diff --git a/pkg/llm/assistant.go b/pkg/llm/assistant.go
index 48cf7d0..1e7140b 100644
--- a/pkg/llm/assistant.go
+++ b/pkg/llm/assistant.go
@@ -223,3 +223,11 @@ Maintain maximum analytical depth while ensuring clarity and actionability in pr
 
 	return response, nil
 }
+
+func (a *Assistant) StartSuggestionChat(suggestions []string) *SuggestionChat {
+	return NewSuggestionChat(
+		a,
+		a.context,
+		suggestions,
+	)
+}
diff --git a/pkg/llm/chat.go b/pkg/llm/chat.go
new file mode 100644
index 0000000..b5267a4
--- /dev/null
+++ b/pkg/llm/chat.go
@@ -0,0 +1,93 @@
+package llm
+
+import (
+	"fmt"
+	"strings"
+)
+
+type SuggestionChat struct {
+	assistant   *Assistant
+	history     []Message
+	context     string
+	suggestions []string
+}
+
+func NewSuggestionChat(assistant *Assistant, initialContext string, suggestions []string) *SuggestionChat {
+	return &SuggestionChat{
+		assistant:   assistant,
+		history:     make([]Message, 0),
+		context:     initialContext,
+		suggestions: suggestions,
+	}
+}
+
+func (sc *SuggestionChat) Chat(userInput string) (string, error) {
+	// Add user message to history
+	sc.history = append(sc.history, Message{
+		Role:    "user",
+		Content: userInput,
+	})
+
+	systemPrompt := `You are an advanced task optimization assistant engaged in a discussion about specific task suggestions. Your core responsibilities:
+
+CONTEXT AWARENESS:
+- Maintain strict relevance to the session context and current suggestions
+- Detect and flag off-topic or digressing questions
+- Guide users back to relevant discussion points
+
+SUGGESTION CLARIFICATION:
+- Provide detailed, actionable explanations for suggestions
+- Break down complex tasks into clear, achievable steps
+- Highlight dependencies and prerequisites
+- Explain the reasoning behind each suggestion
+- Focus on practical implementation details
+
+RESPONSE GUIDELINES:
+1. If question is relevant:
+   - Provide clear, structured response
+   - Include specific steps or clarifications
+   - Reference context when applicable
+   - Maintain focus on task completion
+
+2. If question seems off-topic:
+   - Politely flag the digression
+   - Explain why it seems unrelated
+   - Offer to hear user's perspective
+   - Guide back to relevant discussion
+
+3. For implementation queries:
+   - Break down into concrete steps
+   - Highlight potential challenges
+   - Suggest specific approaches
+   - Focus on actionability
+
+Current Session Context:
+%s
+
+Current Suggestions Under Discussion:
+%s`
+
+	messages := []Message{
+		{
+			Role:    "system",
+			Content: fmt.Sprintf(systemPrompt, sc.context, strings.Join(sc.suggestions, "\n")),
+		},
+	}
+
+	// Add chat history
+	messages = append(messages, sc.history...)
+
+	// Get response from llm
+	response, err := sc.assistant.perplexity.GetResponse(messages)
+	if err != nil {
+		return "", err
+	}
+
+	// Add assistant's response to history
+	sc.history = append(sc.history, Message{
+		Role:    "assistant",
+		Content: response,
+	})
+
+	return response, nil
+}
diff --git a/pkg/pomodoro/pom.go b/pkg/pomodoro/pom.go
index d123f76..fdf68f9 100644
--- a/pkg/pomodoro/pom.go
+++ b/pkg/pomodoro/pom.go
@@ -13,6 +13,7 @@ import (
 	"github.com/1x-eng/tomatick/pkg/ltm"
 
 	"github.com/1x-eng/tomatick/pkg/llm"
+
 	"github.com/1x-eng/tomatick/pkg/markdown"
 
 	"github.com/1x-eng/tomatick/config"
@@ -21,6 +22,8 @@ import (
 	"github.com/chzyer/readline"
 	"github.com/logrusorgru/aurora"
 
