Gray v. City of Saint Louis, Missouri

UNITED STATES DISTRICT COURT

EASTERN DISTRICT OF MISSOURI

EASTERN DIVISION

DARRYL GRAY, )

)

Plaintiff, )

v. ) Case No. 4:18-cv-01678-SEP

)

CITY OF ST. LOUIS, et al., )

)

Defendants. )

MEMORANDUM AND ORDER

Before the Court is the Motion for Summary Judgment filed by Defendants Ronald

Vaughan and Larry Wentzel, Doc. [111]. For the reasons set forth below, the motion is denied.

FACTS AND BACKGROUND

September of 2017 was a tense time in the City of St. Louis. On Friday, September 15th,

the 22nd Judicial Circuit Court of the State of Missouri released the verdict in State v. Stockley,

finding Jason Stockley, a St. Louis police officer, not guilty of the murder of Anthony Smith.

Doc. [112] ¶ 6. For the next several weeks, people organized to protest the verdict. Id. ¶¶ 7,14.

While many of the protestors were peaceful, there were some instances of violence. See, e.g., id.

¶¶ 12-13. During the first weekend of the protests, police officers were injured by protests who

threw things at them, and some protestors caused property damage in downtown St. Louis. Id.

The protests and the police response caused controversy. On one occasion, several St. Louis

Metropolitan Police Department (SLMPD) officers assaulted an undercover officer who they

thought was a protestor. Id. ¶ 18. Those events set the scene for this case.

On September 29, 2017, the parties to this case were involved in a protest of the Stockley

verdict that occurred during and after a St. Louis Cardinals game. Id. ¶ 21. Plaintiff, Rev. Darryl

Gray, helped organize a protest at the Cardinals game and later walked with fellow protesters in

the streets surrounding Busch Stadium. Id. ¶¶ 21-31. Defendants, Detectives Ronald Vaughan

and Larry Wentzel, were assigned to work the protest and control the traffic. Id. ¶¶ 37, 39. The

parties largely agree on what happened before the incident that gave rise to this suit.

For most of the night, the protest was peaceful and uneventful. Doc. [133] at 12 ¶¶ 3, 8.

Rev. Gray was part of a group that unveiled a banner inside the Cardinals game and then left the

game to join marchers outside the stadium. Doc. [112] ¶¶ 21-28. Rev. Gray was lagging behind

the main body of protestors with a small group of about twelve people including three other

reverends and a videographer. Id. ¶¶ 29-30. As the large group of protestors marched through

an intersection near Busch Stadium, traffic from the Cardinals game began to back up. Id. ¶ 34.

Two female ministers were in the intersection blocking traffic as protestors passed through. Doc.

[138] at 8 ¶ 36. After the large group had cleared the intersection, police stopped the remaining

protestors, including Rev. Gray’s group, to relieve some of the backed-up traffic. Doc. [112]

¶ 34. At the direction of his supervisor, Det. Vaughan began to move the female ministers out of

the intersection, touching one of them in the process. Id. at 38; Doc. [138] at 15 ¶ 10. Rev. Gray

saw that interaction from the other side of the intersection and calmly walked toward Det.

Vaughan and the female minister. Doc. [138] at 15 ¶¶ 10-11. Rev. Gray walked to within two

feet of Det. Vaughan and respectfully spoke to him about the situation. Id. at 9 ¶ 41; 15 ¶ 13. In

response, Det. Vaughan told him, “We are tired of this s**t.” Id. at 15 ¶ 13. The parties disagree

about what happened next.1

Defendants allege that Det. Vaughan put his hand out as Rev. Gray approached, and Rev.

Gray bumped into his outstretched hand. Doc. [112] ¶¶ 42-43. Rev. Gray then pushed Det.

Vaughan with two hands, knocking him off balance and causing him to stumble backwards. Id.

¶¶ 44-45. As Det. Vaughan fell backwards, he deployed his pepper spray on Rev. Gray. Id.

¶ 46. Det. Wentzel, who was standing nearby, saw Rev. Gray push Det. Vaughan. Id. ¶ 47. Det.

Wentzel intervened by taking Rev. Gray to the ground and arresting him. Id. ¶¶ 47-48. From

1 In their response to Plaintiff’s Statement of Undisputed Material Facts, Defendants do not controvert

that Rev. Gray approached the officers “calmly” and spoke to Detective Vaughan “respectfully.” Doc.

[138] at 15 ¶¶ 11, 13. The Court acknowledges that the record contains testimony from Detective

Vaughan that Rev. Gray approached him in an “aggressive manner” and testimony from Detective

Wentzel that Rev. Gray was “animated” and “very mad.” See Docs. [112-6] at 3, [112-7] at 4. The Court

will not second-guess Defendants’ decision to admit that Reverend Gray’s demeanor was calm and

respectful, notwithstanding the existence of testimony to the contrary. As authorized by Federal Rule of

Civil Procedure 56(e)(2) and required by Local Rule 4.01(E), the Court deems Plaintiff’s uncontroverted

characterization of Rev. Gray’s demeanor admitted for purposes of the Motion for Summary Judgment.

See Fed. R. Civ. P. 56(e)(2) (“If a party fails to . . . properly address another party’s assertion of fact as

required by Rule 56(c), the court may . . . consider the fact undisputed for purposes of the motion[.]”);

E.D. Mo. L.R. 4.01(E) (“All matters set forth in the moving party’s Statement of Uncontroverted Material

Facts shall be deemed admitted for purposes of summary judgment unless specifically controverted by the

opposing party.”). Even if Defendants had controverted Gray’s characterization of his demeanor, though,

the Court would be bound to view that dispute in Gray’s favor for the purposes of evaluating their motion

for summary judgment, provided the facts he proffers are “not so ‘blatantly contradicted by the record . . .

that no reasonable jury could believe [them].’” O’Neil v. City of Iowa City, 496 F.3d 915, 917 (8th Cir.

