WPF

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<Window 
	x:Class="WpfApplication1.Window1"
    xmlns="http://schemas.microsoft.com/winfx/2006/xaml/presentation"
    xmlns:x="http://schemas.microsoft.com/winfx/2006/xaml"
	xmlns:local="clr-namespace:WpfApplication1"
    Title="Window1" 
	Background="White"
	Height="300" Width="300">
	<DockPanel>
		<Button DockPanel.Dock="Bottom" Click="DoAdd">Add Item</Button>
		
		<ItemsControl x:Name="itemsDisplay">
			<ItemsControl.ItemsPanel>
				<ItemsPanelTemplate>
					<Canvas/>
				</ItemsPanelTemplate>
			</ItemsControl.ItemsPanel>
			<ItemsControl.ItemTemplate>
				<DataTemplate DataType="{x:Type local:DataItem}">
					<Border
						Background="{Binding Brush}"
						Width="{Binding Width}"
						Height="{Binding Height}"
						>
						<Border.RenderTransform>
							<RotateTransform CenterX="{Binding RotateX}" CenterY="{Binding RotateY}" Angle="{Binding RotateAngle}"/>
						</Border.RenderTransform>
					</Border>
				</DataTemplate>
			</ItemsControl.ItemTemplate>
			<ItemsControl.ItemContainerStyle>
				<Style>
					<Setter Property="Canvas.Left" Value="{Binding X}"/>
					<Setter Property="Canvas.Top" Value="{Binding Y}"/>
				</Style>
			</ItemsControl.ItemContainerStyle>
		</ItemsControl>
	</DockPanel>
</Window>

using System.Windows;

namespace WpfApplication1
{
	public partial class Window1 : Window
	{
		public Window1()
		{
			InitializeComponent();
		}

		private void DoAdd(object sender, RoutedEventArgs e)
		{
			itemsDisplay.Items.Add(new DataItem());
		}
	}
}

using System;
using System.Windows.Media;
using System.Reflection;

namespace WpfApplication1
{
	public class DataItem
	{
		static Random RAND = new Random();

		public DataItem()
		{
			X = RAND.Next(200);
			Y = RAND.Next(200);
			Width = 20 + 30 * RAND.NextDouble();
			Height = 10 + 20 * RAND.NextDouble();
			RotateAngle = 360 * RAND.NextDouble();

			var brushes = typeof(Brushes).GetProperties(BindingFlags.Static | BindingFlags.Public);
			Brush = brushes[RAND.Next(brushes.Length)].GetValue(null, null) as Brush;
		}

		public double X { get; set; }
		public double Y { get; set; }
		public double Width { get; set; }
		public double Height { get; set; }
		public double RotateAngle { get; set; }
		public Brush Brush { get; set; }

		public double RotateX { get { return Width / 2; } }
		public double RotateY { get { return Height / 2; } }
	}
}