Worst Moments as a Fan

[Jase 43,479]

1. Second leg semi final against Barcelona in 2009.

2. Losing the penalty shootout in Moscow.

3. RDM sacked and Benitez being appointed.

4. Mourinho leaving the club.

5. Losing to Liverpool at home.

6. Getting thrashed 3-0 hopelessly at Old Trafford under Scolari.

7. Torres.

8. Losing 5-3 to Arsenal at home.

[Madmax 9,219]

Apart from the obvious, every loss against Arsenal, Liverpool and Tottenham.

[Spike 12,049]

Most have been said, but a real disappointment for me was travelling up to Barnsley on the club train that was ridiculously slow that took about 7 hours only to lose and be humiliated with a pitch invasion to top it off.

The journey seemed a lot slower on the way back........

Although after the game it was great fun at the train station singing songs and bouncing. The Barnsley fans were in disbelief we were still in such high spirits

Which one are you in that video? Are you the ugly one?

[Spike 12,049]

Harding dying

Osgood getting old

Abramovich reading 4-4-2 somewhere and thinking "fuck it"

CCTV

A good wank wasted somewhere in Spain in 1959

Don't forget the wasted wank in 1984.

[Milan 17,955]

That Moscow pain

That Barcelona semifinal pain

Losing the CWC final

these are obvious and I agree with everything mentioned above

to make it different, I will add following

Seeing Eidur Gudjohnsen leave this club

The fact Hasselbaink didn't get the chance to win the League with us - he deserved it as fuck!

[Ollie 4,400]

The UCL Final in 08 will always be my worst memory and that will never be beat. The game the other day though against Corinthians came pretty close. Apart from that, in recent years its been all about UCL Semi's in 04, 05, 07 and 09 they were absolutely horrible but we got Liverpool back and we got Barca back so most of those have been dealt with. I just look at them as part of our history now as a good thing.

Before the Roman Era, my worst memory was that trick from Kanu. I'd not seen Chelsea beat Arsenal in the league knowing all my school mates and all my friends were gooners so this was my chance to finally enjoy a win over them. I didn't even know them when we last beat them in 95/96 so this would be my first. 2-0 up, 15 minutes to go, in stepped Kanu with 3 goals, the last being in stoppage time from an impossible angle.... The next season we were 2-0 up again and Silvinho scored in stoppage time to get a 2-2. We were cursed against them. From when i knew my mates from around 97', we never beat Arsenal until after i left secondary school (That UCL game). I knew loads more Arsenal fans in secondary school when i was there from 98/2003. We never beat them once. Knocked out the FA Cup even 3 years on the trot which included a Final in 2002. They game me my worst memories but again... recently we've dished out a lot of pain to them since so all good.

Also really memories for me are the FA Cup exits from 94-96.The FA Cup final of 1994, i was only young so don't really remember much of the game but i do remember crying so much but i loved Chelsea from that day. But in my first real season supporting Chelsea, we got knocked out by Millwall on pens after a replay. I'll never forget that. I still have the image of Kasey Keller saving John Spencer's decisive penalty, another truly awful moment in my life but i think the 96 Semi defeat to Man Utd hit me the most because i was well into Chelsea then and to beat Man Utd at that time was bigger than it would be now. Craig Burleys back pass is another image i'll never forget and Michael Duberry's curling shot against the bar.

We have won the FA Cup so many times now that they don't hurt as much but it would've been so nice to see more success in the 90's, that was my favourite time supporting Chelsea.

Other honourable mentions include...

Chelsea 3-5 Man Utd - FA Cup 3rd round 1997

Barnsley 1-0 Chelsea - FA Cup Quarter Final 2008

and our EUFA Cup exits against St Gallen, Hapoel Tel-Aviv and Viking Stavanger.

We need the bad moments though but ours have been truly heartbreaking.

[gary gordon 1,777]

1. Moscow

2. Ghost goal vs scum

3. Semi vs Barca

4. Drogba Leaving

5. Mourinho sacking

6. Rafa Appointment

[NiclasCFC 2,582]

One of the Best: Seeing Torres signing for Chelsea
One of the Worst: Seeing Torres play for Chelsea

[James 5,286]

The St Gallen game for me, was the last time we saw Di Matteo in a Chelsea shirt

http://news.bbc.co.uk/sport1/hi/football/uefa_cup/945010.stm

[Yasser 63]

Worst moments

1- Fernando Torres signing for Chelsea

2- Fernando Torres signing for Chelsea

3- Fernando Torres signing for Chelsea

4- Fernando Torres signing for Chelsea

5- Fernando Torres signing for Chelsea

[NattyBlue 44]

Obviously Moscow and the Semi vs Uefalona. Next to that was a recent one, Newcastle at home I think last season or before that where we lost or drew. I remember them scoring from a corner and the team had just given up. It was so frustrating.

[Madmax 9,219]

Obviously Moscow and the Semi vs Uefalona. Next to that was a recent one, Newcastle at home I think last season or before that where we lost or drew. I remember them scoring from a corner and the team had just given up. It was so frustrating.

Yeah remember that, Carlo's last home game. 2-2.

[Deanocfc 22]

1. Moscow - Still don't even want to think about it.

2. Iniesta goal 2009 - The most ridiculous game of football I've ever seen.

3. Mourinho sacked - Actually cried as a 16 year old on the way to school.

4. RDM sacked - Lost faith with the club that In love so much.

5. Kanu hatrick in 1999, when we were 2-0 up and I thought we were actually going to beat Arsenal.

6. Losing our fantastic home record to Liverpool in 2008.

7. Losing to Liverpool in champions league semi finals 2005 and 2007 - we didn't deserve to.

8. Iniesta's goal in 2012 - We looked dead and buried and I was fearing a rout - though this goal could be the best turning point of any match in Chelsea's history.

[Fulham Broadway 17,299]

Relegation 75. Then getting Palace in the FA Cup 53 000 at Stamford Bridge saw us claw back from 2-0 to 2-2 then lose 3-2. The following week at the Bridge there were 10000 to watch against Hull.

Getting a kicking at Norwich

Moscow.

Losing to the dippers in the semis

[HRiver 1,512]

1- Moscow
2- CL semi 2009
3- CWC final
4- Super Cup defeat

5- CL semi 2007, losing to Liverpool on penalties