2007) (alteration in original) (quoting Scott v. Harris, 550 U.S. 372, 380 (2007)).

Defendants’ perspective, Det. Vaughan was lawfully removing a protestor who was blocking

traffic. By walking to within two feet of Det. Vaughan while he was interacting with another

protestor, Rev. Gray was interfering with the officer’s ability to carry out his duties. Doc. [138]

at 15-16 ¶ 14.

Rev. Gray offers a different version of the same interaction. He alleges that after Det.

Vaughan told him, “We are tired of this s**t,” Vaughan shoved him in the chest and pepper

sprayed him in the eyes. Doc. [138] at 15-16 ¶¶ 13, 15-16. Det. Wentzel then picked him up

from behind and slammed him to the ground. Id. at 16 ¶ 17. Rev. Gray denies pushing,

touching, or assaulting any officer, or interfering with any officer’s official duties. Id. at 15-16

¶¶ 14, 19.

The parties generally agree about what happened next. Rev. Gray was prosecuted for

unlawfully hindering, obstructing, or interfering with a police officer while in the discharge of

his lawful duties. Doc. [138] at 12-13 ¶ 49; see also Doc. [133-4] at 1. After the Municipal

Court of St. Louis City found him guilty of the offense, Rev. Gray applied for and was granted a

trial de novo in the 22nd Judicial Circuit Court. See Doc. [133-4] at 1-2. That court granted Rev.

Gray’s motion to dismiss because of a defect in the charging document. Id. at 6. The dismissal

was without prejudice, but the City of St. Louis did not refile charges. Id.

On October 2, 2018, Rev. Gray filed this case, alleging violations of his First and Fourth

Amendment rights and various state law torts. See Doc. [1]. The case survived two motions to

dismiss, Docs. [10], [25], resulting in the Second Amended Complaint. Doc. [45]. Defendants

Vaughan and Wentzel now move for summary judgment, claiming they are shielded by qualified

immunity from Rev. Gray’s constitutional claims and by official immunity from his state law

claims. Doc. [111].

LEGAL STANDARD

Under Federal Rule of Civil Procedure 56, a court must grant summary judgment if it

finds, based on the factual record, that “there is no genuine dispute as to any material fact and the

movant is entitled to a judgment as a matter of law.” See Celotex Corp. v. Catrett, 477 U.S. 317,

322 (1986). Material facts are those that “might affect the outcome of the suit under the

governing law,” and there is a genuine dispute where “a reasonable jury could return a verdict

for the nonmoving party.” Anderson v. Liberty Lobby, Inc., 477 U.S. 242, 248 (1986).

The moving party bears the initial burden of “informing the district court of the basis for

its motion, and identifying those portions of the pleadings, depositions, answers to

interrogatories, and admissions on file, together with the affidavits, if any, which it believes

demonstrate the absence of a genuine issue of material fact.” Celotex Corp., 477 U.S. at 323

(quotation marks omitted). The burden then shifts to the non-movant to “present specific

evidence, beyond ‘mere denials or allegations [that] . . . raise a genuine issue for trial.’” Farver

v. McCarthy, 931 F.3d 808, 811 (8th Cir. 2019) (alteration in original) (quoting Wingate v. Gage

Cnty. Sch. Dist., 528 F.3d 1074, 1079 (8th Cir. 2008)). “A party asserting that a fact . . . is

genuinely disputed must support the assertion by: (A) citing to particular parts of materials in

the record . . . ; or (B) showing that the materials cited do not establish the absence or presence

of a genuine dispute, or that an adverse party cannot produce admissible evidence to support the

fact.” Fed. R. Civ. P. 56(c)(1). “If a party fails to properly support an assertion of fact or fails to

properly address another party’s assertion of fact as required by Rule 56(c), the court may . . .

consider the fact undisputed for purposes of the motion[.]” Fed. R. Civ. P. 56(e)(2).

Motions for summary judgment that assert qualified immunity are “somewhat unique in

that ‘the court should not deny summary judgment any time a material issue of fact remains on

the constitutional violation claim.’” Jones v. McNeese, 675 F.3d 1158, 1161 (8th Cir. 2012)

(cleaned up) (quoting Brockinton v. City of Sherwood, 503 F.3d 667, 671 (8th Cir. 2007)).

“Because qualified immunity ‘is an immunity from suit rather than a mere defense to

liability[,] . . . it is effectively lost if a case is erroneously permitted to go to trial.” Id.

(alteration in original) (quoting Mitchell v. Forsyth, 472 U.S. 511, 526 (1985)). Therefore, in a

qualified immunity case, “the court must take a careful look at the record, determine which facts

are genuinely disputed, and then view those facts in a light most favorable to the non-moving

party so long as those facts are not so ‘blatantly contradicted by the record . . . that no reasonable

jury could believe [them].’” O’Neil, 496 F.3d at 917 (alteration in original) (quoting Scott v.

Harris, 550 U.S. 372, 380 (2007)).

DISCUSSION

I. Detectives Vaughan and Wentzel are not entitled to qualified immunity.

Detectives Vaughan and Wentzel argue that qualified immunity protects them from Rev.

Gray’s First and Fourth Amendment claims. See Doc. [114] at 4-9. An officer “gets qualified

immunity unless (1) the facts demonstrate the deprivation of a constitutional or statutory right,

and (2) the right was clearly established at the time of the deprivation.” De Mian v. City of St.

