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A double free vulnerability has been reported in the Windows Internet Key Exchange (IKEv2) service. The vulnerability is due to an error when processing fragments.

An unauthenticated, remote attacker could exploit this vulnerability by sending crafted packets to the target server. Successful exploitation could result in a crash of the IKEEXT service, or potentially arbitrary code execution.

The Vulnerability

Microsoft Windows is an operating system which includes both server and desktop components along with an easy-to-use GUI. All currently supported versions of Windows include Internet Key Exchange Protocol Extensions to support the Virtual Private Network (VPN) feature.

The VPN feature of Windows encrypts communication between hosts. ISAKMP is a negotiation protocol used by IPsec-enabled hosts to build a security association. It uses the Internet Key Exchange (IKE) Protocol in order to negotiate keys for encrypted communication. IKE has two versions: IKEv1 and IKEv2. IKE version 1 (IKEv1) and version 2 (IKEv2) messages have the following general format:

The type of payload is determined by the Next Payload header of the previous payload, or the Next Payload field in the header (in the case of the first payload).

IKEv2 supports message fragmentation as defined in RFC 7383. When IKEv2 messages exceed the path MTU, they may be split into multiple Encrypted Fragment payloads. Of interest to this report is the Encrypted Fragment (SKF) payload (type 0x35). The SKF payload format is defined as:

When an IKEv2 implementation receives fragments, it inserts each fragment into an ordered list and reassembles them once all fragments have been received. In the Windows implementation, the function IkeReinjectReassembledPacket() performs this reassembly.

A double-free vulnerability has been reported in the Windows IKE Extension library (ikeext.dll). The vulnerability is due to improper ownership handling of a heap-allocated blob pointer during IKEv2 fragment reassembly. During the IKE_SA_INIT exchange, a Security Realm Vendor ID payload causes IkeHandleSecurityRealmVendorId() to allocate a blob and store it in the MMSA (Main Mode Security Association) structure at offset 0x208. When a fragmented IKE_AUTH message is fully reassembled, IkeReinjectReassembledPacket copies MMSA fields at offsets 0x178 through 0x21F - including the blob pointer at 0x208 - into a local stack struct. This struct is then passed to IkeQueueRecvRequest, which shallow-copies it into a heap-allocated work item. While IkeQueueRecvRequest deep-copies the reassembly buffer at offset 0x10 in the struct, the Security Realm blob pointer at offset 0xC8 remains a shallow copy, aliasing the original at MMSA+0x208.

When the thread pool processes the queued work item, IkeDestroyPacketContext checks the blob pointer at offset 0xC8 and calls WfpMemFree to release it (first free). The MMSA structure still holds the original pointer to the same allocation at offset 0x208. When the MMSA is subsequently cleaned up through IkeCleanupMMNegotiation, the SA reference count is decremented via IkeDerefMMSA, eventually triggering IkeFreeMMSA, which frees the blob pointer at MMSA offset 0x208 - the same allocation already freed by IkeDestroyPacketContext (second free).

A remote, unauthenticated attacker could exploit this vulnerability by sending a crafted IKE_SA_INIT message followed by two or more Encrypted Fragment (SKF) payloads containing an invalid IKE_AUTH message to the target server. The fragment reassembly path will shallow-copy the blob pointers, and the subsequent MMSA cleanup will trigger the double free. Successful exploitation could result in arbitrary code execution under the security context of the IKEEXT service (SYSTEM).

Source Code Walkthrough

The following code snippets were taken from IKEEXT.DLL file version 10.0.20348.2849 and decompiled with IDA Pro version 8.3. Comments added by TrendAI have been highlighted.

Detection Guidance

To detect an attack exploiting this vulnerability, the detection device must monitor and parse traffic on UDP ports 500 and 4500. The IKE general format, Payloads field, and the Encrypted Fragment (SKF) payload format can be seen above.

The detection device should monitor all incoming IKE traffic. Detection requires correlating two packets within the same IKE session: an IKE_SA_INIT request carrying the Microsoft Security Realm Vendor ID, followed by a fragmented IKE_AUTH request. Neither packet alone is malicious; both must be observed in sequence from the same source.

