up with his arms wrapped tight around them in case I had the urge to pull away since it was my first time.

[KneelerForDoms]

Bottomed....he fucked me and came 3 times in the course of an hour and never once touched my limp cock. 

[VistaCaBB]

I bottomed for a guy in his 30s when I was just out of highschool.  He lied about having a condom and convinced me to keeo going.  He bent me over his couch and fucked me bare and bred me while I looked out the window at a city park.   

 

Saw him a few times and only bottomed for probably 25 years but now prefer Top. 

[rawinme]

I started sex with guys when I was in my 50's.  I was only interested in getting sucked off.  But on one of my very first encounters this guy managed to get me naked and was enjoying my body.  He asked me if there was anything that I wanted and out of the blue I asked him to fuck me.  He fucked be covered and I was indifferent to at at that time.  Not any more!

[Niceroundass]

Bottom, Bred by a much much Older Man!!!

[Marlin]

The first couple years of sex for me was just oral. AIDS was deadly so I was scared to fuck. Back then there was a shopping plaza that was a popular cruising area. Men would drive around, make eye contact and then head to a secluded area. I gave and received a lot of blow jobs. I especially loved swallowing cum.

One night I met a guy a little older than me. We stopped, chatted and suggested we go to an apartment parking lot nearby. It was secluded and quiet. I followed him, parked next to him and got out and got in his car. He had a big Oldsmobile sedan with a bench seat. When I got in I slid my pants down and slid his completely off on to the floor of the car. He started sucking me, getting me hard and quite wet. The next thing I know he's climbing on top of me, aims his cock toward his hole and sits on it. OMG, I had never been inside a man. Tight, warm, awesome. He started riding me and within less than a minute, without any warning I started cumming. This was so more intense than a blow job or certainly jerking off. He soon started to sit up allowing my dick to pop out and then the panic hit me. He loved it, it felt great. I quickly dressed, went home and couldn't sleep worried about AIDS. I soon remembered how good it felt, but the type of hookups I was having didn't lend themselves to fucking. Within a year I met a bf and for some reason....maybe love my worries were over and I fucked him often and never with a condom. We never discussed condoms or status  

[Willing]

Waiting and praying for it😵

[viking8811]

My first time with a man. I was probably about 20. Was jerking of and trading oral with a fuckbud. I asked him what it was like fucking a man. He got up, spit on my cock and just slid down onto my cock and started riding me. Was not expecting that but it felt amazing and I when I came I held his hips down so that I would be buried balls deep inside of him.

[TomOnHisKnees]

We were both 17 and I bottomed.