Louis, 86 F.4th 1179, 1182 (8th Cir. 2023) (citing Aldridge v. City of St. Louis, 75 F.4th 895, 898

(8th Cir. 2023)). Thus, the officers can prevail on summary judgment by showing either (a) that

the evidentiary record is such that no reasonable jury could find that they deprived Rev. Gray of

any right, or (b) that whatever right a reasonable jury could find that they violated was not

clearly established. Courts “have the ‘discretion to decide which of the two prongs of qualified-

immunity analysis to tackle first.’” Lombardo v. City of St. Louis, 38 F.4th 684, 690 (8th Cir.

2022) (quoting Ashcroft v. al-Kidd, 563 U.S. 731, 735 (2011)), cert. denied, 143 S. Ct. 2419

(2023). As explained below, in this case, Rev. Gray’s asserted First and Fourth Amendment

rights were clearly established, and a genuine dispute about the central fact in the case—i.e.,

whether Gray or Vaughan was the aggressor—allows for a reasonable jury to find that the

officers deprived Rev. Gray of those rights. Therefore, the officers are not entitled to qualified

immunity.

A. Count I: First Amendment Freedom of Speech and Assembly

The parties agree that on the evening of September 29, 2017, Rev. Gray was peacefully

protesting in the area around Busch Stadium. Doc. [138] at 14 ¶ 3. The Supreme Court of the

United States and United States Court of Appeals for the Eighth Circuit have repeatedly held that

the First Amendment right to be free from retaliation for speaking out is clearly established. See,

e.g., Brandy v. City of St. Louis, 75 F.4th 908, 914 (8th Cir. 2023) (“According to the Supreme

Court, ‘the law is settled that as a general matter the First Amendment prohibits government

officials from subjecting an individual to retaliatory actions . . . for speaking out.’ We have

similarly confirmed that this right is clearly established in Thurairajah v. City of Fort Smith, 925

F.3d 979, 985 (8th Cir. 2019), and Baribeau v. City of Minneapolis, 596 F.3d 465, 481 (8th Cir.

2010).”) (citing Hartman v. Moore, 547 U.S. 250, 256 (2006)). In a case from the same night

involving a different protestor and a different officer, the Eighth Circuit found:

Because an officer in Officer Olsten’s position would have been on notice that he

could not use his pepper spray as a means to retaliate against a citizen for his or

her protected expression, we agree with the district court that [the plaintiff’s] right

to exercise his First Amendment rights without facing retaliation from

government officials is clearly established.

Brandy, 75 F.4th at 914. Defendants do not argue otherwise in their briefs. See Docs. [114],

[139]. Instead, they focus on whether Rev. Gray can demonstrate a deprivation of his First

Amendment rights.

Rev. Gray argues that Defendants deprived him of his First Amendment right by (Det.

Vaughan) pushing and pepper spraying him, and then (Det. Wentzel) body slamming and

arresting him in retaliation for exercising his right to peacefully protest and respectfully question

police activity. Doc. [132] at 5. “To show retaliation, [he] must demonstrate that (1) [he]

engaged in protected expression, (2) [the detectives] took an adverse action that would chill a

person of ordinary firmness from continuing the activity, and (3) there was a but-for causal

connection between [the detectives’] retaliatory animus and [his] injury.” De Mian, 86 F.4th

at1182 (citing Brandy, 75 F.4th at 914-15). “For a retaliatory arrest claim there is an additional

element: the defendant lacked probable cause or arguable probable cause to arrest.” Nieters v.

Holtan, 83 F.4th 1099, 1110 (8th Cir. 2023) (citing Just v. City of St. Louis, 7 F.4th 761, 768 (8th

Cir. 2021)), cert. denied, 144 S. Ct. 1349 (2024).

The first two elements are straightforward in this case, and Defendants do not contest

them. Peacefully protesting and questioning police conduct are protected expression. See De

Mian, 86 F.4th at 1182 (“Peacefully protesting and reporting are generally protected forms of

First Amendment expression.”); Laney v. City of St. Louis, 56 F.4th 1153, 1157 (8th Cir. 2023)

(finding “[t]here is no question that the First Amendment protects” a protestor’s “criticism of [a

police officer’s] treatment of women”). And both detectives’ undisputed conduct would have

“chill[ed] a person of ordinary firmness from continuing” to protest and question police activity.

“[A] person of ordinary firmness would be chilled from continuing to . . . protest after being

pepper sprayed.” De Mian, 86 F.4th at 1182 (citing Peterson v. Kopp, 754 F.3d 594, 602 (8th

Cir. 2014), abrogated on other grounds by Laney, 56 F.4th at 1157 n.2); see also Laney, 56 F.4th

at 1157. And “there can be little doubt that being arrested for exercising the right to free speech

would chill a person of ordinary firmness from exercising that right in the future.” Thurairajah,

925 F.3d at 985 (quoting Hoyland v. McMenomy, 869 F.3d 644, 657 (8th Cir. 2017), abrogated

on other grounds by Laney, 56 F.4th at 1157 n.2).

Defendants focus their challenge on but-for causation, arguing that “the undisputed facts

show that neither officer took any action in response to Gray’s exercise of his first amendment

rights.” Doc. [114] at 6. “Detective Vaughan did not use any pepper spray until he was pushed

and Detective Wentzel did not use any force until Gray was engaged in a physical altercation

with Vaughan.” Id. In response, Rev. Gray insists that the “evidence is sufficient that a jury

could find that the officers were motivated with animus towards Rev. Gray and singled him out

for retaliation.” Doc. [132] at 5.

In order to prove his claim, Rev. Gray must show that the detectives “would not have

taken the adverse action but for harboring ‘retaliatory animus’ against [him] because of his

exercise of his First Amendment rights.” Mitchell v. Kirchmeier, 28 F.4th 888, 896 (8th Cir.