+	"bufio"
+
 	"github.com/1x-eng/tomatick/pkg/context"
 	"github.com/1x-eng/tomatick/pkg/ui"
 	tea "github.com/charmbracelet/bubbletea"
@@ -37,6 +40,7 @@ var commandInstructions = []struct {
 	{"edit N text", "Edit task number N with new text"},
 	{"remove N", "Remove task number N from the list"},
 	{"suggest", "Get AI-powered task suggestions"},
+	{"discuss suggestions", "Start an interactive discussion about current suggestions"},
 	{"flush", "Clear any existing in-memory AI suggestions"},
 	{"help", "Show this help message"},
 	{"quit", "End the session and save progress"},
@@ -55,6 +59,7 @@ type TomatickMemento struct {
 	currentSuggestions       []string
 	currentTasks             []string
 	lastAnalysis             string
+	currentChat              *llm.SuggestionChat
 }
 
 func NewTomatickMemento(cfg *config.Config) *TomatickMemento {
@@ -235,7 +240,6 @@ func (p *TomatickMemento) captureTasks() []string {
 	instructions := p.theme.Styles.SystemInstruction.Render(sb.String())
 	fmt.Println(p.theme.Styles.Subtitle.Render(header + "\n" + instructions))
 
-	assistant := llm.NewAssistant(p.llmClient, p.sessionContext)
 	var tasks []string
 	rl, _ := readline.New(p.auroraInstance.BrightGreen("➤ ").String())
 	defer rl.Close()
@@ -271,6 +275,7 @@ func (p *TomatickMemento) captureTasks() []string {
 				}
 			}()
 
+			assistant := llm.NewAssistant(p.llmClient, p.sessionContext)
 			suggestions, err := assistant.GetTaskSuggestions(tasks, p.lastAnalysis)
 			done <- true
 			fmt.Print("\r") // Clear spinner line
@@ -280,7 +285,10 @@ func (p *TomatickMemento) captureTasks() []string {
 				continue
 			}
 			p.currentSuggestions = suggestions // Store suggestions
+			// Initialize chat session here
+			p.currentChat = assistant.StartSuggestionChat(suggestions)
 			p.displaySuggestions(suggestions)
+			fmt.Println(p.theme.Styles.InfoText.Render("\nType 'discuss suggestions' to discuss these suggestions with your copilot"))
 		case "flush":
 			p.FlushSuggestions()
 		case "quit":
@@ -292,6 +300,12 @@ func (p *TomatickMemento) captureTasks() []string {
 			continue
 		case "":
 			fmt.Println(p.auroraInstance.Red("❗ Task cannot be empty. Please try again."))
+		case "discuss suggestions":
+			if p.currentChat == nil {
+				fmt.Println(p.auroraInstance.Red("❗ No active suggestion session. Use 'suggest' first."))
+				continue
+			}
+			p.handleSuggestionChat()
 		default:
 			if strings.HasPrefix(input, "edit ") {
 				p.editTask(&tasks, input)
@@ -603,3 +617,84 @@ func (p *TomatickMemento) FlushSuggestions() {
 	p.lastAnalysis = ""
 	fmt.Println(p.auroraInstance.Green("✓ Copilot suggestions and analysis cache flushed successfully."))
 }
+
+func (p *TomatickMemento) handleSuggestionChat() {
+	// Display chat session start
+	chatBorder := strings.Repeat(p.theme.Emoji.ChatDivider, 50)
+	fmt.Println(p.theme.Styles.ChatBorder.Render(chatBorder))
+	fmt.Println(p.theme.Styles.ChatHeader.Render(
+		fmt.Sprintf("%s Interactive Suggestion Discussion %s",
+			p.theme.Emoji.ChatStart,
+			p.theme.Emoji.Brain)))
+	fmt.Println(p.theme.Styles.ChatBorder.Render(chatBorder))
+
+	// Display current suggestions for reference
+	fmt.Println(p.theme.Styles.InfoText.Render("\nCurrent Suggestions:"))
+	for i, suggestion := range p.currentSuggestions {
+		fmt.Printf("%s %s %s\n",
+			p.theme.Emoji.Bullet,
+			p.theme.Styles.TaskNumber.Render(fmt.Sprintf("%d.", i+1)),
+			p.theme.Styles.AIMessage.Render(suggestion))
+	}
+
+	fmt.Println(p.theme.Styles.SystemInstruction.Render("\nAsk questions or discuss these suggestions (type 'exit' to end chat)"))
+
+	scanner := bufio.NewScanner(os.Stdin)
+	for {
+		fmt.Printf("%s", p.theme.Styles.ChatPrompt.PaddingTop(0).PaddingBottom(0).Render(p.theme.Emoji.UserInput+" "))
+
+		if !scanner.Scan() {
+			break
+		}
+
+		input := strings.TrimSpace(scanner.Text())
+		if input == "" {
+			continue
+		}
+
+		if input == "exit" {
+			fmt.Println(p.theme.Styles.ChatBorder.Render(chatBorder))
+			fmt.Println(p.theme.Styles.ChatHeader.Render(
+				fmt.Sprintf("%s Chat session ended %s",
+					p.theme.Emoji.ChatEnd,
+					p.theme.Emoji.Success)))
+			fmt.Println(p.theme.Styles.ChatBorder.Render(chatBorder))
+			break
+		}
+
+		// Show thinking spinner
+		spinner := ui.NewSpinner(p.theme.Styles.Spinner.
+			Foreground(lipgloss.Color("#818CF8")).
+			Bold(true))
+		done := make(chan bool)
+
+		go func() {
+			for {
+				select {
+				case <-done:
+					return
+				default:
+					fmt.Printf("\r%s Thinking...", spinner.Next())
+					time.Sleep(100 * time.Millisecond)
+				}
+			}
+		}()
+
+		response, err := p.currentChat.Chat(input)
+		done <- true
+		fmt.Print("\r\033[K") // Clear spinner line
+
+		if err != nil {
+			fmt.Println(p.theme.Styles.ErrorText.Render(
+				fmt.Sprintf("%s Error: %v", p.theme.Emoji.Error, err)))
+			continue
+		}
+
+		// Format and display response
+		fmt.Println(p.theme.Styles.ChatDivider.Render(strings.Repeat("─", 50)))
+		fmt.Printf("%s %s\n",
+			p.theme.Emoji.AIResponse,
+			p.theme.Styles.AIMessage.Render(response))
+		fmt.Println(p.theme.Styles.ChatDivider.Render(strings.Repeat("─", 50)))
+	}
+}
diff --git a/pkg/ui/theme.go b/pkg/ui/theme.go
index 5b1c5db..ba4598a 100644
--- a/pkg/ui/theme.go
+++ b/pkg/ui/theme.go
@@ -27,6 +27,12 @@ type ThemeStyles struct {
 	Spinner           lipgloss.Style
 	AIMessage         lipgloss.Style
 	Break             lipgloss.Style
+	ChatHeader        lipgloss.Style
+	ChatBorder        lipgloss.Style
+	UserMessage       lipgloss.Style
+	ChatPrompt        lipgloss.Style
+	ChatSession       lipgloss.Style
+	ChatDivider       lipgloss.Style
 }
 