IKE_SA_INIT

At byte offset 17 of the UDP payload, the device should check for the three-byte sequence 20 22 08, which corresponds to the IKEv2 version identifier (0x20), the IKE_SA_INIT exchange type (0x22), and the Initiator flag (0x08). The device should then scan the remainder of the packet for the 16-byte sequence 68 6a 8c bd fe 63 4b 40 51 46 fb 2b af 33 e9 e8, which is the Microsoft Security Realm Vendor ID. If both conditions are met, the device should follow the guidance below.

IKE_AUTH

For subsequent packets from the same source, the device should check bytes at offset 16 through 23 of the UDP payload. At offset 16, the four-byte sequence 35 20 23 08 identifies an Encrypted Fragment payload (SKF, type 0x35), IKEv2 version (0x20), IKE_AUTH exchange type (0x23), and Initiator flag (0x08). If found, the detection device should inspect offset 20 and search for the four-byte sequence00 00 00 01. If found the traffic should be considered malicious; an attack exploiting this vulnerability is likely underway.

Notes
• All multi-byte values should be treated as big endian.
• When detecting traffic on port 4500, IKE packets are prepended by a 4-byte non-ESP marker (\x00\x00\x00\x00), shifting all IKE header content offsets by 4.

Conclusion

This vulnerability was patched by Microsoft in the April 2026 release cycle. They do note two mitigations that could prevent exploitation while the patch is being tested and deployed. 

·      Block inbound traffic on UDP ports 500 and 4500 for systems that do not use IKE.

·      For systems that require IKE, configure firewall rules to allow inbound traffic on UDP ports 500 and 4500 only from known peer addresses.

These mitigations may be removed once the security patch is applied. The only way to fully remediate the vulnerability is to apply the update from the vendor.

Special thanks to Richard Chen and Lucas Miller of the TrendAI Research team for providing such a thorough analysis of this vulnerability. For an overview of TrendAI Research services please visit https://go.trendmicro.com/tis/vulnerabilities.html.

The threat research team will be back with other great vulnerability analysis reports in the future. Until then, follow the team on Twitter, Mastodon, LinkedIn, or Bluesky for the latest in exploit techniques and security patches.

Adobe Patches for June 2026

For June, Adobe released 11 bulletins addressing 123 unique CVEs in Adobe Acrobat Reader, ColdFusion, Experience Manager, Experience Manager Forms, InDesign, InCopy, Substance 3D Sampler, Content Credentials SDK, Dreamweaver, Format Plugins, and Adobe Campaign Classic. A total of 11 of these CVEs were reported through the ZDI program.

Here’s this month’s overview table:

Obviously, the update for Campaign Classic should be on the top of your deployment list if you’re a user. A CVSS 10 is rare; two in the same bulletin is pretty much a unicorn. Adobe says there are no active attacks, but I would expect heavy research into creating one. The update for Coldfusion is also a Priority 1, but again, no known attacks is the wild. I suspect the Reader patch will also receive a lot of attention as malicious PDFs are common in ransomware attacks. The update for Experience Manager may be large, but it’s mostly just cross-site scripting (XSS) bugs.

Microsoft Patches for June 2026

This month, Microsoft released a new record 208 CVEs Windows and Windows components, Office and Office Components, Microsoft Edge (Chromium-based), Azure, .NET and Visual Studio, Github Copilot, Defender, Exchange Server, Hyper-V, Secure Boot, and BitLocker. At least, that’s my count. Microsoft’s tools seem to be having some issues, as they initially included a CVE from 2020 in this release. Regardless, the count is over 200, and I counted several times.

One of these bugs came through the ZDI program, but bugs submitted during Pwn2Own Berlin remain unpatched. If you include the Chromium and other third-party bugs, the total CVE count for June comes to a staggering 571 CVEs. 38 of these cases are rated Critical while the rest are rated Important in severity.