2022) (quoting Nieves v. Bartlett, 587 U.S. 391, 398 (2019)). A temporal connection between

the protected activity and retaliatory action is not enough. Rev. Gray “must demonstrate that

[he] was ‘singled out’ due to [his] protected expression[.]” De Mian, 86 F.4th at 1182. “The

causal connection is generally a jury question . . . [unless] the question is so free from doubt as to

justify taking it from the jury.” Id. (alteration in original) (quoting Peterson, 754 F.3d at 603).

Viewing the factual record in the light most favorable to Rev. Gray, a reasonable jury could find

that Defendants’ actions were motivated by retaliatory animus.

The Court begins with the undisputed facts. Rev. Gray was peacefully protesting on the

night of September 29, 2017. Doc. [138] at 14 ¶ 3. Rev. Gray saw a group of police offers

touching a female clergy member who had been in an intersection blocking traffic. Id. at 8 ¶ 36;

9 ¶ 40; 15 ¶ 10. “Rev. Gray calmly walked towards the officer who was holding the female

clergy member’s arm and intended on asking him to release her.” Id. at 15 ¶ 11. “Upon

respectfully speaking to the officer, the officer responded to Rev. Gray that ‘We are tired of this

s**t.’” Id. at 15 ¶ 13. Whether Det. Vaughan was tired of protesting generally, or tired of Rev.

Gray questioning his actions in particular, the undisputed record of the interaction that

immediately preceded the physical altercation supports Rev. Gray’s claim that Vaughan singled

him out for his protected First Amendment activity. And the record relating to the altercation

itself is disputed, with both sides relying on eyewitness testimony. See Doc. [138] at 10-11

¶¶ 43-47. Thus, to hold that no reasonable jury could find that the officers’ actions were

motivated by retaliatory animus, the Court would have to adopt Defendants’ version of genuinely

disputed facts despite evidence in the record to the contrary.

The Eighth Circuit’s rulings in the three other cases that arose from the night of

September 29, 2017, are helpful comparators for Det. Vaughan’s conduct. In the first case,

Aldridge v. City of St. Louis, three protestors brough a First Amendment retaliation claim against

an officer who “deployed his pepper spray on the crowd,” “side to side in a sweeping motion,”

but “did not arrest any protestors after he deployed his pepper spray.” 75 F.4th at 897. The

plaintiffs claimed that they were singled out, but the Eighth Circuit disagreed because there was

an “‘obvious alternative explanation’ for the use of force, that [the defendant] was utilizing the

pepper spray as a crowd control mechanism rather than retaliating against a particular protestor.”

Id. at 899-900 (quoting Laney, 56 F.4th at 1158). The second case, De Mian v. City of St. Louis,

involved a different protestor in the same crowd, and the Eighth Circuit found that her case was

“indistinguishable from Aldridge.” 86 F.4th at 1182. The plaintiff in the third case, Brandy v.

City of St. Louis, was in the same crowd as the plaintiffs in Aldridge and De Mian, but the Eighth

Circuit distinguished the cases. 75 F.4th at 916. Brandy was “openly verbally antagonistic to

[the officer] by saying: ‘If you put that s*** in my face, I’ll f*** you up,’” which “elicited a

hostile response from [the officer], who turned back to Brandy and responded: ‘Come f*** me

up then.’” Id. That “interaction indicate[d] [the officer] might have singled out Brandy for the

adverse action.” Id.

This case is more like Brandy than Aldridge or De Mian. Rev. Gray was not part of a

larger group that was collectively pepper sprayed. He approached Det. Vaughan and spoke

directly to him. Like Brandy, Rev. Gray’s comments elicited a hostile response from Det.

Vaughan: “We are tired of this s**t.” Doc. [138] at 15 ¶ 13. At least according to Rev. Gray,

that comment was followed by a shove and pepper spray in the eyes. Doc. [138] at 16 ¶ 15-16.

On those facts, Det. Vaughan’s “motive was not ‘so free from doubt as to justify taking [the

issue of causation] from the jury.’” Brandy, 75 F.4th at 916 (alteration in original) (quoting

Quraishi v. St. Charles Cnty., 986 F.3d 831, 838 (8th Cir. 2021)).

While it is a closer call, the cause of Det. Wentzel’s conduct is also subject to genuine

dispute. Wentzel clearly singled out Rev. Gray by taking him to the ground and arresting him,

but he argues he had a non-retaliatory motive: responding to a battery on another officer. In

support of that argument, Defendants rely heavily on another Stockley protest case arising from

the events of a different day, Laney v. City of St. Louis, 56 F.4th 1153 (8th Cir. 2023). See Docs.

[114] at 6-7; [139] at 5-7. In Laney, SLMPD’s Bicycle Response Team (BRT) used bicycles to

create a barrier and contain a crowd of protestors. Id. at 1155. When protestors tried to cross the

barrier, the BRT officers pushed them away with the bikes. Id. Laney walked over to criticize

the BRT tactics and was pushed back by one of the BRT officers. Id. The defendant, Lt.

Boyher, seeing what he thought was a fight from almost half a block away, ran over and pepper

sprayed Laney. Id. The Eighth Circuit rejected Laney’s First Amendment claim, finding that

“[e]ven viewing the facts in a light most favorable to Laney, causation is missing.” Id. at 1157.

Defendants believe that Laney is directly on point because Det. Wentzel, like Lt. Boyher, was

responding to assist another officer. See Docs. [114] at 6; [139] at 5.