 type ThemeEmoji struct {
@@ -48,6 +54,11 @@ type ThemeEmoji struct {
 	Brain          string
 	Bullet         string
 	Section        string
+	ChatStart      string
+	UserInput      string
+	AIResponse     string
+	ChatEnd        string
+	ChatDivider    string
 }
 
 func NewTheme() *Theme {
@@ -111,6 +122,36 @@ func NewTheme() *Theme {
 			Break: lipgloss.NewStyle().
 				Foreground(lipgloss.Color("#86EFAC")).
 				Bold(true),
+
+			ChatHeader: lipgloss.NewStyle().
+				Foreground(lipgloss.Color("#9D8CFF")).
+				Bold(true).
+				Padding(1, 0),
+
+			ChatBorder: lipgloss.NewStyle().
+				Foreground(lipgloss.Color("#9D8CFF")).
+				Bold(true).
+				Padding(1, 0),
+
+			UserMessage: lipgloss.NewStyle().
+				Foreground(lipgloss.Color("#9D8CFF")).
+				Bold(true).
+				Padding(1, 0),
+
+			ChatPrompt: lipgloss.NewStyle().
+				Foreground(lipgloss.Color("#9D8CFF")).
+				Bold(true).
+				Padding(1, 0),
+
+			ChatSession: lipgloss.NewStyle().
+				Foreground(lipgloss.Color("#9D8CFF")).
+				Bold(true).
+				Padding(1, 0),
+
+			ChatDivider: lipgloss.NewStyle().
+				Foreground(lipgloss.Color("#9D8CFF")).
+				Bold(true).
+				Padding(1, 0),
 		},
 		Emoji: ThemeEmoji{
 			TaskComplete:   "✅",
@@ -131,6 +172,11 @@ func NewTheme() *Theme {
 			Brain:          "🧠",
 			Bullet:         "•",
 			Section:        "📋",
+			ChatStart:      "👋",
+			UserInput:      "👤",
+			AIResponse:     "🤖",
+			ChatEnd:        "👋",
+			ChatDivider:    "🔀",
 		},
 	}
 }