I’ve been counting CVEs on Patch Tuesday since 2017, and this is by far the largest monthly release in that time. The previous record was 177 set last year. It is extraordinary that Microsoft can produce so many patches in a single month, but it does raise concerns. How many of these cases were found using AI tools? How many patches were generated using AI to assist in coding or testing? What quality issues may exist in these patches? And likely most importantly, is this the new normal? The last two months were also large releases. Should sysadmins adjust their processes for prioritization and patch deployment based on this new volume of updates? Unfortunately, Microsoft is not providing those answers right now. Hopefully that changes in the future. BTW – just a note – the current number of CVEs shipped by Microsoft this year exceeds the total number of CVEs shipped in all of 2018.

One of the bugs patched by Microsoft this month is listed as under active exploitation and three others are listed as publicly known at the time of release. Let’s take a closer look at some of the more interesting updates for this month, starting with the bug being exploited in the wild.

-   CVE-2026-41091 - Microsoft Defender Elevation of Privilege Vulnerability
Since Microsoft doesn’t provide info on how widespread exploitation is, we must read some tea leaves. For this patch, several different people were acknowledged, which indicates multiple parties say this is in the wild, meaning exploitation is likely significant. The good news is that most people won’t need to take action as Defender updates itself. However, if you don’t have this configured or are in an isolated environment, you’ll need to update to the latest version.

-    CVE-2026-45657 - Windows Kernel Remote Code Execution Vulnerability
This CVSS 9.8 bug allows remote, unauthenticated attackers to execute code at SYSTEM level without user interaction. Yup – this is wormable. The problem lies in the way the kernel handles TCP/IP. This was listed as “Exploitation Less Likely” by Microsoft, but rest assured that every researcher and bug shop on the planet is reversing this patch right now trying to create an exploit. Test and deploy this patch quickly.

-    CVE-2026-47291 - HTTP.sys Remote Code Execution Vulnerability
Our second CVSS 9.8 bug of the month, this also allows remote, unauthenticated attackers to execute code on affected systems without user interaction. However, there is a caveat. Systems using the default MaxRequestBytes registry value used by the Windows HTTP stack are not affected by this bug. You can edit your registry settings if you need protection while you test and deploy the patch. The bulletin includes instructions and even a PowerShell script for doing this action. Microsoft lists this as “Exploitation more likely”, so I would definitely check your registry settings.

-    CVE-2026-44815 - DHCP Client Service Remote Code Execution Vulnerability
Here’s another CVSS 9.8 that has an odd incongruity. Although the CVSS says no permissions are required for exploitation, the write-up states it must be an “authenticated” user. I would err on the side of caution here and believe the CVSS. If that’s correct, then we have another bug where a remote, unauthenticated attacker could execute code on affected systems without user interaction. And since the DHCP client is on every OS, it’s a juicy target. This is another one to test and deploy with haste.

-    CVE-2026-45585/CVE-2026-50507 - Windows BitLocker Security Feature Bypass Vulnerability
If you’ve followed the ongoing saga of Nightmare Eclipse vs. MSRC, the bugs should look familiar. One is definitely a fix for “YellowKey”, while the other appears to be a fix for “GreenPlasma”. The researcher has promised a “bone shattering” drop on June 14, so let’s hope Microsoft is able to reach some understanding with the researcher before more 0-days are released. Also, there is a script provided by Microsoft as a mitigation, but the better strategy is to test and deploy the updates.

 Here’s the full list of CVEs released by Microsoft for June 2026:

* Indicates this CVE had been released by a third party and is now being included in Microsoft releases.

† Indicates further administrative actions are required to fully address the vulnerability.

Looking at the other Critical-rated bugs in this release, the scariest-looking one is actually nothing to concern yourself with at all. The CVSS 10 bug in Azure HorizonDB has already been addressed by Microsoft and is just being documented now. That’s also the case for five others. Of course, there wouldn’t be a release without Office bugs that have the Preview Pane as an attack vector. There are multiple in June. There’s a handful of bugs in the Remote Desktop Client, but these rely on connecting to a malicious RDP server. There are three patches for Hyper-V that allow for guest-to-host code execution. The bug in Active Directory requires authentication, but any authenticated user can hit it. For the Windows Directory Service vulnerability, it needs to be listening for TFTP. You have blocked that everywhere, right? The bug in Azure Network Adapter is somewhat unique as you need to update your Linux kernel to be protected. The bug in Azure Kubernetes allows an attacker to break out of a container and gain control of the AKS worker node. Finally, the bug in the Kerberos Key Distribution Center (KDC) seems unlikely, but if exploited, it could allow authenticated attackers to get code execution on affected systems.

