Never Have I Ever

Never Have I Ever – Round 2 Week 8

Never Have I Ever with Jessie G

The Question Is:

Never have I ever attempted anal sex and failed


The Game:

Every Wednesday for 11 weeks, I’ll post a question and keep track of the points.
The person with the most + points at the end will win a Amazon GC for $11
The person with the most – points at the end will win a ARe GC for $5


Jessie’s Rules:

Remember, the story is what makes this game fun!
1 point is given for every “I have”
1 point is taken for every “I have never”
1 bonus point for an accompanying story

To keep it fair, if you received a prize from me in round one,
you can still play but you are not eligible to win in this round.

As a non-answer is the equivalent of a I have Never + A Story,
it would be unfair to those who have played consistently to allow them to count.
Anyone with more than 1 missing week will be disqualified before the final tally.


Catch up on Previous Weeks

Week 1 | Week 2 | Week 3 | Week 4 | Week 5 | Week 6 | Week 7 | Week 8 | Week 9 | Week 10

13 thoughts on “Never Have I Ever – Round 2 Week 8

  • Michelle Mason

    I have never

  • I have never failed!!!!!!!

  • Wendy

    WOW- J what a question. I have and failed

  • Johanna Jochum

    I have had anal sex several times but I don’t think I failed. Is failing when there is a major problem involved or if it wasn’t that enjoyable? The few guys I tried it with certainly enjoyed it but me…not so much. So I guess I’d say, Never failed. I’m a good actress! Lol!

  • Odin Blair

    I have
    on the receiving end….started felt large soft, I looked and said NO WAY……on the other end, just started, he said something funny and it was all over

  • Miranda P

    I have never

  • That is an exit only orifice for me. Finger play is fine but that’s it!

  • Cheri

    I have. Sometimes it’s really good, sometimes it’s not and it’s better to stop. Pain for pain’s sake is one thing, if that’s your thing, but when it’s something that’s supposed to be good and it’s really not, nope the heck outta that.

  • Jen CW

    Yes. Once.

  • I have – some of those toys aren’t meant for that kind of play, no matter how willing the flesh..:

  • This actually happened, yes. Now, to be fair, it was before I was reading MM, so I didn’t know jack shit about prep or anything. My hubs wanted to do it, and since he’s never attempted it, clearly he didn’t either. It hurt…a lot, not enjoyable. Haven’t tried it since, although I have been tempted. 🙂

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