This case is unlike Laney in three crucial respects. First, the protests in Laney were

violent. The BRT was there to protect buses full of police officers after protestors “surrounded

the buses and started throwing rocks and water bottles.” Id. at 1155. The “unruly” nature of the

protests created an ongoing threat to other officers that helped justify Boyher’s response. Id. at

1156. By contrast, the protest on September 29th was peaceful right up until the incident with

Rev. Gray. See Doc. [138] at 14-15 ¶¶ 3, 8; see also Doc. [112-2] (video from September 29,

2017, showing the protest was peaceful until Rev. Gray’s arrest). The need for a forceful

response to a “perceived danger” was not as acute as it was in Laney. 56 F.4th at 1156.

Second, Lt. Boyher was “out of earshot”—“not even in the area”—when Laney criticized

the BRT. Id. at 1158. Thus, the Eighth Circuit concluded, “Laney’s criticism could not have

played a role in the decision to use force.” Id. Det. Wentzel was standing right next to Det.

Vaughan when Rev. Gray questioned his conduct toward his fellow protestor. He testified that

he saw the whole interaction, though he could not recall what Rev. Gray said to Det. Vaughan.

See Doc. [112-7] at 4-5. Unlike in Laney, the physical circumstances were not such that Rev.

Gray’s “criticism could not have played a role in [Wentzel’s] decision to use force.” Laney, 56

F.4th at 1158.

Third, unlike Laney, Rev. Gray has provided evidence that would allow a reasonable jury

to find that Det. Wentzel’s conduct was caused by retaliatory animus. Summary judgment was

appropriate in Laney because, even on a plaintiff-friendly reading of the facts, there was

insufficient evidence of causation. Without improperly assuming the defendant’s view of

disputed facts, the Laney court was able to conclude that Lt. Boyher “could have reasonably

believed, based on what he could see, that the situation remained dangerous and that someone

needed to drive Laney away from the police barricade.” Id. at 1156. That is not true here. Det.

Wentzel did not simply respond to a “physical altercation between an officer and a protester[,]”

Doc. [139] at 5, in an otherwise chaotic context. Det. Wentzel testified that he saw Rev. Gray

push Det. Vaughan, see Doc. [112-7] at 4, while Rev. Gray claims that he did not “push, touch,

or assault any of the officers,” Doc. [138] at 14 ¶¶ 14, 19. Thus, depending entirely on

assessments of witness credibility, a reasonable jury could conclude either that Rev. Gray pushed

Vaughan first, provoking an appropriate response from Wentzel, or that Wentzel took down and

arrested Rev. Gray in retaliation for peaceful questioning of Det. Vaughan’s conduct.

This case is more like Dreith v. City of St. Louis, 55 F.4th 1145 (8th Cir. 2022)—another

case involving Lt. Boyher arising from events of the same day as Laney—than it is like Laney

itself. Lt. Boyher claimed that he pepper sprayed Dreith because “she grabbed an officer’s bike

or failed to comply with police orders,” but Dreith claimed she was sprayed “without warning

and without cause.” Id. at 1149. The Eighth Circuit upheld the district court’s denial of

qualified immunity because of that genuine dispute of fact. Id. at 1150. Here too, the Court

cannot grant summary judgment based on qualified immunity without improperly resolving a

genuine dispute of fact.

Defendants’ final argument is that they are entitled to qualified immunity for Rev. Gray’s

arrest because they had probable cause. See Doc. [114] at 5-7. An officer has probable cause to

make an arrest “when the totality of the circumstances at the time of the arrest ‘are sufficient to

lead a reasonable person to believe that the defendant has committed or is committing an

offense.’” Thurairajah, 925 F.3d at 983 (quoting Borgman v. Kedley, 646 F.3d 518, 523 (8th

Cir. 2011)). And “[a]rguable probable cause exists if [the] arrest ‘was based on an objectively

reasonable—even if mistaken—belief that the arrest was based in probable cause.’” Id. (quoting

Ulrich v. Pope Cnty., 715 F.3d 1054, 1059 (8th Cir. 2013)). “The plaintiff pressing a retaliatory

arrest claim must plead and prove the absence of probable cause for the arrest.” Nieves, 587 U.S.

at 402.

Defendants argue that there was probable cause to arrest Gray for the municipal offense

of unlawfully hindering, interfering, or obstructing a police officer.2 See Doc. [112] ¶ 49.

2 What Rev. Gray was originally arrested for is unclear. Rev. Gray confirms that he was “charged with

unlawful hinder[ing], obstruct[ing], or interfering with a police officer in municipal court,” but claims he

was initially told a different charge. Doc. [112-1] at 10. The Second Amended Complaint states

“Reverend Gray’s summons initially showed that he was charged with Resisting a Police Officer and

Assaulting a Police Officer. Someone scratched out those charges and changed them to a single charge of

interfering with a police officer.” Doc. [45] ¶ 72. In their motion, Defendants focus only on the

interfering charge. See Doc. [112] ¶ 49 (“Gray was subsequently found guilty by a municipal judge of

unlawfully hindering, interfering, or obstructing a police officer.”); Doc. [114] at 2 (“Gray walked up to

Officer Vaughan, with the purpose of interfering with his actions.”); id. at 7 (“Gray was initially found

Defendants do not identify a specific statute or ordinance in their summary judgment briefing.

Instead, they point to a decision of the Municipal Court of St. Louis City finding Rev. Gray

guilty of “unlawfully hindering, interfering, or obstructing a police officer.” Defendants did not

provide the municipal court decision, and the Court was unable to locate it. The best description

of the offense charged comes from the 22nd Judicial Circuit Court of the City of Saint Louis’s

dismissal of the charge after Rev. Gray’s application for a trial de novo:

This matter began on October 3, 2017 when the City of St. Louis issued an

Information charging that Defendant did “unlawfully hinder, obstruct or

interfere with . . . a City Officer and member of the Metropolitan Police

Force of the City of St. Louis, while in the discharge of his official

duties.”

Doc. [133-4] (omission in original). Based on Defendants’ description of the offense in their

summary judgment briefing and the circuit court opinion, the Court understands Defendants to

be claiming that they had probable cause to arrest Rev. Gray for a violation of § 15.10.010 of the

Revised Code of the City of St. Louis, which states:

Whoever . . . shall hinder, obstruct, resist or otherwise interfere with any

City officer in the discharge of his official duties . . . shall be deemed

guilty of a misdemeanor.

St. Louis, Mo., Mun. Code § 15.10.010.

Section 15.10.010 is a sweeping statute that has the potential to cover activity protected

by the First Amendment. The Supreme Court found that a similar Houston ordinance making it

illegal to “in any manner oppose, molest, abuse or interrupt any policeman in the execution of his

duty” was unconstitutionally overbroad because it “criminalize[d] a substantial amount of

constitutionally protected speech, and accord[ed] the police unconstitutional discretion in

enforcement.” City of Houston. v. Hill, 482 U.S. 451, 466 (1987). Relying on Hill, the Eighth

Circuit has explained “that a lawful arrest may not ensue where the arrestee is merely exercising

his First Amendment rights.” Gainor v. Rogers, 973 F.2d 1379, 1387 (8th Cir. 1992) (collecting

cases).

The Court is not aware of any binding interpretations of § 15.10.010, but the Eighth

Circuit interpreted a similar St. Louis County ordinance in Copeland v. Locke, 613 F.3d 875 (8th

Cir. 2010). Under § 701.110 of the St. Louis County Revised Ordinances, “it is unlawful for any

guilty of interfering at the municipal level.”). The Court therefore analyzes only whether Detective

Wentzel had probable cause to believe Defendant was violating the interfering ordinance.

person to interfere in any manner with a police officer or other employee of the County in the

performance of his official duties or to obstruct him in any manner whatsoever while performing

any duty.” In Copeland, the defendant officer was executing a traffic stop that blocked the

driveway of plaintiff’s business, preventing customers from leaving. The plaintiff repeatedly

asked the officer to move his car. When the officer rejected the request because he was engaged

in official police business, the plaintiff “pointed at [the officer], pointed down the road, said

‘move the f***ing car,’ and pointed at [the officer] again.” Id. at 878. The officer grabbed his

handcuffs and moved to arrest the plaintiff, who, “visibly agitated and not wanting to be arrested,

backed up and pulled his hands away.” Id.

In Copeland, the Eighth Circuit reversed the district court’s grant of qualified immunity

on the plaintiff’s Fourth Amendment unlawful arrest claim. The court characterized the

“interference” as pointing at, cursing at, and distracting the officer, and held that, “even

assuming that . . . such a distraction does constitute interference under the ordinance, such

expressive conduct cannot constitute an arrestable offense.” Id. at 880. Viewed in the light most

favorable to the plaintiff, the officer “merely reacted to [the plaintiff’s] use of loud, profane

language coupled with [his] expressive gestures in directing the [officer] to move his cruiser . . . .

No reasonable police officer could believe that he had actual probable cause to arrest a citizen for

such protected activity.” Id. The Eighth Circuit’s opinion is consistent with Missouri state court

interpretations of § 701.110. Considering a First Amendment overbreadth challenge to

§ 701.110, the Missouri Court of Appeals concluded that “the presence of both the terms

‘interfere’ and ‘obstruct’ in the Ordinance provides the requisite guidance to persons of ordinary

intelligence that the Ordinance, as a whole, limits physical conduct, and does not limit or

preclude a substantial amount of protected First Amendment speech.” Bennett v. St. Louis Cnty.,

542 S.W.3d 392, 403 (Mo. Ct. App. 2017).

Viewing the record in the light most favorable to Rev. Gray, a reasonable jury could

conclude that he was arrested for “merely exercising his First Amendment rights.” Gainor, 973

F.2d at 1387. On Rev. Gray’s account, the facts provide no arguable probable cause to make the

arrest. Any mistake would not have been objectively reasonable. Defendants do not dispute that

Rev. Gray approached Det. Vaughan calmly and spoke to him respectfully, which is more than

can be said for the plaintiff in Copeland. Doc. [138] at 15 ¶¶ 11, 13. Defendants do not allege

that Rev. Gray disobeyed an order to back up or leave the area, which might have provided

probable cause for an obstruction or interference arrest. See White v. Jackson, 865 F.3d 1064,

1078 (8th Cir. 2017) (“We have previously concluded that a failure to follow an officer’s orders

which were grounded in officer safety created at least arguable probable cause to arrest an

individual for obstructing a police officer.”) (citing Ehlers v. City of Rapid City, 846 F.3d 1002,

1009-10 (8th Cir. 2017)). The only actions that could have given the officers probable cause for

a § 15.10.010 arrest are disputed. Rev. Gray denies that he pushed Det. Vaughan or even

bumped into his hand. Doc. [138] at 10-11, 14-15. Defendants’ argument “presumes disputed

facts in [their] favor, which this court cannot do because [they] moved for summary judgment.”

Quraishi, 986 F.3d at 836.

Defendants argue that the fact that a municipal court judge found Rev. Gray guilty of

interfering is sufficient to establish probable cause for the arrest. See Doc. [114] at 7. That

argument is unpersuasive. As Rev. Gray points out, his timely application for a trial de novo was

granted, and the 22nd Judicial Circuit Court dismissed the charge. See Doc. [133-4]. Also, the

Court can consider only evidence in the record, and Defendants did not submit anything from the

municipal court file. And finally, the municipal trial judge was permitted to do something this

Court may not: weigh evidence and decide factual disputes.

In sum, Defendants are not entitled to qualified immunity on Rev. Gray’s First

Amendment retaliation claim. There is evidence in the record on the basis of which a reasonable

jury could find that Defendants’ actions—the pepper spray, the take-down, and the arrest—were

motivated by retaliatory animus toward Rev. Gray. And the facts that might have provided

probable cause for Plaintiff’s arrest are likewise contested. Therefore, summary judgment on

Count I is denied.

B. Count IV: Fourth Amendment Excessive Force

Defendants also argue that they are immune from Rev. Gray’s Fourth Amendment

excessive force claim. Again, the Court must consider two questions: “First, did [they] violate a

constitutional right? Second, was the right clearly established?” Laney, 56 F.4th at 1156. Rev.

Gray alleges that the same conduct that violated his First Amendment right—the pepper spray

and take-down—constituted excessive force in violation of the Fourth Amendment. See Doc.

[45] at 22. While the conduct is the same, “the analyses for First Amendment claims and Fourth

Amendment claims are distinct.” Aldridge, 75 F.4th at 900 n.4. “Whether an officer has used

excessive force depends on ‘the facts and circumstances confronting [him], without regard to

[his] underlying intent or motivation.’” Laney, 56 F.4th at 1156 (alteration in original) (quoting

Graham v. Connor, 490 U.S. 386, 397 (1989)). An officer’s use of force must be reasonable,

“judged from the perspective of a reasonable officer on the scene, rather than with the 20/20

vision of hindsight.” Id. (quoting Graham, 490 U.S. at 396). “Relevant factors include (1) ‘the

severity of the crime at issue,’ (2) ‘whether the suspect poses an immediate threat to the safety of

the officers or others,’ and (3) ‘whether [the suspect] is actively resisting arrest or attempting to

evade arrest by flight.’” Kirchmeier, 28 F.4th at 898 (alteration in original) (quoting Graham,

490 U.S. at 396).

Viewing the genuinely disputed facts in the light most favorable to Plaintiff, a reasonable

jury could find that the Defendants’ uses of force were unreasonable. On Rev. Gray’s account of

the events, he committed no crime at all. Even on Defendants’ account, Rev. Gray’s crime was

interfering with their duty to move protestors out of the street, which is far from heinous; hence,

his prosecution for a misdemeanor municipal ordinance violation. See Doc. [133-4]. The only

factual allegations suggesting that Rev. Gray posed a safety threat are genuinely disputed. And

Defendants have produced no evidence that Rev. Gray actively resisted arrest or attempted to

flee. The Eighth Circuit has “held time and again that, if a person is not suspected of a serious

crime, is not threatening anyone, and is neither fleeing nor resisting arrest, then it is unreasonable

for an officer to use more than de minimis force against him.” Kirchmeier, 28 F.4th at 898.

Both Defendants used more than de minimis force. Det. Vaughan pepper sprayed Rev.

Gray in the face, and Det. Wentzel grabbed him from behind and took him to the ground.

Viewing the disputed facts in the light most favorable to Rev. Gray—i.e., assuming that he did

not threaten Det. Vaughan’s safety by shoving him—a reasonable jury could find that those

actions were excessive, and there is no question that the right not to be treated with such force

was clearly established on September 29, 2017. See, e.g., Tatum v. Robinson, 858 F.3d 544, 550

(8th Cir. 2017) (use of pepper spray was not reasonable to stop a shoplifter who was angrily

arguing with an officer even after the officer gave a warning); Johnson v. Carroll, 658 F.3d 819,

828 (8th Cir. 2011) (“At the time of this incident, the law was sufficiently clear to inform a

reasonable officer that it was unlawful to throw to the ground and mace a nonviolent, suspected

misdemeanant who was not fleeing or herself resisting arrest, who posed little or no threat to

anyone’s safety, who never received verbal commands to remove herself, and whose only action

was to engage in a protective maneuver.”); Brown v. City of Golden Valley, 574 F.3d 491, 499

(8th Cir. 2009) (“[I]t is clearly established that force is least justified against nonviolent

misdemeanants who do not flee or actively resist arrest and pose little or no threat to the security

of the officers or the public.”).

Again, Defendants’ principal arguments for qualified immunity ask the Court to accept

their version of the facts as true: “Detective Vaughan only used pepper spray after he was

pushed by Gray.” Doc. [114] at 8. “Det. Wentzel . . . saw a physical altercation between an

officer and a protester.” Doc. [139] at 5. “Plaintiff walked up to within a foot of Vaughan. He

then made contact with Vaughan.” Id. at 6. All of those facts are disputed. Rev. Gray denies

pushing Det. Vaughan. He denies making any contact with Det. Vaughan until Det. Vaughan

pushed him. See Doc. [138] at 10 ¶ 43; 16 ¶ 19. And the argument that Det. Wentzel just “saw a

physical altercation” mischaracterizes the record. Det. Wentzel unambiguously claims to have

seen Rev. Gray push Det. Vaughan first. See id. at 12 ¶ 47. The Court cannot grant summary

judgment on the basis of Defendants’ contested characterization of material facts.

Defendants also rely on the fact that other Stockley protests in the weeks prior had

quickly turned violent. “Det. Wentzel, knowing how quickly these protests have turned from

peaceful to violent, took quick action and took the protestor to the ground. If there was a

mistake, it was reasonable.” Doc. [139] at 6. The reasonableness of Defendants’ actions

undoubtedly depends on their context, but the fact that past protests had turned violent did not

give officers carte blanche. The facts that arguably made the officers’ forceful response to Rev.