Moving on to the other code execution bugs, there are the ubiquitous open-an-own bugs in Office components like Excel and Word. The code injection bug in Exchange Server looks troubling, but it requires a machine-in-the-middle (MiTM), so exploitation is unlikely. The bugs in SharePoint require authentication, but you should note that the patch applies to both SharePoint Server 2016 and SharePoint Enterprise Server 2016. The two bugs in UPnP are interesting. Both can lead to code execution by causing an error during the handling of specially crafted data, which could lead to a Use After Free (UAF) bug. The bugs in RDP Client all require connecting to a malicious RDP server, but it’s not clear why some are rated Critical and some are rated Important. The NTFS vulnerability requires a user to mount a virtual hard drive on an affected system. The last RCE bug this month is in Azure Stack Edge and requires the attacker to send a specially crafted file upload request that includes a manipulated file name or path, leading to code execution.

There are more than 60 Elevation of Privilege (EoP) bugs in this month’s release, and as usual, most simply lead to local attackers executing their code at SYSTEM-level privileges or administrative privileges, so there’s not much to add without further technical details about the bugs themselves. A notable exception is in Exchange Server, where a user on Outlook Web Access (OWA) could gain access to other mailboxes. The bug in Visual Studio Code could allow attackers to gain permissions associated with the MCP Server’s managed identity. The bugs in Windows SDK and Windows UI Automation Manager could let attacker go from low integrity up to medium integrity code execution. The bug in Bluetooth just allows “elevated” privileges without really describing what elevated might be.

Moving on to the more than 20 security feature bypass (SFB) bugs in the June release, there are a total of 10 that impact Secure Boot. All carry scope change (S:C) in the CVSS, meaning successful exploitation affects security boundaries beyond the vulnerable component itself — specifically the ability to load untrusted code at boot, bypass Virtual Secure Mode, and undermine boot integrity guarantees. CVE-2026-45654 explicitly calls out VSM exposure. The bulk of these are credited to Alon Leviev (STORM), which is notable given his prior BootKitty/BlackLotus-adjacent research. The bugs in the Windows Boot Manager have a similar impact as the Secure Boot bugs. The UEFI Secure Boot vulnerabilities go a layer deeper. They require either local admin or physical access but could allow for the running of untrusted code even before the OS loads. Rootkits anyone? The four bugs in BitLocker all require physical access but could yield encrypted data if exploited. The bug in Windows Administration Protection allows attackers to bypass the feature that prevents standard-user apps from performing admin-level actions. The bug in Visual Studio Copilot Chat could be the most interesting non-boot bug here as it allows authentication impersonation. Mark of the Web (MotW) and Excel vulns could bypass user warnings. Lastly, the bug in PC Manager bypasses expected user controls.

Turning our attention to the mass of spoofing bugs in the release, we instantly see 18 impacting SharePoint Server. Fortunately, these are simply cross-site scripting (XSS) bugs. It’s the Exchange bugs we should really watch for. One is an XSS that an attacker can exploit by convincing an Exchange administrator to open a malicious link or message, which then runs code in the admin's web session. That's a meaningful privilege escalation path. Another is listed as an SSRF-based attack, but no other details are available. The last is a lower-impact XSS with limited confidentiality/integrity loss. The bug in Bing Search (remember Bing?) is a classic search result spoofing. The bug in Azure Stack Edge is interesting as it could allow access to resources outside the vulnerable component's security boundary. The bug in Office for Android requires user interaction. The Office Project Server bug is an authenticated XSS with low impact. The final spoofing bug is in Azure Attestation but has already been addressed. You should still verify you are protected by following the instructions in the write-up from Microsoft.

There are 30 different information disclosure bugs in this release, and fortunately, the vast majority of these simply result in info leaks consisting of unspecified memory contents or memory addresses. The two bugs in Visual Studio require user interaction and could “disclose information over a network.” How obtuse. The bug in GitHub Copilot and Visual Studio Code could disclose discloses a sign-in access token for a user's work account. That's a meaningful credential exposure, not just random memory. That leaves the two bugs in Exchange Server. One could allow an authenticated user to gain information about which network services that the Exchange server can reach. The other sounds much like the spoofing bug in OWA as it allows attackers to see information in mailboxes they should not have access to.

I’ve never been a fan of the “tampering” category, as it could mean so many different things. For example, the bug in .NET simply says it could allow an unauthorized attacker to perform tampering locally. Similarly, the bug in Visual Studio says the same, expect here the tampering occurs over a network. Microsoft doesn’t even bother with a CWE for the tampering bug in the DHCP Server, so your guess is as good as mine.

There are seven DoS bugs in the June release, and as usual, Microsoft provides little to no actionable information about the vulnerabilities. The most interesting is the bug in HTTP.sys, which is listed as publicly known. This is an uncontrolled resource consumption, rated "Exploitation More Likely," and publicly disclosed. Since, HTTP.sys sits at the core of IIS and Windows web services, a network-accessible DoS here can take down any Windows server running HTTP-based services. Based on the Acknowledgement, it looks like this bug may have been found using AI. There are no real details for the other bugs, but based simply on the impact, I would focus on the Kerberos and TCP/IP bugs if you had to prioritize.

No new advisories are being released this month.

Looking Ahead

The next Patch Tuesday will be on July 14 and will be the last one before Black Hat/DEFCON. It’s usually a big release, so strap in and hang on. I’ll be back then to give you my full thoughts. Until then, stay safe, happy patching, and may all your reboots be smooth and clean!

Adobe Patches for July 2026

Adobe has now moved to a bimonthly release schedule, which means they will be releasing patches on the second and fourth Tuesdays of the month. I’ll continue to cover the second Tuesday release here and update this blog should the fourth Tuesday release contain anything significant. I think this is a smart way to break up a monster release into something a bit more manageable. Apple has said they are taking a similar approach. We’ll see if other vendors follow their lead.

For the first part of the July release, Adobe released 12 bulletins addressing 88 unique CVEs in Adobe ColdFusion, Commerce, After Effects, Animate, Audition, Bridge, Creative Cloud Desktop Application, Experience Manager, Illustrator, Media Encoder, Premiere Pro, and the Content Credentials SDK.

Here’s this month’s overview table:

While nothing is under active exploit, I would prioritize the Cold Fusion and Commerce patches first. The patch for Cold Fusion even clocks in with a CVSS 9.9 bug. Beyond that, most of these updates are pretty straightforward. If you’re using these products, patch them. However, you can use you regular patch cadence here.

Microsoft Patches for July 2026

Here it is. The Mother of All Releases. To call this record-breaking is an understatement. How to count this mess is anyone’s guess, but I see new Microsoft 621 CVEs for the month of July. Some of these are in online services where no user action is required. They also list about 480 bugs in Chromium and Microsoft Edge (Chromium-based) that I won’t cover here. Here’s how I put this in context. I looked at the last 20 years of Microsoft releases. The CVE count year-to-date exceeds all other years’ totals.

The products covered this month are also astonishing. There are patches for Windows and Windows components, Office and Office Components, Microsoft Edge (Chromium-based), Azure, .NET and Visual Studio, Github Copilot, Defender, Exchange Server, Hyper-V, Ages of Empire II, and Minecraft Server (really!). That phrase “Windows components” does some pretty heavy lifting here, too, as just about everything you’ve ever heard of is getting patched. All told, there are 63 rated Critical, six rated Moderate, one rated Low, with the rest rated Important in severity. Eight of these bugs were submitted through the ZDI program (more on that later). Two CVEs are listed as under active exploit while one other is listed as publicly known.

So how do we eat this elephant? One byte at a time (pun intended). Let’s start by looking a closer look at some of the more interesting updates for this month, starting with the bugs being exploited in the wild.