Gray reasonable are disputed. At a trial, the jury can give any admissible evidence about other

protests the weight they think it deserves when evaluating the reasonableness of Defendants’

actions. That is not the role of the Court at summary judgment when the central facts of the case

are in dispute, and so the motion is denied as to Count IV.

C. Count VII: Fourth Amendment Unreasonable Seizure

“A warrantless arrest does not violate the Fourth Amendment if it is supported by

probable cause, and an officer is entitled to qualified immunity if there is at least arguable

probable cause.” White, 865 F.3d 1064, 1074 (8th Cir. 2017) (internal quotation marks omitted)

(quoting Borgman, 646 F.3d at 522-23). As discussed above, viewing the disputed facts in the

light most favorable to Rev. Gray, Defendants did not have even arguable probable cause to

arrest him for a violation of St. Louis City Code § 15.10.010. Accordingly, Defendants’ motion

for summary judgment is denied as to Count VII.

II. State Law Tort Claims

Defendants claim they are entitled to official immunity on Rev. Gray’s state law claims

in Counts III, VI, VIII, IX, X, and XI. “In Missouri ‘the official immunity doctrine protects

public officials from liability for injuries arising out of their discretionary acts or omissions.’”

White, 865 F.3d at 1074 (quoting Reasonover v. St. Louis Cnty., 447 F.3d 569, 585 (8th Cir.

2006)). “But official immunity does not apply to discretionary acts done in bad faith or with

malice.” Blue v. Harrah’s N. Kansas City, LLC, 170 S.W.3d 466, 479 (Mo. Ct. App. 2005)

(citing State ex rel. Twiehaus v. Adolf, 706 S.W.2d 443, 446 (Mo. 1986) (en banc)). Rev. Gray

argues that Defendants acted with bad faith because “assaulting an innocent person who was not

committing any crime establishes conscious wrongdoing, bad faith, and malice.” Doc. [132] at

9.

Defendants maintain, and Plaintiff does not contest, that their actions on the evening of

September 29, 2017, were discretionary. See Doc. [114] at 10. Assuming that is true,

Defendants have official immunity unless they acted in bad faith. “[A] bad-faith allegation

survives summary judgment if a plaintiff states ‘facts from which it could reasonably be inferred

that [defendant] acted in bad faith or from an improper or wrongful motive.’” Boude v. City of

Raymore, 855 F.3d 930, 935 (8th Cir. 2017) (alteration in original) (quoting Adolf, 706 S.W.2d at

447-48.).

A reasonable jury could find that Defendants acted with bad faith. Rev. Gray was

exercising well-established First Amendment rights when he approached Det. Vaughan to

question his treatment of another protestor. The parties agree that Rev. Gray approached Det.

Vaughan “calmly” and spoke to him “respectfully,” and that Det. Vaughan responded, “We are

tired of this s**t.” Doc. [138] at 15 ¶¶ 11, 13. The parties dispute what happened next, but

viewed in the light most favorable to Rev. Gray, Det. Vaughan pushed and pepper sprayed him

without provocation and Det. Wentzel took him to the ground and arrested him without probable

cause. Those facts, especially Det. Vaughan’s hostile response, are more than “[c]onclusory

allegations of wrongdoing.” See Quraishi, 986 F.3d at 841. For the same reasons that a

reasonable jury could find that Defendants acted with a retaliatory animus, one could find that

Defendants’ acts were the result of “moral obliquity, conscious wrongdoing, [or] breach of a

known duty through some ulterior motive[.]” Blue, 170 S.W.3d at 479 (quoting Adolf, 706

S.W.2d at 447).

“TA] party seeking summary judgment always bears the initial responsibility of informing

the district court of the basis for its motion” and identifying the portions of the summary

judgment record “which it believes demonstrate the absence of a genuine issue of material fact.”

Celotex Corp., 477 U.S. at 323. Official immunity is the only basis for summary judgment

Defendants raised for Plaintiffs state law claims, so the Court will not consider whether

summary judgment is appropriate based on the elements of those claims. Also, the only

“discretionary acts” Defendants identified in their motion are (1) Sergeant Bartlett’s decision to

clear the road, (2) Defendants’ actions removing people from the road, (3) Defendants’ use of

force, and (4) Defendants’ decision to arrest Plaintiff. See Doc. [114] at 9-10. Only the third and

fourth actions would subject Defendants to liability, and Plaintiff has provided evidence on

which a reasonable jury could find that those acts were done in bad faith. There may be other

defects in one or more of Plaintiff’s six state law claims, but Defendants failed to raise those

arguments or identify the portions of the summary judgment record that demonstrate the absence

of a genuine dispute of material fact as to those issues. The arguments Defendants have raised

do not entitle them to official immunity from Rev. Gray’s state law claims on the record before

the Court. Therefore, summary judgment is denied on Counts III, VI, VIII, [X, X, and XI.

CONCLUSION

Summary judgment is appropriate when “there is no genuine dispute as to any material

fact.” Fed. R. Civ. P. 56(a). The record before the Court sets up two irreconcilable narratives.

Either Defendants pushed, pepper sprayed, took down, and arrested a peaceful protestor, or Rev.

Gray shoved a police officer who was exercising his official duties. The Court cannot grant

Defendants qualified or official immunity without resolving that factual dispute in Defendants’

favor, which would be improper on a motion for summary judgment.

Accordingly,

IT IS HEREBY ORDERED that Defendants Ronald Vaughan and Larry Wentzel’s

Motion for Summary Judgment, Doc. [111], is DENIED.

Dated this 30™ day of September, 2024. .

hes Liftog.

SARAH E. PITLYK

UNITED STATES DISTRICT JUDGE

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