-    CVE-2026-56155 - Active Directory Federation Services Elevation of Privilege Vulnerability
This is one of several AD FS being patched this month, but it’s the only one being actively exploited. It stems from insufficient access-control granularity and does require local access and low privileges to start, but AD FS is exactly the kind of identity infrastructure attackers love to pivot through once they're in. It can also be paired with an RCE as we often see in ransomware. Test and deploy this patch quickly.

-    CVE-2026-56164 - Microsoft SharePoint Server Elevation of Privilege Vulnerability
The other bug being exploited in the wild this month is a modest CVSS 5.3 – but it shows why Moderate severity bugs still matter. It's a missing-authentication flaw, meaning an unauthenticated attacker can hit it over the network with no user interaction required. When something this reachable is being actively abused, patch it now and worry about the score later.

-    CVE-2026-57092 - Microsoft Windows VMSwitch Elevation of Privilege Vulnerability
This patch rates the highest CVSS score for the month: a solid 9.9. It’s a use-after-free that lets a low-privileged attacker escalate to full host compromise across a VM boundary. We saw something like this demonstrated at Pwn2Own Berlin on ESXi, but it clearly isn’t alone. If you’re using VMSwitch in your Hyper-V deployments (and you likely are), test and deploy this one quickly.

-    CVE-2026-50522/58644 - Microsoft SharePoint Remote Code Execution Vulnerability
This matching pair of CVSS 9.8 bugs results from the deserialization-of-untrusted-data and are reachable without authentication or user interaction. CVE-2026-50522 was demonstrated during Pwn2Own Berlin, so it’s odd to see Microsoft list it as “Exploit Maturity Unknown” since we literally handed them a working exploit. Just another reason to do your own risk assessment and not rely 100% on the vendor. If you have any Internet accessible SharePoint servers, test and deploy this patch quickly.

-    CVE-2026-56190 - Remote Desktop Protocol Remote Code Execution Vulnerability
This patch covers an unauthenticated, network-reachable, no user interaction required bug. The root cause is a classic one: use of uninitialized resource (CWE-908), meaning specially crafted RDP traffic can interact with memory that was never properly initialized, letting an attacker corrupt memory and potentially steer code execution. RDP Servers are a common target, so audit your systems to see which are internet accessible and start from there.

-    CVE-2026-55008 - Microsoft Exchange Server Spoofing Vulnerability
Ignore the title here and treat this like the XSS bug it is. The vulnerability is listed as a CVSS 9.6 since it’s a stored cross-site scripting flaw in Outlook Web Access, with a scope-changed impact that lets it break out of the web app context entirely. An attacker sends a specially crafted email, and if the victim simply opens it in OWA, arbitrary JavaScript executes in their browser session — no attachment needed, no macro warning, just viewing the message does it. If you’re using OWA, test and deploy this one quickly.

-    CVE-2026-50518 - Windows DHCP Server Remote Code Execution Vulnerability
There are a couple of these DHCP RCE patches in this release, but the other has caveats while this one does not. Both are heap-based buffer overflows scoring CVSS 9.8, both unauthenticated and network-reachable. If you're running DHCP Server role on anything Internet-adjacent (you're not, right?), these move to the top of the list.

-    CVE-2026-56188 - Windows Server Network driver Remote Code Execution Vulnerability
Another Critical-rated bug, this one is caused by a race condition. It’s always fun to see a TOCTOU bug rated this high, since race conditions are notoriously finicky to exploit reliably. While it may prove tricky to exploit, this bug could allow an attacker to execute privileged code over the network without user interaction. Don’t let the race condition lull you to sleep on a wormable bug.

-    CVE-2026-55010 - Minecraft Bedrock Dedicated Server Remote Code Execution Vulnerability
File this in the “why not” category. This bug is a heap-based buffer overflow in Minecraft Bedrock Dedicated Server, also CVSS 9.8 and also unauthenticated RCE. Yes, your kid’s Minecraft server (it is your kid’s server, right?) is exposed to the same class of bug as your DHCP infrastructure. Patch it anyway.

Here’s the full list of CVEs released by Microsoft for July 2026: